When I was in college, I was at a friend’s house and we were watching an NC 17 movie. Being horny, I went into the bathroom to jerk off. But the latch on their bathroom door didn’t engage fully, and as I was in mid jerk, my buddy’s mom walked in on me. She looked at me and even made direct eye contact, but didn’t say a thing, even though she could clearly see that I had my cock in my hand. We both froze for a moment, then she got a slight smile on her face, and I boldly started pumping my dick again. Within a few seconds I shot my come all over their bathroom floor, and I never once broke eye contact with my buddy’s mom.
After I finished shooting, she simply smiled and left, never saying a word. I was almost certain she’d tell her husband or my friend or maybe even my folks, but she never said a thing to anybody, not even me. Whenever she’d see me after that, she’d always get the same weird look in her eyes, no doubt remembering that day. I had my own fantasies about her after that day, too, but none of them ever came close to being fulfilled. That’s what started my attraction to older women, though.
Anyway, last fall I was riding the bus home late one night, and at one point the only passengers onboard were me and this Spanish woman in her mid 30s. She wasn’t outrageously attractive, but she wasn’t ugly, either. She was, however, wearing a short skirt, and every time she crossed her thick, shapely legs, I couldn’t help but take notice. After 20 minutes she crossed her legs again, and I noticed she was looking at me. She smiled when she saw I was watching, and I smiled back at her. Then she uncrossed her legs and let her thighs stay open, giving me a full view of her panties.
We continued to ride like that, with her pretending to read and occasionally glancing at me, and me looking up her skirt. After a few more minutes I had a raging hard on, and when she noticed the lump in my pants, she actually giggled a little.
She was obviously having a great time with our game, and she upped the ante by spreading her legs wider and making a “jack off” motion with her hand. After a quick glance toward the driver, I boldly took out my cock. She spread her legs wider, giving me a view of her dark pubic hair around the edge of her panties, and a dark wet spot began to show at her crotch, too. Then the bus stopped, and the woman quickly stood and got off.
Not wanting the fun to end, I stuffed my dick into my pants and ran off the bus to follow her, hoping this wasn’t a setup or something. She looked back at me over her shoulder and smiled, so I continued to follow her. She led me down a dark, dirty alley, then suddenly stopped and turned to face me. Not knowing what else to do, I walked up to her. Without saying a word, she reached out and grabbed my cock through my pants. She unzipped me and pulled my dick free, then turned around and leaned forward over a garbage can in invitation.
Quick as a flash, I got behind her. I pushed her skirt up to her waist and tugged her panties down to her knees. I kicked her feet apart and moved in. Then I drove my cock into her as she cried out, “Dios mio!” I held her hips and fucked her hard for only a minute or two before I lost it and shot my come inside her. She moaned when she felt it, and then her pussy spasmed and she came, too.
When we finished, I pulled up my pants and patted her on the ass. “Gracias,” I told her as I hurried away, my cock wet from our juices and her still dripping my come from her freshly fucked cunt.
I ran into her again a few weeks later, but like with my buddy’s mom, she just gave me a knowing look and didn’t say anything. The fact that she was with some probably contributed to that, too. But that’s okay. Because I know there will always be another hot MILF or cougar waiting for me right around the corner! R.A., Royal Oak, Michigan