First Time Pegging [FM]

So me and my GF recently moved countries and as such had to put our toys into storage.

We’ve been settled in and had some spare cash so it was time to buy back some of our gear… We ordered a pretty basic assorted kit (rope, nipple clamps, hog tie, blindfold, gag etc) some restraint belts, a set of metal plugs (with pink gem’s on the base) and something we’ve never tried before….. A strapless strap-on. We’ve done some anal play before but she wanted to try pegging, she decided she wanted a strapless one because it’s unfair if she doesn’t get some pleasure too!

THE MOST BORING GIRL IN THE WORLD [Mf] [face fuck] [mast] [squirt] [anal]

I met Sasha on Tinder. I could tell right away that she was boring, which was interesting, given the fact that she was absolutely gorgeous. She seemed to have no personality. Her bio was brief and included a list of likes and dislikes. She was your standard white girl, in terms of interests: sushi, hiking, dogs. Dislikes were mirror selfies, gun selfies, and cats.

I swiped right and much to my surprise, we were a match. I tend to know my market. Heavier women who are a little less attractive at first glance, but you look at them and after a moment or two, you go, “Yeah, she’s cute, I guess.” I’m a nice looking average guy—no one is going to stop twice to check me out. But the heavier set women who are “cute, I guess,” love me. So … it’s very rare that I match with a 10/10 knockout. And when I do, I can’t help but get a little suspicious. Are they a bot? Are they fishing for Instagram followers?

[MF][LONG] The best build up I’ve ever experienced..

This morning I was scrolling through Instagram and I saw that an old co-worker of mine just got engaged. From one second to the next I felt this rush of emotions. Excited, jealous, frustrated, and finally relieved.  This story was years in the making and I’ve been holding off on it for a while but I guess today would be appropriate to finally close this chapter.

I use to have this co worker named Michelle.

We met when we were training for a customer service position around 2 years ago. A group of about 15 people started on the same day, Michelle and myself were included in this group.  On our first day, they put all 15 of us in a conference room to introduce us to the supervisors, leads , and executives that we were going to be working with.

Things never change

Well i went to visit some family at California
Once i got there i went off to see my old fuck buddies
1: my neighbor still lives with her parents so i went to visit when her parents were gone
Fucked her doggystyle in her driveway
But since shes a screamer i gagged her with a ball strap (good thing i brought it with me) and while it was happening her boyfriend texts her while anal doggystyle so i replied and said “im in the restroom pooping” lol yup shes taking it up there lol
2: old chick from high school
I texted her to come by but she couldn’t since she was babysitting so i decided to go to her
She was babysitting her little brother and hes two friends for a sleepover but im pretty sure they saw me pounding her against the wall
Cause the pounding sure wasn’t quiet lol
…..good vacation
I needed

[F]irst Anal

So this happened maybe a month or two ago. I went to a “friends” house. I regulary have sex with this friend. But today I was on my period so it wasnt happening. I’ve always wanted to do anal, I’ve done it on myself before but not with another person so that was nerve racking for me. We’ve technically tried before, but it hurt and I pussied out. that was a year ago. So we decided we were just gonna chill because I’m not into period sex. As we were laying down, he was spooning me (ass to dick) and he started getting very hard. I think you can see where this is going…

[MF] Hooking up with my friend’s old roommate

Hi all, long time lurker and thought I should finally contribute. I tend to enjoy the more casual stories around here (ONS, etc) so this kind of fits into that group.

This happened a couple of years ago. I was in my early 30’s and had moved across the country a few years earlier but friends and family were still on the west coast so I would visit frequently. On one of those visits I stayed with my good friend Alex. Alex lived in a 2 bedroom apartment with a rando he had found on Craigslist named Molly. Molly was very cute – 5’5”, long blonde hair, fair complexion and fit, with very large tits that she did a good job of hiding.

Selfish Friday got a little wild! Her first DVP. [MF]

It was Friday night. Usually, me and my girl have selfish Friday. An evening, after the stresses of the week, where we do whatever we like. I usually play video games. My girl usually watches tv programmes I’m not in to. Well this week. She went out for a few drinks with friends.
I relaxed at home, playing video games, smoking joints and keeping my self horny by searching Reddit and watching porn.
I head up to bed around midnight. Knowing my girl can’t be much longer now. I was gagging to feel the warmth of her pussy around my cock. Is around 12.30 when I hear the door shut and get locked. Now I’m waiting in bed for my girl to come up and tell me about her evening.
It turns out, she came home as a couple of guys were hitting on her. We’ve been together a long long time, and I know when people hit on her. She turns a little wild for me. She denies it. But she loves the attention. We are chatting in bed and she leans in to plant a kiss. Our tongues wrestled in our mouths, hands going all over each other’s bodies. My girl stands up and to remove her clothes. I admire her gorgeous figure as she straddles me. I can feel her warmth as places her kitty straight on top of my hard cock. She’s giving me the eyes as she grinds back and forward teasing me.
I can’t take anymore, I reach between her legs and slip myself in her soaking twat. We moan loudly together. That’s a good sign, I thought to myself as she starts to ride me hard. A short while later she gets off and bends over, right on the edge of the bed, like she always does for me.
“Go grab some toys, please babe. Grab the vibe and the plug for now.”
“For now?” My mind ponders.
I grip her hips as she put the vibe on her clit. I ease my way in, for dramatic effect, and push balls deep. She wastes no time in twerking on my cock. I grab the butt plug and put it in my mouth to lube it up. I pull my cock out and get to me knees and I flick my tongue over her arsehole. She moans louder than she as all night, so I part her bum cheeks a little more and start to eat her arse.
My girl is moaning and twerking, forcing my tongue deeper inside her starfish. I take my tongue away and push in the butt plug. I grip her hips once more and start to pump her hard. She grips the sheets, her head is being thrown all over as she moans and gasps in pleasure. (Whenever we do light anal play, she creams and cums like crazy) she came so hard at point, she pushes the plug out. So I go back to the toy drawer and pull out a sticky dildo. It’s similar in length to me, about 7”, and a little bit fatter than I am. That slides In her sopping cunt easily as I go back to eating her arse, lubing her up for my cock.
I softly push my meat inside her arse and again enter balls deep and hold position. She loves this part. The stretching of her arse, the adjustment. She slowly grinds against me, then I feel her get comfortable so I start to slowly push in and out. Just how she likes. She’s not down for hard anal fucking, she likes the feeling of it being stretched slightly and how it tightens up the inside of her twat. I can feel she’s reached max pleasure from anal, so I pull out and present myself to her cunt along side the sticky dildo.
“Go for it”
The words I’d been longing to hear. I’d lined up this situation so many times, and got denied. But not tonight. It took some working, finding the angle, the dildo has a small suction cup on it, so that had to be rearranged. Then I slide in. Wow. My body sort of trembled as my girls kitty adjusted. She softly screamed and pulled the sheets from under the mattress. My girl then thrust back. Not soft like I’d anticipated. She came back on to me hard. I felt her cunt flood. I grabbed her hips and began smashing her hard. I got the hint. She wanted this. My pelvis slapped into her arse, the noises filled our bedroom as we fucked harder than we had for a while. I was in heaven. I’m not sure how much pleasure she got, but her test flooded every time I bottomed out. She squirmed and shook. Her gasps for air were matched with moans of pleasure when breathing out. We fucked what felt like forever, probably more like 1 minute in this position until she started to buck on my cock, screams escaped her lips as we came hard together. I pulled out and dropped into their bed next to her. She collapsed forwards. Looking me in the eye. Still cumming hard. She dropped the vibe to the bed, so I pulled the dildo out of her cunt.

[MF] Bondage, spanking, choking and using Mr. Scarecrow on a woman that loves to be called slut and can cum over and over and over again

This story has a bit of a build-up to it. If you’d like to skip forward to the sex, hit CTRL-F and search for BUSINESS TIME.

Technically, this is a SoCalr4r success, even though things didn’t go as planned.

I was looking for someone to play with me and my good friend, Mr. Scarecrow – a nasty piece of wood, chain links, a dog collar and some wrist straps. When Mr. Scarecrow is strapped to you, you have only one choice: Keep your arms straight out and let me do whatever I want to you.

I was very clear in what I wanted from a play partner, and I was very honest about who I am (but not self-deprecating).

And then I got this one response from a redditor we’ll call Miss Kay. It really stood out, with the subject line, “Any chance you’re in LA longer?”

*Hi! I saw your post and it turns out I’ve read some of your stories before in the past. I’m definitely really interested, but am out of town right now unfortunately.*

[M]y attempt at a per[f]ect week: Day 3.

Part 2:https://www.reddit.com/r/gonewildstories/comments/c3ftn1/my_attempt_at_a_perfect_week_part_2

Oh man Courtney…

So Tueaday rolls around and I am feeling pretty good. So far 2 for 2! Anyway, work comes and goes and Courtney and I arent talking a whole lot, which is fine cause she was never one to say a lot. I did confirm with her that she is still down for the night.

Now her and i had 100% discussed that we just wanted to have sex, no other reason to meet, so both knew what we wanted.

I go to pick her up after work and she is just as cute as in her pictures. She is about 5’4, light brown hair down to her shoulders, very cute face, and a tight body. Small tits, small ass, but cute all around.

It was about 10 at night when I go pick her up, and she asked if I could park around the corner because she didn’t want her roommate to see. I said sure, no problem. She greets me and gets in, and we are off to my place, which is about 3 blocks away.

Morning [Anal]. [mf] [dd/lg] [third person]

He watched her for a few minutes, tracing her lines with his eyes. She rarely laid on her stomach and he couldn’t look away from her skin, illuminated by the little beams of light that managed to break through the curtains. The blanket that had covered her last night was haphazardly laying across her back. Her lower body was exposed, her bare ass begging to be touched.

“Good morning, sweet girl,” he said softly.

She rolled over toward him and stretched, groaning as her muscles relaxed.

“Good morning, daddy.”

He leaned forward and kissed her forehead. She closed her eyes, hoping to slip back into the dream she was having.

“It’s time to get up, baby,” he said firmly.

She considered rolling back over and ignoring him but she opened her eyes. He was staring at her intently, his blue eyes devouring her.

“But I’m so sleepy,” she pouted.

“You can go back to sleep when I’m done with you.”

As he spoke, her muscles tensed and she could feel her heat between her legs. Suddenly, she was awake and ready for him.