Tag: Anal

unexpected hookup[MF]

Finally decided to post on here, figured this would be the best starting story. Long story skip to —— for the sex.
Written on my phone, I apologize for grammar errors.

Story is changed somewhat for privacy. Little about me, 29, dad bod who just wants to have fun with no commitment. B is 34, on the thick side, great boobs and ass.

I had initially met B about 6 month ago on dating app. We matched talked for a bit and even went out for a diner and movie date. We never got passed the initial meeting stage and never discussed what we each where looking for. We lost contact, and I had found a FWB so I didn’t really mind.

A couple weeks ago, I had just finished with my fwb and see I got a text from B. I messaged back, and it was pretty standard catching up. I left my FWB place and got home after midnight. B mentioned she was out with her friends but was ready to call it a night. As we are talking I keep noticing she keet asking if I still lived alone and if I was going to sleep any time soon. At this point I decided to say screw it and see if it was possible for us to meet up. I asked her where she was at and she was actually only about 10 minutes form my place. I told her she should stop be on her way home so I could see her. She agreed and would come by after having her last beer. Read more »

The Afterparty: Around the Pool, Part 8 (Game of Dares, MF, Anal, Best Friends, Group Sex)

*Part 1 can be found [HERE](https://www.reddit.com/r/Erotica/comments/wi6n7m/the_afterparty_around_the_pool_part_1_oc_game_of/)*

*Six friends hanging around after a college party end up in a game of Dares, and things quickly escalate. This story was originally written in smaller chapters, with chapters 21-23 presented here. Expect an escalating tease, eventually devolving into debauched chaos*

**Chapter 21**

“Oh, fuck yes,” Nicole said, exhaling in relief and holding up the slip of paper. “I got Tom.”

“Let me guess, you’re going to send me to go sit in the car or something,” Tom sneered.

“Actually,” Nicole said, tapping her lips as she looked around. “Tom, would you like to make a deal?”

He looked at Nicole suspiciously, and you shook your head silently from sitting back on the swing bench with Miranda. Nicole was a cutthroat board game player – Monopoly, Settlers of Catan, whatever game it was, she knew the rules in and out and would play around them to her advantage. Whatever was coming could change the game.

“Here’s my proposition, Tom,” Nicole said. You even noticed that she stuck out her chest a little bit more, letting him look at her small boobs as an enticement and distraction. “If I give you a dare that you will really, really like, then you have to promise that any dare that includes you touching me, or me touching you, you forfeit on.” Read more »

Dad fucks the babysitter [M/F][>18][cheating][hate fuck]

“The babysitter! Really, James, the fucking babysitter! You fucked the fucking babysitter! How fucking unoriginal! You ruined our fucking marriage with a cliche. You fucking asshole.” 

She was right, and James knew it. The banality of the Dad fucks the Babysitter trope was not lost on him. He and Kiera had even joked about it, and looking back that joke may have been the seed that this whole sordid situation sprang from. And boy was it ever sprung, Kiera was pregnant, disowned by her own family for consorting with a married man. Allison, who had discovered the affair because James was not very clever when it came to be being dishonest, was irreconcilably angry, and rightly so. It was a mess. 

“Where did you fuck her?”

“Everywhere.”

“What the fuck does that mean?”

“Mouth, vagina, ass, everywhere.”

“Fuck you James, I meant where in the fucking house! You fucked her in the ass? Is it because I won’t do that, because I won’t let you do that to me, is that why?”

“Allison, it’s not like that, I…” Read more »

[FFM] [GROUP] [THREESOME] Home wrecking threesome with my [F] roommate [F] and her bf [M]

*I WAS OVER 18 WHEN THIS HAPPENED, JUST TRYING TO GIVE YOU BACK STORY FIRST*

In my first year of college, I was in the dorms with a girl that I had met over the summer. We had gone up to college for a summer semester to take a couple classes before the real school year began. We were fairly typically roommates for the first semester, but as we got to know one another, things changed.

It was just before Thanksgiving break first semester of college, and it started like any other day really. I got up, worked out, took a shower, got changed, then went to class. My roommate and I had planned to go out that night with her boyfriend to a party at his frat house. You know…like people do in college 😅

We got ready and walked down to the house. He greeted us at the door. There must have been like 200 something people there.

We had a few drinks, danced, and played some drinking games.

Around 1 am, we decided to go back to the dorm. My roommates boyfriend decided to walk us back because we were a little tipsy and it was late. He’s obviously a real gentleman. Read more »

Caught Watching Porn Pt. VI [MF]

*Just in case,* [*the parts I to V are over there*](https://www.reddit.com/r/dirty_boy69/comments/vifcax/caught_watching_porn/?utm_source=share&utm_medium=web2x&context=3)*. I advice you to read them first. Enjoy your read.*

After a nothing but awesome Sunday daily routine came back to our flat. My roommate and I were working, coming back home, eating, watching some TV, sleeping and then we went on back to work again. For sure, we both masturbated on those day, but well, we did it alone. In our rooms. So ordinary shared living set in again.

It all lasted until Thursday evening. I was playing some video games when it all of a sudden knocked on my door. It was my roommate. Well, who else should it be? After telling me telling her that she could come in, she told me that she was going to order some sex toys and some other supplies from one of the largest online shops out there. And she asked me, if I needed something too.

She caught me by surprise. It took me some moments to come up with a suitable answer: “Why not, but I’d have to take a look at their inventory first.” Read more »

(32)[F] – (22)[M] Intern at work – The Public Confession

Sorry! Still very behind on the updates. These are the continuation of the events that happened on Friday 4 weeks ago.

This picks up from where the previous part left off. You can read Part 11 [here](https://www.reddit.com/r/gonewildstories/comments/wriqnf/32f_22m_intern_at_work_the_second_three_way/)

**Part 12 is below**

After dinner Eric decided to walk home. My hubby and I decided to take a small walk around the block before walking back to the car. After Eric was out of earshot as the first thing my hubby said was

*Hubby – “Now I can understand why you want to fuck him. The guy is a pussy magnet. Sure, he has the great looks and those muscles going for him, but his voice and his accent is the cherry on top. The combination of the looks and that voice is enough to get most women to instantly wet their panties.”*

*Me – (Flushing crimson) – “Wow that was unexpected. As of now, I am just attracted to him. I do agree his voice is his most attractive quality.”*

*Hubby – (Winking) – “Your opinion on his most attractive quality might change once you have fucked him.”*  Read more »

Late to Dinner (Part 3) [M37/F25] [D/s] [Daddy/little girl] [humiliation] [Public Play] [Anal]

“Damien! So good to see you, buddy,” Oliver shouts as we walk up to our table.

Oliver, daddy’s best friend from college, embraces Damien with a hug and then immediately looks in my direction. His eyes hardly meet mine as they linger to the bottom of this ridiculously short dress. I look around the restaurant with embarrassment plastered on my face. A familiar place. I have fond memories here, my favorite seafood restaurant, to which I frequently visit with colleagues. Now it’s the restaurant where Im flaunting my body around in a dress that hardly covers my ass. Plus, being a little slut as I clench the buttplug inside me to prevent the wetness from my pussy leaking down my leg.

“This must by Lillian! Or do you go by Lilly?” Oliver shouts again.

As Oliver shouts my name I start to pull out of my submission. I’m trying to focus on reality and I touch Damien’s arm for support. I need him right now to help me get through this dinner.

“Lillian.” I say flatly. “Lilly is a bit childish.” I let out in a higher pitch, correcting my tone. Read more »

Had [M]y first orgy, and heard the eight most glorious words I’ve ever heard uttered in my life [Group]

(**Note:** All names have been changed. All events are true, although given I was under the influence at points, the order/sequence might be out of whack.)

​

**Optional Backstory:** A few weeks ago I met a woman from a kink- and group-oriented dating app. I’ll call her “Crow”. She’s in a poly-amorous marriage and has a few kinks which overlap with mine. We were supposed to go for a drink with an option to come back to my place, and had arranged it for a Monday, but on the night she messaged me saying they were closed, she was right. Worse, all the bars along that street were closed for a Monday except for one, which I knew nothing about and was quite far from my house. I suggested if she was comfortable, just have a drink and a chat at my place, no expectations. Read more »

The OnlyFans Girl, Part 9 (MF, Slow Burn, Lots of Tease, Ongoing Story)

*Part 1 can be found [HERE](https://www.reddit.com/r/Erotica/comments/wm1o25/the_onlyfans_girl_part_1_bg_slow_burn_lots_of/)*

*When a law office intern discovers that a fellow intern is one of his favourite new OnlyFans performers, a ball begins rolling that will bring a boring summer of paperwork and coffee-fetching into an avalanche of sexual adventure. This story was originally written in small chapters, of which 41-45 are presented here.*

**Chapter 41**

You set Gemma’s foot down, preparing to lean in and start kissing her as you lounged on her bed, only to get interrupted.

*Knock Knock Knock.*

You sighed, and Gemma sighed. “Who is it?” she called, clearly annoyed.

The door opened and the extremely pretty-but-boyish person who you hadn’t gotten a name for stuck their head into the room. “Hey, everyone decent?”

“Decently annoyed,” Gemma said.

The person smirked and entered. “Hey, sorry, we didn’t get introduced,” they said to you. “I’m Becca, the other roommate.”

“Hi Becca,” you said.

“Look, both of you, I just wanted to say I’m sorry about Lucy. No excuses, she was being a bitch. Gemma, I hope you know this but Charlotte and I wouldn’t go back on your sublease or anything like that.” Read more »

28 [M4M] NV. Red Light District 💜. (The Kingpin’s Wife 💜.)

Hello there 18+ or 20+ please. My oc is 18 years old at beginning of story or can be 22 where we start the story.

I have two prompts.

“It’s cold and I’m scared…I want out…Out of this hell..but my heart is conflicted and my mind can’t pick… God knows I love you, It just hurts being like this…”

——

Your character a 30-40yr old rugged(Has facial hair or some.) masculine male is a feared renowned gang leader who owns a Brothel/club my character works at. Your character employed him at the age of 18 and since then worked for him. Your character is also in a forced engagement to some lady but he’s not particularly interested in it and dabbles in the life of his workers. Well my character somehow has caught your characters eyes and soon takes my character in as his personal whore along the ways he ends up pregnant. Scared and fearing for his child he runs away and just overall because he does not wish to be a mistress to the man he ended up developing feelings for. So my character has been on the run since, For 5 years avoiding your men and just everyone trying to find him keeping a low. The rp shall start off where your character has finally tracked down mines and of course sees the child and with force or not is taking him (my character) back with him with the help of his men wether he likes it or not. Read more »