Tag: Anal

[MF] When I was a twinky 20-something fresh out of college, I lost my anal virginity to a woman twice my age whom I barely knew.

When I was in my early 20s, fresh out of college, I was a skinny nerd who spent too much time on the internet and was exploring the world of fetish and BDSM. I wasn’t a virgin, but my real world sexual experiences to that point had been pretty lackluster for all involved!

I got chatting to a woman on a BDSM personals site who was about twice my age (guessing early-to-mid-40s). She seemed to get a kick out of how young and “innocent” I was. I was pretty good at flirting online in those days, and so I did a good job of pushing her buttons and getting her all riled up.

One night, after we’d both had some wine and were chatting away, she gave me her address and invited me over. I hurried over there as fast as my excited little feet would carry me. Part of me was worried that this was some kind of elaborate catfish and I was about to be mugged, but since I was in my early 20s, horniness overrode any sense of caution! Read more »

Being roommates with a younger team leader [Mdom] [Fsub] [Con] [Anal] [Rough sex] [Daddy mention] [No Incest] [Part 2 of ?]

Caleb woke up in the early hours of the morning, thinking to himself he needed to get ready for work. This thought was interrupted by the feeling a tongue swirling around the head of his cock. He looked down and smiled at Ashley who was gently sucking on him. She was laying down at an angle and scrolling through her phone so she hadn’t noticed he was awake. Caleb reached over and slid his fingers into her pussy which caused her to squeak and look over at him. She smiled with his dick still in her mouth before taking it out to talk. “Good Morning! I came to wake you up, saw that this part of you was already up and wanted a taste.” She said as she started to lick the shaft. “Don’t we need to get ready for work?” Caleb asked while starting to work his fingers more. “Its’ the weekend dude, oh fuck! You must be working p-pretty hard i-if you forgot that! Good t-thing I can help you-” Ashley was starting to have troubling speaking so Caleb decided to use his other hand to shove her head back down onto his cock, going deep into her throat. Read more »

Work Relations: Part One [MF] [Straight Sex] [Interracial] [Busty] [Huge Boobs] [Anal] [Creampie] [Cheating]

“Vincent, can you come into my office?” Gina asked over the intercom.

“On my way,” I replied.

“Sit down,” Gina said as I entered her office.

She waited until I sat down then she looked over at me. “I am sure you have heard the news,” Gina said as she leaned back in her chair.

“Yeah,” I nodded.

It was no secret that Harold, my direct manager, had put in his two-week notice yesterday. I was hoping I would get the promotion, but the gossip around the store was that Terrence would get it.

“I want to be the first to tell you, that we would like you to get his position,” Gina said with a smile. “If you want it, that is?”

“Of course!” I said with a massive smile on my face.

“Good,” Gina said as she stood up. “Welcome to the management team of store 311,” Gina said as she stood up.

We shook hands. “Does this mean I don’t have to wear the blue shirt anymore?” I asked. Read more »

Academia Ch. III [MF] [Bondage] [Teasing] [Anal] [Pillory] [BDSM] [Anal] [Pain]

(In which we get some French.)

[Chapter I.](https://www.reddit.com/r/Erotica/comments/tfo1hr/academia_mf_bondage_teasing_fingering_deepthroat/?utm_medium=android_app&utm_source=share)
[Chapter II.](https://www.reddit.com/r/Erotica/comments/th1hz6/academia_ii_mf_bondage_fingering_deepthroat_anal/?utm_medium=android_app&utm_source=share)

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The previous encounter had done quite a number on Muriel. She had managed to evade Elliott’s gaze for a day, during which time she let her body recover. Elliott though, was growing restless. They were halfway through the week, and he wasn’t going to let his opportunity slide that easily. It was a school day. She’d have to show up somewhere.

He paced around the school, looking for her in every corner of every room. He poked around in closets, snuck around in empty classrooms, and wandered around the basement. He took some time to look outside, walking all the way to the lake, down to the cave, and a bit through the woods before turning back.

He was close to giving up – she’d managed to avoid him, so he must have missed something. He realized that the one place he forgot to check was the library. His leisurely strolling pace broke into a sprint as he headed straight for the library’s entrance on the second floor. Read more »

[fM] Got fisted by a rich dilf at the pool side

Well, i didn’t know i was such a hottie in my lingerie although i get that alot but it’s becoming so sweet and also becoming my hobby to make some old man cum smoothly and take off that stress boiling through his hot pants.

So i went swimming at La with a friend i stayed with last week and stormed into this hot looking man although i undressed him but didn’t want to shoot the shot first.

So while i and my friend were on some tequila shots we decided to cool off in the pool and swam a bit and so fucking happy, probably cos we was high af or something.

So along the way we had a little chat with him that morning and he was actually separated from his wife and wanted to taste an Asian pussy while he got the chance, my friend moved a little away cos her man was coming to meet her and she didn’t want no complications so i stood my ground and was actually enjoying his conversation with me. Read more »

Date[26F] tricked me[38M] into cumming inside her. [MF]

Warning: Long boring story. gone wild at the bottom

These events recently happened and while true may not be as exciting or tantalizing as the other posts on this sub.
So being a bigger man(read as fat) I use an app where bigger people find dates. I match with an absolutely stunning 26 year old hispanic female. She is so absolutely gorgeous in her pictures that I think the account is fake. unfortunately it is very common for men to run accross scammers and onlyfans trolling for subs on some of these apps so I figure i’ll shoot a message and if the account actually responds then i’ll troll the shit out of it. So I reach out, she actually responds and instead of the usual get to know you questions I simply say “Meet up or shut up, not interested in hearing you invent yourself over text”, she responds with how thats kind rude and how I blew my chance and how she doesnt prefer assholes so i tell her I dont prefer fake people(still thinking the profile is fake) and that if she was actually interested in getting to know me then we can cut the bullshit and hangout. Read more »

“Anal sex never felt like this before…” …how this HoWife made a believer out her lover.

Received this sweet missive from
my bull last night 😘 . He asked that I go ahead and share it so “others may know…” 😊

“I met u/GloriaxClementex via a swinger app a few months ago. She and I hit it off pretty quick and we were all over and tangled up in each other before a week had passed. There were some salacious texts and titillating videos but I’m not here to share the story of how we met or our first tryst. Im here to share my story of how she turned me into a disciple of her ass. Complete devotee to pleasing and being pleased by her ass. The stuff that gets me hard at night or when I’m daydreaming and thinking of what we’ve done and what we can accomplish during our next rendezvous. Read more »

Published
Categorized as Erotica Tagged

M4M-GayM Seeking Str8M

I have a few roleplays I’d like to try.
I like my partners to make it difficult/play hard to get.
Here’s background on our characters;
You:Str8 Alpha Male. 6’5, Muscular, Handsome-Could totally get any chick he wants
-you can pick your hair color, race, etc.
Me: Gay, short and skinny beta. A little shy but ballsy.
Roles:
1. You’re out at the bar checking out the local tail. You’re wearing a snug v neck shirt, jeans and brown flip flops (feel free to change outfit if you’d like). I see you sitting by yourself and when I spot opens, I approach asking if I can sit here so I can get a better view of the game on tv.
2. You’re coming to the massage parlor after a hard workout. You’re hoping to get your usual masseuse but you get me instead.
3. You’re my new boss and it’s your bachelor party weekend. I ask if I can come along so I can hang with the boys.
4. You’re out in public and see me checking you out. You keep trying to ignore it… but can’t. After a while you officially get pissed and tell me to leave you alone. I proposition you for…(let’s play it out)
5. Something based off a MyFriendsFeet .com scene where I worship your feet(We can use one of the above prompts)
6. You’re my older brother’s best friend. You guys come back from a game of basketball/working out/partying/other and you crash on our couch. I decide to take advantage of the situation (I’d play 18 or 19 years old, you’d play 23-30 yo) Read more »

[MF] My first time anal sex with my drunk GF after a wine tasting Part 2

Thanks for all the comments on my last post. For those who asked for part 2, here it comes.

[Part 1](https://www.reddit.com/r/gonewildstories/comments/taty9t/mf_my_first_time_anal_sex_with_my_drunk_gf_after/?utm_medium=android_app&utm_source=share) can be found here.

In the last story I ended with with fingering her ass after i pumped my load into her.
So there we were standing in the bathroom, breathing heavily, hearts pounding from exitement. We kissed and I pressed her against me.
After a few seconds she broke the kiss and presented her pretty ass to me demanding me to fuck her again. I got aroused again and happily obliged. My GF leaned over the basin like before, I took my cock and positioned my tip in front of her still widened hole. The feeling was just insane, gliding in with nearly no resistence and my cum as lubricant.
I started thrusting and my cock got harder with every stroke. Her moans were driving my spirit and we fell into a state of senseless pleasure. We changed between me fucking and her pushing back onto my dick. Her ass cheeks slapped against my hip and my balls reached her amazing pussy lips. Read more »

The Challenge – [Mf] – Dubious Consent [bdsm][nc]

The first time her phone beeped, she was finishing up with the last of her work emails and readying for her shower. Just a bit of work, little items she hadn’t had time to deal with at the restaurant and wanted the quiet of home to concentrate on. She had the discipline to ignore her phone until she was done.

She was still in the black work blouse, but had switched over to a pair of fluffy cat pajama bottoms the moment she got in the door. She had forgotten about it by the time she finished and began to strip, but was reminded when phone beeped again. When she saw who it was, she smiled broadly. Her stranger. Her danger. Her challenge.

His first text read – “My lovely little slut. Does your heart flutter knowing I’m coming for you? Does the fuck hole you call a cunt drip? Knowing I’m out here. Searching. Hunting. My little pretty prey. My victim. You will be mine soon. And there is nothing you can do about it. Just remember, as I’m doing the most awful of things to you, vile, disgusting things that no woman should enjoy, you will know that it is only happening because of your challenge.” Read more »