Tennis Partner

From: jamie connors

It was my Junior year in High School. I had just made the tennis team but
not by much. My coach told me I had lot’s of work to do that year and
assigned me another player on the tennis team to practice with. His name
was Jeremy and he was also a Junior. I had seen him around but didn’t
really know him. He had blonde hair, handsome, and athletic looking. He
looked like the perfect tennis player. I think he had transferred in our
Sophomore year.

After the first few days we worked out a plan where we would practice an
extra hour each day after regular practice was over. Jeremy seemed nice
enough and I was glad to get the help. The first week we worked on ground
strokes and Jeremy worked with me on my grip and the mechanics of my swing.
In starting out we stood together and he would get behind me grab me around
the waste with one hand and hold the back of my wrist with the other hand
as we went through the motions. After a couple of minutes of this we
switched to the backhand until he was satisfied I had the motions correct.
We then hit ground strokes for about 30 minutes and then worked on a little
serving.

The first week went good and I thought I was making good progress. Jeremy
did as well and we were getting along good. The weather had been unusually
cool the first week so we mostly played in our sweats. Thankfully the
second week things had started to get warmer and we could play in our
regular shorts. We had regulation tennis clothes. White polos and white
cotton shorts although I think Jeremy had a pair a size too small as they
really hugged his body quite close. About half way through our first work
out that week I noticed Jeremy had shed his shirt. It was a bit warm that
day and he pulled off his white polo shirt and was wearing one of those
Underarmor tank tops underneath. I noticed how fit he looked in it. Good
muscle tone, smooth tan skin. I had also noticed Jeremy’s legs.
Apparently he was also on the swim team which meant he shaved his legs. I
noticed myself thinking that he had as good of legs as most girls I knew.

The second week of practice went well also and I could definitely feel
myself improving. Jeremy had lots of complements as well although he was
still clearly heads and shoulders above me. The next week we worked on the
net game. We started out just like the ground strokes, Jeremy holding me
in position and showing me how to move into the ball. Something felt
different though when we were doing this though or maybe I just hadn’t
noticed it before. It was the fact that Jeremy was so close to me. I mean
he had his arm around my waste or truthfully a little below my waste and
his body was pressed so firmly against my own. I mean I could feel his
groin actually pressing against my bottom. And I started to think about
those tight white shorts he was wearing and I could feel his breath on my
cheek. Maybe it was the sun too but I started to get a little dizzy. I
guess my legs got a little wobbly and I teetered a bit. Jeremy caught me
though and we walked over to sit down against the fence.

I sat while Jeremy went to get some water. I watched him walk over to the
net in those tight little shorts. I swear I could even see his underwear
they were so tight. Looked like some kind of bikini. He came back with
the water bottle and gave me a drink. He then stripped off his shirt and
put it behind my head. He was wearing that tight white tank again and he
was standing over me his crotch not more than a few inches from my head.
And he was definitely wearing a bikini. I felt like I was getting dizzy
again.

We decided to call it a day though. I drank some more water and Jeremy
helped me up and I walked around a bit. I blamed it on the heat but I
wasn’t so sure. The next days went better and I didn’t have any more
incidents although I couldn’t seem to stop staring at Jeremy in a not
really polite ways for guys. I mean I couldn’t take my eyes off his legs
and his butt especially when his little shorts would ride up which didn’t
seem to bother him.

One day on a Friday, Jeremy said I had done really good that day and that
we should knock off a little early. I was actually a little disappointed
at this but then he suggested we take a little drive. He wanted to show me
something. We got in his car and drove to a park close to the school. It
was kind of hidden back a ways and I had never heard of it before. There
was no one there. We parked and just sat in the car for a minute.

Your really starting to improve he said. I think if you keep up the
practice you might have a shot at making Varsity next year. Great, I said.

That’s not really why I brought you here though, he said. I mean I’ve
really enjoyed working with you this year and…but I kind of noticed
something and wanted to talk with you about it. At this he turned sideways
in the car and put his leg up on the seat. I looked down and couldn’t help
but notice how tightly the cotton stretched over his groin and his smooth
thighs.

I felt him touch my hand. I want you to know that I like you, he said and
he squeezed my hand. I felt butterflies in my stomach. I like you too, I
said softly squeezing his hand back. I wasn’t sure he said which is why I
wanted to be alone together. More butterflies. And then there was kind of
a pause where we were both just kind of sitting there looking into each
others eyes. He had nice big blue eyes. And then in the next moment we
were somehow moving towards each other. I felt his hand reach around my
neck. Our lips met and we began to kiss. Jeremy had nice full lips and
they were soft, very soft. He tickled me with his tongue. I returned the
favor and we began to French kiss. I had only kissed a girl once before
and only for a minute. I hoped this would last more than a minute. I
opened my mouth to him and felt him lean into me, his tongue pressing into
my mouth. Mmmmmm I heard myself moan. Our tongues probed each others
mouths. I began to feel Jeremy pulling me closer to him. I moved over on
the seat and put my arm around his waste. I rubbed his back feeling his
sleek tank top and then more importantly his tight cotton shorts. I was
totally turned on. I felt Jeremy’s hand go up my shirt and felt his
fingers rub my chest and my nipples which were nice and hard. I slipped my
hand into his pants and felt the top of his bikini. Your bikini has been
driving me crazy I said. I was hoping so, he whispered back. Do you want
to see it, he said. Yesss, I whispered. And with that he undid his pants
and slid them down a little. He wore a sexy little white bikini and I
won’t even tell you what was running through my mind. Needless to say I had
a strong urge for a closer look and Jeremy guided my head down for jus
that. Before I even knew it I had pulled his bikini down to expose his
penis. I couldn’t even believe what I was doing but within the next moment
I put my mouth on it and began to suck him. Ooooooh, that feels good baby,
he said. Yeah, that’s it. I couldn’t believe how erotic the sensation of
having a cock in your mouth was. I rolled my tongue over his soft velvety
head and up and down his shaft. I sucked him for about 3 or 4 minutes
before he came. His warm cum shooting into my mouth. I swallowed but
there seemed to be a lot and some leaked out onto my chin and back on his
cock. I continued to go down on him licking up the rest of the cum. He
eventually pulled my head up. Did you like it, he whispered. Yesss, I
said. Good, he said and then kissed me. I still had a little cum in my
mouth which we then shared between us. He eventually went down on me as
well and I can’t even tell you how good he was but I couldn’t wait even the
3 or 4 minutes to cum in his mouth. Afterwards we kissed some more which I
quite enjoyed.

I can’t tell you how much I looked forward to tennis practice after that.
We decided to work extremely hard for 30 minutes and then to go visit the
park for 30 minutes or sometimes 45. It was hard to leave I can tell you.
Being in his arms was unbelievable and I liked him so much. A week after
our first “encounter” we were back at the park. We were just about to
start kissing when Jeremy said he wanted to show me something. With that
he moved over and straddled me and then unzipped his shorts. And I could
just see the top of his bikini but it wasn’t white like usual. It had a
white top but under this I could see what looked like pink. Take them off
he said. I grabbed the waste and started to pull his shorts down. What I
saw was a pink bikini with white trim and a little bow in front. I’m not
sure all of the thoughts that ran through my head but all I can say is that
they were erotic. Do you like it he said. Yesss, I whispered. It is so
…sexy, I said. Good, I’m glad you like it. I like to wear…how should
we say it…sexy things I guess. I put my hands on his bottom and noticed
that the bikini had no back. It was a thong. We began to kiss. His ass
was so smooth. I rubbed my hands all over it and casually let my fingers
glide down his crack. Mmmmmmm he said. I like that, he whispered. Wow
was I turned on. My fingers continued to explore his bottom all the way
forward to his balls. When I ran my fingers over his anus he moaned again.
Mmmmmmm, right there babe. Wow. I began to gently rub my finger around
his anus. I noticed quite a response too. Oooooooh, let me help you he
said and with that he reached back and pulled back the thong. I pressed my
finger back to his anus but this time he sat down as I did it and my finger
actually pressed in a little. Ooooooh, he said. And then he did it again
letting the weight of his body down against my finger. I pressed back a
little and found my finger sliding inside of him. Oooooooh, yeah. Finger
me baby, he said. He pressed his tongue deep in my mouth now and I pressed
my finger deep inside of him. Oh yes, he said. And with that he began to
move up and down on my finger riding it. That’s it, that’s it he said.
Now stroke me. I then began to jerk him off with my other hand as he rode
up and down on my finger. Within a minute he came, shooting his wad all
over my stomach. I watched it run down to my shorts and underwear. I want
your cock in my mouth, he said …or in my bottom if you want. I looked at
him. I wasn’t sure about this. I told him his mouth and he smiled at me.
It’s OK. Maybe next time, he said. And with that he pulled my shorts down
and gave me a blow job.

I thought about him all weekend and the idea of actually having intercourse
with him. I became quite turned on by the thought of it by the end of the
weekend and couldn’t wait for practice on Monday.

I told him on Monday and we couldn’t wait to get to the park. He said he
had a treat for me. He wore another pair of “sexy” panties that day. They
were black and silky with lace around the edges. I couldn’t wait to feel
them and then get them off him. That day he straddled me and guided my
penis inside of him and we fucked for the first time. I can tell you that
he held my orgasm for almost 15 minutes and by the time I came I thought I
was going to pass out. That day we told each other we loved one another.
I also told him how much I liked his sexy panties. On Thursday he told me
he had another surprise for me on Friday. We actually didn’t have practice
on Friday but we decided to do it anyway. Jeremy showed up in sweats even
though it was pretty warm out. It seemed kind of curious until I saw him
take them off. When he pulled them off I saw he was wearing a woman’s
tennis outfit. He had on a tight white tank, a white tennis skirt, cute
little socks and even a headband. I walked up to the net and met him
there. He was smiling. I told you I like to wear sexy things now and
again. Wow, I said. I hope that is a good wow, he said. I can assure you
of that, I said. He then proceeded to lift his skirt up and give me a
little preview of a pear of sleek Nike panties he was wearing. At that
point I could feel myself getting hard. He laughed. You think you can
make it through a practice, he said. I’m not sure, I said. The only thing
I can think of right now is tearing your clothes off. Well, we better get
going though so we can indulge you, he said.

We practiced for only about 15 minutes before we agreed to head to the
park. It was our first time together with Jeremy dressed as a girl.
Thankfully it would not be our last or mine. I found out that Jeremy had a
strong feminine side which I found intensely erotic. We made love that day
for an hour and I learned Jeremy’s favorite positions and how to keep him
going for a full 60 minutes.

Next year with Jeremy’s help I did make the varsity although we continued
our private lessons together both on the court and off. Jeremy and I
became lovers and shared all of our fantasies together. We explored
Jeremy’s feminine side and mine as well and loved each other deeply.