Tag: Anal

Business Trip (M45) turns into surprise hookup while visiting friends daughter (F22) at college [MF]

Let me begin by saying this was a situation that never crossed my mind as ever becoming a reality. I am a mid 40s guy, I do stay in very good shape, but I have never been that guy that women want to hook up with without getting to know me. My game was always built on being funny and charming and certainly I never get there on looks alone. I had a lot of travel time today so wanted to capture this with as much detail while it is fresh on my memory.

A recent business trip took me to the upper Midwest where one of my close friends’ daughter attends college. I have known this girl, let’s call her Savannah, since she was born. Her original dad took off when she was less than one years old and I played the role of Dad until her mom remarried (also to one of my other closest friends). To describe Savannah, she is a very bubbly, down to earth 23-year-old that dresses like a girly girl but acts more like a tomboy. She always talks to me about topics she did not want to bring up with her own parents and thus we built a pretty close relationship over her life. Read more »

Love Awakening part 2 [NSFW] [Fantasy} [MF/18-30]

Chapter six – butt!

My arse was yearning, aching for his hard cock. I was more than a little surprised; I’d never wanted anything up my arse before. The feeling of the tail-plug though had been so delicious, so filling that it made my whole body quiver with the thought of receiving his hard shaft in my tight arse.

“Come on, fuck my bum, do it now” I whined, feeling his swollen head again graze my tight ring. He paused for a moment to coat his cock with a generous helping of the slick lube he had used earlier, then I felt a pressure on my hole again. “Mmmm”, I moaned, “Yes”. He pushed more firmly now and I could feel my tight arse yielding for him, letting him in. There was a little pain but it was oh so delicious as his head stretched my tight sphincter, then it was in. He carried on pushing and his cock slid home, his smooth balls tickling my pussy lips. I was in heaven and I let him know it: “Come on, fuck my tight little arse, take me!”. He picked up the pace now, thrusting harder. My ass tingled and quivered and that familiar electricity again started to radiate through my pussy, the lips tingling, my clit swollen and oh, so sensitive, longing to be touched. I never knew that taking a man this way could so pleasurable. I felt so full, so tight around his cock. I could feel every bump and ridge, every twitch as he fucked me and it was amazing! Read more »

[MF] To tease and to be teased

I had been reading gone wild stories and listening to gone wild audios for a bit and was feeling horny. I decided to hop in the shower and shave so that when my boyfriend came back from work he would be able to enjoy my clean little pussy. I shaved for his visual and physical pleasure. I got into a tight cropped white t shirt and some cute underwear and waited for him in bed. My t shirt was thin so you could see my perky nipples through it.
Finally he came home, but I got nervous about initiating it. I was hoping that when I opened my legs for him to lay on top of me he would see that I had shaved for him or that he would see that I’m already wet and the very little thin fabric was stuck to the outline of my pussy. I wanted to slowly entice him with my body without having to ask him to have sex. When he laid down he put his head on my chest and started to lick my hard nipples through the shirt. I have really sensitive nipples so that sent a tiny wave of pleasure through my body. Read more »

My First Spitroast AND Double Penetration Experience [MF]

I have to start this story with another huge thanks, I almost got cold feet about posting my second story, but everyone was so kind! As promised, I thought I’d go back to a very hot, very steamy experience. I’ll do my best to bring the situation alive in your minds.

This was just before I met Max, during my period of huge uncertainty. I was on Tinder and had the pick of the crop. It was easy for me to get matches, and even easier for me to turn those matches into hookups. I enjoyed feeling like I had the power to fuck anyone or anything. Then I matched with Frank. He had about 3 pictures, no bio, no interests, nothing. He was attractive, and it was enough for me to like him despite the empty profile.

We matched and he sent me a message pretty quickly afterwards. It was just something generic, nothing too stand out. We chatted for a while, he seemed like a cool dude but I was quickly losing interest. Our conversation dried up and I just moved on with other guys. Read more »

Vanessa and Her Professor part 9 [oral][anal][gang bang][F30s/5M20-50][fantasy]

Vanessa went home for 2 weeks after the end of the semester. She sent Beau sexy photos every day. Texted him telling him how much she wanted to feel his cock penetrating her. When he picked her up at the airport his dick was rock hard when she got in the car. They didn’t even make it to his house. He managed to find an alley and fucked her over the hood of his car. Once that was taken care of, they got back into the car and continued on their way.

“I have an idea of what to get you for Christmas but I’m not sure,” Vanessa started. “But um, one time, I kind of mentioned being fucked by multiple guys and……..”

Beau was white knuckle gripping the steering wheel.

“You want me a few other guys to fuck you?” He ground out.

“Yes. I want to be absolutely owned. No more than 5 please.”

“Give me some time. I’ll let you know when it’s set up.”

They went back to Beau’s place and fucked for hours. Read more »

[M22M22M22[Unwanted gay sex] Academy Chapter 2

This story is a work of fiction. All of the characters are over the age of 18. (they’re 22).

This story has depictions of both male/male and female/male sex. Some chapters will only have one or the other.

Check my profile for other stories involving dubious consent and anal sex.

*&*&*&*&*

The next couple of days brought some new suprises for Redmond.

Sven made a new friend on campus, Trevor, and for whatever reason seemed eager to please him. That meant sharing his weed, cigarettes and, after awhile, resent.

Redmond hated everything about Trevor including his ability to never stop talking. During his first night over Redmond learned that Trevor had had sex with males smaller than him previously and was hoping to get a roommate he could take advantage of but that wasn’t in the cards. Trevor was small, Redmond thought, there’s no way he’d be able to dominate someone.

But he made friends with Sven and Sven could force Redmond to do what he wanted and so that meant that first night Redmond ended up taking four loads from Trevor and he hated every second of it. Read more »

[FM] I prefer anal sex

I use to think the idea of a guy putting his dick in my ass was gross. Like there’s shit in there, fucking nasty why you’d want to your body parts touching that. Well my BF talked me into trying it. We took our time, he was very gentle with me and after a few times I’ve found I think I prefer it to vaginal sex. It’s weird regular sex it’s like my clit just goes numb, so while it feels really good having him in me I tend to end up waiting for him to finish. Then I go have an orgasm. Anal sex, oh my fucking god!!!! I like to lay on my back and when he slides in me it’s like a jolt of electricity goes straight to my clit. My fingers latch on and I’m giving myself cramps from such intense orgasms. Sometimes he’ll be fucking me deep and his belly hits me just right for orgasms. My other favorite is to put my feet on his chest so my cheeks spread open and feel him slide in me deep.

I’m horny and he needs to get home!!!!

[18f50+m]Domesticating Hannah: part one[grooming][sex work][emotional manipulation][public sex][degradation][blackmail][homeless men]

 The world is often a bright, and easy place for you to be eighteen. Unfortunately, birthday boredom and a school rumor lead me to the Extreme Dare Club. Seven months ago I was Stacy Marks, a B student; and geek. Now, well let’s jump back to the day it all began.

 “Sorry, it’s your mother’s family. Sweetheart, you know how they are” my dad said into my red hair. I sighed and blurted out in a baby voice I often found annoying “keel the redhead left-handed demon slut away” and followed with a low-toned “get the pitchforks, the tar”. It was at this point my mom stuck her head in and simply said “it’s time Paul” with that, my ice queen mother and my dad disappeared into the dark. I watched the taillights fade into the business that is Detroit. 

I downloaded the game and set up my account and that’s when I lost my sense of direction in life. The first few were simple tasks pulling my hair into braided pigtails and looking for clothing options to show these strangers. It didn’t take long, I was about to leave our tiny rundown house without a bra on, a shirt cut in a third and shorts rolled up so far they were a thong. All of this is in light shades of pink. My circus tent top exposed the lower half of my breasts, which were rated as a three out of ten. With a few deep breaths, I stepped outside. Read more »

Free Use City (PART 4) (INCEST, FREE USE, BONDAGE)

Quick Recap of main characters:

Jason (Main character) 18 years old

Eva (sister, long blond hair. bright blue eyes. Cup B)

Mom (42. older version of sister, they look very much alike)

Stacy (neighbor, brown hair below shoulders, brown eyes. interesting job)

Teacher (no name yet, for now called Miss. in this part its revealed her name is…)

As soon as I got home I realized the rest of the house was empty. Which was something I didn’t mind for now since I just wanted to get some rest before I left tonight to meet my teacher. Although when I got the invitation I was excited, the closer our meeting got the more nervous I seemed to get. I wasn’t exactly sure why since I already got quite a bit of experience from the other girls. but somehow this felt different. Then suddenly I remembered a bit of psychology I read somewhere. It was something like the more dominant people are in their field of work, the more submissive they like to be in the bedroom. Since I had plenty of time left I went to my room to research this a bit more. Read more »

My man and I had a wild night with a 20yr old redhead girl [FFM]

At first, when we were in the swinger lifestyle, we hanged out with people of our own age. I have to admit that I wasn’t very interested on seeing my man fucking an 18yr old girl, and he wasn’t very eager of seeing me with a younger guy either. But then we were at this party, where we were planning something with a married couple like us, and met this 20yr old cute redhead that was there with her friends. She came over, while I was serving myself a drink, and started a conversation. Long story short, she was interested in being the sex toy of a mature latino couple like us (I was 36 at the moment and my man was 39) and, after some talking between my man and I, we decided to give it a try. Read more »