Anal Archives — Page 513 of 957 — NSFW story

[MF] The Neighbor’s Curiosity (long)

This is my first post to /r/gonewildstories

It’s probably a 3/10 on the erotic scale but it’s 100% true and it’s something I’ve always wanted to document. Only the name has changed to protect the innocent.

I hope you enjoy reading it as much as I enjoyed reliving it.

I have a handful of other incidents/encounters from my younger days I hope to write up soon.

TL;DR >! I had a lesbian friend/neighbor who became very interested in my cock and used to enjoy giving me handjobs for fun.!<

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**I. Background**

It was the mid 90s. I was fresh off of finishing my bachelor’s degree and working an entry level tech job at a small publishing company. I had a cramped apartment (my first time living alone) in small, aging building. I was a single guy in the city with a job and pretty happy about it.

My neighbor across the hall was Kate. I knew Kate in college although not particularly well. We were in the same dorm for a year and had a couple classes together classes together over the years. When I moved into the building, she had already been there for a year and it was a happy coincidence for both of us to have a neighbor who was a friendly face. Read more »

Summer Curiosity [MF][Stranger Sex][Anal][Multiple Orgasms][Slut][Teasing][Public Masturbation][Creampie][Narration][Internal Thoughts][Orgasm Detail]

My first attempt at Erotica. This story in told from the eyes of Katie, a southern girl living on her own in a sparsly populated parish in Louisiana. When a mysterious man is seen moving into the gas station next to her apartment, things get interesting and intense. What’s a girl supposed to do when she can’t get her mind off something she’s seen in the heat of the summer?

[Issue 1 – The Morning](https://pastebin.com/DPwJmwAT)

Let me know if you’d like more stories in this style and to see what comes next for Katie, our southern skank.

The Hall of Mirrors (Blowjob Carnival) (Part 5) [MF]

(If you’re familiar with my story intros, skip to the ———–). This story has two parts. I recommend you read until the ********* then come back later for the second part below for a different perspective on the same story.

Warning: super long.

[Last time](https://www.reddit.com/r/gonewildstories/comments/i6f8po/ring_toss_the_blowjob_carnival_part_4_mf/), I (20, M) introduced you, dear reader, to Mary (18, F), my girlfriend who threw me a Carnival-themed party and surreptitiously turned it into an extended birthday present of creative blowjobs. Each carnival table activity had its own card. Hidden inside was a sexy message with a tease about the kind of oral pleasure I’d be in for. First, she gave me a Retro Candy blowjob and indulged in an explosion of Pop Rocks and cum at the same time. She then gave me a luxurious blowjob with temperature play which finished with me watching her sip my cum from a cup of hot tea. That was followed by a bubblicious blowjob in the pool with a rough ending and a BDSM session that was my first venture into anal play and finished with me shaking the last of my cum off into her mouth. That left us with 6 to go: Read more »

Erotica for My Mistress Part 3

As I crawled to Mistress’s bedroom, plug inserted, and pink panties around my ankles, I couldn’t help but be overwhelmed with excitement and nervousness for what awaited me on the other side of her door. As soon as I approached the door, Miss opened it. “Come in slut.” she commanded. I obeyed and continued my crawl into her bedroom. As I peaked up, I could see that she had put on a strap-on with a moderately sized, bright pink dildo. My cock strained in the little pink chastity cage. “A little excited, are we?” she asked. “Yes Miss, I am excited for you to train my ass for your pleasure.” I responded. “Good boy, that is just what I wanted to hear.” She motioned me up on to her bed. There she had me get on all fours as she secured my ankles and wrists to the bed. “Now you can’t fight it even if you want to.” she stated. “Thank you Miss” I responded. She moved in front of my face, her dildo inches from my face. “Don’t worry slut we will make sure to get that boy pussy of yours nice and wet, but first I want you to suck on my cock for me, and thank me for allowing you the privilege of sucking on my beautiful girl cock.” “Yes Miss, thank you for allowing me to suck your beautiful girl cock.” I managed to get the words out just before the silicone cock was forced into my mouth. “Thats a good slut, you’re a pro at this, I bet you cant wait for me to fuck my boy pussy.” She exclaimed. I could see how aroused Miss was, her gorgeous pussy, dripping from beneath the strap on harness. “Alright, time to fuck that boy pussy.” She grabbed a bottle of lube, and proceeded to finger the lube into my hole, already stretched from wearing the plug. “My you are a good slut.” she stated. “How about a little treat for my slut? I will unlock you, and allow you to cum, if you can from anal. But I am going to gag you with my soaked panties from this morning and I expect some good moaning out of you while I fuck this ass of mine. Deal?” “Yes Miss. Thank you Miss.” I exclaimed. When she unlocked the cage from around my cock, I could feel my cock spring out. Then I began to feel the tip of her dildo, as she pushed her girl cock further and further into me. I let out my first feminine moan. Miss laughed. “What a good little whore for me you are!” She began to fuck me harder and harder. I continued to moan like the bitch in heat that I was. Bouncing on my Mistress’s large pink cock. It felt so good, I continued to moan. And then I reached the point of no return. I had the biggest, most powerful, and girly orgasm of my life. And let out the deepest, sluttiest moan that I could. Miss couldn’t help but giggle as I rode her dick to a girly orgasm. “Thank you Miss, that was amazing” I gasped out through the soaked panties still in my mouth. “Good boy, you did great.” she said as she began to put my chastity cage back on. “I’ll be back in a few to move onto the next round. Now we will see if you can be a really good slut for me and cum with your cage on.” She kissed my little butt and stepped out of the room, leaving me to sit there on all fours to wait and see what she had in store for me next. I was giddy with anticipation.

Blowjob Contest, The Bull [m] gets cucked, winners take all

My wife and I had only had sex with each other until a few months ago when a get together with our friends Bob and Jill got out of control. My wife discovered what sex is like with a man who has a huge cock and she couldn’t get enough of Bob. We were both excited to be getting together with Bob and Jill and expected a crazy night.

After a few drinks, Jill suggested we play some games with the winner of the game getting to dominate and call all the shots for the rest of the night. Bob was reluctant to play and seemed to have no interest in losing. After talking about playing pool or cards for control, Bob suggested a blowjob contest. We all agreed. Jill and Tina would give Bob and I head. They would change partners every two minutes. The girl who could make one of us cum would share control with the guy who could last. Bob was confident he could outlast and I suspected he was right. I also expected it would be Jill that would make me lose my wad, so I was content that my wife and I would be Bob and Jill’s toys for the night, but I was still going to enjoy the game. Read more »

Two [F] horny Women, One Huge [M] Dick and a jar of Nutella: A Love Story.

I figured I wouldn’t be having another in-person hookup for awhile after the last one, a DP vagina event that was amazing. So back to Zoom edging and the Fleshlight while still in stay-at-home statusing. On Sunday morning I got a call from my favorite FWB (she likes huge cocks anywhere, anyway, anytime, any position). She wants to come over for some good old-fashioned fucking, and is bringing her sister. I knew her sister was living with her since her sister got divorced, and we talked a bit and she pointed out that both sis and her are fine, no symptoms, and actually have been in the house over 2 weeks with no contact. Sounded safe, come on over.

I get dressed in a blue Adidas performance T and a medium grey Champion cotton gym shorts. I am somewhat aroused in anticipation and my swollen member is down my right leg and pushing against the fabric, so the dick-print is blatantly obvious. Read more »

Con[f]ession – uncontrollably horny?

Although I’ve always had a fairly healthy sexual appetite, after several years of marriage, our sex live has gotten… predictable. Even anal is par for the course now. My husband takes meds that decrease his libido so we don’t have sex nearly as often as I need it.

All that being said, lately I’ve been so horny that I’m resorting to masturbating 3 or 4 times a day- unusual even for me. It’s like I’ve got the libido of an insatiable teenager but in a petite curvy 30 something body.

Besides my new best friend the detachable shower head (which feels a lot like a talented tongue), I’ve been fantasizing about literally everyone I see or talk to. Because of the pandemic, I haven’t had any truly meaningful eye fucks or flirty encounters in person but I’m on the phone a lot for work, and I find myself looking up random men that I talk to and suddenly I’m fingering myself at my fucking desk hoping no one will come in. Read more »

First time Anal [MM]

I was finishing work early on a night shift 3AM and during my shift, I was really Horny unfortunately the GF was asleep as usual while I’m working Nightshift. Anyways during the shift, I went looking for local hookups in the area (I work about an hour away from home) and the only people online were guys.

Couple messages later I had arranged to meet up with a guy after work just for a Blowjob and nothing much else as it was my first time with another guy.

So it gets to 3 and I head off to pick this guy up and I park up in an empty car park on the industrial estate. It’s night time and early morning so no one is about.

I park up and before I could turn the engine off this guy has his dick out. It’s about 7.5 inches and thick. I couldn’t help myself and went straight down on him. Sucking and slurping while cupping his balls. He’s moaning pretty hard at this point and my jaw starts to ache so I come up to catch a breath. Read more »

I [TF] had a socially distant threesome with my ex [M] and his fwb [NB] in a graveyard.

*Disclaimer: I am trans. Kind of tired of reading the same vitriol over and over, so if you wanna hate on me at least be creative.*

Pics on my profile if you want to see what I look like.

Gabe and I dated in the summer of 2019. It started during a warm, streetlight night up at my mom’s house on the hill outside of town. We sat in the middle of the street, only moving to get out of the way when the occasional car drove by. It was on this night that I told him I had had a crush on him through high school, before I was even out. He seemed a little surprised but wasn’t put off at all. We just kept talking and reminisced until he left.

The next night he came over and we drank beer with another friend. She ended up leaving, and with us being tipsy we ended up making out. We decided to stop, and meet up again when we were both sober to see if we really wanted to hook up. The next night I sucked him off on my couch, and it was clear we both wanted it. We eventually started dating, hooked up throughout the summer, culminating in him taking my anal virginity, and then broke up at the end. I was moving away and didn’t want to do long distance. Read more »