Author: pervy_boss

The Categorical Imperative of a Short Plaid Skirt [mf, oral]

I met Victoria on the other side of a 4 month descent into despair.

You’ve probably figured it out by now, but I’m not like most guys. I can be rough and manipulative, but my strongest sexual attraction comes from my heart. I fall in love quickly and deeply. Google “limerence.” That’s me–I get incredibly high from feeling like I’m in love. It’s an all-encompassing desire to posses, to become one with another. Idealization makes the marginally attractive worthy of obsession. And that’s when I want to fuck.

At the time of this story, I was 18 and did not have this kind of detached self-assessment. I only saw potential partner after partner fall away as I was mystified by rejection from the college girls who were not looking for anything approaching my intensity. And who can blame them? From far away, that kind of attention must look curious. Up close, like sunlight focused through a magnifying glass, it burns.

By the time second semester rolled around, I had reached an uneasy peace with myself. I gained something near closure with the former object of my affection after months of silence and started to pull myself out of the deep depression that the sudden end of that relationship launched. Read more »

Sex In The Pit [Mf, public, cheating]

As part of marking a milestone birthday celebration (let’s just say I could have been the age of the girl’s father), I decided that I wanted to do something I had been too embarrassed to do in the past: embrace my pop-loving heart and go to a certain big star’s concert. The stars aligned and not only was I able to score tickets when they went on sale, but I got a special package that allowed me to enter early so I could be sure to see the show near the front of the stage.

My wife attended the show with me, but I wasn’t sure how she was going to do with the crowd–she has personal space issues and being at the front of a big concert is not the place to have that kind of anxiety. Still, I wasn’t going to miss out on this opportunity since I would only become more self-conscious about this type of event as I get older.

We lined up before the doors opened and I wasn’t disappointed in the wild costumes and outfits my fellow fans were sporting. This star is well-supported by the LGBT community, so men and women felt free to flaunt themselves with their fashion. I love the energy and the spectacle, so I had no issue with everyone showing off. Read more »

In Bloom, Part II – [Mf][nc][abduction][anal][breeding]

Jason struggled getting through the rest of the day. After the first two periods, he stopped worrying about Monica being discovered; she was quite obedient. The excitement was harder to manage. Between replaying what happened earlier and her smell faintly wafting from the closet, he had a lot of difficulty focusing on his lesson plan.

The school used a staggered schedule, so today was one of the days that ended two periods early. He only had 30 minutes left to endure before he could start putting his extraction plan into action. As the students in the current period were working on their essays, Jason started sketching out the plan to identify any potential trouble spots.

The first part was easy. He was going to grab one of the large boxes and a dolly from the storeroom. Monica was a fairly small girl and he was pretty sure she’d fit in one of those boxes that the new chairs for the library came in. He’d have to fold down his back seat to get the box to fit in his small car, but it should work. Read more »

How I Stop Worrying And Learned To Love A Tease [Mf, teasing, masturbation, frottage]

*I. The Car Ride*

I’m not much of a people person, but having friends does have some benefits.

A friend of mine from way back in high school was in town after dropping his daughter, Amy, off at a local university for her freshman year. His wife had taken his daughter and all her stuff in their SUV, but there was no room for him so he followed up in his little convertible coupe he wanted to show off to me.

I remembered Amy pretty well from the last time I visited him because she showed up to dinner in a very distracting outfit. I never had been so aware of where my eyes were looking in my life for entire that meal. I could be wrong, but it seemed her parents were almost amused by attempts to completely ignore Amy.

So when Joe called me to ask if I wanted to check out his car, I was relieved to hear that his daughter had already been dropped off and was settling in with Mom’s help. He pulled up about fifteen minutes later in a 2014 Porsche Boxster with the top already down so we could enjoy the late August weather. Read more »

In Bloom, Part I – [Mf][nc][abduction]

Staring at the rain collecting on his windshield, Jason Conine was searching for reasons not to turn around and leave the school parking lot. As the smell of coffee became more intense in the cabin of the small car, he went through a mental checklist. The pro side was not winning.

It had been 45 days since he was last in class. He took advantage of extended winter holiday and added on some of the vacation time he had been saving to have a nice long vacation with his wife, Karen. He thought they would finally try to start a family. She had different plans.

When they were married 8 years ago, the plan was for them to wait a couple years before they tried to have children. Karen had just started at her law practice and the expectation had been that she was okay with taking a couple breaks early in her career to have the two children Jason had so desperately wanted. As time went on and Karen began her ascension up the practice roster, she was no longer talked about taking those breaks. Read more »

Car Ride Torture, Part III [Mf]

After our sexting session, I let the guilt creep in. My anniversary was approaching and my wife was being a little sweeter than normal. I tried to forget Amy, even going as far as blocking her for a few weeks hoping that would end things without me really having to act. Yet late at night when I was sexually frustrated my thoughts would return to her. I’d stroke my cock to the thought of her little ass rubbing against me. I’d cum as I thought about her thinking about me.

Karen and I went away for a long weekend to celebrate in our favorite mountain town. We’d spend the days hiking and trying the local artisan hipster places and then fuck late into the night. It was sweet and lovely, but afterwards when Karen fell asleep I stared up in the dark longing for my little dirty girl. It wasn’t her fault that Amy had awakened something in me she couldn’t satisfy, but the situation still demanded a resolution. Read more »

Car Ride Torture, Part II [Mf, mast]

I sat in my garage for a few minutes after Joe dropped me off. With some strategic placement of my jacket that I was holding after we dropped Amy off, I was able to disguise the mess his daughter forced me to make in my pants.

The next trick was getting my pants and boxers washed before my wife, Karen, spotted the evidence of my afternoon delight. Thankfully, she was busy preparing for a party we were hosting that night and I was able to slip past her to get to the laundry room off the garage.

My phone buzzed as I was changing into some workout clothes, but before I could grab it my wife opened the door to the garage. ““There you are–I thought I heard you come in the front door. Why didn’’t you say hi? And why are you doing laundry?””

“”Hey babe–we had to take Joe’’s daughter to pick up some stuff for school and she dropped her frappe-whatever as she got in the car. It got all over my pants, so I wanted to wash them before the stain set.””

“”Hmmmm…did you remember to put the stain stuff on it?”” Read more »

Taste What I Did to You, Part I [Mf]

These days, I have a lot to lose. I have a marriage that is not fulfilling, but would be very expensive to end. I have a job where character issues mean unemployment. I have people relying on me to disappoint.

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But I still have needs I need to feed, so I end up in places like this looking for like-minded people who need to get off.

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Lori was 18 and a half when I met her online. I laughed when she told me how old she was because she was still young enough to add “a half.” I had posted a fairly mild ISO-type post that I had some success with, but none of those connections quite scratched my itch.

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Within 15 minutes, Lori called me Sir without asking. I knew she was special.

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She provided verification photos proving her age and her description of herself were accurate. She was a petite college freshman–barely 5 feet and 100 pounds–with a pretty, but not beautiful face. She was biracial–white and Asian–which gave her some interesting features. She told me from the beginning that she would not send any pictures that could come back to haunt her later, but I found myself rubbing myself through my pants all the same as she sent me her suggestive, but tasteful selfies. Read more »

Car Ride Torture [Mf, teasing]

I’m not much of a people person, but having friends does have some benefits.

​

A friend of mine from way back in high school was in town after dropping his daughter, Amy, off at a local university for her freshman year. His wife had taken his daughter and all her stuff in their SUV, but there was no room for him so he followed up in his little convertible coupe he wanted to show off to me.

​

I remembered Amy pretty well from the last time I visited him because she showed up to dinner in a very distracting outfit. I never had been so aware of where my eyes were looking in my life for entire that meal. I could be wrong, but it seemed her parents were almost amused by attempts to completely ignore Amy.

​

So when Joe called me to ask if I wanted to check out his car, I was relieved to hear that his daughter had already been dropped off and was settling in with Mom’s help. He pulled up about fifteen minutes later in a 2014 Porsche Boxster with the top already down so we could enjoy the late August weather. Read more »