Peters Welt
- 3 years ago
- 22
- 0
Peter's First Time free porn video
Number 33 of a series of individual stories.
Peter's First Time
By SONIA
(email [email protected] - Please send comments!!!)
Chapter 1 - A Knock on The Door
My darling wife Sally Anne and I had a lot of sexy fun together
especially when I was dressed as a woman! Recently we had a
great time when I went to the Country Club where we are members
dressed in my male clothes but wearing sexy panties below. I had
changed twice in the male locker room with my panties exposed and
been seen by Peter, a new friend of ours. This lead to a fun
time with Peter's wife, Mary, who had a long time fantasy about
men in panties following her catching her brother wearing panties
when they were young. Mary had said she fancied getting Peter
into panties but could not think how to do it.
I had spent a lot of time thinking about Mary and Peter and
trying to think how we can get Peter into panties to see if he
enjoyed the thrill of cross dressing as much as I did.
Although Peter had said to Mary that he thought he had seen me
in panties he had shown no interest and he had not pursued it any
further.
It was early Thursday evening and Sally Anne was out visiting her
family and not due back until late and I was sitting watching
television. My cross dressing was not a thing I did all the time
and this day I was wearing my 'normal' clothes, slouching around
relaxing.
I heard a knock at the door and thought should I ignore it as I
really wanted to chill out on my own. The door knocked again and
so I decided I had to answer it. When I opened the door Peter
was standing there looking flustered and embarrassed.
"Hi Peter. To what do I owe the honor of this visit. Come
along in. Do you want a beer?"
Peter came in and accept the offer of a beer and when I passed
him the can he almost downed it in one. I directed him to a seat
and sat down opposite him and looked at him expectantly.
"III..tt..s Mary," he stuttered out.
When I said nothing but looked at him expectantly he went on,
"She's gone all funny. She won't talk to me. She's calling me
names and I don't understand what I'm supposed to do. She keeps
on about how sexy you are when you wear panties. I think she
wants me to wear panties. What do I do?"
"Has she told you about her brother and her long term fantasy?"
"A bit but I don't understand what she wants."
I thought about how to handle this and thought I would give him
a quick lesson in cross dressing, "A surprising number of men
like to wear lingerie or to dress fully as a woman as a way of
relaxing or expressing their feminine side. As you know I am a
man who enjoys wearing panties and in fact dressing as a woman.
Just because I like wearing panties does not mean I am gay
although I have to admit that I have had some gay encounters but
generally I am into women probably more than you are. Sally Anne
and I have a very free sex life where we both do anything that
we find exciting. Many men cross dress in secret but some women
like men who express their feminine side and some women find the
fact of a man in panties a turn on."
I went on, "Mary saw her brother cross dressed many years ago and
she found that in a way an exciting image which she has lived
with ever since. You seeing me in my panties and telling Mary
brought that memory back to her and she has found that she want
to be able to enjoy the fun of being with a man who cross
dresses. I guess the dilemma for you is whether you are going
to be able to pamper to her wishes and if you don't ......"
I left that sentence unfinished and let him dwell on it for a
time and then said, "Have you ever played around in women's
clothes before?"
A surprising number of men have at some stage either slipped on
a pair of panties or at least used them as an aid to
masturbation.
"No never," he replied looking both embarrassed and shocked, "I
did not even really think about this was something that men did."
To try to help him I went on to say about my first time in
panties and about some of the fun we have had.
Finally he said, "All right then. If Mary wants me to wear
panties I will try it but how do I go about it?"
I looked at my watch and saw it was 6.45 in the evening. Today
was late night shopping at the nearby shopping centre where they
were open until 9.00. "What about us going to the shops and
buying you something to excite Mary with."
"It will be so embarrassing. I'm not sure if I can go through
with it."
"I'll help you. Give me five minutes to change out of my scruffy
gear and we will sort you out."
I gave him another beer and headed upstairs. I knew the way to
make shopping for him easy. I went to Sonia's wardrobe and took
out a smart suit consisting of maroon pleated skirt and matching
long line jacket. I decided, as Peter was a virgin in relation
to panties I would wear virginal white lingerie so selected my
white satin set of bra, panties and suspender belt. The panties
were very pretty with white lace ruffles over the bottom. I
dressed quickly in my lingerie adding white stockings and white
heels. I put my silicone breast forms in my bra and slipped on
a white high necked blouse which was just transparent enough to
see my bra through it. I think I did my hair and makeup in
record time and after a good spray of perfume I was ready.
Looking in the mirror I looked as good as I felt - classy and
sexy.
I went down stairs and went into the living room.
Peter said, "Oh hello. I'm just waiting to go shopping with
..."
Suddenly he recognized who I was. "Oh my God you look amazing.
Is that really you?"
In my best female voice, I said, "Hello. My name is Sonia." I
held out my hand again in a ladylike offering and made sure that
as he took it I did not do a manly grip but a ladylike hand
shake."
Then in my male voice I said, "Lets go shopping for some panties
for you."
Chapter 2 - Shopping
I drove and Peter gawked! He could not keep his eyes off me and
the only thing he said on the short trip to the shopping centre
was a gasped 'stockings' when my skirt slid up a little and
exposed my stocking top.
As we entered the car park I said to him, "When we are looking
at lingerie I will pretend it is for me and suggest what we buy.
If you like something suggest that 'it might look good on me' or
the like.
We headed for the main department store and straight to the
lingerie department. Peter was very worried about going into it
but I guided him along beside me and soon, when he realized no
one was paying any attention to us, he began to relax.
I felt that he would be better to go fairly feminine so I
directed him to look at a really pretty set of pale lilac satin
with a dainty floral pattern and white lace trim. They had
sensible bras, panties that were everything from thongs through
to full cut, suspender belts and slips. I glanced at Peter and
estimated him to be the next size up from me and without giving
him any choice I selected a set of bra, full panties, suspender
belt and short waist slip and slipped them into my basket. I
looked at Peter and saw in his eyes what I had hoped to find -a
look that said he had accepted what we were doing and he wanted
to feel them on his body.
Peter saw me looking at him and gave me a smile that confirmed
my impression.
I selected some stockings and was about to go to the checkout
when Peter paused by a new range of Baby Doll nighties and said,
"You would look good in these."
What he had selected was a maroon satin baby doll with black lace
trim. The matching panties were not full but also not too skimpy
and would look lovely on. I selected the right size and added
it to the basket. At the checkout Peter paid for the purchases
and took the bag like a well trained partner and we headed from
lingerie to ladies fashions.
"I really like your pleated skirt," Peter said, "Can we see if
we can find something similar."
As I had thought this might be a once off session for Peter I had
planned to buy a cheap outfit but I could tell he was really
getting excited at the prospect. In the ladies fashion
department we found a pleated cream skirt and found the 18"
length to match the waist slip and I teamed this with a lilac
satin blouse and once again Peter paid up.
"How far do you want to go," I said, "What about a wig and breast
forms."
Peter was totally into the idea now and said, "Oh yes. I want
to look as good as you if I am going to do this."
The wig was easy as they had a department devoted to wigs and
hair pieces and we chose a long blonde wig.
With our purchases almost done I asked him his shoe size and
found he had bigger feet than 'normal' ladies sizes so I lead the
way to a shop called 'Long Tall Sally' which specialized in
female clothes for big women - not outsize clothes but tall
women. I had shopped here before for myself and the girl did not
make any comment when I selected a pair of medium heeled shoes
in a size 11.
With just the breast forms remaining we headed to our local sex
shop. Peter almost died from embarrassment when I dragged him
into it and then spoke to the owner in my male voice asking for
false breasts. "Johnnie knows I am a cross dresser," I said to
Peter, "If he made a fuss about every person who was not an
average man then he would have no trade!"
I selected the breast forms like mine and Peter almost died when
he saw the price at over ?100.00. You have to pay for quality
I told him and let him pay for the last of our purchases.
Before finally heading home we went into the pub and I let Peter
do the gentlemanly thing and buy me a drink. Over the drink
Peter got flustered again and eventually asked, "How do you deal
with your erection? I have had a huge erection ever since we
started this shopping."
"Don't get me wrong - I really get turned on wearing women's
clothes but I also feel both happy and comfortable in them. I
can keep myself under control most of the time but if it could
be a problem I either wear some form of foundation garment to
keep me under control or a gaff."
"A what?"
"A gaff is a device designed for girls like me to keep the sticky
out bits in the correct place. It is like a pair of panties with
a pocket that you put your penis in and it then holds it back
between your legs. Not very comfortable when you get excited but
at least it looks respectable. Mine is flesh coloured and has
pubic hair on the front and from a quick look it looks like a
woman down there.
Peter swilled down his drink and ordered another. "I have the
clothes but now what do I do?"
"I suggest a trial run at our place and then we invite Mary over
and you can surprise her."
Chapter 3 - The Trial Run
Driving back Peter kept talking asking me questions about cross
dressing and the things I had done.
"I can't believe this," he said, "A few days ago I was what I
thought to be a normal male and now I am driving along with a guy
dressed as a woman having just bought a set of women's clothes
for myself! And what is worse is the fact that ....," he paused
looking across at me, "... that your skirt has slid up and is
showing your stockings and I'm finding that exciting and have a
major erection!"
"If you like my stockings do you like my panties." With that I
slid my skirt up fully to my waist so I was driving along in my
favourite way with my panties on full show.
"Frilly panties! Oh wow! What has happened to me. I want to try
them on!"
"I know how you feel. I find now that when I walk down the road
I can't look at a pretty girl without thinking how I'd like to
be wearing her outfit."
We arrived home and Peter brought in his purchases and I poured
us each a large whisky.
"Are you ready to change your life for ever?"
Peter grinned sheepishly at me and took a large swig of his
whisky, "I am but I feel so embarrassed."
"Don't be. You have got nothing I have not seen before and I'm
not going to molest you or anything."
I took Peter up to the spare room and said if he would rather I'd
let him change into his panties with me outside but he said he
did not worry after all we had showered and changed together at
the club and so this was not so different.
While he undressed I opened the packages and took off the labels
and laid the clothes on the bed. He had his back to me as he
stripped out of his male clothes and I passed him the panties
which he stepped into as if they were going to bite him. As he
pulled them up into place he let out a low groan. As he turned
to me I could see his erection bulging the front forward and a
small damp patch where his pre cum was wetting them.
I passed him the bra and showed him how to put it on the wrong
way round and then to swivel it into place. After adjusting the
straps I slipped the false breasts into place. Next came the
suspender belt and I explained how the suspenders need to be
below the panties. When I said this was so you could pull down
your panties without removing your stockings Peter blushed as he
took in the implication.
I showed the way you bunched up the stockings to slide them up
your leg and helped him fasten them to the suspenders. He then
slipped on the shoes and stood there.
"Not bad," I said, "Now sit at the dressing table and I will do
your wig."
Peter sat and I brushed his hair back from his face and fitted
the wig in place, clipping it to his hair. "Today we will not
do makeup but you will when we do the real thing for Mary."
He stood up and I passed him the blouse, which he struggled with
as the buttons were the wrong way over for him. Finally he
slipped on the slip and stepped into the skirt and he was done.
The room we were in did not have a mirror so he had not seen the
effect and I now took him into our room where there was a full
length mirror and showed him his new self.
The reaction was not exactly what I had expected. He looked at
himself, turning one way and then the other and just had a huge
grin on his face. Again rather than saying how horny he felt he
turned to me and said, "What do you think? Will Mary like me?"
"I am sure she will. You look pretty good. I need another
whisky. Lets go and watch a bit of television and relax. Be
careful on the stairs with your heels."
As we headed down stairs I coached him on walking, take small
steps, wiggle your hips a bit, don't swing your arms and the
like. As we entered the living room he stopped dead as the
curtains were not drawn.
"Don't worry. You would easily pass as a woman even without
makeup," I said but closed the curtains anyway.
Peter plopped down on the sofa and sat there with his legs open,
flashing stocking tops for all to see. I again explained the
'ladylike' way of sitting and he then sat in a far more
acceptable way.
We sat together and part watched television and part chatted
until about 11.00 o'clock when I heard the key in the door. The
look of horror on Peter's face was almost comical.
Sally Anne walked into the room and came over and gave me a kiss,
winked at me and said, "Do introduce me to your gorgeous friend."
I grinned and said, "This is Louise, a very close friend of Peter
and Mary."
Sally Anne went over and gave Peter a kiss on the cheek and said,
"I think you will make Mary very happy! Stand up and let me see
your outfit."
Peter again looked embarrassed but when he stood and Sally Anne
made all the right noises he began to relax and enjoy what was
happening. When Sally Anne insisted on inspecting his lingerie
he did not even worry about lifting his skirt and slip.
"Lovely panties," she said, "A bit of makeup and I think Mary
will have her fantasy fulfilled pretty well.
We had coffee and then Peter said he really should be getting
back. He got up to go upstairs and change when Sally Anne
stopped him. "I want to see your lingerie really clearly. Take
your blouse, skirt and slip off here and then you can go upstairs
to finish changing."
Peter went bright red and looked at me but I just nodded so he
slowly unbuttoned his blouse and dropped it over the back of the
chair and then undid his skirt, let it fall to the floor and then
slipped out of his slip and was standing in his bra, panties and
stockings.
Although he was still blushing he did a few twists and turns to
show off his lingerie before blowing Sally Anne a kiss, picking
up his discarded clothes and slipping out of the room.
While he was changing I gave Sally Anne a quick summary of what
had happened and she agreed to phone Mary tomorrow and invite
them round for supper saying you needed Peter to give you a hand
moving some furniture.
Peter reappeared as his normal self and we told him our plans and
said for him to leave his clothes here tonight and that I would
help him change tomorrow. He said goodbye and left.
Sally Anne suggested going to bed and as I went to leave the room
she stopped me and said, "Come on darling. Peter was not allowed
to leave the room dressed and neither are you."
I grinned and stripped to my bra, panties and stockings and stood
there blocking the door, grinning at Sally Anne. She giggled and
undid her dress and let it fall to the floor, "Sorry darling, I'm
wearing tights today."
I normally don't really like tights but she had on black tights
with white satin panties over the tights. I always felt this
looked far nicer than panties below the tights. She had on a
white uplift bra which made her very sexy breasts look even
better.
We headed up to bed and Sally Anne changed from her lingerie into
one of her sexy baby dolls before we slipped into bed, me still
in my lingerie, and made passionate love.
Chapter 4 - Mary's Surprise
Sally Anne phoned me at the office the next day to say that Mary
and Peter would love to come round. "She did not even mention
Peter and getting him into panties or anything," Sally Anne said.
I left work on time and headed home and chatted to Sally Anne as
she bathed and then dressed. She decided to wear her pink satin
corset with black lace trim and matching panties with black lace
around the legs and a black lace flower on the front. I loved
this as it gave her such a sexy look. It had hooks and eyes at
the front and laced up the rear and she insisted I did it really
tight. Black seamed stockings came next with knee high black
boots and on top a flared black satin mini skirt that came to
about 2" above the knee and a white blouse through which a hint
of the corset was visible. She looked fantastic.
I showered and changed into some casual male clothes which was
not very exciting for me but when Peter was here I would change
along with him in secret.
On our bed we put out Peters clothes on one side and Sally Anne
then collected together what she wanted me to wear. She selected
my set of lilac full satin panties with white lace trim, matching
bra and suspender belt and also black seamed stockings. This was
teamed with a white multi layered short chiffon petticoat, a
lilac satin flared skirt and a lilac lace top through which my
bra would be clearly visible. She added to this my white high
heeled shoes. I could not wait!
"This is so exciting," she said, "I think I'll slip my duo balls
in for a while."
These were two egg shaped balls that had heavy balls inside them
which she slipped into her vagina and as she moved around they
moved inside her giving her wonderful sensations. I watched as
she hitched her skirt up, flashing her sexy lingerie to me and
then pulled her panties to the side as she slipped the duo balls
into her already moist vagina. Putting her clothes back straight
she wiggled her hips and a smile spread over her face.
"Oh yessss!"
We went down stairs and finished the preparation for supper and
sat sipping drinks when finally there was a knock at the door.
I opened the door and in came Peter and Mary. Mary looked lovely
with a green plaid kilt and white blouse. The kilt was short at
about the same length as Sally Anne's skirt and she had black
stockings and black boots. She looked pretty sexy.
Sally Anne immediately took control and took Mary out to the
kitchen to help with supper while I took Peter upstairs 'to move
furniture'.
As soon as we were upstairs I said, "I see you have shaved well.
Are you ready for a quick change?"
"I have spent the whole day looking forward to this," he said.
"Right we both change into our lingerie and then I will do your
hair and makeup. Every so often bang the floor so it sounds like
we are moving things around.
We both stripped and started putting on our lingerie. Peter had
learnt from yesterday and soon had his stockings on and was
fitting his bra. I was ahead of him and had my wig on and was
quickly applying my makeup. I had learnt not to overdo the
makeup and hence was now quite quick at doing it. I finished
mine with some lipstick and a spray of perfume.
Peter said, "I can't believe how quick you are and how amazing
you look."
I sat him down and fitted the wig and fixed it in place and then
set to work with the makeup. A little rouge, some eye shadow,
eye liner and lipstick and then a generous spray of perfume.
Peter watched me in the mirror with utter fascination as he saw
his male features seem to fade and his new appearance appear.
"If I did not know that was me I think I might fancy her," he
said.
We banged the floor a few times and then finished dressing. My
skirt flared out in a beautiful way over my petticoat and I
thought I looked very sexy with my pretty bra showing through the
lace blouse. Peter finished zipping up his skirt at the same
time that I finished buttoning my blouse and we were ready.
"How do you feel?" I said.
"Nervous. I hope this is what she wants and she won't just laugh
at me."
"Trust me. Mary wants you like this."
We left the bedroom and as we walked down we heard the girls
chatting and laughing. I lead the way and went into the living
room. Mary looked in my direction and did not initially take in
that it was me en-femme. Peter was close on my heels and as he
entered the room he looked straight at Mary, smiled and did a
perfect curtsy.
Mary looked at Peter and her mouth opened and closed but no words
came out.
"I love you," Peter said and opened his arms to her.
As Mary went quickly into his arms I saw there were sparkles of
tears in her eyes. They held each other tightly and kissed
lovingly. I saw Mary slip her hand below Peter's skirt and saw
her caress his panty covered bottom.
"Come on you two. There will be plenty of time for that later,"
said Sally Anne, "I don't know about you but I need more drink
and some food."
Mary and Peter sat in the living room side by side while Sally
Anne and I went into the kitchen to get dinner finished and pour
some drinks. I poured the drinks and went back into the living
room and found the two of them entwined, kissing passionately
with both their skirts pushed well up. Peters panties were
exposed and they were pushed forward by his large erection. Mary
also had her panties exposed and they were very pretty lacy
french knickers.
"I hope I'm not interrupting anything," I said and put down their
drinks, "I'll be back in a minute."
They grinned and made themselves semi respectable. When I went
back into the kitchen I found Sally Anne standing at the sink
furiously gyrating her hips. For a minute I wondered what she
was doing and then I remembered the love eggs nestling in her
vagina and I grinned to myself, watching as she suddenly crossed
her legs and clutched the sink as she came.
"Was that good," I said and she turned and grinned at me.
"I was just about to remove my toy and then thought I shouldn't
waste them being inside."
Sally Anne then slipped her hand under her skirt and a few
seconds later out popped her toy and then she went on with the
final bits of getting dinner done.
Dinner was great and we all chatted furiously about sex and
anything related to it. Sally Anne and I related many of the
stories of our adventures and Peter was amazed at what we got up
to. Mary told Peter the story about her brother that she had
told us and explained how she had fantasized about it for years
and how delighted she was that he was wearing sexy panties for
her.
After dinner we had coffee and brandy in the living room and
almost in parallel Peter and Mary and Sally Anne and I started
kissing and cuddling. Sally Anne stood up and took off her
blouse and skirt and stood there for a moment to let me admire
her sexy image in her corset. Following her lead Mary stood up
and removed her skirt and blouse. She had no bra on so her
breasts stood there before us with erect nipples, rising and
falling as she breathed. I took off my skirt, blouse and
petticoat and guided Sally Anne to the floor on the fluffy hearth
rug and soon we were entwined in each other caressing and
stroking and kissing. Through the corner of my eye I saw Peter
remove his skirt and blouse and I heard Mary gasp with pleasure
before they collapsed together on the sofa.
If Peter and Mary enjoyed themselves half as much as we did then
they had a fantastic time. Certainly I am not sure who came more
between Mary or Sally Anne. Finally we all seemed satisfied and
we sat together until late drinking and listening to music just
wearing our lingerie.
Finally it was time for them to go and as they had both drunk a
lot we ordered a taxi. I was pleased to see that Peter had
crossed the boundary into cross dressing when he came to get
ready for the taxi and put his skirt back on rather than change
into his male clothes. While we waited for the taxi he showed
Mary the baby doll nightie he had bought and judging by the look
on her face I think it would be some time before they get to
sleep tonight.
Chapter 5 - Tennis
At midday on the following day I got a phone call from Peter
thanking us for all we had done and suggesting a quick game of
tennis at the club. Sally Anne had some work to do ready for
Monday so I agreed and met Peter at the tennis club an hour
later.
We chatted together as we headed into the changing rooms and as
we changed I knew Peter had taken a turn in his life that would
change his life for ever. As he dropped his trousers to put on
his tennis shorts I saw he was wearing white satin panties.
Lauryn
- 28.03.2022
- 35
- 0
