Too Good

I am a chubby 30 year old, kind of nerd, who has always been a little socially awkward. I have had sex a handful of times, but always with women who I didn’t really desire but were willing.

I have a friend named Gladys, who is a couple of years older than me and by anyone’s standard an absolutely beautiful woman. I have known her for about six years and I am like her de facto male best friend. I saw her date several different guys and in relationships. They were always very good looking and very smooth and cool it seemed, although most of them frankly, I thought were douche bags.

I obviously coveted her But she showed no interest in me sexually ever at any time. I would steal glances, and when she got comfortable with me after a couple of years, I would see her in various states of undress but never saw her naked though I longed to. Just to tell you how pathetic I am and the situation was I masturbated for years, thinking about her after one time, catching a glimpse of her naked, putting her bathing suit on. I say naked, but it was actually only her back and her perfect little round butt.

So, about three months ago, she broke up with a guy after catching him getting intimate text messages from another woman. I thought the guy was a total loser, though he was typically very handsome and Gladys, I think really liked him as she was broken up about having to end the relationship. As usual, I was there to console her, and she seem to be taking it harder than usual. I didn’t see her or talk to her for about a week which was very unusual, and then one Friday night I was trying to decide whether I should shower and go out after work when she called me.

She sounded sad and a little tipsy and said she had gone out with some girlfriends right after work and had a couple glasses of wine. She asked if I was home and if she could come by for a little bit so I said sure. I wanted to take a shower, but I thought I should straighten up first so I got the condo clean and sooner than she estimated she was ringing my buzzer. I let her up and she looked fantastic as usual little T-shirt and worn jeans.

As we usually did, we smoked a little weed and we’re listening to vinyl records of old music on my stereo system sitting on my couch, laughing and being silly. She finally said that she was glad to be done with the guy and knew he wasn’t right for her, but was just tired of being alone and got a little a little teary eyed. I hugged her, and she wrapped her arms around me and squeezed me tightly. It went on for an uncomfortable long time because I felt myself getting aroused, and I didn’t want it to be obvious to her. To my total shock, though she looked up and kissed me and put her hand on my crotch.

We kissed for what seems like an eternity, and I just let her rub my penis being just so intimidated to try touching her myself. Finally dawned on me that this might be my only opportunity and so I reached under her T-shirt and began rubbing her hard, abdominals. When she didn’t object, I pushed up further and touched her perfect firm and fairly large for her tiny body right breast. She moaned slightly, and I almost came in my pants, but managed to control myself. Thankfully, because after several more seconds of this, she just stood up, pulled her T-shirt over her head and slid her jeans down and stepped out of them. She was wearing no bra or panties, and just had a tiny strip of hair on her pussy. Her body was so perfect it was almost painful to look at. I stood up to, and began awkwardly, pulling off my clothes as I watched her, lay down on the couch in front of me. We didn’t say a word, as I finally stripped naked, my embarrassingly, hard cock standing out away from my chubby belly. I got between her legs and again kissing her and she grabbed my hard cock and guided it to her tiny wet slit. When I pushed into her, she made the cutest little moaning sound, and it took everything I had to keep from coming right away. Not only was she far and away the most beautiful, sexy woman I have ever seen, naked I had never had sex with any woman without a condom. It’s hard to describe. How turned on and excited I was. I began to fuck her, and when we would start kissing, and I would pull away and look at her, she would just smile and look me deep in the eyes. She was so tiny and beautiful, that I was trying to fuck her gently, but as she moaned and moved her hips into me, I got very into it, and began to fuck her hard. She did not say anything about what I should do and as I was fucking her, I felt my balls titan and knew I could