Where it happened: my apartment
Langauge: english
Sex: Male
Rating: 10
Category: Straight
I was twenty, working at a community college
in the computer department. I had become friends with one of
the administrators, Penny. She was in her late
thirties, petite with short blond hair.
At lunch she would sometimes give me dating advice. One time I told her I should just be a priest, I never seem to be able to get past first base. On the way back she just stopped me, then gave me the best French kiss ever. She said I kissed good, so that was not the problem. I walked her to her car after work, then just came out and asked her if she would have sex with me.
Penny reminded me she was married and old almost old enough to be my mom. I told her she was really hot, really sweet I figured nothing else worked so perhaps just try being direct. She thought about it for a second or so, then told me to get in her car. On the way to my apartment she called her husband said she was going to have dinner with her girl friends but would not be too late. Next she said I could borrow her body just this one time.
We got to my apartment and went strait to the bedroom. We both took off our shoes and sat on the edge of the bed. She held my hand and we kissed. Penny pushed me down on the bed, sat next to me with her hand under my neck. She covered
my mouth with hers and slid her tongue into my mouth. As our lips parted there was a thick strand of saliva connecting us. Penney giggled a little and said it was ok to swallow when we kissed.
She got off the bed, then facing me she unbuttoned her blouse, then unhooked her skirt. Smiling, wearing only a thin silk slip she said my turn. I got up pulled off my shirt and pants and was about to sit back down when she pushed my boxers down. I was completely hard from
our kissing. As she leaned up to kiss me she wrapped her soft hand around my cock and held it. I moved the straps of her slip off her shoulders and it fell to the floor. I looked down at her soft curves, as I ran my hands over her breasts. She saw me looking down at her black patch of pubic hair and joked now you know I’m not a real blond. Reaching for my hand she guided it to her pussy. My middle finger slid between her pussy lips, feeling her warm wet opening.
I got on the bed, Penny straddled me, she ran her hands
over my chest as she opened her legs a little wider. With one hand spread her pussy lips. I placed the head of my cock into the pink folds between her fingers. As I lifted up a little my cock just slid out, that happened few more times.
Penny quietly said it’s ok, I’m really small down there and your bigger than average. With her hand on mine she guided me back an forth through her wet pussy lips. She did that a few times and said we just need to get the tip a little bit wet and you’ll slip right inside.
I felt a squeezing on the head of my cock then a popping sensation followed by very warm wet folds closing over my shaft. Once my cock was a little way inside her she seemed to loosen up around the head of my cock, but her pussy opening still squeezed my shaft. She started to put her weight down on me as I watched between her legs, looking at my cock disappear into her pussy. Penny let out a sigh just as I felt something press against the tip of my cock. Penny
started some slow strokes, lifting up until the head of my cock was being squeezed by her opening then all the way down until I stretched the back of her pussy. We did that for a short time then I pulled her down on on top of me. We put our arms around each other and held tight. I started thrusting into her, short deep strokes. She spread her knees wide making sure I was able to get all the way in her.
Cheek to Cheek she whispered into my ear she really liked being filled up by me. I knew I was getting close and asked her if I could cum inside her. She said of course I could. Just as I was about to cum she lifted up, put her hands on my chest, legs spread wide and held me as deep as possible. Penny said that’s it honey, fill me up as I stiffened and poured my cum into her. We stayed joined for a short time, she told me that was the first time she actually felt a guy’s cum going in her.
We both looked at her pussy when she lifted off of me, milky cum leaked out as she lifted up. When the head popped out of her several thick globs of cum dripped out on to my stomach. She joked it was lucky her tubes were tied or she would have been knocked up for sure.
We cleaned up, she took me back to my car. We remained friends until I moved away but never had
sex again.
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