Where it happened: My off-campus apartment
Langauge: English
Sex: Male
Rating: 5
Category: Straight
My actual first time “all the way” was later than most,perhaps, although I’d done a lot before then. My HS GF and I 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. But we didn’t have access to contraceptives at the time, and so we didn’t go all the way, as much as I wanted to. We just didn’t want to take the chance of her getting pregnant.
We broke up in my sophomore year at college, 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 totally hard, for a first-year grad student with long brown hair, brown eyes, and a slender but 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 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. She asked if I had an extra set of pajamas she could borrow; and 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 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, continued to massage her back and shoulders, 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. I gently stroked and kissed her nipples, getting her 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 took them off.
There we were, both wearing nothing but our underwear. her leaning back on her hands, me sitting on my legs. All I could do was lean forward and nibble on her big brown nipples. They were so delicious! And I was really getting her stoked. She was enjoying it so much. When I was sure she wanted to go all the way, 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 snatched my underwear off me, revealing an embarrasingly huge stiff boner sticking straight up. I leaned forward to start kissing her again, on the mouth, and she reached down to guide mt stiff prick into her hot 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. All I could think of was, please, God, don’t come too soon! So I tried hard to pace myself.
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 paced myself, and we 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 in my ear, “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.”
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 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.
Processing your request, Please wait....
