Tag: Anal

I fucked an old fling and her dirty talk was absolutely on fire [MF]

Sorry for the long delay between stories, but I hope this one is worth the wait. A couple weeks ago I had the chance to hook up again with an old fling who I have previously written about here: https://www.reddit.com/r/gonewildstories/comments/sbn2vp/hot_afternoon_fuck_and_intense_anal_orgasm_for/

It seems like a few things have changed in her life since I last saw her, but from the looks of it she’s doing great, and most importantly: the sex was just as wild and hot as last time.

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Back in New York City for the first time in quite a while, I shot my girl River a note asking if she’d like to hang out. Much to my delight she was free for the evening, and yes, she’d love to catch up over a drink. I waited to meet her outside my hotel after dinner and she arrived bundled up against the cold – hard to recognize – but her striking icy blue eyes were unmistakable peering out from under her knit toque and over the warm collar of her coat. Read more »

Goth Whore part 2, the calm before the storm(and by calm I mean she’s walked like a leash and deteriorated) [Exhibitionism] [Deterioration and playful misogyny] [Anal and fisting] [Excessive cum]

Violet thought a lot about what happened.. meeting this man named Teddy… who, despite having no real sexual experience, absolutely railed and got turned from a dom to a sub… how? It didn’t make too much to say that her turn was… fast… even she was confused by it

She was used to *milking* men, *milking* them of all their *worth*, before continuing to dominate the fuck outta em.. she gathered all the reasons why she submitted so quickly to teddy in her head, and came up with something..

*I think I submitted to this stud because… his dick was massive, his confidence was amazing, he was loving, while also being all she was into… a nerd, a sweet nerd, but also a total stud and buck!* She thought, now piecing together everything as it clicked in her head

She woke up with a groan, feeling her sore ass and weak legs.. he fucked her so hard, that a whore like her, would *struggle to walk*… wow.

“Well damn, you absolute buck~” She softly whispered, stroking the head currently buried in her giant jugs. She loved his adorableness… going from railing her to crying into her… Read more »

Samantha in Extra Trouble (My Sister-in-Laws: Part 5) [Group]

The sun was bright and the wind blowing in my window was warm. I had heavy music on the radio thumping loudly and the highway was mostly open as I cruised. And faintly, barely heard over the music, came moans from my back seat.

Samantha was back there. Gagged, blindfolded, naked, laying on her side with a pillow under her head, her wrists bound in front of her, her ankles bound, her nipples and clit clamped, and a vibrator going to town in her ass, every bump of the car jostling it. I had her buckled in securely. And thanks to the high truck and dark windows, no one had noticed at the gas station.

I checked on her a couple of times. 45 mins was a long drive.

When we arrived I pulled around back. Leaving Samantha buckled in, I climbed the steps and knocked on the door. Rebecca greeted me. She had a big smile and we shared a kiss that was deep and left us both aroused.

Then we went inside and sat down to chat.

“Did you get everything?” she asked me, looking mischievous. Read more »

[M]y [22] chance encounter with a beautiful, [F]it bombshell [32] in the complex by the beach!

Very true. Mentions of male bisexuality. *

I worked for quite some time in San Diego.

My good friend Louie and I would buy a bottle on the way home from work, rinse off, make a few drinks, and head out to the bars off Garnett or stay close to his apartment in Pacific Beach.

The apartment complex was one of many in the area. The residents mostly consisted of college students, while maintaining less amounts of military and other professionals. Everyone was generally pretty good looking, upbeat, and down to chat about whatever. How could you not be elated, living down the street from the Pacific?

There was always a bunch people in the complex pool area. Mostly college students lounging, drinking, and entertaining each other. We’d get drunk and take the opportunity to take our shirts off, hop in the pool, or slide into a convo in the spa.

One particular Friday night Louie, his gf Tay, and I set up a table to play beer pong in the living room. We took turns shooting one on one for a few rounds before we decided to switch up and head out. Besides the beer we were drinking from our game we’d been mixing Hennessy & Red Bull, one of our staples. We filled up our cups while laughing and joking towards the pool area. Read more »

26 [M4F] [Hardcore RP] You don’t have insurance and you can’t afford to pay for hitting my car. Pay me with your body.

**PLOT** : It’s a beautiful, sunny, warm summer day; you and your best friend just finished your last class before heading home for the summer break. The music is loud, the wind is in your hair, you’re singing along to your favorite Taylor Swift song without a car… **boom**
“What was that?! Oh shit I just rear ended this nice sports car. Fuck, my parents just gave me this car and I haven’t even started insurance on it, it’s not even supposed to be on the road!Fuck fuck fuck.”

You’re perfect day gets interrupted when you run into me ( *pun intended* )
I walk out obviously upset that you hit my brand new BMW M3 sports car, but oh well it’s nice out and there’s no need for anger; insurance will take care of it after all.

“What do you mean you don’t have insurance how can you…why are you…no no no you are paying for this one way or another”

You beg and plead, and beg and plead some more. “Please my parents will kill me!”
I notice you wearing nothing but tight Lululemon booty shorts, and bright blue workout bra and nothing else. *she looks like she’d be fun* “maybe we can work this out another way?…” Read more »

I (24F) let him (32M) fuck me in the ass on Sunday morning after church [MF]

So I tend bar and agreed to take this other girl’s shift on Friday. Now, I am terrible at bartending. Seriously. But I’m cute, have a nice rack and wear something to show it off, and that’s what really counts, right? So even when I mess up some drinks, the guys let it pass and tip me well. It’s a win-win.

I messed up this guy’s manhattan, which got us talking, and then we chatted as I worked for the next hour or two. Slow night, and he was tipping, plus nice looking and funny. Older than me (32) and seemed successful. (I didn’t see a ring either.) When he was taking off, he asked if he could have my number and I said sure.

He called the next day. Skipping to the good part: we wound up making out behind a tree in this park. It was incredibly hot. I was ready to drop to my knees and blow him right there, but he was late to something and had to go before I could offer. But I think he knew I was down. Read more »

Our first full swap as a couple [MF]

So this a part 2 to my last story, where me, my girlfriend and her two friends had a foursome and soft swapped. It was a new experience for all of them and we decided to meet up again and try full swapping, and this is that story.

So this happened 2 weeks ago now, on Saturday. We let my girlfriend’s friends, Keira and George, know that they could come over to mine anytime from 6 in the evening, I’d cook some food for us again and we could get down to business. They turned up at about 6.15. We ate, had a few drinks and talked about what we were going to do.

The last foursome we had, we all squeezed onto my double bed, which had just about enough room, but I thought this time I would create a space that gave everyone a bit more room. Me and Holly had set up my lounge with blankets and pillows, so the whole floor was like one huge bed. There was enough room for about 8 people, so there was more than enough for 4. Read more »

[F] 33. Fucking my husband’s amputee best friend [M] three times in a day and spending the day with him.

Read my first post for a better understanding. As always, my husband dropped me off to his friend’s place before heading to work in the morning. In there, this friend was in his bed and I kissed him first and then sat down next to him and talked as he played with my tits over my top. Then I got naked and that’s how I stay with him for the most part.

I climbed onto the bed, facing away, and started riding him. He spanked my ass the whole time as I rode him, and he came inside my pussy. Then I did the chores in the house, cooked lunch for both of us and post lunch we cuddled for a while and he was in the mood once again so I climbed onto him once again and rode him. This time I leaned over him and made out with him for the whole time. And he slapped my tits and pinched and pulled my nipples. Then I got off from him and went down on him and he came inside my mouth and I swallowed. Read more »

How I had anal sex for the first time. [F/M] [anal] [true story]

I’ve had fingers in my ass, I’ve worn a butt plug, I’ve enjoyed the rare occasion of an enthusiastic ass-eater, but I’ve never actually had anal sex in the penis-in-butthole sense.

Well. Until now.

I recently reconnected with someone I’ve previously been sexually acquainted with (it was a very brief time period a couple of years ago). Nowadays we are giving a friends-with-benefits style relationship a go together and so far it’s been extremely rewarding as far as both the friendship and the benefits.

Something you should know about my FWB is that he is a deep-in-the-booty ass man. A true connoisseur. He delights in all things derriere. He is a rear-end reveler. An asshole afficionado.

He wants those buns, hun.

He and I talked about this in text conversations a few times before we ever did anything. Why? Well, I wanted to know the details of what all he enjoyed doing with booties (almost everything) and how we could incorporate his love of butts into our time together. Because, honestly? I’ve never spent much time developing my enjoyment of butt stuff. It’s mostly been an off-chance side note in my sex life, not a main event. To be completely transparent, I was worried that I wasn’t going to deliver to his level of assjoyment (ass+enjoyment, obviously). Read more »

True Story: First Time Sex with a Trans-Woman [MT] [Str8] [Fdom] [anal] [oral]

I was just thinking back to 2018, my first time having sex with a gorgeous Filipina trans-woman. This was about 4 years ago, I was 27. We met on Tinder and went out for dinner before going back to her place to “watch a movie”. It wasn’t long before we had our clothes off and started heavy kissing, and my cock was getting so hard I just couldn’t wait to fuck her.

Before I had the chance though she pushed my head down, ass up and stuck her girlcock deep inside me. It was the first time that’d happened and I was blown away by the sensations. It didn’t hurt at all and it was so different than the usual cock-pleasure that I’m used to. She fucked me for a while before we both came and I was out of breathe in a state of ecstasy.

After 15 minutes of laying back and cuddling, I suggested we start a bath to get cleaned up. We turned the lights off, set some candles and turned on my favorite sexy album by Jhene Aiko. Read more »