Tag: Anal

Leaving a wedding with Morgan [MF]

For those of you who have read my first story about my ex girlfriend named Morgan, this story takes place later on that Summer in late August. Some of the actions in this story were dangerous and in hindsight I’m glad nothing horrible happened.

One of my best friends was getting married and I was the only friend of our close group that wasn’t in the wedding party (fine by me!). Morgan wasn’t able to come to the ceremony so I immediately had to drive an hour out of the way to pick her up and bring her to the wedding.

I pulled up and Morgan greeted me in the parking lot wearing something similar to the outfit from the last story, this time instead of a black tank top to match her denim booty shorts she wore a floral babydoll top. I noticed her purse was a little bulky but didn’t say anything about it. As she got in the car, she decided to tell me about the bottle of vodka in her purse. I immediately knew this was going to be a long night. Morgan didn’t just like to drink, she drank more than me and some of my guys friends. I think it was her way of showing off that she could hang with the guys. About a mile down the road I notice Morgan reach into her back and pull out a travel cup of orange juice and I could tell where this was going. Read more »

My quick hookups from Craigslist/Doublelist/apps [MF]

I’ve had a number of hookups from CL, DL and other apps and whatnot. Trying to go chronologically and only hitting on the quick hitters. Have a whole number of ones where it took a while to meet and then was ongoing from there. Those were mostly ones where I met couples for MFM or bull situations, maybe will post some of those another day. Sorry for the brevity on these. I can likely pull up pictures if requested for a few of them, still have most of the old messages.

– I was 23, messaged a woman near my office. She was married, Hispanic, 36 years old, married with kids. She responded back and we were both free at lunch and decided to meet for car sex. An hour later we met up on a random road, found a spot and crawled into back seat of her suburban. She was probably like 5’1”, curvy with a little extra and big tits. She was incredibly nervous and I was decently nervous also. I took off her pants, revealing a nice thong and she was definitely very wet despite being nervous. I finger fucked her pussy and she got going and moved to suck my cock. We ended up banging for a little while, eventually cumming while I was pounding on top of her. We quickly put our clothes back on and left. Never spoke again Read more »

In front of an audience [Very Long][MFF][CUCK]

In my last submission I told how I got into cuckolding. It was not a regular thing at first. And my SO, Olivia, our friends, Ava and Cal, and I swapped or played as a group of three or four just as often as we “roleplayed” cuckolding. With Cal being a dominant and brutal fuck machine making the girls hurt and scream in pleasure. And me being the wimp, who just watches.

Chastity and bi-sexual aspects of cuckolding is something I am not comfortable with or interested in, so those things we never did. But I have to confess that I started to read a lot of cuckold fiction and for whatever reason I have to say, I am into the humiliation, just as much as into the erotic sight, whenever I play cuckold. Don’t get me wrong. I like to play a dominant role to enjoy myself once in a while too.

Unbeknownst to me Cal was having the exact opposite reaction. He really was into the power dynamic, even if it was just a play. Having Olivia and sometimes Ava at the same time in front of me. He wasn’t so much into the humiliation, but the feeling of power. Read more »

Diaries of a Budding College Slut [F][FM]

Hey everyone! I’m Lindsey. I’m 20 and, like many others, I’m in college having all kinds of unsupervised fun :p. First time posting here, and this is moreso a collection of stories than just one. I’ve recently been trying to explore more sides of my sexuality and opening up more. Maybe this isn’t very slutty yet so far but I want to see how I develop and whatnot!

***Friday, March 1st, 2019***

The first time I got this idea was from my therapist a couple years ago – not in this exact form, but the idea was the same: a way to record my feelings after sexual encounters. I put it into action back then when I was less comfortable sexually, but recently I’ve thought about doing it again. This time, though, it was going to be public because I think this is something that could be really hot for both me and for anyone that might read it? I think? I’ve really begun to open myself up sexually and I want to just keep track too. Read more »

[MM][Cheating][First bi experience] Five quick minutes after this stranger got in my car, my mouth was flooded with his cum.

I’m married and in my early 50s and have always been curious but had never acted on it. I’ve never been attracted to men with the sole exception of their cocks. The idea of being in a relationship with a man is completely foreign to me, and the thought of kissing a guy is a turn-off, but there is something about having a cock in my mouth or even in my ass that is a definite turn-on, and I have always enjoyed anal stimulation and have practiced a lot with dildos, even learning to deep-throat, something that came into play in the encounter I had.

I’d had a few responses to my post and even some plans to meet, but for whatever reason, those guys flaked and ghosted me. Just when I figured nothing would come of my post, a message from him appeared.

His username had the word “sissy” in it and that intrigued me. I asked if he liked to wear women’s clothes and he said he liked wearing panties, and I admitted that from time to time I did too, but I’d never been brave enough to wear them outside of masturbation sessions at home when I had complete privacy. Read more »

I [F]ucked My Two Best Friends Last Night

So completely unexpected. All of our boyfriends are gone for work on the same schedule so we decided to have a girls night. It started so harmless, with some wine and dinner. We were listening to music and started dancing in the kitchen, dancing all over each other and taking shots. We ended up really getting into it and my one friend brought up how horny she was and asked if I was too. I was. We asked our our friend when she came outside to smoke and she was also into it. We took a few more shots and were laying on my kitchen floor and started touching each other and kissing each others arms and legs and stomachs.
We took another shot and we headed up to my bedroom. We were all making out and taking each others clothes off. We were all naked in no time at all. We were grinding all over each other and finally one of the hands slid down and started rubbing my clit. From here we did every position you should think of. All draped over each other. Everyone ate everyone out, at one point I was sitting on my friends face while my other friend ate her out. I made them both cum a couple times and they were screaming my name. Turns out I am really good at making girls cum. We were talking about anal before any of this happened so at one point one of them had a couple fingers fucking my ass while the other girl was fingering my pussy and rubbing my clit. The more hands the better I’m telling you. We took a sexy pic of all of us naked and sent it to our boyfriends.
We all finished up, washed the pussy off our hands and faces and went for a smoke. After we all passed out in my king sized bed and cuddled all night. Craziest girl and girl experience of my life.

Weekend With The Neighbor (Part 3)

The sight of approximately 8 old men standing on the porch greeted me upon opening Mr. Miller’s front door. I stood in the doorway, frozen by the realization that I was on display for the enjoyment of these strangers.

WHACK! I felt a burning hot flash of pain across my bottom. Mr. Miller’s enormous hand spanked my bottom. I yelped & winched in pain, in full view of the men waiting to come in.

Mr. Miller roughly grabbed at my collar. “Sarah, have you forgotten your manners?”

“No Sir, Grandpa.”

“Good evening, gentlemen” I said, as I opened the screen door. The group had grown by at least six during my brief public punishment. There were now around 15 men, with two more large groups heading up the drive.

Grandpa noticed my distraught appearance. His lips curled into a sadistic smile. “Tournament night”. He winked, while shaking an item in his pocket. I looked down to see the end of the black leather dog leash dangling out.

This was too much. My tiny body was shaking at the fear of tonight’s unknown events, and the amount of men at the party. I took another large gulp of my drink. Read more »

The Way it Should Start [BDSM, Threesome, Anal, Watersports]

You and I are sitting in the hotel bar, enjoying a cocktail. It isn’t a crowded night, but we aren’t the only ones in the bar either. You are dressed rather conservatively, but still sexy, and you are practically dripping in nervous energy, as is evident when you pick up your drink, and spill a bit on the bar top.

Suddenly, she enters the bar, walks straight up to me and kisses me. A deep kiss. You can see her tongue probing mine, and instantly you get a bit jealous. She pulls away from me, to look at you. Assessing you, so to speak, and says “She will do. What room are we in?”

I give her the room info and we pay for our drinks, leaving a generous tip for the somewhat dazed bartender. We head to the elevators, and she meets us there with her suitcase. While you are still holding my hand, she kisses me again, but this time, never taking her eyes off you. When you meet her stare, she breaks away, grabs the back of your hair and whispers into your ear “You are OUR plaything tonight. You will do whatever WE want, and you will fucking like it. You may be his slut, but tonight, you are mine too. Understand?” Read more »

My 1st [Group] & Same-Sex Experience

I’ve been on here for a few months, reading other’s stories. I figured it was time for me to share some of mine. I will start with what was my first sexual escaped that was worth noting. I was not a virgin when this happened, but none of my prior experience would be very interesting to anyone. This event occurred during my freshman year in college (early 1990s).

I was attending a small mid-western university and was a member of a fraternity. It was a small house and there were only 6 brothers that actually lived in the house with me. We had a large TV/party room in the basement. One afternoon, when I’m sure we all should have been in classes, 4 of us guys and 2 girls from the sorority house next door where sitting around watching TV. As it was the middle of the day, we quickly realized there was nothing worth watching on TV. One of the guys suggested a movie and put a tape in the VCR. Turns out it was a porn. It was better than the TV shows so we continued to watch it. About 10 minutes into watching the movie all the guys were getting pretty fidgety and the girls were amused by our unease. Amy, the older of the 2 girls and a very hot red-haired cheerleader, stated that we were all friends and suggested that we guys just pretend that they weren’t there and do what we would normally do. Well, the 4 of us guys had sat in that basement many times watching porn together, it always end up with us of jerking off and cumming all over the floor in front of the sofas. So after exchanging glances and silent agreement, we stripped and proceed to jack-off while watching the movie. Read more »

REPOST- NEW POST Office Politics/Blackmail – Chapter 17

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Chap.16 – [https://www.reddit.com/r/Erotica/comments/b9g6tf/repost_new_post_office_politicsblackmail_learning/](https://www.reddit.com/r/Erotica/comments/b9g6tf/repost_new_post_office_politicsblackmail_learning/)

NOTE: this is NEW & NOT A RE-POST —-YAY!!!!!!

Sherry had really been enjoying how she made this man feel. It gave her a sense of personal pride and acceptance to say that she was pleasing Him, even if it was thru something as simple as clothes. It caused her moan aloud when Jono said he wanted to fuck her. This thing in her butt though, was different. She could understand that each time she had allowed Jono to do what he wanted, she had benefitted. But this thing in her ass was different. It was uncomfortable to the point of mild pain, and she wanted it out.

Sherry had found as they ate that shifting around just made it even less comfortable. It was best to simply sit still, with even pressure on her thighs, which also meant even pressure on her anus. By so doing, she was able to keep at least a modicum of attention to the actual meeting. There was a reason for her to be there, beyond having this Man shove stuff in her, so she took notes, despite the distraction. Read more »