Where it happened: My off-campus apartment
Langauge: English
Sex: Male
Rating: 9
Category: Straight
My actual first time “all the way” was later than most, perhaps, although I was no stranger to sex before then. My HS GF and I were very close, and had gone steady for three years (one of them while I was off at college); and we’d progressed through the usual sequence of kissing, necking, petting, and caressing to climax. We did a lot of that, too. But we didn’t have access to contraceptives at the time, so we didn’t go all the way, as much as we both wanted to. We couldn’t take the chance of her getting pregnant, so that seemed to be the responsible thing to do.
She broke up with me in my sophomore year at college, which killed me, and although I had a girfriend or two after that, it was never anything “over-the-top wild” until my second year of graduate school. That year I fell like a ton of bricks for a first-year grad student with long brown hair, brown eyes, and a slender, lovely body. “Jenny” was smart, funny, amazingly beautiful, and I was just in awe of her. We connected pretty quickly, at the beginning of the academic year, and I went head over heels for her before I knew it. I just couldn’t help myself.
One day she came over to my off-campus apartment for dinner, and afterwards, I told her I just couldn’t stand to see her leave. So she stayed. I was thrilled! But totally uncertain as to what, if anything, would happen nexr. And totally unsure if I’d be up to it, or disappoint her in any way, due to what I felt might be my lack of experience… She finally asked if I had an extra set of pajamas she could borrow. When I told her I didn’t wear pajamas, she looked a little surprised, but she didn’t say anything. I was afraid of seeming too pushy, so I said it was OK if she just wanted to sleep with our clothes on; I just didn’t want her to go. So that’s what we did,at first.
Then at some point, I asked her if she wanted a backrub/shoulder massage, and she said OK. So I started massaging her shoulders, gently, through the cloth of her blouse. After a while I told her that it would feel better if she let me do it on bare skin. So she sat up, unbuttoned her blouse, took it off, and then laid back down, face down, still wearing her bra. I mumbled something about sauce for the gander being sauce for the goose, and took off my shirt. Then I went back to massaging her back and shoulders, never dreaming we’d get as far as we did that night.
After a bit, I undid the clasp on the back of her bra and moved the straps to the side, continuing to massage her back and shoulders, and occasionally sliding my fingers down to the sides of her breasts aqnd stroking them. She never protested, and a few minutes later, she lifted herself up long enough to take her bra all the way off. I was in heaven! Then, after a few minutes more, she turned over, and let me caress her breasts directly. I gently stroked, kissed and sucked her nipples, getting her very hot, and finally she reached into my jeans and started stroking my raging hard cock. I couldn’t believe this was happening to me! I’d never had a girl do that to me before. And was just about to come in my pants.
Then I let my hands stroke her belly (she was really squirming by then) and slid my fingers under the waistband of her jeans. To my surprise, she reached down with her own hands and undid the clasp. I knew then what was coming, and could hardly believe my good fortune. I undid her zipper, and slowly pulled her jeans off her slender, shapely legs. She laughed, and then said, “OK, YOU TOO!” So I undid my own jeans, and slowly slid them off.
There we were, both wearing nothing but our underwear, she leaning back on her arms, half sitting up, me leaning back on my legs, looking at her in amazement and full of naked lust. I felt kind of foolish,with a raging hard-on trying to bust through my shorts, but I couldn’t believe how incredibly beautiful she was, or that this was finally happening to me! All I could do was lean forward, stroke her big brown nipples gently with my thumbs, and kiss her hot mouth. She was so delicious! And I was really getting her stoked. She was enjoying it so much, she was squirming. When I was sure she didn’t want me to stop, I reached down to her panties, put my fingers under her waistband, and slowly pulled them down her legs and off her feet. She lay utterly naked before me, and I was mesmerized by her beauty.
Then she grinned up at me, and said. “All right, now it’s YOUR turn!” And with that she reached down and quickly snatched my underwear off, before I had time to argue or protest, revealing an embarrasingly huge stiff boner sticking straight up. When I leaned forward to start kissing her again, on the mouth, she reached down to guide my stiff prick into her hot, wet slit. She seemed more experienced than I was, so I wasn’t surprised when I slid right in. She was so wet, I had no trouble at all. But she was still real tight; it was heaven!! All I could think of was, Please, God, don’t let me come too soon! So I tried hard to pace myself. It wasn’t easy.
I started moving in and out as slowly as I could, wanting to just pop off and bust my guts right away. But I knew I couldn’t. So I kept up a steady pace, and we finally both came in a huge, shattering climax, after what seemed like half an hour, at least! As we lay panting, side by side, on the mattress on the floor, I whispered into her ear and asked of she got off OK. She gasped in surprise, and nearly shouted, “ABOUT FIVE TIMES!” I knew then that I had surprised her, and was so pleased to have done so well on what was my actual first time, “going all the way.” That really did wonders for my ego.
We lay there quietly, for a while, just holding each other close. After a bit, I looked at her and shyly asked if she minded if I asked her something personal. She stiffened a bit, and I think she must have thought that I was going to ask how many boyfriends she’d had. But I didn’t. I just whispered to her, did she have any idea how incredibly beautiful she was??? She must have blushed to her soul, but it was too dark to see. She just kissed me, hard, on the mouth. and pulled me tight. And we slept in each others’ arms, the rest of the night.
The next morning, I’ll never forget, either. I made us breakfast: coffee, juice, bacon, and scrambled eggs with cinnamon. She’d never had the latter; and I’d never fixed them before for anyone else. They were sooo good! To this day, I’ve never fixed them for anyone else, and they will always remind me of that one fantastic night with an amazing young woman.
We only made it a couple of times after that, before she dropped me syddenly, for somebody else in our dept. I was so hurt when that happened, I couldn’t see straight. And I never knew why she dropped me. It’s impossible to know what women are thinking. One of my friends told me later that I’d scared her, being so strong myself, she was afraid she’d get lost in me. What an amzing concept. All I ever wanted to do was to please her. And keep her in my life as long as I could.
I did have one more incredible experience with her, though, that was just out of this world. It blew both our minds, and occurred just a few days later. I got up one morning, and she was so strong on my mind, I just couldn’t see straight. So I fixed some coffee, and went onto the front porch of the house I was living in, and smoked a joint while drinking my coffee. She was soooo strong on my mind, I could barely move; I felt like I was just in one continuous orgasm, for about fifteen minutes. I never did get to class, that morning. But when I saw her that afternoon, and told her she was on my mind so strongly that morning that I never made it to class, she looked at me and gasped. She told me she’d had a test that morning, and all of a sudden she’d felt my hands all over her body, and she had such a hard time concentrating that she was sure she’d flunked it. That blew my mind, too.
That’s been thirty-some years ago, and I still remember it as if it was yesterday. I never saw her again after that year. And I’ve never had sex like that again, either. I still miss the hell out of her, and I’ll never forget her. Or what amazing beauty we shared. Maybe we only get one shot at this kind of wonder in our lives. If so, I woulnd’t trade that experience with her for all the gold in China.
(I may have accidentally sent an incomplete version of this a few minutes ago. If so, please delete it.)
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