Author: industrialentrance

Neighbor invited [m]e over to the fire pit, fortunately I showed up a little late (part 2)

If you haven’t read part 1, I suggest starting there. Thanks to those that inspired part deux. That first night ended with me a bit wanting, but since she was a little tipsy I didn’t want to take it any further than that despite her insistence (and repeatedly dropping her dress on purpose as she walked me to the door).

A few days after our initial encounter was Halloween. We have a great block party on our street, and everybody in the neighborhood finds themselves wandering by for free beers, shots, and other various adult goodies at least once during the evening. Dressed as Bob Ross, I spotted her walking up with some friends was dressed as Wonder Woman, and every single (and not single) man turned to stare. Some of the ladies took notice as well, although I’m not sure if it was out of jealousy, desire, or both. She ran over and gave me another one of those hugs but otherwise we both pretended like nothing had happened. Her group hung out for a little bit and I introduced her as an old college friend to anybody that was nearby. Eventually they moseyed on to the next party. Read more »

Neighbor invited [m]e over to the fire pit, fortunately I showed up a little late…

She was the freshman dorm idol. I felt like the not-so-cool kid but trying to be. I had no cool, no smooth, nothing to trade. She had no reason to look my direction. At least until a few years later…

*ding* went my messenger. “Hey, I’m not sure if you remember me, but I hung around your freshman dorm! I think I live in your area now!” How could i possibly forget – she was every freshman male’s fantasy – beautiful, sexy, long legs, great attitude, and could drink you under the table. Unfortunately she was always dating a different guy on our hall which meant she was unavailable, but at least we got to see her on a regular basis.

Fast forward almost 20 years to St Patrick’s day, we had casually chatted only a few times since college. I was at a block party at an Irish bar talking to people In the parking lot when all of a sudden we make eye contact. I could not believe my eyes, she hasn’t changed a bit. In fact, motherhood has been good to her. Were her breasts always that large? The dress she was wearing was quite flattering, as evidenced by everybody staring. She gave me one of the best hugs I’ve had in forever. I gave her a bulge in return. Did she notice?? Surely she couldn’t have missed it. Read more »

Fresh[m]an fantasy turned naughty neighbor

She was every freshman males fantasy – beautiful, sexy, long legs, great attitude, and could drink you under the table. Unfortunately she was always dating a different guy on our hall which meant she was unavailable, but at least we got to see her on a regular basis.

Fast forward almost 20 years to St Patrick’s day. I was at a block party at an Irish bar talking to people In the parking lot when all of a sudden we make eye contact. I could not believe my eyes, she hasn’t changed a bit. In fact, motherhood has been good to her. Were her breasts always that large? The dress she was wearing was quite flattering, as evidenced by everybody staring. She gave me one of the best hugs I’ve had in forever. I gave her a bulge in return. Did she notice?? Surely she couldn’t have missed it.

As soon as I get home I realized I had a message from her. “Great to see you, let’s get together, don’t be a stranger…”. We chatted back and forth a few months until one day she asks me about a house for sale in my neighborhood. She’s separated now and shopping around. I had to contain myself and avoid buying the house for her outright. She eventually moved in and we continue to flirt online but rarely have the chance to actually connect. Until that one day… Read more »

Blow job from a flight attendant. So of course I returned the favor! [m]

I was way hungover when I got to the airport after one of my frequent business trips, headed home the day before my birthday. As I sat there in the terminal I got the great news that I had been upgraded to first class. When it was finally time, I boarded the plane and attempted to exchange my normal pleasantries with whomever the staff were. This time I was absolutely dumbstruck. She was gorgeous, with the most amazing eyes. And that smile. I gave her what I’m sure was just a goofy grin and kept walking to my seat. Shortly after she asked if I wanted a drink, and of course a Bloody Mary was in order (hair of the dog and all). I could swear she was flirting with those eyes, but I’ve been on hundreds of flights and didn’t want to be that asshole passenger that tries to pick up the flight attendant so I let it be and just had random banter with her. Read more »

The ti[m]e I was asked to finger her ass

My college girlfriend and I were showering together as we normally did – water conservation, y’all. Except this time was a little different. She was a lot more playful than normal (which was already a lot), teasing me non stop. Finally she asked me if I’d ever consider fingering her asshole. There was zero hesitation. Of course I would and my dick instantly stood up harder at the thought! I already had my hands on her ass, and started slipping my pinky in as she grabbed onto my cock, squeezing the head in her palm, twisting around slowly. Eventually I worked my way up to my pointer, as she rubbed my cock between her legs and all over her clit. She was shaking uncontrollably and I didn’t realize that she was having the most intense orgasm right then, it all happened so fast, probably within 30-40 seconds of when we started! That was just the blossoming of a whole new relationship…

I once ca[m]e in my pants while while going down on my college crush

Story time. Where do I even begin? Let’s start with high school.

Those were some truly awkward years. I was a decent looking kid that always had glasses and a terrible haircut, and not so fashionable clothes to match. I was a scrawny cross country and track star. I struggled to fit in, yet somehow managed to draw the attention of some really good looking girls. There were a few serious relationships, and the start of exploring my sexuality with them but it seemed I was the kid always getting caught. Once outside of a movie theatre with my hand in her pants. There was the one whose dad caught us in the van at the state fair. Another dad that promised not to kill me after catching me inside the house when he was gone. But I was always too shy to really do too much or go too far. Read more »