This story is 100% true.
Jessica was beautiful. She had long black hair, gorgeous green eyes, and huge tits.
I'd never been attracted to a woman before...
It started slowly.
We were both sophomore transfer students to a small college - so we both felt immediately like outsiders, because all kids who started as freshmen were friends with each other. We weren't.
We were both smarter than most everyone around us, and were both miserable at this shitty school in this shitty town. We had a couple of classes together during the first semester, and one or the other of us would make a snarky comment about a fellow student, or the teacher, nearly every class. We quickly gravitated towards each other, proving the adage "Misery loves company." We would complain about the lack of attractive men. About the idiocy of our fellow students. About how bland the food service was. About the utter absence of anything fun to do at the school or in town. About how much we wished we weren't there.
She had lost her virginity at 11. I was still holding on to mine - but only in a very "technical" way. I hadn't let a guy penetrate me with his pole - and that was about it. I'd engaged in plenty of hand jobs; given and received, and oral sex; again, both given and received. For some reason, that last step felt like a doozie. And for one reason or another, it hadn't happened yet.
But we would talk about guys, and fooling around, and what we had experienced and liked. She loved being with women - talking to them, touching them, fucking them - but "nothing really replaces the feeling of having a cock inside you. I love it when they first penetrate you - with just the tip inside you. AAAhhhhh... You'll see. Once you decide to give it up. You'll love it."
She used to tell me all the time that I was beautiful. And sexy. That she was sure I would be amazing in bed. That she would love to lay with me.
It was immensely flattering. And flustering. I didn't know how I felt about it at first. I'd never really considered being with a woman - I had only ever been drawn to guys. But she was beautiful and funny and smart and incredibly sexy and magnetic. And she thought I was all that, too. It was hard to not respond to her energy.
Then, one night, it happened. I gave it up. To a guy I had just met in a bar that night... Read "My First Time" for all the gritty details.
I couldn't wait to tell Jess.
I called her the next morning.
"Guess what I did last night?"
"I don't know, hon... what?"
"It. I did IT!!"
"Um, what?"
"Yeah, I met these guys at the bar, and..., " and I told her all about it.
She took the news as an invitation... "So, now that you've been with a guy, are you ready to try a girl?"
I laughed. "Um... maybe?" I still wasn't sure that I wanted to try it. But on the other hand... it was hard to deny my attraction to her.
She laughed. "Let's see how you feel next weekend..."
__________________
I was nervous. I was really nervous. But I was so excited. We had been dancing around this subject all year, and now that it was finally happening... I was like a live wire, just pulsating with electricity.
We were a little high. Make that a LOT high. She had introduced me to Michael and Alan; they had their own place off campus, and both of them were decent looking. She promised me that Alan was a great lay - and she was going to hook up with Mike. After. After we played. So we went to their place, and started to party. There had been a few joints passed around, as well as some whisky shots. I was grateful. I was so on-edge with excitement and anticipation, I don't know how I could have handled it if I hadn't had some liquid courage. And a few tokes.
The guys decided we were going to need some more to drink, and left in search of it.
Jessica and I were sitting on the futon couch in the front room. She was gently stroking my hand with hers, and we were giggling softly. The guys had left some music playing, fairly loudly, so it covered the space of needing to fill the air with talking. She turned towards me, and with her other hand, she lightly stroked my cheek.
I'd never kissed a woman before - not,
kiss
kissed. And it was amazing. Her lips were so soft, and gentle. And she was patient and slow - she didn't immediately try to give me a tonsillectomy like so many guys had. She slowly worked my lips with hers, then softly licked against them. It was like, with guys, I had been making out with burlap all this time - cotton at best - and here she was, soft as silk. It was mind-blowing.
As her tongue gently explored my mouth, her hands slowly roamed over my torso. They drifted from my shoulders, across my back, squeezing my waist, fluttering against my stomach, gently exploring my breasts. This was like nothing I had ever experienced. No hurry. No rush. Not focused solely on my nipples; like the men I had been with. Not mashing my breasts into me, like kneading dough. Just slow, deliberate movements, never spending very long on one place before drifting to another.
I tried to mirror her movements after a moment. I put my fingers in her thick hair, and I felt her smile as we kissed. I moved my hands down, stroking her shoulders, and drifting down her back. I moved them back up, and slowly, hesitantly touched her breasts. I'd only ever touched my own before, it was both foreign and familiar to have hers in my hands. She sighed softly as I timidly rubbed one of her nipples. I knew she was as turned-on as I was, maybe more so.
She continued to kiss me, and gently pushed me down on the couch. She pulled my shirt over my head, and kissed down my torso. Then she slid my skirt down over my hips. Her hands moved across the front of my panties. I giggled. Because I was nervous. But I wanted this very, very badly.
One of her hands gently roamed over my tingling breasts, slowly from one nipple to the other. The other one pushed down inside the front of my panties and gently cupped the front of my sex. I looked into her eyes and she smiled at me as one of her fingers parted my lips.
"Oh!" I said, in a whisper.
"Oh, what?" she asked me, as she slipped that finger inside me.
"Ohhh... yeessssss..." I hissed, as she expertly began to explore me.
"Oh, honey, you don't know how long I've waited to hear you say that...," she said, with gleam in her eye. She quickly removed my underwear, and then began to really explore me. She knew exactly what she was doing.
Her fingers slid smoothly down between my lips, and then up again. And then down again, and then sliding up inside me. It was like the kissing, so different to being with a man. The men I had been with had tended more towards the utilitarian approach, fumbling through my folds, then jabbing inside. They had been construction workers, aggressively working to get the job done. She was a ballet dancer, graceful and precise. An athletic artist.
Her fingers were gentle, but firm. Sometimes persistent, but always with care. And her mouth... Oh god, when she started to use her tongue in me, I almost lost it. She thrust it inside me, and licked all my different folds, sometimes sucking, sometimes gently nibbling. She knew
just
how long to do something before it was too much. She knew just how much pressure to apply. She put her fingers inside me while kissing my clit. She would occasionally reach up and rub my nipples, and then press her tongue inside me, while lightly teasing the rest of me. I should I have paid more attention - I really should have. But it was so incredibly erotic, and she was so fucking good at it, I was having a hard time breathing. It wasn't very long before I came, with one of her hands on my breast, the other one... her thumb was as far inside me as it would go, the big bottom knuckle pushing against the opening. And her fingers firmly working my lips. And her tongue on my clit.
"Oh God! Oh God!" I cried, as she continued to suck on me, extending the waves of pleasure that were rippling over me. She started to giggle when my thighs clamped around her head.
"Easy, hon..." she said, laughing.
"Oh Jess, I'm sorry..." I said, laughing too.