This is the second and final part of Me, the beach, and Erica
All rights for this content belong to Shiraz Derwine.
Please leave a review if you liked this story. All reviews are important
to me and motivate me to write more.
A version of this story in Italian is available on FictionMania
------------
Continuing from part 1
------------
The start of the following day looked a lot less interesting. I kept on
my bra and Brazilian as I ate breakfast, I then changed into the second
swimsuit, the one with the keyhole on my belly button, I put my blue
sequinned bikini in my bag, put on t-shirt and trunks and I crossed the
road to go to the beach.
Erica wasn't there yet. I untied my windsurf geat from the tree and I
went for a long ride, taking advantage of the perfect wind. I stayed out
for hours, stopping to relax and sunbathe on the sail every once in a
while, and returned to my towel only once it was already one o'clock.
Next to my spot, there was just an empty space and nobody to chat with.
I started wondering if Erica was still angry from the day before and
decided to never see me again.
"Surely she would be right!" I thought.
I put my t-shirt back on, kept my shorts on, and I ate the last couple
of pre-made sandwiches that I found in the fridge at home. I sat on the
log trying to find something to do that afternoon. Mechanically, I
reached for my bag to get the bikini and go and get changed, but I then
thought that it was something that belonged to the playful moments with
Erica.
I took out my phone and I just scrolled through Facebook's infinite feed
to kill some time.
"Not working on your tan today, Paolo?" Erica's voice came from behind
the trees and made me jump.
"Here you are! I thought you moved to another beach!" I said, happy to
see her again.
"No way! This beach is mine and surely I won't be the first one to leave
it!" she said fiercely, smiling. "I just went to the city to do some
shopping. Cremes and other stuff!".
She put set up the towel and started undressing.
"If you want a quick massage you know what you have to do!" she said.
I sprang up and ran to the sea to get changed, and then I ran back to my
towel wearing my blue bikini.
Erica gave me the usual relaxing massage with the sunscreen. The more my
muscles relaxed the more my erection grew. Once again, when she spread
the lotion on my chest she spent extra time on my nipples, and she knew
that I liked it because her hands lingered in that area for a long
while. Once again, she stopped a few moments short of causing me to
orgasm.
"Do you want me to put some cream on you?" I offered.
"What kind of cream?" she asked jokingly.
"OK, you are right. If you want I can just stay on the side, be careful,
and..." I tried to sell her the idea.
"I must be honest with you, the massage wasn't great!" she said.
"Oh... I'm sorry. I had never done it before!" I explained.
"It's not your fault. Actually, I am happy to teach you how to do a
better job!" she suggested. "But maybe, after what happened yesterday,
the beach is not the best place for it!"
"Where do you think?" I asked, curious.
"Why not your place?" she said.
As I was unlocking the door to my house I tried to hide the fact that my
hands were shaking. The way she said it had a clear sexual innuendo and
I was extremely excited. It wouldn' be my first time. I had sex before
with some girls my age, but the idea of taking an older woman to my home
was sending blood to my head like never before.
I asked her if she wanted a drink, and when she saw the bottles of
liquors in the kitchen she offered to prepare a drink for me.
"Why don't you set up a bed for the massage and I look after the
liquids?" she commanded.
I went to get clean bedsheets and prepare one of the two unclaimed
double beds. From a suitcase, I took the pack of condoms that my father
had given me and I slipped it in a bedside table.
Erica reappeared from the kitchen carrying two glasses.
"Vodka and Cola never fails!" she said, raising the glass to toast.
"And, for good measure, a little top up!" From behind, she produced two
shot glasses of pure vodka that we gulped down.
"Now come and let me teach you a thing or two..." she took my hand and
led me to the bed I just prepared.
She told me to strip and only keep my light blue bikini on. She took off
the pareo, remaining just with her bikini, and lay down on the bed
facing down.
"Get on top as you did yesterday, the same position but try to keep
control, and untie my bikini!"
I put my knees on the side of her ass, in the same position that caused
troubles the day before. Once again the heath of her the skin of her
butt on my balls was giving me an erection. I tried to focus on her
instructions.
She guided me through her back muscles, her spine, her bones, explaining
what I had to do. A couple of times she praised me for how well I was
going, but each time she relaxed I was getting more aroused. She
clenched her butt around my dick a couple of times and I miraculously
avoided an orgasm.
"I think you are ready for the front!" she said, stopping me. "Lift
yourself up a bit!"
I gave her enough room to turn around and I ended up looking in her eyes
as I practically sat on her midsection. With one hand she was still
holding her bikini top that was only tied around her neck and that was
still covering her breasts.
"Now, do what I do!" she said.
She took the lotion, put some on her hands and some on mines, then with
the tip of her fingers she reached under the bottom of my bikini,
getting to my nipples. I mirrored her and, almost as one voice, we both
let go of a soft moan.
While her thumbs played with my nipples her fingertips massaged the side
of my chest. When I did the same I ended up touching the tip and the
side of her breasts. She then started using her palms making large
circles, going back every few seconds to playing with my nipples. I kept
copying her and I soon realized that she was guiding me in pleasing her.
At the same time, I reckoned that I had never felt so much pleasure even
by stroking my penis.
While our breaths accelerated, my erection grew to embarrassing
proportions. The tip was starting to peek fro the thong, pushing hard on
the strings that were, in turn, applying friction near my ass. My body
was trying to keep up with all the feelings. some new, like those coming
from my nipples, others familiar like the fabric of the bikini on my
skin or the knot on Erica's pareo that was pushing between my butt.
Every sensation coming from my nipples seemed to be one magnitude higher
than anything else and it was going straight to my cock.
"Erica, this is... fantastic... mmhhhhh... but if mmhhhh...
aaaaahhhhh... we keep going... I'll make a mess... again..." I tried to
warn her.
"Let it happen! Mmmhhhh..... I don't think you'll be the only one..."
she said, without opening her eyes and enjoying the pleasure coming from
my massage on her breasts.
"Erica... Wait... I am about... slow down!" I said as her grip on my
nipples became stronger. A wave of pleasure ran through my body, shaking
it.
I did to her what she did to me and I felt her hips trying to move under
my body. She couldn't stop herself. All of a sudden she pushed on her
legs, arching her body, and I felt a warm feeling on my ass. I didn't
have the time to compute what was going on: she pulled again on my
nipples making me come live a volcano. For a few seconds, we both
spasmed and pushed our muscles in that position. My sperm was everywhere
on my belly and her body. A few drops rested on her breasts, now
uncovered in front of me.
When I regained control of my breath I saw that she too was gasping
because she had come at the same time, and I felt proud. I smiled at her
and I tried to think of something to say to thank her and to apologize
for having splashed cum on her.
A strange feeling arrived from my back as if it was wet and hot. Without
thinking, one of my hands followed the side string of my thong to the
crack of my ass. That's when my brain sobered up from the orgasm and
tried to put together the pieces of what I was experiencing.
Between my ass cheeks was a large spot wet with something hot and
sticky. Without looking, my hands moved around to put that find into
context and I found the knot of Erica's pareo... but her pareo was on
the floor next to the bed.
"Wait!" she said, alarmed and worried.
I lept back out of the bed with one straight jump. Between Erica's legs,
inside her completely wet bikini bottom, was the undeniable shape of a
cock. The tiny garment struggled to contain her testicles that were
visible below the bump.
I remained speechless like glued to the wall opposite the bed.
"You don't mind if I use the shower, right?" Erica asked. Without
waiting for my answer she went to the bathroom taking her bag along.
A thousand thoughts were buzzing in my head like bees in a beehive. What
had I done? How did I end up in bed with a trans? How did I not notice?
What was happening to me?
From the bedside table, I took the drink that she had previously made
for me and I gulped it down in one go. The vodka in it made me relax a
bit, but the thoughts kept going through my head.
Erica came out of the shower after a few minutes. She was topless,
wearing just her pareo on top of a dry thong. From the front, through
the split left by the pareo, there was no way to tell that she was
hiding a penis between her legs.
She walked in front of me to go and pick up her drink from the other
bedside table, and then again to go to the kitchen where she sat at the
table. I sat in front of her, looking at her in the eyes, unable to say
a word.
"I assume you have some questions!" she said.
"You're trans!" I said.
"More or less! I prefer the term Androgynous!" she corrected me. she
stood, popped the bottles open, and poured two fresh vodka and colas for
us. A lot of vodka, not much cola.
"I don't get it. Are you trans or not? You have a..." I tried again.
"I have a cock. Yes!" she finished my sentence.
"And you dress in women's clothing..." I went on.
"You too, but that doesn't make you trans!" she said.
"Me?" I was about to object but she pointed in the direction of the blue
bikini top I was still wearing. "This is just for my nipples, I... I
just use it because of that, nothing else..."
She lowered her index finger by just an inch, pointing it towards my
thong.
"I don't... I mean, I am not trans, I don't know, like, it's just a
game, and the nipples, the surfboard..." My brain short-circuited. I
took a large sip from my glass.
"Nobody says that you are trans! Calm down! You only have sensitive
nipples. I too was like that last year!" she explained.
"Are you saying that one year ago you didn't look like this?" I asked,
surprised.
"A year ago I was quite different. Then, using the same lotion I am
still using for my breasts my nipples became very sensitive, and I
decided that I wanted them to be even more sensitive. One thing after
the other, and now I am in between being a boy and being a girl. And my
life has greatly improved!" she said.
"Wait, are you did that to my nipples? On purpose?" I felt a jolt of
anger.
"No, and yes. The cream shouldn't have such a fast effect. Even for me,
it took a lot longer. Used every once in a while in small doses, it
should just be hydrating your skin and keep it soft. But it looks like
your nipples were born to be extra sensitive! Anyway, I thought that
since you like to wear women's underwear you'd be happy about it!" she
continued.
"I don't wear women's underwear!" I debated.
"Let's just say that when you gave me back the thong the first time, you
didn't do a great job at washing it..." she said. "It was easy to see
that you had fun with it!"
"But it never happened before!" I continued defending myself.
"and how many times had you ever had a thong in your hands before?"
Erica insisted.
"Well... never!" I answered honestly.
"So, one-hundred percent of the time you had women's underwear in your
hands you wore it. And then you also accepted to keep wearing it for the
last six days. And you want me to believe you don't like it?" she
cornered me.
"I... OK, I mean, maybe I liked it a bit, but it doesn't mean that I
want to be a girl or anything else!" I tried to escape her logic.
"Precisely! Who has ever said otherwise? The fact that you like to wear
women's underwear doesn't make you trans, same for me. The fact that you
like having sensitive nipples, and using them, doesn't mean that you
have to become a girl!" she added. "And don't tell me you don't like to
have sensitive nipples, because you are still covered in your semen.
Actually, maybe you should take a shower!"
I decided that the shower was not a bad idea, at least to have some me-
time to think. I used every shampoo and soap I had to get rid of every
drop of sperm, mine, and hers. I had no idea of what to think of the
fact that I had been in bed with a trans, or whatever she wanted to be
called.
A part of me thought I turned gay, while another side reasoned that
there was no way to tell that she wasn't completely female before we got
in bed. As if those thoughts weren't enough, there was the whole nipples
business, still very sensitive, and all the rest of the stuff she told
me about. I wanted to prove to myself that she was either lying or
wrong, but each time I touched my chest I felt a jolt of electric
pleasure shooting straight to my penis. I didn't want to admit it, but I
liked it a lot.
I got out of the shower and I went to get dressed. I took into
consideration not to wear anything under my t-shirt but I couldn't
afford to have my nipples driving me crazy as I faced Erica.
From the drawer, I took my white bra and Brazilian which I wore under my
shorts and t-shirt. I went back to the kitchen where she was still
sitting at the table, playing with her phone.
"When will the nipples irritation go away?" I asked directly.
"I don't know. It's not an irritation, it's enhanced sensitivity. It
could never go away, even if I think that sooner or later you'll get
used to it. Is that what you want? You hope it'll go away?" she asked.
"I don't know. I think so. Or, better, I like it, I admit it, but I
can't always go around wearing a bra!" I explained.
"Be honest. If right now I had on a jacket or a thick sweater do you
think you'd be able to tell that I have boobs?" she challenged me.
I looked at her for a few seconds. Her breasts were round and well
defined, but it wasn't big, and it wasn't pointy. To be honest, with
some heavy clothes on, and if I couldn't see her face, I would be unable
to say whether she had breasts or not.
"I don't think so!" I said.
"Exactly! I have a B cup but when I live my normal life as a man in the
city nobody ever thought I had a pair of boobs with super sensitive
nipples under my clothes!" she explained.
"Wait, what man's life?" I asked, surprised.
"Erica is a big part of me, but not the only one! I enjoy being able to
be a man or a woman!" She smiled, sipping some more of her drink.
"Wouldn't you want to have even more sensitive nipples and softer skin
if it didn't cause troubles in your everyday life?"
"I admit I like it..." I looked down. My t-shirt hid the straps of the
bra underneath very efficiently. "... but I don't think I'd want boobs
like yours! I think it would create too much trouble! Maybe I should
stop using that lotion you put on me during the massage!"
As those words crossed my lips I felt a type of sadness I could not
identify. The sensitivity of my nipples wasn't just an enhancement of my
body's ability to receive pleasure, but also the symbol of the good time
spent with Erica. It was the reason why I tried on the bikinis, which
didn't feel as weird and as alien as before, and it was the reason that
led to that weird afternoon that I couldn't hate even if I wanted to.
Finally, the double massage we gave each other an hour earlier laid some
sort of bridge between Erica and me, mixing physical and emotional
feelings.
"The lotion?" Said Erica, stopping my train of thoughts. "That didn't do
much. To grow my breasts I used these!" she put a plastic bottle on the
table with about one-hundred pills.
"Hormones?" I asked.
"Almost. They are from the herbal shop. They have enough estrogens to
make one grow some breasts if taken for long enough. In the first few
months, they don't do much more than enhancing nipple's and skin's
sensitivity. Do you think your orgasm today was good? You should try one
after a month on these!" she explained. "Now I better go, it's getting
late. I'll leave them here..." she said, pointing at the pills. "...
think about it. It took me a year to grow breasts. Taking them for the
three months you'll be here won't give you a bosom like mine but it will
make you enjoy sex a lot more!"
She picked up the rest of her things and before she closed the door
behind her she just said "Thank you for today!"
I threw the bedsheets in the washing machine together with my bra from
the night before and some other clothes, then I went on the sofa to
watch some Netflix. In my left hand, I had what was left of the drink
she prepared for me before leaving, while in my right hand I was
juggling the bottle of nameless pills that she left behind and that only
had one thing written on it "One a day before bed".
---------------
The month of July passed quickly and many new things became routine.
What I am happy I never got used to, was Erica's ability to make me cum
without even touching my penis. We were spending hours spreading the
cream on each other at the beach, but she also started coming to my
place quite often. Massage with a happy ending was the house's
specialty.
The fact that this story keeps going means, implicitly, that the bottle
of pills didn't remain sealed for long. I was curious to see how much
more I could enhance my lovemaking, so I started taking one pill every
evening.
Erica wasn't lying when she said that those pills would open a new world
to me. That Friday morning the temperature was already scorching hot at
eight AM. I got used to going to sleep wearing just one of my bras and a
Brazilian or a thong. I had already been on a few shopping sprees with
Erica to buy more underwear. She insisted I tried different things made
of different fabrics, and I must thank her for that because the feelings
that I was getting from some of the new bras quickly became the
inspiration for my masturbation.
Once out of the shower, that morning, I took a one-piece swimsuit from
my drawer and I looked at myself in the mirror before wearing it. I had
been wearing various bikinis for almost a month and even if the tan
lines were slowly fading, some of them were still visible, particularly
where the cups were. Part of me knew very well that it was weird for a
guy to have those marks but, looking at my nipples, it was clear that I
needed some coverage. Also, thanks to that strange arrangement I was
having tonnes of sex.
I tried to understand if I was gaining weight because the skin around my
nipples seemed a bit swollen.
I went out with the windsurf for the whole morning. The sun was really
hot and every once in a while I would dive to cool my body temperature a
bit. For pure convenience, I had stopped wearing swimming shorts when
taking the windsurf for a spin far from the beach. Erica suggested that
if I was wearing a bikini at the beach I could as well wear the sporty
one-piece by itself. She wasn't wrong. Besides, the beach was still
completely empty and the very few tourists were using the concessions
near the town center. Not having to care about having people around, I
picked up some of Erica's habits too, like wearing a pareo tied at my
waist when going to the beach in the morning or returning home in the
evening. It saved me time compared to wearing a t-shirt and shorts, and
I had recently bought a few pareos from the shopping center that matched
some of my swimming costumes. That day, for example, I was wearing one
that resembled the black, ping, and green bikini that I bought a month
earlier.
"Do you think swimsuits shrink after a while?" I asked Erica while I sat
on my towel next to her. "The one I used today to go surfing is pulling
a bit on my ass and it ends up being swallowed between my cheeks
sometimes. The cups also seem to be a bit tighter!"
"I don't think they shrink. But we can have a look together at your
place tonight!" she suggested.
As usual, Erica climbed on top of my legs to give me a massage. At that
point, I knew very well that what pushed against my ass wasn't the knot
of her pareo, but after I found out that she had a penis I soon got over
it. I some way, knowing that giving me a massage gave her a hard-on made
me proud somehow. I felt very gay the week before when I played her
trick on herself, squeezing her cock between my ass cheeks, but the shot
of sperm on my back made me laugh instead of scaring me.
We went back to my house at around six PM. The "massage bed", as we
named it, was already set up and she jumped on it and lay facing down. I
climbed on top of her and I started massaging her bottom with the
lotion, making it soft and hydrated. Then I took a special massage oil
that we bought days earlier and I started giving her a proper massage.
"It's incredible how much progress you've made!" she complimented. "This
is really relaxing!"
I moved my hands towards her shoulders, making sure to lodge my penis in
the middle of her ass, but without pushing it inside. Each time I moved
up and down to move my hands I was pushing myself a tiny bit further in.
"Mmmmmhh... that's not very relaxing!" she said, laughing, knowing that
I was doing it on purpose.
"My turn!" she said, moving away and signaling me to position myself
facing up. She sat right on top of the erection that my skimpy thong
could barely contain.
"Let's give this a try!" she said, and for the first time, she lowered
her mouth on my nipples and started sucking on them. With her hands, she
was circling around the other nipple, in turns.
"Stop! You're going to make me cum!" I begged her after a few minutes.
"Better put some lotion!" she announced.
As she started spreading it she kept playing with my nipples, and after
a very short time, I just lost control and sprayed gallons of sperm in
my thong and on hers. When the long waves of the orgasm had finally
subsided, I sat on her and returned the favor licking, sucking, and
biting her nipples until she too came like an explosion and the
bedsheets ended up drenched in our sperm.
I had my shower after she had hers.
"Show me the swimming costume you were talking about at the beach
today!" she said.
I fetched the one-piece swimsuit and gave it to her. She examined it
carefully, checking the fabric with her fingers and against the light.
"Come with me!" she took my hand and guided me to the full-figure mirror
in the "massage room".
"Look in the mirror and tell me what you see!" she asked.
My body seemed fit enough and I didn't notice anything out of place. I
told her that my chest seemed a bit puffy and swollen but that I didn't
give much importance to that.
"I have o reason to lie to you, Paolo! Your ass has grown a bit, and
that's why your costume is slipping inside it sometimes." she pointed at
where my back ended and my bum started.
She was right, but it also was nothing extreme that you could notice
without paying attention.
"It's not the end of the world!" I commented.
"And these..." she said, covering my nipples with the palm of her hands.
"...these are boobs. Small ones, but boobs!"
I turned towards her, staring at her face. My expression must have said
that I was alarmed because hers suggested that she felt guilty.
"Boobs? You told me that my chest wouldn't change for months and after
just the first one you are telling me that I have boobs?" I turned
towards the mirror again to have a better look.
"I am sorry! Probably those pills work better on you than they did on
me. Or maybe it's just that you are younger. I don't know!" she tried to
find an explanation.
"I can't see them!" I said, surprising her. My chest indeed looked
different, but there was really nothing that to me looked like -boobs-.
"Paolo, if less than a month on the pills has done this to you, I can't
imagine what will happen if you keep taking them! It took me four months
to get where you are now!" she warned me.
"But if I stop I will lose all the sensitivity!" I said, probably
worrying about the wrong thing. "I think I'll just keep going for a
while longer and if I notice anything funny I'll stop!"
"What you have now can go away with a bit of time in the gym, but if
they round up it's going to be hard to go back!" she insisted.
"I think you are just exaggerating because you know where to look. I
really wouldn't say that the guy in this mirror has boobs. Don't worry!"
I told her.
----------------
The next day wasn't much different. I double-checked the image in the
mirror to see if there was anything I should worry about, but I remained
of the idea that nothing was going on
I put on the other swimsuit, the one with the cut out on the belly
button, a pareo, and I left for the beach carrying my bag.
Erica was already sunbathing. I said hello and then I went for a nice
windsurf ride. That swimsuit was covering my butt a bit better, but I
still had to give it a few pulls now and then because I felt that it fit
differently on my body than it used to.
I went back to the towel around midday. I got changed into my orange
bikini and I was ready to jump on my salad like a shark on a swimmer,
but I realized that I left it home.
"I forgot my salad in the fridge!" I thought out loud.
"You're not yet used to eat healthily?" Erica joked about the fact that
once I finished all the pre-cooked stuff in my fridge a couple of weeks
earlier I started buying mostly salads.
"I'm going back to get it. Need anything?" I offered.
"No, thank you!" she said as she continued reading a book.
I was in a rush because of how hungry I was and I forgot to put my pareo
on. I only noticed when I was crossing the road and a car that was
driving on it came to a screeching halt just a few meters away from me.
"Why did the hot chick cross the road?" I heard as the window of the car
was lowered.
"What the fuck? Shave the sheep and I'll be back!" the guy also added,
accelerating so quickly that I could smell the burnt tires.
I remained there for a few seconds, petrified. Then I went inside,
grabbed the salad, and returned to Erica to tell her what had just
happened.
"Well... he wasn't completely wrong!" she said grinning.
"But he called me a chick as if I was a girl!" I complained.
"Come on, Paolo. Put yourself in his shoes. He was driving and he saw
someone with shoulder-long hair wearing a bikini. He probably thought
that you were a girl. You would have thought the same! Be honest!" she
explained.
"OK, I can understand that! But what about the sheep thing?" I asked.
"He saw you from the back, so he saw your legs and ass..." she didn't
complete the sentence and only pointed at my legs.
To give a bit of context, I must say that I was never very hairy. My
beard never fully develop, and I shaved frequently, and I didn't have
much hair on my chest and armpits. The only place where my hairs were
darker and thicker, even if quite sparse, was my legs. For the first
time, I realized the contrast between my bikini and the hairs. It didn't
look nice.
"Yeh... it kinda stands out, right?" I admitted.
"Why don't you shave?" Erica asked.
"Shave? I don't know, it sounds weird!" I answered.
"You have a weird idea of weird. You walk around in a bikini, you have
boobies, and you think it's weird to shave your legs?" she laughed.
"I don't have boobies!" I reacted.
"Sure, if you say so! Anyway, a lot of surfers shave!" she insisted.
"Maybe tonight I'll shave an ankle to see if it'ds too weird!" I tried
to convince myself.
"An ankle? Come on! Let's go to a salon and get waxed! Hairs grow back
after a while anyway!" she suggested.
"Did you do it?" The idea of the waxing pain everyone talks about wasn't
very enticing.
"I lasered them last Winter. Bye-bye hair! Smooth forever! Since my
boobs aren't going away, I thought I could as well get rid of my body
hair!" she said.
"Wow! That sounds drastic! OK the waxing..." I thought that maybe it
wasn't such a bad idea if I wanted to keep wearing my bikinis.
"Look, at this place they have a slot in one hour! Should I book?" She
showed me a web page on her phone.
"I don't know! Maybe not..." I wasn't sure.
"Done! Booked! Get ready and I'll drive you there!" she commanded.
"Hey, wait, I still have the bikini on! I can't go like this! I'll have
to take off some clothes there, right?" I objected.
"Paolo, you have had bikini tan lines for a month. You can wear a
spacesuit, but as soon as you take it off they'll be visible!" she
insisted.
"But, what if they say something? What will I do?" I asked, worried.
"Nothing! Act normally. You like to wear a bikini and if that wasn't the
case you wouldn't be giving them money. Oh, by the way, take a hundred
Euros with you!" she concluded.
Thanks to the rules enforced for the Covid, we didn't have to wait once
we got to the salon. A girl not much older than me welcomed us to a room
where a white bed, something between a massage bed and a dentist chair,
stood in the middle.
"It used to be prettier than this!" she said. "Now, with the fact that
we have to sterilize the whole room after each treatment, it looks like
a hospital!"
She told Erica that she could prepare herself, get undressed, and lie on
the bed.
"It's not for me, it's for... her!" she pointed in my direction.
The beautician did a double-take. She looked at me from head to toe as
if to do an X-ray scan. I was wearing a t-shirt and shorts, and she
probably thought that I was a friend of Erica and that was there with
her. She double-checked my chest, my face, and eventually my legs.
"Sure, sorry! Can you please remove your clothes, if it's not a
problem?" she asked.
I took a deep breath and removed my shorts and t-shirt.
"I am afraid you'll have to remove everything!" Erica said, and then she
went to talk to the other girl in a corner of the room where she was
preparing the tools.
"That's extra.." The girl said, but I couldn't hear much more of the
conversation.
Erica went to sit in an armchair and the beautician came next to me with
a couple of bowls and some tools in her hands. She took another good
look at me and then she started spreading the wax on my skin.
"This may sting a little..." she said a few minutes ago when she was
ready to pull the wax using a strip.
When I walked to Erica's car to go home I was as red as her vehicle. In
pain as a lobster that had just been boiled alive. Een sitting down in
the car proved to be painful.
"Two-hundred Euros to be tortured!" I said, almost screaming, as I tried
to cover with my hands the areas of my skin that were hurting the most.
"Look at the bright side: you won't need to do it again for the rest of
the holiday!" Erica tried to console me.
"But why did you tell her to do down there, and my arms too?" I pointed
in between my legs.
"In for a penny, in for a pound! I thought you'd never go back on your
own, so I asked for the full thing! You won't regret it!" she answered.
"And why did you talk about me as a girl. 'She', 'Her'... what was that
all about?" I added, almost as a continuation of our chat over lunch.
"For two reasons. The first one is that it's easier to tell people that
you are a girl rather than explaining that you are a boy who wears a
bikini and has tan lines. The second one is that not all parlors do men,
but if you say that you are somehow LGBT then they serve you anyway to
avoid troubles!" she explained.
She took me back home and I immediately went under the warm water of the
shower to try and send the burning feeling away. I was in pain
everywhere: legs, ass, arms, armpits, and even around my privates.
"Thank God these Brazilian panties are super soft!" I thought as I wore
one while getting ready for bed, along with the matching bra. The pain
had drained all my energy and I fell asleep in just a matter of seconds.
------------------
I remember that it was a Thursday in the first half of August the day
when Erica got drunk at my place. We just finished doing a double
massage with creams and lotions. I wasn't cumming with each massage
anymore, but the pleasure coming from my nipples was only increasing.
Sometimes I was having something like a mental orgasm, which she called
my "female orgasm".
I prepared two Tequila Sunrises and we started drinking while chatting
in the living room. We talked about how my holidays weren't going
exactly as expected, but having her next to me was making me forget the
absence of my friends.
"Imagine if those tits grew when your friends were around!" she said,
pointing at my chest.
"They're not tits!" I said, laughing.
"Yeah, sure!" she said, rolling her eyes.
We went on drinking for the whole evening and after the fourth cocktail
we ended up on the massage bed again. She was lying facing up and I was
sitting on her crotch. With her hands, she was caressing my legs,
something she had started doing soon after I got waxed.
"Your skin is still perfectly smooth!" she said.
Without wasting more time I lifted her bra and I started massaging her
breasts, pinching her nipples now and then. I immediately felt her penis
pushing below me, erect inside her bikini thong. I lowered my head and I
started kissing her nipples. As my body moved I felt our cocks brushing
against each other. I had stopped considering gay anything I did with
Erica, or worrying about labels, and even my erection grew larger and
larger. Thanks to the four tequilas I had, I didn't stop there. While my
hands kept playing with her breasts, my mouth went south until I found
the hem of her thong, that it could barely contain her wet dick. As if
it was a third nipple, I touched it with the tip of my tongue.
"Paolo, what..." She tried to say something but with a quick move I
freed her cock from the underwear and took it all in my mouth.
"Aaaahhh..." was all I heard.
I didn't know what I was doing. In my mind, I was part of a porn movie
where I was going down on a beautiful girl. After six weeks spent in a
bikini, I was struggling to draw the line between masculine and
feminine, and giving my girlfriend a blow job seemed almost normal. I
licked and sucked it for a few minutes, then she told me to move a bit
and we ended up in a 69 position with both our penises in our mouths.
The feeling was amazing. I knew I was giving and receiving pleasure in
the same way. My brain started thinking, leaving the up-down motion to
an auto-pilot. I thought that until a few weeks earlier I was just any
eighteen years-old boy, but that night I was a sexual object giving his
girlfriend a blowjob while wearing her skimpy bikini. I felt as
important as a whole section of PornHub and I tried to make things even
better.
I got out of the 69 position, and I told Erica to sit on my body. I
pointed at my belly area. I started playing with her nipples again until
her erection was massive. I undid the knots that were holding her bikini
bottom together and I let it fall. Then I pulled her towards me until
her penis was resting on my chest. With my hands, I pushed my nipples
and the surrounding skin towards the middle until I managed to wrap her
cock, then I started rotating my hands around to give her some sort of
massage.
"Paolo... cos..." she started saying, then she opened her eyes and
looked down. "Oh my G..." and a river of cum ran on my neck and mouth.
For some reason, I didn't find it disgusting. Actually, I was very
satisfied with how I gave her pleasure!"
"You say I have boobs!" I said. "At least I should use them for
something!"
I went to take a shower and I went back to the living room where Erica
was sitting, already showered, and we resumed our drinking.
"You shouldn't drive after five of those!" I told her.
"Are you busy tonight?" she joked.
She got up to make us another drink and I waited for her sitting in the
armchair with just my Brazilian and my bra on.
"So you do have boobs now?" she asked while handing me my glass.
"I was joking. Maybe..." I lowered the cups of the bra to uncover my
chest. "Maybe they do have a bit of shape!" I said.
"And you are not worried or scared?" she asked.
"I don't know. Until a couple of weeks ago I couldn't even see them.
Even now if I look in the mirror they look like soft pecs. Only when I
put a bra on, then they look like boobs. I can just stop wearing them
and nobody will notice!" I said.
"It's been a while since you complained about your nipples!" she
observed.
"That's because they stopped annoying me a few days ago!" I said as if I
was saying the most logical thing in the world.
"So, why do you keep wearing bikinis, bras, and swimsuits?" she asked
me, staring at me intensely.
"Because I like it!" I admitted, for the first time even to myself.
Erica stayed over that night, but we didn't sleep much. for hours we
played making each other get to the edge of orgasm with our cocks and
our breasts. Exhausted, at five AM we eventually collapsed on my bed in
a warm embrace.
--------------
At the end of August, I realized that most of my holidays were gone and
that September was coming up fast. University would start in October, a
month later than usual because of the pandemic.
I got out of bed without waking up Erica, who was still asleep after
another night of booze and sex, and I went to take a shower. I used a
lot of soap and spent a good ten minutes playing with my boobs. With my
hands, I was moving them around in circles, playing with my nipples that
were becoming larger and darker, and I was having fun feeling the bounce
when I lifted the breasts and let them go. Since a couple of days
earlier, I stopped pretending I didn't have boobs. The bras I had bought
at the beginning of July were becoming too small and I accepted the idea
that soon I would have to leave the A cups behind. My breasts weren't as
big as Erica's, that also had grown a little bit, but they weren't much
smaller than hers were when I first met her.
Spending most nights having sex and drinking cocktails helped me avoid
the thought that soon I would have to go back to my parents with a B cup
rack, a shrinking waist, and a round ass around which I couldn't even
stretch my old boy's underwear anymore. My hair seemed thicker and
straighter, and it was long enough to brush my shoulder blades. Even my
face seemed to have changed and became a bit softer. I looked more and
more like the daughter my parents never had, but I wasn't sure if I
wanted to become her. I told myself that within the first half of
September I would have taken a decision regarding the pills and whether
to return to my old clothes.
Erica joined me in the shower and she kissed me passionately on my lips.
Her hands grabbed my breasts and I did the same to hers. We played
brushing our nipples together. Then she knelt, took my penis in her
mouth, she gave me a wonderful blowjob, and when I came and my knees got
weak she stood and kissed me again, passing me some of my cum with her
tongue. It was a game we started playing in bed the week earlier.
We finished washing and we got ready to go out.
"Shopping?" she asked.
"Shopping!" I confirmed.
Erica drove on the motorway to a large shopping center about half an
hour away fro the town. She insisted that I should try on something a
bit more feminine than my usual shorts and t-shirt. I tried to resist a
bit, but then I gave up. My thinking was that if I wanted to keep
wearing bikinis and bras, unless I wanted to spend the next day in
isolation, it would have been easier to pass as a girl at that point. I
knew that with a B cup bra it wouldn't be easy to be stealth as it was
with the smaller ones.
Erica said that she had a plan to go unnoticed. She doubted that anyone
would think I was a guy, but she wanted to avoid the trouble. We parked
the car near a side entrance where a low-cost clothes store was located.
"First stop: there!" she said, pointing at the windows full of dresses
and signs announcing the end of season sales.
The store was big and, still thanks to social distancing rules, there
was nobody helping customers. We took a basket and we went straight for
the women's section. I tried to be as invisible as I could, but I still
felt like I was under special surveillance.
"Don't worry! No one is looking at you!" she said when she saw how I was
moving.
The first area where she dragged me was the underwear. She chose a pack
of basic bras like the ones I already owned, and that I was wearing that
same day, and she put it in the basket. On the packaging, there was a
large B. In rapid succession came a pack of basic thongs. She added two
sports bras. One was just a black band with thin straps, while the other
one had more material on the back. She stopped for a minute fondling the
lace of a purple bra.
"No!" I said.
Erica stared at me fiercely to remind me who was in charge that day,
then put her hand back through the racks and produced two identical ones
that she placed in the basket. The bottom half cup of those bras was
lined in purple satin, while the rest was made of purple lace. The
matching panties were just as skimpy thong with only a tiny bit of
satin.
"Yes!" she said, concluding the discussion we never had. "And I forgot
something!"
Once again she turned towards the "basic" section where she found a bra
with cups that were more padded but less thick, a push-up bra.
"I thought that the idea was to buy something that would make me go
unnoticed!" O said.
"Your idea, yes! But this is my plan!" she told me, without actually
explaining anything.
In the clothing area, she started looking at some frilly light dresses,
very feminine ones.
"Oh, come on! That would be too much!" I protested.
"OK, you are right about this one. Better stick to something more
similar to shorts and a t-shirt, right? I'm going to look around for
something more neutral! Deal?" she said, giving me her hand to shake.
"Deal!" I said, trying to see the catch. It was all too easy.
"Why don't you let me work and browse around for some costume you like?
It's sales season and stuff is so cheap it's almost for free! I'll
advance the money for this stuff and I'll see you outside once done!"
she suggested.
I looked around to make sure that no sales assistant would come to try
and help me while I was browsing. Maybe, from a distance, my hair and
curves could look like a girl's, but if I had to speak then I wouldn't
have fooled anyone. I went towards the area with the beachwear on sale
and I started looking at them from a distance. I didn't really want to
buy more bikinis as I already had five and there was just one month of
holiday left before going home, but one specifically captured my
attention and I got closer to have a better look. The material it was
made of was shifting color from green to orange depending on the angle I
looked from. The cups were triangular, practically two triangles sewn on
an elastic band. All the straps were to be tied behind the body. The
bottom part was barely more than the connection of two strings with a
small triangle in the front and just a tiny bit of fabric running under
the body and connecting at the back, leaving the butt completely
uncovered.
"Nice, but I don't need it!" I told myself.
I turned around to see where Erica had gone and I couldn't see her, so I
decided to head out. That last costume, though, really got my attention
and I turned around again to examine it properly and touch the silky
material it was made of, which was in contrast with the slight padding
of the cups.
I had to accept that I wasn't particularly good at resisting
temptations.
"It's for my sister, can I change it if it doesn't fit?" I almost
whispered to the cashier as I paid. I felt my face going red as I
blushed like a lobster.
"I am sorry, but there's no return for sale items, particularly for
underwear!" she answered.
"That's... That's fine!" I grabbed the bag and exited as quickly as I
could.
Erica was waiting for me inside the gallery, opposite the store. She had
a large bag hanging from her elbow.
"You owe me sixty Euros!" she told me.
I dug up the money from my wallet and handed it to her.
"Thanks! I see that you too got something! Let me have a look!" she said
laughing.
"Later! I don't want people to see me holding this stuff!" I said to her
keeping my voice down. "But what did you buy? This bag weighs a tonne!"
I looked inside the bag but Erica stopped me.
"Don't peek! Come with me!" And she gestured me to follow her.
That day the mall was not particularly full of people, and even the
toilet area was very quiet. Erica looked around and then she pulled me
inside the accessible toilet, locking the door.
"We can't..." I tried to protest.
"Shush!" she said, putting a finger in front of her mouth. You can't get
changed in the middle of the gallery, can you? Be quick if you don't
want to stay here for too long! This is the only toilet big enough to
get changed."
She told me to strip completely and she started hanging behind the door
a few things fro the bag.
"Just keep the black thong on, and wear this!" she said, handing me he
push-up bra.
I held it for a minute in front of my eyes, studying the shape of the
cups. From the front, they looked like standard cups, but there was more
padding inside. I asked Erica to help me with the hooks at the back.
"You've put it on wrong!" she smiled. "Let me help you!"
She moved the cups around, hooked it at the back, and fixed the length
of the shoulder straps, then she turned me around to face the mirror.
The effect given by the bra was quite astonishing. It looked like I had
boobs twice as big as they actually were. The cups were just big enough
to cover my nipples but they showed a lot of flesh, and the badding was
forcing my small breasts to sit more towards the middle, creating a very
inviting cleavage.
"Isn't this a bit too much?" I asked. "I don't think that the shape of
this bra will go unnoticed under my t-shirt!"
"Put this on!" she said, handing me another piece of clothing.
It was a very normal khaki green tank top. Normal for a girl, obviously,
but not for me. The straps were just one inch wide and it had a very
deep V neck that ended mid-way through my chest. I looked in the mirror
and I saw that, while the bra was hidden from view, my newfound cleavage
was clearly on display.
"Err... I am not sure if this is the best way to go unnoticed!" I
objected.
She didn't answer and she handed me another item, made of jeans.
"No! No no no no no, and no!" I immediately refused, holding the mini
skirt away from me with just the tips of my fingers. "This is too much!
You promised something that looked like a pair of shorts!"
"It does! Or do you prefer a long flowing skirt?" she pointed out. "The
only difference with a pair of jean shorts is that thing in between the
legs!"
"But it's so short!" I added.
"It's still Summer and it's hot out there! You can't go out wearing a
ski suit!" she insisted. "Come on, try it! You'll love it!"
Unhentusiastically I pulled the mini up to my hips. I tried to close it
but it seemed too small as the button couldn't reach the hole.
"Anyway, it's too small!" I said, relieved in a way.
"You have to wear it higher up! It's a skirt, not a pair of men's
boxers!" she told me.
She grabbed the waist of the skirt on both sides and, with a strong
pull, she made it slide up by almost four inches and then, without a
problem, she buttoned it and closed the small zip.
Some friends of mine, in the past, told me about the feeling of cold air
under a skirt or a kilt and I was expecting to feel just that. But the
mini skirt was so short, barely stretching half-way down my thighs, that
all I felt was to be completely naked. The mirror showed me the image of
a feminine body with a thinner waist and longer legs, quite in contrast
with the men's trainers I was wearing.
"Awesome!" Erica said.
"Ridiculous!" I replied. "Can we go back home now?" I asked impatiently.
"Of course not!" she clarified. "We still have to buy you some more tops
and skirts! At least enough for the next months!"
"Erica, I feel stupid!" With my finger, I pointed at my legs.
"Makes sense! You still need these!" From behind her back, she produced
a pair of sandals with a 3 inches cork wedge.
"But I don't even know how to walk in those things!" I complained,
worried.
"Don't worry! The wedge is low and walking in them will be a piece of
cake for someone with a good balance like you. Put all those hours spent
on the surf to good use!" She laughed and she handed me the shoes.
Leaning on the wall I put them on. It took me a moment to understand how
to tie the laces, that climbed over my ankle, and then I tried to take a
step or two. Against all my expectations, I found it incredibly easy to
walk in them.
I turned towards the mirror again to have another look. Because of the
heels, I had to move my ass back and my chest forward to find a balance.
Involuntarily I stroke a very feminine pose that made my curves stand
out.
"Oh my God!" I exclaimed.
"See how much difference the right clothes can make? Isn't it cool?" she
asked and then, as I was still looking at myself in the mirror, she
packed all my stuff in the big bag and unlocked the bathroom door to
exit.
"Erica, I don't know if I'm ready to go out like this!" I said.
"Don't worry. It's not yet time to actually go anywhere! We have to go
to the hairdresser first!" she grabbed my hand and pulled me out of the
stall.
The "hairdresser" was a beauty salon in the same shopping center, just
across the gallery fro the toilets. I felt the eyes of every single
person on me, which at that time of the day must have been no more than
ten people.
Erica said hello to one of the girls working there and she told us to
sit in the waiting area while they prepared my chair.
"Erica, there's no need for this! I can wash my hair at home!" I tried
to convince her to go.
"Don't be scared! It's just a trim!" she said, laughing.
I was super tense when I sat on the rolly armchair that was then moved
to the washing area. I had to admit that the head massage that came with
the wash was very relaxing, and it made me feel a bit more at ease.
My chair was then moved to another area of the room where they started
doing something else to my hair but I couldn't see anything because I
was turned to face the center of the room.
The girl that welcomed us prepared a mocktail for me and Erica, and they
started doing some small talk, spanning from that Summer's dress colors
to what they thought the winter fashion would be like. I was trying not
to say a word so nobody would hear a masculine voice coming from my
mouth. My eyes were continuously wandering around to avoid eye-contact
with anyone and, obviously, I didn't pay attention to what they were
talking about.
"Paolo, what do you think of mauve?" Erica asked.
I froze when I heard my name, which clearly gave away my real gender.
"Err... sure, I think. I agree with what you said!" I tried to be as
generic as possible to avoid further conversation.
"Amazing! Such a great idea!" the girl said enthusiastically and she
went looking for something in a drawer.
"What...?" I whispered to Erica.
She looked at me intensely with a grin on her face and she sat back in
her armchair as if she was watching a show.
The blonde girl came back with a plastic box, placed a white plastic
board under my right hand, took a file from the box, and started working
on my nails.
I looked at Erica so intensely that I could have shot lasers from my
eyes, but she just smiled back at me.
"Done! Really a great choice! Good for both Summer and Autumn!" the girl
said after she spent fifteen minutes on each hand.
I looked at my fingers. Each of them sported a perfectly shaped oval
nail painted in a light purple color that, to be honest, worked well
with the khaki top I was wearing.
"Mauve!" I said to myself, finally understanding what they were talking
about earlier on.
I had no time to complain to myself because of the noise of a hairdryer
behind my back that snapped me back to reality, reminding me that they
were also cutting my hair. After a few minutes, the noise stopped and
the hairdresser went to talk to Erica.
"Fantastic!" Erica said.
"It was easy! Paolo has some nice thick hair that most girls would kill
for!" The brunette told her.
Once again I shivered when I heard my name. At that point, I figured
that the whole mall knew who I was.
"Time to let you go!" the hairdresser announced. She told me to stand
and look in the mirror to see the result.
I stood, I turned around, and it took me a few seconds to recognize
myself in the mirror. My hair, that had always been a bit scruffy, had
volume and bent softly as they lay on my shoulders before making another
gentle wave. My neck seemed longer, framed as it was by that dark
waterfall on each side, and even my face looked more delicate. I was
speechless.
Instinctively I touched my face with my hands to verify that the person
in the reflection was actually me. What I was seeing was the picture of
a more mature girl with a haircut wordy of a model, perfect nails, and a
decent cleavage at the end of a long and slender neck. I would have been
happy, as a guy, to ever meet a girl that hot, but never I could have
thought that the girl would be me.
I paid and walked out without saying a word. I knew that I should have
been furious with Erica, but something inside me liked how beautiful was
the female version of me.
The new feeling of the hair bouncing on my shoulders almost made me
forget that I was walking in the mall dressed in a mini skirt and high
heels, and the new cut was preventing me from seeing that all the men
around me were turning their heads to check me out.
There was no time for the beach that afternoon. I got home with a lot of
heavy bags and a lot lighter in the wallet. Still surprised by many new
exhilarating feelings, and freed from some worries, I had bought more or
less everything Erica suggested I did.
Around my neck, I had a silver necklace with a charm of the same color
as my nails, while on one of my fingers I had a ring with a stone
matching my top.
"In for a penny..." I thought when I accepted to get my ears pierced. I
then bought two light earrings with stones similar to my ring's that
were swinging next to my neck with every step.
In the other bags, there were more bras like the one I was wearing, more
low cut tops, more mini skirts, and two pairs of high heel sandals, one
black, and one pink.
Erica helped me to carry all the bags inside the house and then she said
she'd go back home for the night.
"No!" I said as I gently grabbed her wrist.
Even today, I still remember the details of how we made love all the way
that night. I remember the passion, the fear, the happiness, the warmth,
the movement of my hair that bounced along with my breasts as she took
me from behind.
--------------
Half-way through September, the weather was still nice and I was
spending my days touring the hills nearby with my mountain bike and on
the windsurf.
I bought a pair of mini shorts, as short the mini skirts, and I was
using them when cycling, together with one of my sports bras. I also
bought a pair of new women's trainers, white and pink, to avoid the
contrast that my old ones made with the rest of my clothes. The first
time I dressed like that for a ride I was afraid someone might insult me
or run me over, and I almost passed out from fear when the first car
honked behind my back but, instead of insults, all I got were wolf-
whistles and invites to have sex with the drivers. I quickly got used to
that kind of attention, and secretly I was starting to like it.
Erica did not come to the beach that day. Via text, we agreed to meet
for dinner in the small square of the town.
I took a warm shower and I used a lot of conditioner on my hair that,
incredibly, had kept the shape from the cut, then I went to get dressed.
While I carefully dried my hair with the hairdryer, I stood naked in
front of the mirror looking for inspiration on what to wear.
Erica's pills had continued changing my body, even accelerating a bit.
My wais had become even thinner, my ass was rounder and higher, and my
breasts were a full B cup. Regardless, I did not see a girl in the
mirror: just myself. Knowing Erica opened my mind to the idea of not
having to define myself as male or female. Inside, I was still the same
guy I had been for the past eighteen years but on the outside, I had the
looks of a hot girl with all the right curves in all the right places.
I grabbed a hot pink push-up, a new buy, and I put it on making sure to
properly position my boobs in the cup so make them look even bigger.
Then I wore a coordinated thong under a jeans mini skirt of the same
color. I choose a black top that looked a bit like a satin waistcoat,
with a neckline deep enough to show a hint of my bra and wide enough to
put the top of my boobs on display. I wore my hot pink stiletto sandals
with a four inches heel and a set of jewelry, necklace, ring, and long
earrings with sones of the same blue I had chosen for my nails that
week.
Erica insisted to teach me how to do my makeup but I felt that I wasn't
ready for that. I just applied a bit of eyeliner and mascara because I
thought they looked good with my hair color, and a touch of lip gloss
that gave my lips a bit of shine and a shade of pink. Last, I put my
phone and wallet in a small handbag, black as my top, and I went out
when Erica honked to let me know that she was waiting for me.
She drove to the small town center and we left the car near the beach.
We walked for a minute to reach the little square and we had just enough
time for an aperitive ahead of dinner.
With very few tourists around we soon became the main attraction of the
night as we walked to the bar and when we drank the cocktail that the
owner of the place decided to give us free of charge.
"I see that you got used to your heels!" Erica said.
"It wasn't that bad. It took me longer to get used to dressing like this
in public!" I told her.
We were standing next to a tall table outside the bar. There was nothing
that would hide us from the other people in the bar. Erica was wearing a
long blue chiffon dress tied at her neck that left her back completely
uncovered. The fabric was twice as thick on her breasts, but the fact
that she clearly wasn't wearing a bra was a magnet for everybody's eyes.
Her legs seemed very long thanks to her six inches wedge sandals that
she could walk in only thanks to a two inches platform under her toes.
Looking at my reflection in the window of the bar, I saw that I too had
what it takes to catch the eye. My top was raising my waistline and my
very short mini skirt made my legs look twice as long. Everyone without
exception was looking at us.
When we finished drinking our aperitive Erica sent a kiss to the barman
and, always followed by the stairs of our audience, we went to the
restaurant where a table was waiting for us in the veranda on the
seafront. I had yet to get used to the fact that my skirt wouldn't cover
all of my ass, and I got a shiver when I sat on the cold leather.
We drank some sparking Verdicchio, a local white wine, and chatted about
fashion as we ate the antipasti and then a main of fish. When we popped
the second bottle of sparkling wine my head was already spinning a bit.
"What are we celebrating?" I asked.
"We celebrate you! The new girly you!" she said.
"Nah... there's no girly me!" I told her.
"You can't hide behind a finger. The necklace that you are wearing is
not something a -Paolo- would wear, particularly when it rests on boobs
like yours!" she continued.
"Yes, I know, I know! Maybe I have yet to realize the implications, but
I know! I think I want to do what you were saying, living my life as a
guy and only have boobs when I am alone!" I tried to explain my idea.
"Paolo, to do that you must be living by yourself! doing it while you
live with your parents won't be easy! Even just washing and drying a bra
will be a problem when your family is around. And, trust me, with a B
cup you'll need to wear them!" she continued.
"What do you suggest? Can I come and leave with you? We're doing great
together!" I said.
"No, that's not possible. At the end of the month, I'll move away for
work and I won't have space or time for another person. It has been nice
being with you, but this adventure will have to end together with
September!" Erica said with a very sad expression. "I think you should
talk to your parents and explain the situation. Considering the way you
look now, it will make it easier for them if you say that you are
transgender. I think it will still be quite a hit for them, but still
easier to understand than the whole thing about androgyny."
"Maybe... I don't know. I'll think about it. I still have two weeks,
I'll make up my mind, probably!" As I was talking I took out one pill
from the bottle and I swallowed it with a glass of wine.
"Are you still taking them?" she asked. "I thought you'd stop in mid-
September!"
"I think I'll finish this bottle and then I'll decide!" I answered.
"You are only half-way through the bottle and look at how you've changed
already! Be careful, OK?" she concluded.
We moved to some lighter topics and we chatted until all the food and
the win were gone and then, zig-zagging a bit on our heels, we went back
to the bar for one last cocktail.
Erica slept at mine that night. She decided to leave the car parked
where it was to avoid driving after all those drinks. It took us half an
hour to walk back the "five minutes on foot" distance between the bar
and my house. We lay on the bed with our head on the pillow and, before
we could even start making love, we both fell asleep.
-----------------
Erica left town on a Monday at the end of September. She slept at my
place the night before, with all her suitcases already loaded in the
car, and we spent the whole time making love in every way we could
think. We knew very well that we may never see each other again, and
that night we gave everything we had.
She slept just long enough to have the energy for the long drive towards
her home town in the plains of northern Italy. We hugged for a long time
on the doorstep, then she got in the car and drove off, disappearing at
the end of the long road.
It was still early morning and the air was fresh and nice. I took my
mountain bike, donned my mini shorts, the sports bra, and the white
trainers, and I left for a trip up and down the hills behind the town.
Every once in a while I would turn around to see if I could catch a
glimpse of her red car, but I knew that at that point she'd be miles and
miles away.
I pedaled for three hours without a stop and without realizing it. My
breasts had gotten quite heavy and I could feel them swing and bounce
whenever the road became irregular. I tried to move my attention away
from the sadness I was feeling, and I focused on the feelings coming
from my nipples that, erect, were visible even through the soft padding
of the bra.
I went back to the house and I took out a salad from the almost empty
fridge. I was about to leave two days later to go back home to my
parents and I was scrapping whatever was left instead of buying new
food. Thanks to the wild nights spent with Erica, even most of the
alcohol was gone.
Regardless of the many drinks and cocktails, my diet had been a success.
Still sweaty from the ride, I stood in front of the mirror. My midriff
was well defined. The hours spent on the mountain bike made my legs and
ass look toned and healthy. My breasts had grown a bit more and I was
sporting a full B cup.
Without Erica next to me I started feeling the weight of what I had
done, and I started wondering how I would explain that transformation to
my parents.
I threw the sweaty clothes in the wash, put a one-piece swimsuit on, and
I went out with my windsurf for a while. The wind wasn't very strong,
and I was quite happy about it because my muscles, even if they were
toned, had lost a bit of power in the previous three months. It was
another effect of those pills. My arms and even my hands looked slender
and feminine, and my hot pink nails were just the cherry on top of the
cake.
I went back to chain the gear to the tree and then I went for a long
swim. Since Erica taught me how to tuck my penis between my legs, I got
used to not wearing shorts. If anybody saw me they would just think that
I was a normal girl. In the beginning, I found it uncomfortable, but
then I started doing it whenever I went out including at bars and
restaurants when I was wearing one of my minis.
I went back to my towel, I swapped the swimsuit for a bikini, and I
dried in the sun for about an hour. My skin was tanned and smooth apart
from the two triangles under the bra cups. I looked around to make sure
I had privacy, and then I lifted the bra to try and sunbathe topless,
but I quickly changed my mind and covered up again because I didn't want
people to make comments in case someone walked by.
"That's so weird..." I thought. "Until a couple of months ago I was
scared of putting a bikini on, and now I can't stay without it!"
I waited until the sun started setting behind the hills to the west,
then I picked up my stuff and headed home. I wore a bra and the matching
Brazilian knickers, and I started packing a bag with everything I
wouldn't need the following day.
Of all my boy's stuff, I only left one change of clothes out of that bag
because I had yet to decide how to dress for my way back home.
I decided to go out that night and I dressed in some of the things I
bought with Erica the week before: a little black dress with a deep V
neck, black sandals with five inches stiletto heels, and hot pink push
up bra and thong that matched the details of my rings, necklace, and
long earrings.
I walked all the way to the town center and I drank a couple of
cocktails at the same table where we had our aperitive together. Staying
at a standing table while wearing super high heels doesn't seem the
smartest thing to do, but I liked looking at the reflection of my long
legs in the window of the bar. I was also starting to enjoy watching the
reaction of all the other patrons, on top of all the one when a woman
slapped her husband who turned his head around to check me out.
A well-dressed man in his thirties came towards me.
"Ciao!" he said to break the ice.
"Ciao!" I whispered back to hide my voice as much as possible.
He didn't bat an eye, so I thought I successfully managed to hide the
fact that I was a man.
"I saw you around the other week with your friend and I couldn't say
anything but, since the Summer season is ending, I thought it would be a
shame if you left this town without me telling you that you are one of
the most beautiful girls I've ever seen here!" she complimented.
In eighteen years nobody had ever made any positive comment about the
way I looked. Excluding family which, of course, doesn't count.
I blushed and looked down to drink another sip from my straw. A hot
shiver ran through my whole body and an erection started forming in my
thongs, that could barely contain it. I closed my thighs together but
doing so I pushed out my ass, looking as if I was flaunting it.
"Thank you! You probably don't see many girls around here, then!" I
joked.
He put his drink next to mine on the table and stood beside me. He told
me that he was a lifeguard at the pool of a local hotel and that the
last touristic season had been a disaster. He said that he spent the
last three months looking at an empty pool and using the hotel's gym.
I found myself doing something I had never done, and I scanned him fro
head to toes. He had wide shoulders and his shirt was half unbuttoned to
display his hairless muscular chest without a gram of fat. He was
wearing some elegant short pants and expensive loafers on his toned
legs. My stare lingered a few seconds too long on his crotch. A familiar
shape made me understand that he really liked me. I felt an electric
jolt of sex drive and power, something I never experienced before. I was
in control and I decided to let him play a while longer to study him
better. He offered me another drink, that went straight to my head, and
smoothly he put one hand on my shoulder as he pointed towards the sea
and made up the name of some random constellation that should have been
up there. Then his hand started to go down, slowly, towards my hips and
he drew closer. At one point, when his fingers were part on my waist and
part on my ass he stopped talking. I looked up at his face to see why he
stopped and, with a fast movement, he pulled me closer and kissed me on
the lips. I felt a sense of guilt for kissing a man, but it suddenly
went away replaced by power and lust when my tongue was the first to
make its way through his lips and into his mouth. It felt good when his
other hand grabbed my ass.
We kissed for a few long minutes.
"Do you want to come over to my place for another drink?" he offered.
"I... I don't think so. Tonight I can't. Maybe next week?" I lied. We
started kissing again and the night ended when we finally parted and I
walked, alone, on my way home.
That night, as I tried to fall asleep, one of my hands went under my
bra while with the other one I masturbated furiously, thinking about
what had happened.
-------------------
I spent the morning of my last full day of holiday cleaning the place
and packing my suitcases. Doing so helped me to find a few options for
the trip of the next day. In a corner of my room, there was a chair with
my male's clothing. Looking at it was like looking at a picture of
myself from three months earlier. Each time I looked in that direction I
felt that I was judging myself for what I had become, and I hoped that
my family would accept me for what I was. Even I had no precise idea of
what I was at that point.
I went to the beach to take the windsurf gear back to the house. Once
again a car honked and a guy wolf-whistled when he saw me. Seeing a girl
carrying a surfboard wearing just a bikini, a pareo, and three inches
wedges was, indeed, something special. I knew that many women were
annoyed by that type of attention, but each time it happened I felt
proud and appreciated for the way I looked.
One thing that I had clear in mind is that, whether I'd go back as a boy
or as a girl, I would do it without body hair. My skin was still soft
but in the last couple of days, it hadn't been as smooth as before. I
was lucky and I managed to book a slot for that same afternoon at the
beauty parlor. I quickly got dressed in a bikini, mini skirt, a top, and
the high heels from the night before, and I headed there on my quad.
They welcomed me back as if there was nothing strange, and the same girl
as the previous time waxed every part of my body below my head. Even
when she was doing my privates she kept calling me with female pronouns.
I didn't correct her also because, at that point, I didn't even care
that much anymore.
I still had a few euros from my father's generous gift and I decided to
spend it to get my hair done. Even if I decided to go back as a boy, I
didn't want to look like a homeless guy. I turned the quad around and
drove to the same salon where I had been with Erica, where I found the
same hairdresser that was available that same afternoon. I sat on the
chair and I told her that I wanted something similar to the previous
time but with fewer waves, so it would be easier to manage while
traveling. They offered to also apply some long acrylic nail extensions,
but I declined and I only asked for a quick manicure and some semi-
transparent nail polish. After spending less than two hours, but most of
the money I had, I was already out.
On the way to the mall's exit, I walked in front of the clothing store.
I knew I didn't need anything but I decided to go inside just to have a
look. I got out with three new skirts, two minis and one knee-length,
and two new tops, one with a V cut as deep as my stomach and another
plain one. I also bought a light cotton knitted sweater. I loaded
everything in the quad and I wondered if I would ever have the chance to
wear those clothes.
I left home and finished packing, leaving out of the bags just a few
things. I still had no idea what to wear for the trip.
----------------
My mom called me early in the morning.
"Paolo, are you ready!" she asked.
"Hi, mom! No, I'm still in bed! My taxi arrives in two hours!" I said,
almost protesting for the early wakeup call.
"I hope you packed your stuff. I wanted to call you in case you...
errr... partied last night. You know, girls, booze... are you ok?" she
continued.
"Yes mom, I'm good! I called you twice a week! You know I wouldn't do
anything stupid!" I calmed her down.
"I know! I know! Listen, Paolo, there is something we should talk about.
Maybe your dad would be the best person to explain, but now he's in the
shower. Can I call you while you are on the train?" she asked.
"Sure! I'll call you later! Is everything OK?" I asked, worried by the
tone of her voice.
"Yes! Things have never been better. Just... OK, we'll talk later!" And
she closed the call.
I sat on the edge of the bed, thinking about what she wanted to tell me
and what I wanted to tell her. I had yet to decide the last few details.
The taxi drove fast towards the railway station and the son between the
trees projected an intermittent light on the windows. The driver, by
pure coincidence, was the same that drove me to the house the first day.
"Funny! I could swear that I dropped off a guy to the same place with
your same suitcases!" he said laughing. "Age plays bad tricks on my
memory!"
I smiled but I didn't say a word for the rest of the way there. I was
sad because that holiday had finished and because I had lost Erica. To
make things worse, that sunny day would have been perfect for some more
time at the beach.
I sent yet another text to Erica's number but I never got a reply. I
knew that she'd never write back because, when I tried calling her, an
automatic voice told me that the number had been deactivated. She said
that she wanted to close that story with a clean cut, and she did it.
When I sat on my seat on the train, I was relieved to see that I didn't
have many people around. There were just a couple of people in the
carriage, both busy watching something on their iPads. The train driver
helped me putting my suitcases on the rack, checked my ticket, and told
me to relax and enjoy the ride until we'd arrive at the destination.
While the station moved away from under the wheels of the train, the
aircon started blowing cold air, breaking me out of my Summer holiday
spell.
A shiver ran through my body starting from my feet, only enclosed n the
light straps of the pink sandals with the four inches heels, then up
along my naked legs, under my pink mini skirt and all the way up to my
nipples that were just covered by my purple lace bra and my soft cotton
sweater.
I sent my mother a text to let her know that I was on my way and that
just a few hours later she and my dad would have to come to pick me up
at the station. I had a bad signal and it took minutes even just to send
those few messages. She tried to call me shortly after.
"Ciao Paolo! We'll be there in a few hours, don't worry! I can't wait to
see you again!" she told me.
"See me... right.. of course! Abut that..." I realized that if she saw
me among other people she wouldn't have recognized me. "... we should
meet at the newsagent's kiosk near the entrance to the station. There
are a few people on the train and I am not sure of the coach number!" I
lied. I just wanted to get closer without freaking them out. "What did
you want to tell me this morning?"
"Oh, yes..." I heard her say something to my father but not what she was
saying. "... your dad ..." The call was interrupted as the train entered
a long tunnel that ran under the mountains.
I straightened my skirt and stretched my legs while I waited for my
phone to have some signal. My nails, still perfect from the visit to the
salon the day before, played with the hem of my skirt. I fixed the
shoulder straps of my bra, and then I thought of something to tell my
mother to prepare for the surprise of seeing me dressed like that. I
called her again.
"Sorry, the connection dropped when I entered a tunnel!" I explained. "I
just wanted you to know that I look a bit different than when I left!
It's been an interesting three months!"
"Sure, Paolo, obviously! You're eighteen! I am happy you had some time
to play around! Look, I don't know if you heard me earlier. Practically,
your father, before you were born, decided to postpone the..." And the
call dropped again. My phone didn't get a stable connection until ten
minutes later but I decided to wait until I was closer to the city.
Having said, at least, that they should expect to see me changed gave me
a bit of peace of mind. The wobbling motion of the train rocked me to
sleep.
One of the passengers in my coach woke me up when he touched my foot
while walking. He apologized as he took his luggage from the rack. I
recognized the station of my home town and I heard the loudspeaker
announcing the arrival to the end of the line.
I picked up my things and put them in my bag. A man in his forties
offered to help me with my suitcase and he placed it on the platform for
me. I grabbed the handles and I pulled the suitcases along as I
approached the point where I'd see my parents for the first time in
three months, and where they would see the new me for the first time. I
stopped, took a long deep breath, I felt my blood rushing to my head and
I felt a bit dizzy. I didn't know what to expect. Would they accept me?
and if they hadn't, where could I go to sleep that night?
"One thing at a time..." I thought.
Another deep breath and I drew closer to the newsagent's kiosk.
there was no sign of my father. My mother was facing the other way,
chatting with the girl selling newspapers and with another woman. They
were pointing at some magazines. When I was about fifty feet away, my
mom turned around to see if I had arrived. Her eyes saw me, but she was
expecting a Paolo, so she ignored me and went back to her conversation.
The fact that my father was not around messed with my plans. I would
have to explain everything to my mother and then, again, do it all over
again with him. It's a known fact that mothers react better than fathers
to some things, and maybe I would be lucky and she'd be on my side while
talking to him. I stopped twenty feet away from them and I decided to
call her phone to make her turn around. I pushed the button and the call
started. My heart was racing. I saw her picking up the mobile and I
could hear her voice outside the phone even among the many voices of the
crowd.
"Mom, I'm here!" I said with a shaky voice.
"He's arrived!" she said. "OK!" I heard my father's voice on the phone
but I couldn't understand where it came from since the only person in
the kiosk at that moment was a woman with a long flowing skirt and a
silky beige blouse. "Paolo, are you at the platform? We're waiting at
the newsagent!" I heard her say.
My brain refused to put together the pieces of what was happening. I
froze for a few neverending seconds with my phone in my hand and my
mother's voice on the phone. I left the suitcases where they were and
with few steps, well-balanced steps on my high heels, I covered the
distance that separated them from my parents.
As I was walking they turned around, they saw me, and they understood.
"Paolo?" They said at the same time, surprised.
I looked at the woman that spoke with my father's voice.
"Dad?" I turned my head to my mom, looking for an explanation. "Mom?"
----- CONCLUSION -----
We hugged but it felt weird. Neither I nor my father understood what was
going on. The way home was a very quiet ride.
We arrived, took the suitcases inside, and we all sat in the living
room. I sat opposite to them.
"I tried to tell you on the phone!" my mother said. "Your father didn't
know how to tell you, so he asked me to!"
My eyes were beaming between her and my dad, or the person that somehow
seemed to have been my dad. The long flowing skirt was covering just the
top of a pair of brown ankle boots with a two inches block heel. The
blouse tented on the breasts and some cleavage was visible through the
V-shaped neck. The hair was long enough to reach half-way through the
back and a touch of makeup gave the skin a tanned shade. A necklace,
chandelier earrings, and bracelets with blue stones added to the outfit.
"About twenty years ago, your father was about to start transitioning to
female!" my mother said with a grave tone, knowing that she was dropping
a massive bomb. "We had been together for years, as you know, and I had
no problem with that. Then I fell pregnant and things changed. Your
father decided to put the transition on hold to be sure he could give
you a normal life. When we heard that you'd be staying away for three
months we thought, since you are an adult now, that this was a good
moment to pick things up where we left them."
"I didn't know if you'd accept me!" he said, without even trying to make
his voice sound feminine. "So I thought that once you turned eighteen
you'd be old enough to live somewhere else if you weren't happy with me
around the house. That's why I insisted you shouldn't give up your
holiday, it was a way for you to, let's say, transition to a life
outside of this place if it was necessary." He stared at me. "Sure, when
I thought of the holiday as a transition period I didn't imagine
that..."
There was a time when I explained what happened during that Summer at
the seaside. There was a time to learn to live in that new reality of a
house where my mom lived with her transsexual wife and her genderfluid
son. Those times came after that afternoon when, on the sofa, confused
by the changes, I could only answer one question that they asked me.
"I don't want to be wrong..." my mother said. "... so let me ask you
directly. Paolo will always be my baby son, but what should I call my
daughter?"
I looked at the wall without seeing it, lost in my thoughts. I then
looked around searching for something, a clue, to a name that to me
could mean more than the one I grew up with. I needed a name that could
give me happiness and that was important to me. My eyes then stopped
when I looked down at my chest and the memories of the past three months
rushed up to my head. And I gave the only answer that made any sense.
"Erica!"