Me & Jen-Jen

I have always been a huge Jennifer Capriati fan. She and I are almost exactly the same age, and I was playing some club tennis about the time she burst onto the tennis scene at age 14. I was never very good, but I enjoy the running and the feeling of hitting a good shot. Plus, I always thought she was very cute, and she has grown into a sexy young woman.

I love watching her play, her nipples are almost always very hard, and I could only imagine those powerful thighs locked around my head as we ate each other in a hot 69. More than once, I have used that image to bring myself to a very fulfilling orgasm...

Somewhere, I got her email address, and we started corresponding, sometimes by email, sometimes by Instant Messenger. I have always been very careful to not make things too sexual, because I didn't want to scare her off. I enjoy talking with her, she is very funny and usually has a lot of interesting things to say. It's especially fun to hear her insights on the Tour, which girls are gay, which ones have boyfriends, that kind of stuff...

When I heard that the Tour was coming close by where I lived, I asked Jen if she would be interested in meeting. She sounded hesitant so I didn't press it, but I did give her my phone number so she could call if she wanted. A couple of days before the tournament started, I was shocked to answer the phone and hear, "Jessi? It's Jen Capriati. You still want to meet?"

It took me a second before I could blurt out, "Sure! Where? When?"

I could hear her throaty laugh and she said, "Do you know someplace we could go that's public yet private? I don't really want to go somewhere that I would be recognized."

I asked where she was staying, and selected a quiet neighborhood bar close to it. I had been there a couple of times with friends, and it was definitely not a sports bar, so we could talk in peace and quiet. I wore a little tank top and mini skirt, cute and sexy without looking slutty.

I got there a little early, and picked a booth in the back, but where I could see the front door. I had sent her my picture in email, so she knew what I look like. When the front door opened and I saw her face, I couldn't help but break into a big smile. She waved to someone outside, then came over and slid into the booth next to me. We both ordered club soda, and laughed that we had picked the same thing.

Watching on TV, you forget how tall and strong professional tennis players are. I am 5'5", but I felt positively tiny next to her solid 5'9" body. She was wearing sweats and had her hair pulled back into a pony tail. She gave me a big hug and said, "It's nice to finally meet you face to face, Jessi. I have loved talking with you. Makes those lonely nights on tour go a little easier."

"Me, too. I have really enjoyed talking with you too, and love hearing about life on the Tour. I am so glad you decided to meet me. I have been a fan for a long time, and I admire you so much for conquering your demons and getting back on top of tennis. So many girls would have given up a long time ago."

Jen patted my hand and said, "Thanks, I appreciate that. And you should understand, I don't agree to meet just anybody. There are so many crazies out there, I have to be careful. One girl on Tour was corresponding with a girl like we were, but when she agreed to meet 'her' it turned out to be a guy. She ended up having to call the cops to get rid of him."

"God, that's awful... Well, as you can see, I am NOT a guy!"

"Oh, definitely not. I have to tell you that I had a bodyguard with me but let him go when I saw you. And I have to tell you that you are even cuter in person than in those pictures you sent me. Who took those, by the way?"

My mind started going a million miles an hour. I have this girl friend who I see occasionally. She is married, but she still needs the touch of a woman once in a while. Her husband regularly travels for business, and she will call me to get together when he is gone. He knows that she has a girlfriend, just not who it is. Anyway, she took those pictures of me one night, nothing nude but I think they are very sexy.

Picking my words carefully, I said, "A friend of mine did, we had been out drinking and dancing and she dared me to do them. Do you like them? We tried to make them sexy without being too trashy."

Jen smiled broadly and said, "You certainly did exactly that. Those pics are VERY sexy. But now you make me wonder what happened after you were done shooting..."

Now my mind was totally racing. Did she really say that? Was the object of my fantasies really asking me what I thought she was? "Do you? What would you like to know?"

Now Jen seemed to be choosing her words carefully. "Ummmm... So did you and her do anything? Kiss or anything?"

Nothing ventured, nothing gained! It seemed like Jen truly wanted to hear it all, so I said, "Oh, yeah! We kissed (pausing for effect) and a lot more actually. She and I get together sometimes when her husband is out of town."

"So are you bi or lesbian, then?" Jen asked.

"If I had to pick a category, I would say bi but leaning wayyyyy toward women only," was my reply.

"Good answer!" Jen said with a smile. "I pretty much stick to women but once in a while it feels SOOOO good to get fucked hard and fast by a guy. And it's easy to find a willing guy, always lots of guys hanging around."

"I agree. Guys are easy, just smile at them and they get hard. But for the best loving, I think it's with a woman. There is nothing like kissing a girl to get my juices flowing."

"Mmmmmmmm... God, yes. I love how soft everything is..."

Now I was even more in shock. My goddess, Jennifer Capriati, was sitting next to me, telling me how cute I was and how much she loved kissing women. Well, here goes nothing...

"Jen, would you like to come over to my place? I could make us dinner or something."

She looked into my eyes and said, "Sure. But the 'or something' sounds even better to me. Let me call in and let them know. I already gave them your phone number so if something comes up they can reach us." She pulled out her cell, punched in a number, and told whoever answered that she was going out for the evening and would be back late, but not to worry.

She stuffed her phone in her pocket and said, "Okay, now we're free. I sent my driver off, so I hope you have a car!"

As we left the bar, I said, "I do, but I hope you don't mind riding in a beat up old Honda. I don't quite make as much money as a tennis pro."

Jen smiled and said, "I still have my first car at home, it's an old Honda, too. My folks wouldn't let me get that Ferrari I really wanted and besides, when I started on Tour I was too young to drive. I was 18 before I got my license."

We got to my car, and I opened the door for her. Luckily, I had just washed it and vacuumed it, so it looked as good as it could. It's in good shape, it's just old. It is really reliable though, so I keep it. New cars are so expensive. Jen slid inside after putting the passenger seat back.

As we rode to my apartment, we made small talk. We had been chatting for months, so she already knew about my bad luck with men. That my last boyfriend had cheated on me after almost three years, so I had dumped him.

When we got there, I asked if she wanted something to drink. No alcohol, of course, since she has been through rehab. But she said that ice water would be great, so I poured us both large glasses. We sat on my couch, at either end but kind of facing each other. She asked if she could get more comfortable, and take her sweats off. "Sure, make yourself as comfortable as you want!"

She stood, then unzipped her sweat jacket to reveal a little tank top. Her nipples were clearly erect through the top and her sports bra. She slid her sweat pants off and was wearing nylon shorts underneath. Her long, strong legs were smooth and bare as she sat back down. "That's better!"

Jen stretched her arm out along the top of the sofa, and I took that as an invitation to slide closer to her. Her arm closed around my shoulders as I pressed my body into hers. I slid my arm around her waist, then looked up into her eyes. "Where were we?" I asked.

"You were telling me how much you like kissing girls..." Jen said, then turned my face to hers. She stroked my cheek tenderly then lowered her face to mine. As our lips met, I couldn't help but give a soft moan. I felt Jen's tongue press forward against my lips, so I slid mine out to meet hers. Our mouths opened and soon our tongues were dancing together in a passionate kiss.

My hand slid upward and cupped Jen's breast through her top. I could feel her erect nipple, and when I pinched it between my fingers she moaned into my mouth. Her hand moved down my body onto my thigh. I loved how strong she was, yet how soft her hands felt. My legs opened almost by themselves, and soon Jen's hand was stroking my mound through my thong. I know she could feel how wet I was.

I pushed Jen's top up and reached underneath it. I cupped her little breast through her bra, then pushed the bra up to feel her nipple with my fingers. I rolled the nipple, pulling and twisting it. I know she liked it because she was moaning the whole time.

Jen's hand was busy too, running her finger along my slit, pressing my thong into it. I was soooo turned on, arching my hips upward into her hand. She slid my panties to the side and rubbed my mound. She broke the kiss for a seond and said, "Shaved? Mmmmmm...." then gently slid a fingertip into me. I was sopping wet, and her finger slid in easily. She then pulled her wet finger out and stroked my hard clit. With that I spread my legs wide for her, I was totally under her spell.

I broke the kiss and said, "Let's go in there..." pointing to the bedroom. Jen smiled and stood, then picked me up and carried me in her arms. She laid me on the bed then kneeled between my legs. She put my arms over my head and removed my top and bra. She lowered her head and started sucking on my nipple, teasing the other one with her fingers. Then she switched. I was moaning and moving my hips all over the bed as she made love to my breasts. My hands were on her back, stroking her, pushing her top up.

She straightened up, then pulled her tank top and bra off. Finally, I could see those sexy little breasts and hard nipples that I had fantasized about. She slid her shorts and panties off to reveal that she also was completely shaved. I reached between her legs but she pushed my hand away and said, "Wait, baby, first it's your turn."

She reached for my skirt and I raised my hips to help her take it off. She slid off my skirt and thong in a single motion, threw them on the floor, and we were naked together. She lowered her body into mine and whispered, "Kiss me again, Jessi. I love how you kiss me..."

Our lips met, and our mouths opened and we were soon kissing passionately again. Tongues dancing together wildly. Her body pressed into mine. Our erect nipples rubbing together. My hands on her waist, pulling her hips tight against mine. My legs wrapped around her waist, I could feel our shaved pussies kissing too.

She raised up, and put her breast to my mouth. I eagerly sucked her hard nipple into my mouth, biting and chewing on it. "Oh God, Jen, I have wanted you for SOOOOO long..." She moaned and began a rhythmic grinding of her pussy against mine. I could feel her clit rubbing against mine. I could feel her wetness mixing with mine.

I cupped her sweet strong ass in my hand, and slid a finger along her crack. When my fingertip grazed her asshole, she moaned. I slid my fingertip into her pussy to get it wet, then back to her pucker. I pressed my fingertip forward, and she moaned loud, "YES!!!"

My finger worked its way into her tight ass, and she was grinding faster and faster. As my finger slid in and out, she screamed, "Oh God, Oh God, Oh God" and I felt her body tremble as she erupted into orgasm. I could feel wetness seeping between us as her pussy spasmed. As she slowly came back down, I held her close and stroked her muscular back. It felt so good, she was so soft yet obviously so powerful. I stroked her cheek and whispered, "It's okay, baby, it's okay.."

Jen raised her head to look at me. "Okay? God, Jessi, it's amazing is what it is! I have NEVER had an orgasm like that before... I hope I can make you feel half that good!"

And with that she lowered her head and started sucking my nipple again. My hand went to her hair, stroking it. Her hand slid between my open thighs and began stroking my pussy. Her finger slid inside me, God was I wet!!! Then she moved her finger up and started teasing my clit. She was licking her way down my stomach at the same time. My legs were spread as wide as I could, I wanted this girl to take me, to own my pussy. Jen darted her tongue in and out of my navel, as she slid her finger in and out of my pussy. I moaned and arched my hips upwards to her.

She spread my lips with her fingers then ran her tongue up my slit and across my clit. I moaned loudly and my hands grabbed her hair more tightly, plling her face into my pussy. She spread my lips wide and stabbed her tongue deep inside me, still teasing my clit with her fingers. My thighs went up onto her shoulders as she ate my pussy.

I looked down at her and smiled, and she smiled back and ran her tongue around her lips. It was SOOOO hot, seeing the world's #1 ranked tennis player between my legs, licking and sucking my pussy. She lowered her head and took my clit between her teeth, and slid two fingers into my pussy. I couldn't believe how good it felt when she made a V out of them and began twisting them back and forth while her tongue fluttered across my clit. It wasn't too long before I exploded on her face and fingers, but she kept at it.

She ate me through at least five orgasms, before I collapsed back against the bed and said, "No more, baby, please stop for now..." Jen crawled up along my body and kissed me tenderly. I could taste my juices on her lips and tongue, and the taste rejuvenated me. I rolled over on top of her, and said, "Lay back, baby, now it's MY turn!"

She lay back and spread her legs wide. Her shaved pussy was obviously sopping wet, and I couldn't wait to taste her. So I didn't... I dove between her powerful thighs and bgan to lick and suck her pussy. I slid two fingers into her, and she was SOOOOO tight and SOOOOOO hot. Jen arched her back, lifting her hips off the bed as I fucked her with my fingers. I slid my tongue into her, between my fingers, then up across her clit. She was sopping wet, the sheets were drenched between both of our juices.

She took my head in her hands and turned my face so we were looking at each other. "You love this, don't you Jessi? You love eating my pussy and being my slut, don't you? Eat my pussy, Jessi, make me cum on your pretty face..."

"Oh God, Jen, yes I love it all. I love your body, I love sucking your pussy, tasting your sweet juices..."

"Then do it, baby... Eat me, eat my pussy"

So I dove back in and bgan licking and sucking Jennifer Capriati's pussy like a wild woman. Fingers and tongue dancing all over her pussy, tasting her, sucking her clit, fingers deep inside her. She clutched my hair in her hands and pulled my face tight to her pussy, and was moaning "Fuck me Jessi, fuck me Jessi, fuck me Jessi..." and grinding her hips against my face. Her body stiffened and she screamed "FUCK!" and I could feel juices pouring out of her as she came, and her pussy spasming around my fingers. She kept cumming and cumming for a long time, then finally she went limp.

I gently pulled my fingers out of her pussy, and slid up along her body so we were lying next to each other. I kissed her gently, and she smiled and pulled me close. We spent a long time just holding each other, stroking each other, and kissing tenderly.

I rolled up so I was straddling her thigh, and she pressed her leg upward against me. I was rubbing my pussy against her, and I know she could feel me getting wet against her leg.

"God, baby, you are insatiable..." she whispered.

"I've just wanted you for so long, I don't want it to end..."

"Mmmmmmm.... Me either, baby, you are fantastic!" Jen purred. Her hands were busy, she had one hand on my ass, cupping it as I ground myself against her thigh. Her other hand was cupping my breast, pinching the nipple between two fingers. I had my hand on her breast, pulling and twisting her erect nipple as well.

"Mmmmm... Can I ask a favor, Jen?"

"Sure, baby, anything you want..."

"One thing I REALLY fantasized about, that really got me turned on, was us in a 69, with you on top with those beautiful strong legs wrapped around my face. Can we do that? Please?"

"Mmmmmmm... I would love that, I love the feeling of a hot 69." And with that, Jen rolled over on top of me and lowered her pussy to my face. I stretched my tongue out and slid it as deep into her as I could. Her moan told me she liked it.

Jen lowered her face to my pussy and we started eating each other for real. I grabbed her ass cheeks above my face and spread them, and ran my tongue up across her asshole. She responded by pressing her hips down into my face and moaning. She spread my legs wide and started flicking her tongue all over my clit, as my tongue darted in and out of her pussy. I slid a fingertip into her wet pussy, to get it lubed to slide into that tight ass.

When my fingertip pressed against her pucker, she moaned and pushed back against it. I pressed it forward gently, and sucked on her clit at the same time. Her hips were moving, fucking herself against my tongue and finger. Her tongue was dancing on my clit as she slid her finger in and out of me.

My finger was moving in and out of her tight ass, and I was sucking her clit as hard as I could. Jen was sucking my clit, too, and I could feel her body tensing for another orgasm. I was thrusting my hips up, into her face as she ate me. I was close too, and when she moaned, "Yes, Jessi, Yes!" I could feel her spasm and it drove me over the edge. I exploded, screaming, "Oh God, yes, Jen, yes, baby, that's it baby..."

We brought each other off several more times that way, and I have to say that it was every bit as hot as I had fantasized. Hotter, actually, since it really WAS Jennifer Capriati between my thighs instead of my own fingers.

After that first time, we stay in touch almost every day, and she has come to visit me a few times when the Tour is off for an extended stretch. And every time has been just as hot as the first time, if not hotter. I think we are developing an emotional bond and would probably be girl friends for sure if she wasn't travelling all the time. But a girl can dream, can't she...