First Time Cd Crossdresser With Daddy At Pool free porn video

A Day at the Pool
One of my buddies and I were at his dads house doing what most
unemployed graduates do, laying around being lazy smoking pot. We had just
bought a bag and a six foot bong and were smoking it for the first time.

We had no idea what to expect from the bong and my buddy, Ted,
jokingly said to me 'Ryan if you can't take the whole bong you're a pussy
and have to wear a bikini around the pool all day'.
I laughed and responded 'okay, but if you can't you're a bigger
pussy and have to wear a dress to the gas station to get us smokes '.
So with our little bet we packed the bong and he went first. I
actually was surprised as the bong filled up that we even thought that we
could finish it. Then ted cleared the whole thing and I was even trying to
make him laugh to fail the whole time.

It was my turn and I figured he did it with no problem that I
shouldn't have one either. I started and about half way though I just
couldn't go any further. I tried my best but was coughing and had to stop
and as soon as I stopped Ted was laughing and said 'I'll find you a bikini'
I didn't think he was serious and finished the rest of the bong
without much thought.
Now I was way high and he looked at me and asked 'Do you care what
bikini I should grab you?'
I laughed and said "the hell I'm going to wear a bikini and you
don't have one anyway. '
He looked me in the eye and said 'You made the bet that I was to
wear a fucking dress you sure as hell going to wear the bikini and my dad
has a bunch of shit from when his last girlfriend walked out on him.'
I guess I was pretty stoned and didn't put up any more fight and
followed him into his Dad's room. His dad was a pretty cool guy and that is
why we hung out at his house. He usually didn't care if we smoked or drank
and he had a pool. Plus the house was in the middle of the woods and
pretty secluded from any neighbors. It made for some fun parties in high
school.
Ted showed me the dresser in his dad's room and told me his Dad's
last live in girlfriend, Janet, just up and left. They must have had on
hell of a falling out since she never came back for any of her stuff. He
open the bottom drawer and told me I could choose the suit myself while he
laughed.
I looked at the drawer and there was a mess of color. I pulled out
the top and it was a little purple bikini top. There must have been five
suits in there and I dug around until I found the only one piece.
Ted looked at me and said 'that's not a bikini, you have to wear a
bikini'
While he sat on the bed I found the only one that had some moderate
coverage and a full size bottom. I guess it wasn't too bad since it was
like a Speedo but it was hot pink and there was a triangle top that
matched.
Ted was laughing and said 'Why don't you grab a joint and go get
dressed. I'll meet you by the pool.'
I did as he said and grabbed a joint from his room and headed to the
bathroom to change. I sat on the toilet and smoked the whole joint myself
and by the time I was done I really thought it was a great idea to put on
the suit and strut my stuff. If I had to do it I might as well have some
fun. I stripped and put the bottoms on which weren't anything different
but the top felt a bit silly. I looked at myself in the full length mirror
and thought the bulge in the bottoms looked a bit off so I reached in and
tucked my cock between my legs. The suit was snug enough that it held me
back in that position very well. I felt almost ready to go and peeked out
the door.
I knew Ted was going to see me eventually but I still felt a bit
odd to be in a bikini. So I snuck back to Ted's room and had another hit of
pot. After that I thought maybe I could have some fun and went to his
dad's room to accessorize a bit. I looked around and found a robe and some
heels that actually fit me. I figured I was ready finally and headed out
to the pool.
Ted was lying back in the sun when I walked out and he turned
around and gave me a wolf whistle. I blushed a bit but walked over to him
and asked him 'You like what you see?'
Now that brought a big laugh out of him but he did say 'you really
don't look too bad in a bikini.'
'Here have a drink' and he offered me a drink that looked like ice
tea and told me 'Take off the robe and enjoy the sun'.
So I took off the robe and sat down and tried the drink. I guess it
was no surprise that it was a long island tea and I felt I deserved it. We
sat there for a bit in the sun with the cocktail and had a smoke.
The sun felt great and the mixture of pot and booze had me feeling
great.
After awhile Ted got up and dove in the pool, I was hot also so I
followed him in. It actually felt good and the bikini top really didn't
make any difference. We swam for awhile and then returned to the chairs to
relax more.
We'd been out there for about two hours and were swimming in the
pool again when we heard Ted's Dad, Frank, on the pool deck. He was
laughing when he asked us 'Is this how you boys usually spend your time
when I'm out?'
I must have turned bright red and Ted said right away 'Nah, Ryan
lost a bet and this is my punishment for him'
Frank smiled and said 'Hell you look better than Janet did in that
suit. Mind if I join you boys by the pool, it's such a nice day'.
Seeing it was his house there wasn't anything we really could say,
we invited him to join us.
He looked at me and said 'keep that suit on and I'll be right out.'
About five minutes later Ted and I were laughing about the whole
situation when Frank came out. He had a towel and a drink himself. What I
didn't notice was he also brought a camera. After he set his stuff down he
came over and took some pictures of us saying 'I have to get this for my
scrapbook '
That sort of sobered me up but he must have seen the fear in my
eyes since he laughed and told me 'relax Ryan, and enjoy yourself. Why
don't you two come out of the pool and have a drink with me'.
We both got out but he took the camera again and kept getting pics
of me. I told him to stop but he laughed again and told me 'come and sit
down and be more ladylike. '
Finally I figured 'what the hell' and did some poses for him and
said 'you might as well get my good side'.
We all laughed and had some more to drink together. We all went for
a swim for awhile and Frank bumped into me often, probably more that
necessary. He actually was wrestling with both of us but I felt as if his
hands were on me most of the time. I really didn't mind and didn't try to
avoid it either.
Frank got out and said he'd make us some lunch.
Ted and I continued to swim while he went into the house. Frank was
back with a plate of food and told us to come and eat.
He really was a good Dad making us lunch and all. When I got out he
handed me my towel. After I dried I was about to wrap the towel around
myself when Frank came over and held my robe open for me. I figured he had
seen it and I should put it on as offered.
He told me as I put it on the robe that my shoes were right over by
the table and I didn't need any more of a hint that he expected me to put
those on too. I figured it wasn't a big deal anymore and put the heels on
and walked to my spot at the table. We all had lunch together and a little
small talk. We were all done eating and Frank came back with another round
of drinks and sat down with us again.
When I had my first drink he asked Ted 'what time are you supposed
to be at your Moms place for your weekend getaway?'
I didn't know anything about this so I didn't think much of the
question. But I guess Ted did since he got right up and headed to the
house mumbling the words 'shit, I'm late'.
Frank looked at me 'Ted was supposed to be at his Moms place at
least an hour ago for a little trip out of town.'
I didn't know what to think but Ted was back dressed in no time
and he told me he had to run since he already was in huge trouble. He said
bye to his dad and he was off.
Now this was not the situation I had ever thought I'd be in, sitting
by the pool with my best friends Dad wearing a bikini. Not just a bikini
but a silk robe and heels. Frank must have seen my apprehension.
I stood up and told Frank 'I should be going too'
Frank immediately replied 'you have a full drink and it's a
beautiful day, you couldn't leave yet'.
I felt awkward but sat back down and we sort of chatted and enjoyed
the sun with our drinks.
Frank said he had to run inside and would be right back so I sort of
relaxed and had a smoke while I waited. I was feeling a little more
relaxed since I actually felt like we had a real conversation and it wasn't
me just talking to my friend's dad. I never thought I'd almost feel like
an equal instead of a k** but I guess that is what happens as you grow up
and graduate high school. I must have been really absorbed in thought
because Frank appeared and snapped me back.
He had two more drinks for us that I tried to nicely decline but
again he said we were having a nice time and he really enjoyed my company
by the pool. I was enjoying myself too by this time so I stopped putting
up a fuss.
He did point out that I was getting a little bit of sun and he
produced a bottle of suntan lotion that he said I should put on. I agreed
that was probably a smart idea especially since I didn't need to get a
bikini tan line.
He chuckled saying 'it probably would look pretty hot if you did'
and he squirted some lotion in his hand.
I had thought he was going to give me the lotion but he told me
'come over and sit down in front of me so he could lotion you up'.
I didn't know what to say but I guess I hadn't thought about him
ever putting lotion on me. But I also didn't have too much apprehension so
I went and sat down in front of him and he started to put the lotion on my
shoulders.
Man did the lotion feel nice as he put it on for me. His hands were
sort of massaging it into my shoulder and then he moved to my back. I just
closed my eyes and enjoyed the massage. As he finished up my back he made
sure to not miss any spots which made his fingers slip a little into my
swimsuit which sort of caught me by surprise.
I still was enjoying the feeling of his big hands on my back when
he said "okay young lady your backs all done now let me get your arms."
I didn't protest at all but thought I could take care of those
myself but as he worked the lotion on my arms I sort of lost my mind
because I really was enjoying his attention. This must be what it is like
to have a real massage I guessed. He finished up my arms and had me sit
back and he started on my feet and worked up my legs.
Now I was getting a bit nervous since on my back he didn't miss a
spot and my legs went all the way up to where I never thought a guy would
ever touch. But it felt so good I didn't even flinch as he kept going. And
when he got to the top he gently slipped his fingers just barely into my
swimsuit and I couldn't help myself but enjoy his touch down there.
God I must be crazy because it felt so good to be touched by him
this way. It must be just what a massage feels like;' I'm going to have to
get a massage' I thought.
Frank said 'stand up so I can could get your stomach'
So I stood and he sat down in front of me. I know he was talking
but my mind was elsewhere as he smoothed on the lotion on my belly working
around my bikini top. I almost told him he could reach in my top to coat my
breasts since my nipple were tingling and I wanted them to be touched but I
resisted that urge since that would be really weird and this was a just him
being nice.
Well he finishes and I didn't really want his hands to leave but I
knew I had to be polite and I said 'thanks for putting the lotion on me. '
He said' it was my pleasure and you can return the favor'
So I got up and told him to have a seat as I grabbed the lotion.
I wasn't sure what I was doing touching another man but he had just
put it on me it was only fair to pay him back. I squirted the lotion on his
back and started to rub it in. I had never really looked at his body
before but he was pretty fit and had a very nice build.
I was massaging it in getting to feel how developed his back muscles
were and enjoying touching him a bit. I knew it was just admiration. I
moved on to his arms after I felt like I had gone over every inch of his
back. I worked it into his fingers and all the way up his arms. I didn't
have him move around like he had me but I moved myself around to reach each
area. As I worked each arm he would rest his hand on my butt. I thought
that it was an odd area for him to need to rest his hand but I didn't react
since it felt nice and I actually moved to maintain his hand in that
position. I don't know why but I made it easy for him to keep his hand
there.
I finished his arms and asked 'lie down and I'd take care of your
legs.'
I really wanted to do his chest since I wanted to feel his muscles
after feeling his back but I thought that would be odd again so I figured
I'd do the same routine he did for me. Keep it the same just a couple of
guys putting lotion on each other. Girls do it all the time to each other
and this is no different. So I had him lay down to do his legs.
He opted to sit in the recliner by telling me 'you can do a good job
if I sit this way for you' and kept his legs sort of bent up which made it
easier for me, maybe I should have sat that way for him but I hadn't
thought about that when he asked me to lay down. After he got comfortable
I picked up his foot and started to rub the lotion in. I tried to do just
the same he did to me as he worked up my legs. He was very gentle but it
felt soothing so I tried to mimic his work. I figured it would be easier
for me since He had loose shorts on and I wouldn't feel weird about
reaching into his swimsuit like he did mine.
He never touched me where he shouldn't but he didn't miss a spot
either. As I was working up his leg he lifted his foot and I was looking
where I was going next and I realized I could see right up his shorts.
Uhh, I wasn't expecting that and there is something else, He wasn't wearing
swimwear but just loose short with no underwear. I could follow his toned
hairy legs all the way up his short and I could see his balls.
Man they looked big and I couldn't take my eyes off of them. I know
I shouldn't be looking up his shorts but I couldn't stop and I didn't know
how far I needed to go with the lotion.
Well I did the best I could but when I got up to his shorts I sort
of chickened out and stopped right at the hem of them. I didn't say a thing
but moved on to his next leg and I couldn't help but to look at his shorts
again. But I couldn't see anything and I was happy about that as I worked
on his foot.
He then lifted his leg so it would be easier for me but that just
opened his shorts and this time I couldn't see his balls but I could see
his schlong! My god what am I doing I had to ask myself. I didn't stop
since I didn't want him to know I could see up his shorts.
I tried not to look but found myself intrigued. He was so big
compared to me and he looked like he wasn't circumcised. It looked so nice
and smooth. I worked my way up his legs and actually didn't stop at the hem
this time. I had an urge to just touch it to see if it felt as smooth as it
looked. But I chickened out again or got my senses back and stopped just
after the hem.
And as I took one last look at it I could swear that it had grown
bigger, I wondered 'how big does it get and was this turning him on'.
I had to admit I felt turned on even with another man. I guess he
towered over me so I told myself it was normal admiration.
I told him he had to 'stand up so I can do your chest'
But he said 'you can just straddle the chair and sit on my lap to
get my chest'.
Now after looking up his short for so long I knew what was in there
but I figured that was the easiest way for me to get his chest anyway. I
got up and straddled his body and the chair, I figured I'd just hover in a
squat and do his chest quick but as I hovered initially I started to lose
my balance and Frank caught me and said 'it's ok if you sit'
Well not only told me but used his hands to guide me to sit right in
his lap. I knew exactly what I was sitting on and found it strangely
interesting. I could feel his length and the direction it was
pointing. Well maybe I couldn't actually feel it that much but from looking
at it I knew where it was. I just sat there and started to work the lotion
into his chest.
As I was admiring his muscles I was rubbing him all over his chest
which made me sort of squirm in his lap. I was enjoying it as I moved
around feeling where his manhood moved as I moved. I admit it was pretty
gay but it was fun and he didn't say anything. But as I worked my way to
his stomach I had to really move and bend I noticed that something had
changed.
I could feel he was getting hard. Oh my god I didn't know what I
should do. I was almost reaching into his shorts to put lotion on and I
could tell he was getting hard. I actually didn't know what I was doing
because I didn't stop anything either, I kept on moving my hips around
which kept rubbing his growing bulge and I was sliding my fingers into the
top of his trunks.
I looked up to see his face and he had his eyes closed but a smile
on his face and my hands were following his shorts to the center. I sort of
reached a little further and I could feel the top of his pubic hair.
I slowly finished that spot and took my hands out to announce
'done'.
He reached up and grabbed my hips because I stopped moving and he
sort of kept me moving with his hands and told me' that felt beautiful'.
Finally he opened his eyes and smiled more as I decided that I
should get off of him before something weird happens. I don't know what
would be weirder that what we had just done but he let me off and told me
'lay back and I'll get us some new drinks.'
I quickly agreed since I was a bit flushed from what I had just
done but I watched as he got up and walked away, and there was no denying
it, he had one massive hard on. I actually couldn't say much since I was
tucked between my legs which prevented mine from showing but I was
outrageously aroused. I knew that him getting me another drink meant I
wouldn't be leaving until we finished but I promised myself that would be
the last drink and I'd get out of there and be out of this silly bikini
that I was wearing.
Frank came back with our drinks and we both laid back to enjoy the
day. We didn't say much for awhile as I think we both needed to cool down.
When we finally talked, Frank was offering to light me another
cigarette, how gentlemanly of him. We chatted more and he made the comment
of how lucky we were to have a day like this together.
I agreed that the weather was too nice to waste but I'm not sure if
that is what he was talking about.
Over the years we had known each other by him being Ted's Dad but
now we were having a real conversation. He asked me about my likes and
dislikes and told me about his. It was as if we were equals or friends, I
really liked the feeling of being friends with Frank.
It had been over an hour since we laid down and it was getting
hot. Frank suggested we go for a swim but I declined. He got up and dropped
the lotion by accident next to me. As he reached down to pick it up he
reached under me and picked me up and headed for the pool.
I put up a little fight but he said we both needed a swim and
jumped in with both of us. Well that was a shock when I hit the water but I
squirmed out of his hold and turned to try and dunk him. Frank swam away
and it turned into a fun game with a lot of body contact.
After tiring out we were sort of leaning into each other and I
noticed that Frank's hands were sort of massaging my ass. I know I enjoyed
our last massage but I knew I should make it stop but all I did was gaze up
into his eyes, which I had never noticed before that they were a light
shade of green. I thought they were pretty sexy eyes and as I gazed our
faces kept getting closer.
His hands on my bum and I was feeling his chest. I didn't want any
of this to stop but I didn't want any of this to happen so I quickly moved
away from what almost felt like a start of a kiss and got behind him.
I thought it would be funny to pull down his shorts and I quickly
pulled them to his ankles. As I swam away I felt his big hands grab me and
we had a fun little struggle.
He didn't pants me like I did him but got me in a bear hug and
worked his hands into the top of my suit.
I know it shouldn't matter since I'm a guy but when someone feels
you up in a bikini it is just different. As soon as he found my nipples and
pinched them both between his fingers a lightning bolt shot through my
body. I just leaned back onto him as he caressed my breasts.
I reached back to pull him into me even closer, but as I reached I
didn't grab him but found out he never bothered to pull his shorts up and
my hand grabbed the first thing sticking out. And you that was his cock. My
breast felt so good and I didn't think what I had in my hand but just
grabbed it and sort of moved my hand to figure out what I had. Even when I
realized that it was his cock I didn't let go but kept a hold of it.
At that same time I felt him kissing at my neck. What a combination
of feelings, my breast being gently caressed while getting sensual kisses
on the neck and having a great big handful of man sized cock. I just
enjoyed it as he worked up towards my ears which made me turn my head
towards him. As soon I moved towards him he moved his kiss to my lips.
What was I to do? I melted into him and slowly accepted his kiss.
I guess with the drinks I had I had lost all of my inhibitions
because when he stuck his tongue into my mouth I did nothing to stop
him. It had also been a long time since I had a girlfriend and it just felt
great.
I turned towards him to straighten my neck out and my hand never
left his crotch. I was so excited I was stroking him as if it was my own
and it felt so wonderful.
We made out for ever it felt like and when Frank finally let up he
said to me 'I've been wanting to do that since the second he saw your cute
little ass in this bikini'. Then He asked 'is everything okay?'
I told him 'I have no idea what 'I'm doing but I don't want to
stop'.
With that comment he continued to kiss me and I kept stroking
him. His hands moved all over my body both on top of my suit and inside of
it. When he rubbed my crotch with my cock restrained I thought I was going
to cum right then but he moved on and just had me at the edge. I couldn't
believe how hot I was and when he turned us around so his back was to the
wall I didn't know what was going on
But he broke our kiss and told me 'I'm so hard I'm ready to explode
but I don't think I can by just being jerked off.'
I must have looked like a deer in headlights because I had no clue
what he meant until he pulled himself up onto the edge of the pool and I
was staring straight at his cock. I know I had already seen it but that was
by accident and this time it was inches from my face. I was still holding
it and I let my hands both explore freely. I cupped his balls and looked at
his uncircumcised cock as I moved the skin around. I had never seen one
this close or this big actually. I was mesmerized and I played with it like
a new toy, which I guess in a way it was.
Frank had laid back and spread his legs so I had free access to
him. After awhile I had the distinct urge to taste him cock. I suddenly
thought it was gay to be touching another man but then again I had been
playing with him this long so I guess I had stepped over that line a while
ago. Once I made that decision in my mind it didn't much for me to decide I
wanted to taste him.
I looked up to his face which was laid back eyes closed and a huge
smile on his face. I reached my tongue out and just touched the tip. Now I
didn't know what to expect but I got a low moan from Frank and he let me
know how good that felt. I got a little braver and explored him with more
of my tongue. I tasted his balls, licked the shaft and even stuck my tongue
into his pee hole and wrapped his extra skin up my tongue to see how that
felt.
I was really enjoying my exploration and the encouragement from
Frank made me try new things. It didn't take too long before I had the head
in my mouth and wondering how much of his cock I'd be able to get into my
mouth.
Not that it was a challenge that I needed to do but I tried to get
as much into my mouth as possible. I kept hearing Frank saying things like
'oh god yes' which made me try to get more.
After I'd gotten almost all of it in my mouth I felt his hands on my
head and he started to control my speed of sucking. He was really moving my
head suddenly. I didn't know what to do but I let him take control and
suddenly he pulled my head in tight which made his cock go even further
than I had before.
I started to choke when suddenly I felt his cock pulse in my mouth.
I knew he must be cumming and I was trying to pull away to get air. After
the first pulse he let me pull back a little but his cum streamed into my
mouth. I let it shoot in and actually started to jerk him off more to help
it come out. I think he must have gone for months without cumming because
he filled my mouth with three squirts and had more that leaked out of my
mouth.
I tried to swallow as I felt it leak out but he came too fast. When
he stopped I still had the head of his cock in my mouth and I moved my
tongue around feeling his cum.
I didn't want to spit it into the pool so I just swallowed
everything that was in my mouth as I let his softening cock fall out. I
looked up to Frank and he was like a little k** at Christmas with the smile
on his face.
He told me 'That's the best blow job I've ever gotten in his life'.
I don't know if I believed him but as I held his dick and felt cum
dripping off my chin who was I to disagree. As I sat there in the pool I
started to worry about what I'd just done and I think Frank noticed.
He snapped me out of it by telling me again 'You don't know how hot
you look in that bikini.'
I smiled and thanked him for the compliment and he suggested that
we go catch our breath and have a drink.
Seeing his shorts were still floating in the pool and my suit was
slid over to show my breast I thought I should gain some modesty. I fixed
my suit and retrieved his shorts before I got out of the pool. Frank didn't
seem to care and he had already sat down in one of the chairs naked.
I set his suit by him and I'd say I was a bit more ladylike when I
sat down next to him. He reached over to me and brought my head to his for
what felt like an extremely passionate kiss. Again I melted into his
embrace and decided that what we had done was the right thing since it felt
so good as I kissed him back. After our kiss Frank excused himself and
told me not to go anywhere. Really, where was I going to go? I relaxed and
lit a cigarette to think about what I just did. Not just what I did but the
fact that I did it with my best friends Dad. I know I shouldn't have ever
done any of this but it sort of just happened and I didn't have any
regret. I mean I know I shouldn't have enjoyed what I did but you didn't
see the look on Franks face and that satisfaction I got out of it. I know I
didn't cum but I still feel elated and actually a little horned up. Maybe
I should go inside and relieve myself, if you know what I mean. But the sun
just felt so great and as I smoked my cigarette I could still feel my mouth
was just a little slipperier than normal. I wonder if it is Frank's cum or
my imagination, either way it was fun. Frank snapped me out of my daze as
he brought me another drink even though I hadn't finished the one in front
of me.
I asked him if he was trying to get me drunk. His response I guess wasn't
surprising since he said he wanted to take advantage of the hot, beautiful
creature in front of him. He also told me that this is his special cocktail
that will relax us for the afternoon.
I guess I had no concept of what time it was since Ted left while we ate
lunch so I know it is after that but it must not even be 5 by now. I
figured.
I asked Frank what was in the drink and he told me it was a little of this
and that but I'd enjoy it. I know I should get going home but I was at
Ted's house after all and my parents don't worry about me when I'm over
here. I guess that Ted's not here they don't need to know.
I tried the drink and it was really tasty so I relaxed and Frank asked me
what he should call me? That question really took me by surprise. I mean
why he couldn't just call me Ryan like he always has, so that is what I
told him. He thought for a moment and said that makes sense, he'll call me
Ry-anne.
I chuckled and said what is my nickname going to be now, Annie?
He smiled and said he liked that a lot, Annie.
I guess it must be the way I was dressed that it made some sense to use a
female name so I told him he could call me Ann or Annie. We both laughed
and said it sounded nice and chatted a bit about life and then I asked him
where Ted had to run off to. He told me that Ted would be gone until next
week with his mom but he wanted to spend some time with me without Ted.
I guess we couldn't think about doing any of this with Ted around and I
know I never wanted him to know that I gave a guy a blow job and especially
his dad. I told frank that Ted should never know what we did. Frank
smiled and devilishly said that he would never tell Ted as long as we can
do it again sometime.
I know I had fun but I didn't want to be a pushover so I told him maybe we
could do that again but he still could not tell anyone about what happened.
Frank put his hand on my thigh and said he would never do anything that
would hurt me and I had to trust him completely. He asked me if I trusted
him? I looked into his eyes and he held my hand and I knew I could trust
him so I told him I trusted him completely. He sealed my trust with
another nice kiss. I liked kissing him more each time. I felt giddy and a
little girlish but I guess that is how I should feel since I was playing
the girl role in this situation today.
I took another sip of my drink and told him I needed some sun on my back
and lay down on the lounger to sun my back. I think I was trying to get
some time to think a bit more about what has happened However it wasn't too
long before frank said he should put some more lotion on my back I told him
if he wanted to' Honey'. I thought I'd be cute with a pet name for him. Of
course he said he'd love to 'Annie'. It did sound nice to be called Annie
and be treated so nicely. Frank started to rub the lotion into my back and
I blissfully drifted off into space as I enjoyed his attention again. I
wondered if I'd be able to lotion him up. The thought actually got me a
little excited again. I think it was a good thing that I had tucked myself
in between my legs otherwise I'd have had a hard on most of the day it
seems.
As Frank worked from my shoulders down I felt some light kisses on my
lower back, boy did they feel nice. I smiled and actually purred, which I
think it was an a****l instinct since I never remember making that sound
before in my life. He didn't stop with his kisses on my back though and he
slowly wandered down my leg and then up the other leg. As he progressed his
hands found my ass and were massaging that while slowly working my swimsuit
up revealing more for him to massage until his lips made it up my leg. He
worked up to my cheeks and didn't stop. He covered my ass cheeks with light
kisses while still working my swimsuit up both cheeks until I felt like
they were completely exposed and fully wedged up my ass. I had never worn a
thong but I'm sure this is what it felt like but without someone kissing
you all over. He still didn't stop giving me attention down there and
pulled my suit a little to one side. Now he was actually kissing me on my
crack which had me a little nervous.
I actually asked Frank what he was doing and he told me that I had made
him feel so good earlier that he was going to return the favor.
I didn't know what to say so I just let him continue. He kept kissing and
worked his way in between my cheeks.
I must have jumped because I felt his hand on my lower back and he told me
to relax. I tried to relax but he was right in my ass and he kept kissing
me down there.
I must have relaxed a little bit but jumped again when he kissed me right
on my hole. I had never thought of anyone ever being down there with their
mouth but Frank didn't stop. The next thing I felt was a wet sensation
that didn't feel bad at all. As he continued I could tell he was working
his tongue down there and it was relaxing me more than making me nervous.
I started enjoying the feeling, really enjoying the feeling. So much that
I was moaning and purring. He was working his tongue inside of me and I
started to push back into his mouth, I wanted his tongue deeper into me. I
started crying out things like 'oh my god' and 'please don't stop' which
made him work ever harder.
I guess they had the effect I wanted since I really loved the feeling. I
didn't think he could make me feel as good as a blow job but I was starting
to think this may be better, even though I liked blow jobs I wanted more of
this. His tongue was probing in and out of me and I think it was getting
further in than just the surface. God I was loving it.
After he worked me for awhile he got up and stood next to my face. I
wasn't sure what he was doing but when he started to lower his shorts his
dick was like a flagpole. I guess he liked what he was doing too but I
guessed I should help him out. He didn't have to ask me since I sort of
started salivating when I saw his cock again especially inches from my
face.
I got on my hands and knees to be at a better position and tried to take
his entire length in at once; well as much as I could. In response I got a
long low grown which I took as accepting of my work.
I started trying to return the feeling he had just given me as I sucked
his length and started to fondle his balls. They seemed to be looser than
the first time and were fun to handle.
I had never played with my own balls much, but Frank's felt about twice
the size of mine and much more fun to me right now.
I know it actually wasn't very long since we had done this earlier but I
guess I was ready for more with my enthusiasm. But Frank didn't let me go
on too long and he pulled away from me saying it was my turn to feel nice
and he returned to my bottom. Now remembering the feeling I didn't stop
him but just stuck my ass higher up in the air for him to get to it. Seeing
I was on all four it should be easier for him I figured. He got back there
and worked his tongue back in. In no time at all I was back up to squealing
in joy as his tongue entertained my bottom. I had no idea where any of
this was going and I just let Frank take all control. As he worked his
tongue I could feel his hands on my hips controlling my movements. Without
me even noticing he pulled away for a second and was pulling my bottoms off
my rear.
I suddenly got really nervous and tried to stop him since I knew without
my bottoms my own cock would spring free and I didn't want Frank to stop
since I was a boy. I know that sounds odd but I was really enjoying what he
was doing and I think if he does it for a little bit longer I would finally
cum. I was so close last time and I think I could without any contact to my
cock this time.
Frank didn't let me slow him down and he told me to relax and trust him,
which I tried to do.
He pulled my bottoms off and my cock stayed tucked between my legs but I
could feel the cool air on the tip. Frank went back to kissing my cheeks
and caressing my thighs. He stopped and told me that I have a beautiful
little pussy. With that comment I was a little speechless, I really had no
idea of what to say but I also know that I didn't want this to stop, not
yet anyway. Frank went back to my 'pussy' and started to tease it with the
tip of his tongue. Each time I'd feel the touch I wanted more and would
push my rear towards him trying to get him in there deeper. I was feeling
like a little slut wanting my pussy eaten but it is a feeling you just want
more of.
He finally stopped teasing me and really went down there probing his
tongue again but this time his hand started to work up my thigh. My head
was a bit clouded but I could feel where his hand was going but I went with
his request to trust him and let him continue to take charge. This was the
right thing to do as his hand found my penis. It just made me shudder. I
felt like I could cum right then and I think I did a little but he just
slowly caressed my penis with the tips of his fingers which made it feel
even better.
His mouth and fingers worked in unison to bring me to a state of ecstasy
which I had never felt in my life. His tongue continues to pillage my
ass-pussy and slowly expanded its reach. He was working my pussy and also
the skin below it that he'd sometimes suck into his lips a little. Every
now and then his tongue would just nip the tip of my penis and that sent an
extra wave of pleasure into me and makes me moan a deep moan.
I know Frank knew what he was doing to me since it seemed like he would
bring me up for a bit and then leave my penis alone. I was at such a state
that I know I could cum if I reached down and jerked off for half a second
but I liked what frank was doing and just went with the flow.
What really surprised me is when he worked way down on me and actually
sucked the head of my penis into his mouth.
Oh my god I loved that tease and he only did it for a second but the
sensation was wonderful. He continued teasing and playing and even sucking
me some for a few minutes which felt like an eternity of pleasure to me.
When he got up and brought his cock towards my mouth I was like a vulture
engulfing his cock. What he did to me with his mouth had me so riled up I
wanted to make him feel just as good and did my best to suck his cock.
Frank didn't let my ass alone since he kept his hand down there and his
finger continued where his mouth left off, teasing my little pussy and
probing in slightly. He had me so wet and loose that there wasn't very much
resistance to keep his finger out of it and it just danced on the edge of
going into me. I didn't even try to resist and almost pushed into his
finger each time it probed.
He asked me if I was enjoying what he was doing and I tried to respond the
best I could with my mouth full of his tool. He took my mumbling I'm sure
as affirmative since he said that he was going to make me feel even better.
He let me work his tool for a little bit only and he pulled me off and bent
down to give me a wonderfully deep kiss. He went behind me again and
pulled my hips up to meet his mouth as his tongue probed even deeper than
his finger was and I pushed into his advance. His tongue I felt actually
was inside of me and was going in and out as we rocked. I had never thought
I'd be trying to get him inside of me especially there but I was trying
with all my might to help him in. Sadly he only did this a few times
before he pulled away and was moving around.
I looked back to see why he stopped and he was up on his knees looking me
in the face.
As our eyes met I felt the head of his cock touch me asshole which
instinctively clenched.
Frank asked me if I trusted him again and I told him yes. With that he
started to put more pressure on my asshole.
I didn't know what to think, he had me feeling so good but I never thought
that I was gay and here I was with a cock trying to get into me and I had
to make a decision what I was going to do.
I guess I knew my decision since I hadn't done anything so far today to
stop what was going on, what did I expect to happen.
As he pushed in I could feel the pressure and with how wet I was he was
starting to go in.
I was still a little clenched and I closed my eyes and pushed out just a
little.
He started to slide in quicker and I could feel how big he was. At first
it was like I was taking a reverse shit but then the head of his dick
popped through my anal ring and the burning started. I grunted in pain and
I think Frank knew since he stopped pushing and just stayed there.
I felt such a burning sensation that I was pushing out but he just stayed
there.
I had lost all of my hard on when he started pushing and really wanted to
get up and run away.
I fought the feeling as I sat there with my face buried in my hands
whimpering a bit.
A little bit of the pain subsided but I still had a lot of hesitation
about what was happening but I sat still, waiting. Frank must have noticed
me relax a bit since he started to put a little more pressure and sliding
in a little bit more. It must have gone a lot easier for him since I wasn't
trying to resist as much. The burning wasn't gone but I had gotten used to
it at least. He pushed for a bit then stopped again. This gave me time to
relax since I was starting to try and tighten up again. He didn't wait too
long though and this time he pulled out some and then pushed back in and it
went in easier this time. He stopped again and let me rest and as he
waited he told me how good my pussy felt on his cock and how much he has
wanted to be inside of me.
I only half heard him since I was concentrating on my feelings. This time
he pulled out and pushed back in a little harder and did it about three
times. I could feel that he was getting deeper inside of me and I was
starting to not feel the burning anymore. He stopped again for a few
seconds and then pumped really slowly about ten times and I think he was
still getting deeper but I'm not sure.
This time when he stopped he asked 'are you okay Annie?' and I told him
I'm doing fine. He told me to tell him if it hurts too much and he'll
stop. I think he knew we were far enough along I wasn't going to tell him
to stop anymore, maybe if he told me that earlier I would have but it
really wasn't hurting anymore. He started again and did a few slow little
strokes and then a few longer strokes where I could feel him putting more
pressure. He continued this slow small to slow long strokes a few times
until he was really pulling me back on my hips; I was actually starting to
push back to his thrusts.
The pain had subsided and I was getting into the feeling a bit as he
slowly stroked in and out. Frank did one big push and pulled me hard into
him. It didn't hurt but he had control of my motions. Frank asked me how I
felt again and I told him I feel fine. He then took my hand and brought it
up between my legs and told me to feel how deep he was.
I felt between my legs and found his balls. They were right up to my
ass. I could not believe he was completely inside of me and it wasn't
uncomfortable anymore.
He told me it won't hurt anymore and I should relax and enjoy myself. He
promised this would be the best feeling I have ever had.
I wasn't sure about that since it had really hurt to start and I had lost
my hard on when we started this. I was still a little horny but you could
not tell by my cock anymore.
He started to stroke in and out again and he started to pick up the pace.
As he was going I thought of how good he had me feeling earlier and I would
give this to him to make him feel good.
The faster he went with the longer strokes they started to feel even
better, I couldn't believe that I was thinking that it was actually feeling
good, but it was. He was actually fucking me in the ass! I could not
believe I was in this position and starting to enjoy it.
It didn't take too long before I know he heard me moan and this time it
was a moan of pleasure. It felt like the best shit of my life and I really
couldn't describe it any more than that but it felt good. He started really
fucking me and I was moaning with pleasure and not holding back at all. I'm
not sure but I think he was close to Cumming and he stopped. Frank told me
we should get more comfortable and do this right and all I could pant was
an okay. He pulled out of me and told me not to go anywhere and ran into
the house.
I watched him go running naked to the door and realized that my asshole
felt empty and I missed having him in there. I reached back and felt my
asshole and it was tender and it actually was gaping open. I put one finger
in and it didn't touch on both sides. I felt around and it felt swollen but
nice. I worried a bit that it would stay that way and I clenched it around
my finger and it did tighten up which made me feel better. Then I slowly
started to move my finger and it felt amazing to be fingering
myself. Slowly I slid a second finger in and there wasn't much resistance
but it built up more sensations of ecstasy. I couldn't believe the
feelings I was having and I reached for my cock and as soon as I touched it
I almost came and it felt like electricity shooting through me. But it was
totally soft. I kept massaging my cock and fingering my hole just enjoying
the new sensations.
I probably would have cum but Frank came back because he shocked me
out of my little orgasmic world when he asked me if he could help. I looked
up to him and I think I turned three shades of pink with embarrassment.
I stammered out that I was just making sure it would close still
and he told me that I'd be enjoying it even more soon and not to worry
about it closing because everything will be just fine. He then kissed me
and told me to follow him. He had a big blanket in his hands and he helped
me up and directed me towards the grass next to the pool area.
As I walked with him I again remembered what I was wearing , just
the skimpy bikini top now, and how it actually was making me feel overly
sexy and I wanted him in me again since I pulled my fingers out I had that
empty feeling down there.
I watched as Frank spread the blanket and then he took me in his
arms and gave me another kiss. This one had some passion to it and we
stayed that way making out for a while. As we were close to each other I
could feel his cock on my stomach and it was starting to grow which in turn
really made my cock start to grow again, finally.
I was a little worried about being so horned up without a hard-on
but it was coming back and it was really hard, just the light brushing
against franks legs made it feel outrageous.
We eventually laid down on the blanket with me in Franks arms. He
slowly worked his kiss off my mouth and tongue and worked from my neck
down. I just arched back to give him easier access since it felt so nice
but he only kissed my neck for a little bit before his mouth found my
bikini top.
I didn't really know what to expect but when he started to find my
nipple I figured it out. His little nips at my nipple made it stand up even
through the fabric and he could get his teeth on it to massage it. Now he
didn't let my other nipple feel left out since his fingers were working
that one. I couldn't help but moan again as he caressed my nipples. It
didn't take too long before his hand slipped into the bikini top sliding it
over and his mouth replaced the top. What a sensation a tongue has on the
nipple, I thought I would cum right now and I reached out to find his cock
which I think was even harder than when I was sucking him.
We continued with me stroking his member and he alternated on my
nipples. While his mouth was on one, his hands would massage my breast
while his fingers tweaked my nipples.
I wanted to stroke my raging hard-on but every time I moved my free
hand towards my own cock Franks would catch it and move it away. Talk about
a cock block but I couldn't stop him from controlling the situation and I
didn't want to.
He had my nipples standing at attention begging for his talented
mouth. If I had known the enjoyment that my nipples would produce I would
have been playing with them long ago, but I needed an experienced mouth
like Frank had to show me.
After playing like this for awhile Franks Cock felt like it needed
to explode and his hand stated to venture between my legs. My own cock
needed to explode too and his hand just brushed it on its way to my pussy I
assumed.
With his mouth still on my nipples I spread my legs and tried to
give him as much access as I could to get down there. I think he
appreciated it as his hand found its mark. He immediately had one finger
buried into me and there was no apparent resistance as he started to finger
me.
He let a second and then a third finger joined in and I squealed
like a girl with all the attention to my breasts and pussy. I was still
trying to stroke his penis but our positions were getting difficult for me.
Frank lay down at my side and moved his mouth to my lips and I
immediately had my tongue into his mouth. I was so rillied up I couldn't
stop myself from kissing him. As we kissed he moved his hand from my bottom
to raise one leg and he had his fingers back into me but this time from
behind.
I never thought I was flexible but I had my leg in a position I
never thought I would try and it gave him easier access to my bottom which
is all I wanted.
As we kissed Frank told me this is a beautiful thing we are doing
and I moaned my agreement.
He pulled away and removed his fingers for a second. I was not sure
what he was doing but he rolled over and grabbed something from behind
himself.
When I looked over I saw he had a tube of something and he squirted
a good amount into his hand. He told me I'd enjoy this and just smiled.
He spread it onto his tool and then put a little on my
ass-pussy. His fingers slid in with no resistance at all and he put all
three in at once. I figured out it was lubricant that he had in the tube
and closed my eyes as the wonderful feeling came over me again. As he
fingered me I reached down to my cock and I was surprised to find it
totally soft again.
In my head it felt like a steel pole but with his fingers in me it
was totally soft but full of pleasure. I just rubbed it with the palm of my
hand to get a little more sensation out of it.
Frank removed his fingers and with him on his side and my leg high
up in the air it caused my pussy to be out to the side. This made it so his
cock lined up perfectly and with his fingers out he slid right into
me. Even though his fingers felt wonderful they were nothing compared to
his cock.
I screamed out in pleaser as his balls touched my ass. He started
to fuck me this way and he moved his mouth onto mine. We were about to make
out while he fucked me and his hands found my nipples again.
It was a slower pace than before but every part seemed more
intense. I don't know if it was the lube, the angle, or the multiple
stimulation of my nipples and mouth but I seemed to shudder and spasm. I
wasn't cumming but I had a wave of something flow through me and he
noticed. He stopped his thrusting as I spasmed and waited.
As soon as I regained control of my body I started pushing back onto
him and told him not to stop. He followed my directions right away and was
back to fully pumping into me. We did this for awhile longer until he
stopped and I opened my eye to see his.
He told me he wanted to see me control my own enjoyment and with
that he rolled onto his back but his cock being fully inside me took me
along with him.
I found myself sitting upright looking away from him but on his
lap. It didn't take but a second before I realized I was able to ride his
cock.
I raised myself off a few inches and lowered back down. I loved the
feeling and I hadn't been able to control what he did to me before so this
was new. I did some slow short pumps and then tried longer faster ones. I
accidently slipped him out and had to reach back and find his tool but it
seemed to slide right back where it was without very much directing.
I was fucking myself on his pole and found I loved to control the
pace. As I bounced my soft cock was flying everywhere and I actually had to
hold it against me to keep it under control.
Frank stopped me and told me to turn around. I hadn't even thought
about that but I sat down on his cock and brought my leg up and over his
body. I didn't think I'd spin like I did but I was like a top stuck on a
pole as I spun easily keeping him in me the whole time.
He pulled me down to his face and gave me another passionate kiss
and his hands grasped my ass to pull me forwards. I felt his fingers grasp
my waist and start to control my movements as he pushed me gently back down
on his cock. I'm not sure if I had lost control but still felt in control
as he guided me up and down.
We fucked slowly like that until Frank pushed me back up and told me
he wanted to see me play with my tits. I didn't really think too hard
about the request and sat up a little straighter and grabbed my tits.
I really didn't have any tits but the bikini top was pulled aside
and I just grabbed at my chest and pushed my nipples together. It felt
better than I thought because my fingers just went to my nipples as I did
that and started pinching them. This whole time Frank continued to control
my movements and kept me fucking his pole.
He had me really bouncing and I was getting a little sore in my
thighs. I guess I had never had to be in this position and was not used to
it but didn't want to stop.
I don't know if Frank noticed or it was just his choice because he
sat up and rolled me onto my back. I couldn't believe his cock stayed in
me again as we moved around but he made it work.
I was so horney I brought one hand down to my cock and kept pinching
my nipple with the other one. Frank actually picked up his pace. I'm not
sure if he was close to cumming but I was on the verge as soon as I touched
my own cock.
I couldn't stop myself as I screamed. I had only pulled on my cock
two times and I just started to cum all over. My cum shot out so hard it
landed on my face. I must have had a line of cum from my nose to my belly
button and I had at least three huge spurts. This must have done something
to Frank because his speed changed to a jackrabbit speed and he grabbed my
ankles.
He had so much control of me as he pushed my ankles up almost to my
ears and kept pumping into me. I guessed he was close to cumming too which
he verified as he screamed out that he was cumming. He did one hard pump
into me that made it feel as if his cock was in my stomach and I think I
could feel him cum inside of me. I'm not sure but he stayed there for a
second and then pulled out letting go of my ankles and his cock spurted cum
out like I've never seen. He must have had one hell of an orgasism because
his cum hit my face also and added to my own on my stomach.
Frank laid down on me smearing our cum together as we both panted.
Nothing was said for a few moments as I think we both needed to catch our
breath.
Finally Frank rolled off of me and looked me in the eye and asked
'did you like that?'
'I think the creamy mess on my stomach should tell you that.' And I
leaned over and kissed him.
We lay like that for a while in the sun. Frank had put his arm
around me and was holding me into his chest. It felt wonderful to be held
that way, but as the cum started to dry on my stomach my mind started to
wander.
I asked Frank 'Now what do we do?' wondering about our relationship.
Frank's answer 'I think you're staying for dinner...'