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 being 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.

Rear Entry [Mf]

Mark was annoyed when he got the rear door of the McNair’s house. They were good neighbors and had helped him out in the past, but he didn’t want to have keep walking over here to check for Sam’s “important letter.” He shared a backyard property line with them and had to cross some brush that inevitably scratched his hands every fucking time. But Sam said this letter had some information he really needed while he and his wife were on vacation.

He found the magnetic key box hidden under the small back porch and unlocked the door. He walked through the kitchen and living room to check the mail on the floor under the mail slot. He picked up and sorted the mail. No letter. He put the pile on a small table next to the stairs with the rest of the mail he’d picked up the last 3 days.

It was cool and drizzly outside, so he was in no hurry to get back home. Besides Margie was on the rag and being really nasty today. Maybe he’d hang out here for a bit and watch one of the college games. Sam had a much better TV than him anyway.

Rear Entry [Mf, creep, masturbation, anal, oral]

Mark was annoyed when he got the rear door of the McNair’s house. They were good neighbors and had helped him out in the past, but he didn’t want to have keep walking over here to check for Sam’s “important letter.” He shared a backyard property line with them and had to cross some brush that inevitably scratched his hands every fucking time. But Sam said this letter had some information he really needed while he and his wife were on vacation.

He found the magnetic key box hidden under the small back porch and unlocked the door. He walked through the kitchen and living room to check the mail on the floor under the mail slot. He picked up and sorted the mail. No letter. He put the pile on a small table next to the stairs with the rest of the mail he’d picked up the last 3 days.

It was cool and drizzly outside, so he was in no hurry to get back home. Besides Margie was on the rag and being really nasty today. Maybe he’d hang out here for a bit and watch one of the college games. Sam had a much better TV than him anyway.

Picante – [mmf][gangbang]

Ada stared at the scruffy hipster sitting next to her at the bar. She had been thinking for a few second and then raised her hand. “Okay, 20.”

“20?”

“Yeah, are you deaf? You get 20 guys here to fuck me and then you can join in.”

“So, then 19 plus me or a total of 21?”

“Jesus. 21, including you. I have three holes, we need to keep things occupied at all times. It needs to be a multiple of 3. No nasty guys, so if you bring some hobos I’m out.”

“Okay, so let’s say I find these 20 non-nasty guys. What then?”

“Well, genius, you rent a big hotel room and then you tell me where to meet you. We can’t exactly do this kind of shit in someone’s house or outside behind the bar. Here, give me your phone.”

She took his phone and typed in her burner number. She named the contact Picante and tossed it back to him.

“What a weird name.”

“I’m not giving you my real name, dipshit. This is a one-time situation. Remember, you’ve got 2 hours. Then the offer is void.”

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.

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.

End of the Affair – [Mf] [cheating]

Something felt different this time when I was inside her.

Cara’s long black ponytail followed her head’s movement in time-delay. I could see the auburn strands highlighted in the weak light of the hotel room. I savored the feel of her soft light brown skin as I pulled her hips into me, creating more resistance as I push up inside her. Normally, she would quickly respond by grinding into me, but she hesitated. Was her mind somewhere else? There were plenty of reasons for that–I had never lost her while we fucked before, though.

I reached up and grabbed her assertively by the back of neck to force eye contact. “Stay with me.” She nods and I reach up to grab the ponytail. I pull her head back as I increase the cadence of my thrusts, enjoying the path of least resistance through her small breasts shaking wildly.

Her hips begin grinding in concert with my pounding and I know I have her back, even if only briefly. I pull her down again and wrap my muscular arms around her thin frame–holding her tight against my pale white skin as I bring us closer. I feel her nipples harden against my chest and her breath against my neck. I squeeze her and feel her gasp. I release and she takes in a deep breath to speak.

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

Staring at the rain collecting on his windshield, Jason Collins 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.

She Never Told [Mf][nc]

How could I forget June 14th? I probably never will. Just seeing the date written out makes me start to lose myself in the memories.

I had taken the week off work to use up some vacation days. My wife was at work and I was enjoying entering into an alcohol-fueled stupor in the backyard. Elle was next door, goofing around in the pool after having graduated from high school the previous weekend.

It felt like August came early. The beer bottle and my forehead had the same beads of moisture clinging to their respective surfaces.

If I turned just right I could see her through the fence–running around in a little pink bikini with the cutesy skull designs on it. She was not remotely close to a curvy girl, but it was a flattering swimsuit. The boys over there with her certainly acted quite stimulated by the skin she was showing off.

Going into the second hour, I had grown tired of listening to those dopes fawn over Elle. The three of them had no subtlety at all. She pretended to enjoy their flattery, but it was obvious even from where I was sitting that she was not impressed by their overly effusive praise. She saw them for what they were: clueless teenage boys saying anything to try to get in her tight pink bikini bottom, but they had no idea what to do if they got that chance.

The Master Debater [mf] [humor] [non-fiction] [frustration]

*Sadly, this is a very true story from my life before I gained confidence. Names have been changed to protect the recipients of my awkwardness.*

*Apologies in advance if this goes against the themes covered by this sub. Even though this story is full of sexual frustration, Kimmie is still someone I enjoy thinking about from time to time when I’m alone. There’s still time to top it, but she’s by far the sexiest woman I’ve blown it with.*

———

Kimmie was an impossible to ignore 18 year-old force of nature. With her long brunette hair, she was almost six feet tall (most of that were her thin but shapely legs) with a model’s figure to match and the demeanor of a girl who had been the most striking one in the room for many years. When we would walk together, it was amusing to see the cascading whipping heads from the boys aligned along the edges of the hallway.

We became acquainted when her parents insisted she join the debate team. I (also 18) was the team captain and instructed all the new members on the basics of debate. Her father was a successful lawyer and knew it was a great way for Kimmie to get some of the early skills that could come in useful if she chose to go down that career path.