Rileys first DP experience
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Riley's Summer - Part 3 free porn video
Part 3 - Riley's Summer
I woke up feeling slightly hung over. I felt the Tom's warm naked body
next to mine. I couldn't believe I had sex last night! I smiled, and
enjoyed the closeness of Tom. Jamie was right; being fucked in the ass
was amazing, though my anus felt sore. I slipped out of bed, careful to
not wake Tom, and tiptoed over to the bathroom. My dick started to get
hard as I lather my hairless body. The thought of having a naked hunk in
my bed, and the prospect of another round in the hay are turning me on. I
quickly turned off the faucets and dried off. I sneaked into the bedroom.
Tom's still slept. I climbed under the sheets from the foot end like a
stealthy cat. I moved up to his flaccid cock, and licked it. Tom groaned.
I licked the whole length, and lifted it up with my hand. It's still not
hard, but I put it in my mouth anyway. It had a slightly musky smell, but
I continued. I felt it grow in my mouth, and I couldn't wait until it got
into my butt. Tom pulled the sheet away, and I looked into his eyes. God,
he was beautiful. Still holding his cock, I begged "Please, put it my bum,
Tom." I got up and turned my butt to him. Again, I felt his fingers lube
me up. "Your butt looks incredible. You look incredible!" he said, and I
felt the tip of his cock against my pussy. I knew what to expect, and
relaxed. I felt the tip plop in, as he introduced his cock into my ass. He
worked it in, and I couldn't help moaning.
He grabbed my hips, and started to fuck me slowly. I loved his cock moving
in and out of my bum. "You're so tight, Riley," Tom grunted. I started to
move my bum against him, and every time he completely filled me up I let
out a small cry. Tom started to fuck me faster and faster. I enjoyed every
minute of it, squealing: "Fuck me hard!" I felt I was on the verge of
orgasm, and let all my all my inhibitions go. "Oh, god! It feels so good.
I love your cock!" I yelled, and I moaned loudly. Suddenly, without
touching it, I came. Seconds later I felt Tom filling me up with cum. I
was totally satisfied, and by the look of Tom it seemed he was as well. I
rose up on my knees, still having Tom's cock in me and turned my head so I
could kiss my lover. Tom embraced me, and we kissed. "Thanks, Tom," I told
him and rose, feeling the cock glide out of me. I dried off the sperm that
dripped out of my pussy, and went over to the dresser. I looked out of the
window. It was overcast and windy. I pulled on the gaff and a pink thong.
Wearing thongs was not just normal now, they also felt very sexy. I found
a matching bra, some faux-leather leggings and a Rolling Stones top.
Turning around, I saw Tom looking at me. "You are very beautiful, Riley. I
hope we can see more of each other. Perhaps you'd like to visit me at
university some time?" he suggested. "Oh, I would like that very much," I
cooed.
John and Jamie were already eating breakfast when we finally got
downstairs. They both smiled at us. I guess they heard my ecstatic cries,
and I felt very embarrassed. Jamie placed a hand on my thigh, and smiled
as she was saying not to worry. I felt a little better. I was still quite
silent as we went to John's car, but I enjoyed holding Tom's hand. We had
decided to go to the mall, although I was quite unenthusiastic about the
idea. I had strong reservations about going around in public as a girl,
but my protests were rebuffed. Sitting next to Tom in the backseat, I was
enjoying the scenery when John asked me: "How's Tom in bed?" My face
reddened; I was taken aback. Tom found it funny, and failed to suppress a
laugh. John pressed me: "C'mon. Tell us how it was like. We heard you, and
it was pretty obvious that you enjoyed it." "Well," I started, "I thought
it would hurt a lot, but it didn't." I paused. No one said anything. The
silence compelled me to break it. "It was actually quite pleasant, well,
very pleasant." Tom smiled at me and stroked my leg. I smiled back. "So do
you think you would do it again, then?" John probed. "I guess," I said and
smiled to Tom. Tom lent forward and kissed me gently on the lips. I
briefly thought of the strangeness of showing affection in front of Jamie
and John, but I decided to dismiss the thought. I kissed him back.
My heart was racing as we parked in front of the mall. Would people know?
The weight of my breasts, and the skintight leggings made me feel very
exposed. I did get some looks, but mainly from boys of my age. It seemed
they were checking me out, and not recognizing that I was cross dressing.
Tom and John wanted to check out some stores, so Jamie and I went over to
Next to find some clothing. As I had amassed some experience in women's
clothes, I felt natural wandering around in the shop. I picked up some
garments, and went over to the dressing rooms. The shop-girl didn't seem
to notice something, so I managed to relax. I undressed, and felt aroused
by the fact that I was wearing female underwear. I tried on the different
clothing, and decided to get some tight jeans, a yellow dotted summer
dress and a white blouse. I had also found some sexy lingerie, as I
thought it would be good to have some of my own. A black satin teddy with
lace fitted like a glove, and it gave me the same nice feeling as the
swimsuit. I also found a matching bra and thong set. It was white, and had
lace trimmings. I picked up a pair of white stockings and a matching
garter belt on the way over to the cashier.
I had to wait a bit for Jamie, as it seemed she had bought half the store.
We then went over to Victoria's Secret, and Jamie bought some more
lingerie. I settled with a black string bikini and a black negligee. The
boys were already waiting at the caf?, when we came. Tom smiled and handed
me a bag. "A little present," he said with a smile. "Oh, really" I
squealed. I loved presents. I tore off the wrapping paper and pulled out a
blue triathlon suit. Tom noticed my surprise, "You were talking about how
eager you are to cycle, so I found this for you so you can keep fit this
summer." I smiled, and gave him a big hug. "Thank you, Tom. That was very
considerate of you. Perhaps we can go for a ride, when we get back? I have
two bikes at my auntie's," I said. "Sure, babe," Tom smiled.
I've never used a tri-suit while cycling before, but I guess it would do
the same trick as my bib-shorts. I looked forward to try it on. Tom and I
French kissed in the back seat as we were driving back. I felt happy, and
I felt strangely warm when I looked at Tom. As we passed my aunt's place,
I noticed her car was gone. I jumped out and got in and found some clothes
for Tom. I also wrote a note for auntie, telling her that I had a good
time. I opened the garage door, and brought the bikes with me. Tom and I
changed together in Jamie's room. His firm body was so enticing that I
wanted to jump him, but I thought I'd wait until he took the initiative. I
didn't want to come across as a slut either! Tom was now completely naked,
and his cock seemed to be semi-stiff. I removed my thong, and stepped into
the tri-suit. It was extremely tight, and I was unsure if I could get it
on. I managed after a while, and even though it was very tight, it didn't
feel constrictive at all. Tom had put on his bib-shorts, and I could
clearly see the outline of his penis. I was very turned on, but my own
penis wasn't able to grow. I felt a little frustrated, but mostly very
turned on. I took a look of myself in the mirror. My breasts were clearly
visible underneath the thin fabric. I looked hot. You wouldn't be able to
see my privates, but instead you could almost detect something like a
camel toe. I felt Tom's hands embracing me, as he stepped up behind me.
His hands caressed my body, and I laid my head backwards into his neck. He
turned me around and kissed me, while his hands felt my bum. I took my
hands around his waist. He pressed up against me, and I felt his stiff
cock against my belly. Suddenly he let me go. "Sorry, I couldn't help
myself. Let's get out, and perhaps we could cuddle some more when we get
back?" he asked. "Sure," I said, having almost lost my breath.
I followed him out, getting a great view of his ass. My reserve-bike was a
little small for him, but Tom didn't complain. We set off, and Tom proved
to be an expert cyclist. It was good to get back on the road, and I
focused on keeping up. We passed the village and over the hill towards the
popular beach on the other side. We changed places, so I was now ahead.
When we reach the apex, Tom passed me shouting "First one to the beach!"
The game was on. I was good at going fast downhill, so I was sure I'd have
a fighting chance. I was ahead when the road flattened out near the beach,
but Tom came up beside me near the parking area. It was difficult to tell
who actually won, as it was so close. "You're good at this, Riley," Tom
said trying to catch his breath. "You nearly got me," he continued. I
laughed, "Oh yeah? It was obvious that I won!" I declared. We both
laughed, and walked with the bikes over to a free spot at the beach. The
beach was full of people. It wasn't before Tom kissed me, I realized what
I was actually wearing. I felt my heart race. The people were all wearing
swimwear, and no one seemed to take notice. I felt the need to take on a
swimsuit, perhaps I was starting to become an exhibitionist? Well, in any
case I hadn't brought any, so I decided to take a swim in the tri-suit.
Tom waited on the beach, watching after the bikes. The suit was very
pleasant to swim with, although the water was a tad cold.
I got some looks from men, when I walked out of the water. I felt
flattered. The suit dried quickly, and we decided to get back. When we got
back, I went upstairs for a shower. I decided to try on the new lingerie
set. It was a little thrilling to think about that this set was mine. I
pulled the thong up my legs, and felt it wedge itself between my cheeks. I
knew I couldn't go back to boxers. The bra offered great lift to my
breasts. As I fastened the second stocking to the garter belt, Tom came in
naked. He was still damp from the shower, and had already a hard on. He
walked purposely towards me, and took me in his arms. He looked at me for
a moment, and then lent in to kiss me. I just let him, as I was ready for
him, and had been since breakfast. He grabbed my ass and lifted me up, and
I wrapped my legs around his waist. I felt his cock against my bum. He
walked me over to the bed, and lay over me. "I need you badly," he said.
"Oh, Tom, you can have me. I need to feel you inside me," I replied. He
pulled off the thong, and massaged some lube on his cock and on my
entrance. "Are you ready?" he asked hoarsely. I softly bit my under lip,
and nodded. I raised my legs on his shoulders and felt the tip against my
pussy. It felt so right..
In a smooth movement he entered me. I gasped. He hadn't prepped me, but it
didn't hurt that much. He paused with his whole length in me, waiting for
me to relax. "You're so tight and warm," he moaned. I loved the feeling of
his cock. He started to move his cock slowly in and out, and I was soon
begging for more. He didn't quicken his pace, even though I begged him for
it. The feeling was wonderful, though. My groans were transformed into
moans of pleasure until the moment when a strange noise attracted my
attention. I felt another presence in the room. I suddenly noticed that
we weren't alone in the room. John was standing behind me. He was also
naked. I heart skipped a heartbeat. His cock was inches away, but it
wasn't erect. I also saw Jamie holding her arms around him. They were just
watching. Horrified and humiliated, I tried to separate myself from Tom,
but he held me firmly. "Calm down, Riley. It's only John and Jamie.
They're just going to watch us." Although I was dying of shame, I ended up
giving in to him. Tom went on unperturbed. At first, John's gaze was like
a weight, paralyzing me, but little by little, I started to get a vague
feeling of pride at the idea that he was getting excited by watching me
silently. John came closer, and I didn't have the strength to protest. He
moved his cock over my lips. I opened my mouth slightly and felt the tip
drop in. I let my tongue swerve over it. Tom's cock was still fucking me
slowly, and I had a cock in my mouth. This was far more than I would
imagine when I first tried on panties! I tried to take as much of John's
as I could, and I was loving this feeling. Tom withdrew, and the emptiness
made me want more. I turned around, standing on four, to better serve
John. His cock was much larger than Tom's.
I looked at Jamie. She was stroking her little clit. Tom and John changed
places, and I took the whole length of Tom in my mouth. He groaned. I felt
John's hands on my butt. His cock against my hole. I was so turned on!
"I've had my eyes on this ass since I saw you," John said and pushed the
head in me. I gasped, and let Tom's cock go. It felt like my pussy would
split. I guess he understood that his giant cock was hurting me, so he
took it very slow. When he had inserted the whole length, I fell more at
ease. He slowly started to fuck me. I noticed Jamie was sucking Tom. I
forgot about the pain in my ass, and enjoyed watching them. Soon I was
begging John to fuck me harder. Jamie got up and moved over to the bed.
She crawled up, her inviting ass directed at Tom and her face towards me.
We met in passionate kiss. She moaned loudly as Tom mounted her. I could
see how she enjoyed Tom's cock. We both moaned in pleasure. John and Tom
got up, kissed, and lay down on the bed. Jamie and I kissed in front of
them, and I finally could explore her body. "Do you want to fuck me," she
asked. I nodded, perhaps too quickly, and Jamie knelt down to suck John's
cock. I moved behind her, and pressed my cock against her pussy. It
plopped in easily. I heard her moan. In a few short jabs, my cock was
fully inserted. The feeling was wonderful. I started to fuck her slowly,
but it was difficult to restrain myself. Tom was stroking his cock, and
looked at me. I smiled, but I felt close to climax. "I'm too close," I
said, and pulled out. Jamie just moaned.
I crept over to Tom, and straddled him. I grabbed his cock with one hand,
and pointed it to my pussy. Tom grabbed my hips as I sat down on his
member. Jamie was following suit, and was riding John's cock. We both
moaned in delight. I noticed that Jamie was stroking herself. It was
amazing to look at her petite body on top of that big man, moving up and
down on a big cock. The feeling of Tom's cock in my bum, was absolutely
divine. I felt that I was close to orgasm, and stroked myself. Jamie came
all over John's chest, and she cried in ecstasy. That did it for me, and I
came as well. Tom wasn't done, so he lifted me up, still with his cock in
my ass. He fucked me hard against the wall. I had my legs over his arms,
and I felt that Tom was close. In the last of a series of intense thrusts
he emptied himself in me. I kissed him deeply. Over his shoulder I saw
John and Jamie. John was spooning Jamie, and I saw his cock ferociously
pumping her pussy. Tom lowered me down, and I felt the cock slide out of
me. I walked over to the bed, feeling my cock becoming erect again. John
withdrew his cock and sat up, coming on Jamie's face and mouth. I leant
down and licked her face. She embraced me, and we kissed passionately.
John and Jamie left us and crept into Tom's arms. My ass was hurting, but
I strangely needed something to replace the emptiness I felt. I started to
think seriously about taking hormone treatment. I loved being dressed in
women's clothes, and I had much better self-esteem now. I even had a bit
of a crush on Tom. That has to count for something right? I was obviously
not straight. I looked at Tom and smiled. "What are you thinking about?"
he said. "Well, perhaps I'll stay a girl. Would you like that?" Tom
grinned. He lent in and kissed me. "Very much, Riley. Very much."
Fawn
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