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Stewart

Age when it happend: 33
Where it happened: Her apartment
Langauge: English
Sex: Male
Rating: 10
Category: Straight

I’m a science teacher. For that, read “nerd”. And proud of it. I was nerd when nerd wasn’t cool. Great for my career, not so much for my social life.

Which was how I was a 33-year-old virgin teaching night classes to adult students. Some of whom were damned attractive women. One of whom had a cute face, long auburn hair, enchanting brown eyes, and a gigantic rack that she accentuated by wearing tight purple turtlenecks. It was hard to keep my mind on what I was doing when she was there. And when I say “hard”, I mean it. I’d go home after those classes, bring myself to orgasm the only way I ever had, and fantasize about her. Pointless, of course. Anyone as hot as her had to be married or have a boyfriend.

Or so I thought, until the day she came into my office and told me she was in love with me.

I was so stunned I almost passed out. This just didn’t happen to me.

After she finished my class, we started dating. She wanted me, I wanted her. The first few dates were hugs and kisses, but she knew how much I wanted more. She was a little younger than me, and divorced, living in an apartment with her young daughter, who would visit her grandparents on weekends. I became a more frequent visitor on weekends.

The first time she let me touch her naked breasts, I was in heaven. Her tits were so big and soft, with very large nipples that she let me suck on. She would take my dick out and stroke it until I was close to coming, but we both decided that the first place I should come should be her pussy. So we made plans to make love for the first time on a Saturday, at her place.

So after we dropped off her daughter with her parents on Friday and got some dinner, we went back to her place. (I was pretty much living there by then.) I went to take a shower, and emerged from the bathroom wearing only a towel. There she was, on the bed, totally naked, with a look on her face that said “now”.

I smiled, dropped the towel so she could see my huge erection, and said, “What about Saturday?”

She said, “Aren’t you tired of waiting?”

I was. Damn tired of waiting. 33+ years. I got on the bed with her as she opened a small package on the nightstand. She said “it’s called a sponge”, and slid it into her pussy. She had seen to it that I wouldn’t need a condom. She was so sweet to me.

I got on top and positioned my cock head near her opening. She took my throbbing cock in her hands, stroked it a few times, and then slid me inside her about an inch. She was so warm, so slippery, and so tight. I didn’t need any more help — I slowly slid the remaining seven inches into her.

She moaned softly. I said “are you okay?”

She nodded, kissed me, and murmured, “you’re just so…..BIG.”

I smiled and said, “the better to fuck you with, my dear.”

She kissed me again, and started sucking on my tongue. I began to thrust — slowly at first, but then she said “it’s okay. I want you to fuck me soooo hard.” I did so. I let all the sensations wash over me — the passion of her kisses, the softness of her 40DDs pressed firmly against my chest, the warmth of her tight pussy flowing all the way down my cock and into my balls, then spreading all throughout my body.

She reached between us and started fondling my balls. I came like a cannon going off. It was such a strong ejaculation that it honestly didn’t feel as awesome as I expected it would. But I chalked it up to nervousness. It didn’t matter — I had just lost my virginity to my fantasy woman.

We held each other and kissed for a nice long time. We made love on Saturday, too. Several times. Different positions. We even had time for Sunday morning before going to get her kid.

We were married a few months later. Stayed married for over nineteen years. She passed away recently. I’ll never forget her, all the good things she gave me (terrific sex was just one of them), and how perfect she made my “overdue” first time.

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