Sissy Blackmale (Ch. 1)

I make a lot of money from gay men.

Specifically closeted men. Married men. It’s easy. I go on Grindr, send them a few pics I found on the internet, and get them salivating. There are always plenty of them, faceless accounts pile on asking for a quick suck or fuck, bottom or top, whatever their fancy.

I get the blood flowing, tell them what I’ll do for/to them with a few cut and paste messages. The guys who like to dress up like sissy girls are the best. I get them to send me a face pic with their mouth open, ahegao style, begging for it. Pathetic.

At this point, I have them. Everything changes. I send a message that tells them exactly what will happen next – they will send £20 into my account, once a month, every month. That’s all. Easy, right? If they don’t, accounts get made. Facebook accounts, Twitter, Instagram, Grindr – EVERYTHING they can think of, headed up with that picture of their face for their wives, girlfriends, friends, family and whoever else wants to beat off to it to see. Complete social ruination. Suddenly that £20/month seems real reasonable.

Drive-In Seduction • Chapter 1 • Negotiation

“Hey, Sal,” Lenny said as soon as the door was opened. “You look nice.”

“Hi, Lenny,” Sally said, smiling broadly, then instantly looking away.

“He ready?” Lenny and her brother, Rob, had planned on going to the local Drive-in movie, to hang out with everyone else who would be there on this hot Saturday in July.

Sally stepped aside to let Lenny in. “Not quite.”

Rob and his mother were yelling over each other so loudly that no one could understand a word either was saying. However, the gist was clear. Rob was grounded, and he wasn’t happy about it.

Rob had been the star receiver on the high school football team, plus he lettered in track, so when the State university came knocking with a scholarship, he had it made. Instant deferment.

Rob celebrated the end of high school at the annual blow-out party at Shelby’s Farm, and had gotten drunk at the party. Officially, he was taken into custody for urinating in public, which, while technically true, wasn’t the real reason he was arrested. It was because he took a swing at a cop. So, mainly because he was drunk, but partly because his pants were open, he swung and missed and fell flat on his face. The arresting officer pounced on his back, and cuffed him easily. The best part of the story is that as soon as the cop sat him up to interrogate him, Rob puked all over the both of them.

Distance Closed [MF, for the soft boys] [oral] [masturbation]

I hear you say “Come on then,” as you come up for air, and you must know I’m close to breaking from the burn of my fist grasping at your hair. I’ve tried to be gentle but you’re pulsing your tongue in and out and between that and your hand squeezing mine so intentionally I lose, I roll as if on a wave, and it’s not Earth-shattering, it’s mind-melting, it’s soft and gentle and I smile through it, and it wraps me up as you do, hands running over my stomach, watching with a smile of your own. 

“Good?” you ask, and I can tell under your stoicism you’re seeking reassurance. “It was so, so lovely,” I breathe. “I feel melty.”

You lick me clean—thoughtful as ever—and run a hand over your chin before meeting my grabby hands, rising over me to kiss me from above. I can feel heat coming off you in waves and I can see that you’re tired, so I wrap my arms around your back and push us both to sitting.  “You’re not done,” I remark, eying your resilient erection. 

“Don’t wanna ruin the melty,” you say, reluctant to pull me from the very rare relaxation you’ve managed to gift me with. 

Last Friday night Part 2 [FM]

As we drove away from the park, my girl said christ that could have been Jack and his friends, Jack being my older son who lives with me. It’s true, that park is part of his stomping grounds. But when we got home Jack, his girlfriend, and a couple of other mates and girls were hanging around in the living room. That was a bummer, no fucking on the couch! We were at a loss for a minute or two, but ended up deciding to go have a shower together in the bathroom at the other end of the house.

We started in front of the mirror. She was freshly waxed, and while she always leaves a patch on her pubes, it is getting smaller and smaller. I really enjoyed looking at her mound and swollen exposed lips, tracing lines and shapes with my fingertips. She’s always reluctant to look at herself in the mirror, but I got her to, and at me and my hard cock. I love it when she gets visually aroused. Soon she was bent over the sink in front of the mirror. I made her open her eyes to see my hand wrapped around her throat as i pounded her. She closed her eyes soon enough but I know it aroused her because she came pretty soon after that. I nearly blew my load at that point too, so I pulled out of her to be safe.

Last Friday night [FM]

Last Friday night, my girl and I went to the movies. I felt her up through her gstring in the car on the way there. When we got there she took the g string off before we went inside. We had booked seats, back row, in the corner. I kept feeling her up, touching her thighs, clit, labia, during the movie (Radioactive, about Marie Curie ??). When we got back to the car, the car park was empty. I took out my cock … she wasn’t surprised, she often socks me as we drive home from the movies ot a music gig. She was reluctant to start there, though, because it was well lit and somebody could come around the corner and be on us before we knew it.

[MF] [Str8] [Inc] [F/D] Stranded: Part 1

Hello there! This is the first draft of my first ever original erotic story. Hope you enjoy it, and I would appreciate some constructive criticism :)

*”Guh! This is why we don’t talk anymore–!”*

*”Can’t you see that I’m TRYING–!”*

*”I’m still the same–!”*

*”I know, but–!”*

The voices in his head seemed so far away, yet they tugged at his consciousness. A part of him, blissful in the darkness and unknown, ignored the tugging. But alas, Jason could feel himself slowly gain consciousness, accompanied by an assault of sensations.

Beneath his fingers, which flexed and gripped, coarseness registered in his mind.

*Sand*, he thought to himself.

Then, the crashing sounds of waves were heard, as well as the feel of their sloshing impacts; gentle and surprisingly warm against his legs.

*Beach?* His mind had deduced, still trying to piece things together.

Gingerly, Jason opened his eyes, only to be caught off-guard by the harsh rays of sunlight directly above him.

*On a beach, on my back…*

As if in control of another’s body, Jason checked himself. Besides the general aches, he seemed to be fine. He breathed a sigh of relief, as he squinted up towards the clear skies.

I [F] let my husband [M] and my mom [F] spend time together

My father died when I was in grade school, and my mother sacrificed her personal life and relationships to take care of me and my three siblings into adulthood. I don’t ever remember her going on dates, or having boyfriends or anything like that.

As an adult, she and I got to talking about our love lives and how she had noticed that my husband seems like a good man and father. And eventually the conversation turned to how I’m satisfied by him sexually and how she hasn’t had a lover of any kind in over a decade. I definitely got the longing vibe from her, like it was something she missed and really needed. And I felt so bad and so sorry for her.

Fast forward to a night or two later. My husband and I have a very fun and open way of communicating and lying in bed with him I blurted out “Would you ever want to have sex with my mom?” He was obviously skeptical of my question at first. But I told him about the conversation I had with her and that I think sex was something she really missed and needed. He was still apprehensive and reluctant but we bashed out some of the hypothetical details and I assured him I was okay with it and it wouldn’t affect our relationship. He was eventually on board.

Nursing Class more hands on than expected [M/F] /Voyeur

This is the first literotica story i’ve ever wrote please be kind! Someone had requested to me a college/sex Ed/freeuse.

This year was going to be Emma’s big year. It was her first semester of Nursing College and she had worked so hard in high school to get here. Her ultimate goal was doctor, but due to family financial struggles she settled for nurse. On her first day, everyone was so excited for her. She had her textbooks, pencils and notes all in order. She was going to be the first in her family to actually attend college and she was determined to walk away with a degree, and make her and her family proud.

She took the city bus to the local college to make sure she was early for her first class. During the entire ride she had butterflies in her stomach wondering what kind of struggles she will face, how easy or hard it will be.. If she will make any new friends at her school, or perhaps enemies.

[Mf] A Handful of Polaroids – Part 1 – [M/S][humil][reluc]

The break up was beyond messy and I won’t try to claim that it was only her to blame. It happened slowly and painfully over a few days. Things were said to each other and friends that couldn’t be taken back. Friends were slept with in revenge. Cars were keyed. CD’s and warm sweaters were not returned.

By the end we hated each other and didn’t speak. Our friends chose their sides and on the off chance we saw each other at parties or around town, we stared daggers. Then I moved and moved on. All I had left, was a handful of Polaroids, vague pleasant memories, and a lingering anger.

8 to be specific, each and every one at least a hard R, if not XXX rated.

I was shocked when a few years later, she texted me. We had a terse discussion. There were needs that needed to be met on both sides, things she wasn’t getting at home and she wanted the photos back.

*******************************

We met for the first time in years at a warehouse she had keys to from her job. It was late and the parking lot was empty. We made awkward hello’s and tried to hug, but we were both rigid.

Daddy’s Girls – Chapter 39: Bill and Rebecca (Mf, inc, oral)

“The camping trip? Is that still on? With all four of you? And their fathers? Geez… I don’t know, Rebecca.”

This was a strange conversation to have while in the shower together. Becky was scrubbing his back with a loofa, which Bill loved. It was really nice to be able to share a shower with a beautiful woman, and having someone to wash his back was only one of the perks.

“Doesn’t it sound like fun? Beth told us the cabin is right on a lake, surrounded by mountains! I can’t wait to see it!”

“I’m sure it’s nice, baby, it’s just that… I mean, I’m not against the idea altogether, but…” Bill was only now getting comfortable with the sudden improvement in his sex life, but was still walking on eggshells, fearful of what would happen if one of the girls let on what happened in his bed to any of the other fathers.

“Oh, Daddy.” Rebecca hung up the loofa and picked up the shower pouf, pouring some body wash on it and squeezing it under the spray to get a lather going. “Everybody’s going to be there, and I want us to go too.” She was lathering his back in slow circles all over, making her way down to his ass, and soaping his firm cheeks. It felt glorious, and his prick, already hard, started throbbing.