Anal Archives — Page 529 of 957 — NSFW story

She cums so hard from anal [mf][anal][creampie]

Theres a woman I use to have sex with off and on for years and years. She would occasionally get kinky but rarely. It was always pretty straight forward and vanilla which isnt necessarily a bad thing bit once in a while she would indulge in other things. Anal was one she liked but would not do very often at all.

This particular day she was very worked up for some reason. She started texting me early in the morning how bad she wanted me. Sending me dirty pictures. And telling me I was in for a surprise if I came over to fuck her. Well after a full 10 hours of teasing I couldn’t say no Haha.

I got there and she was in a nightgown with no panties. I came up the stairs and grabbed her. I wasnt waiting any time. We kissed as I walked her in to the kitchen. My cock was already rock hard and she made sure it stayed that way. She pulled it out and kept stroking it, wiping my pre cum off with her thumb and smearing it down my shaft. She paused for a minute and said to keep my cock hard and ran down the hall. She came back with her vibrator. Read more »

Spicing Things Up [MF, anal]

“Olivia!” Olivia jerked her head up from her phone at the sound of her name and smiled at the sight of her friend Mia approaching her.

“Hey Mia!” she said, sliding her phone into her back pocket. The girls hugged.

“God, how long has it been?” Mia asked.

“Since before winter break, so at least two months,” Olivia said, opening the door of the restaurant.

The girls chatted while the hostess grabbed the menus and led them to a table. They talked about their winter break, catching up while they waited for the waitress to take their order.

Mia and Olivia had been best friends since they were roommates freshman year. They had both moved off campus sophomore year to different apartments, but they had stayed friends and made an effort to catch up every few weeks.

The waitress arrived to take their order, and they paused their conversation to order.

“God, I hate college guys,” Mia said after the waitress left.

“Preach,” Olivia said, raising her water glass for emphasis. Mia laughed, rolling her eyes.

“But seriously, you’ll never believe what Tom asked me the other day.” Read more »

My Vacation Fling with my “Stepmom”, part 4 [MF]

(Part one can be found here: https://www.reddit.com/r/gonewildstories/comments/hragsd/my_vacation_fling_with_my_stepmom_part_1_mf/ – link to the next part are at the bottom of each post)

When I woke up the next morning I distinctly remembering having a crisis about whether I had dreamed last night. I had dreamed about losing my virginity before. It wasn’t out of the question. But this time it felt too real. The stains on my dirty laundry from where Ana had wiped herself off was a reminder that last night had actually happened. I had lost my virginity. I had fucked Ana. I felt like a million bucks.

I didn’t know that last night would be nothing compared to the morning that followed: possibly the greatest couple of hours of my entire life.

Even though I had been up late, it was still pretty early when I got out of bed. Still in my pajamas I walked down the hall and out into the living room and kitchen. It was a disaster. Glasses everywhere. Chip bowls and beer bottles. It turns out that a teenage party and a middle management party both look the same the following morning. I thought about tidying up even though I knew Dad and Ana had a cleaner, even went to pick up a glass, but I noticed Ana in the kitchen. Read more »

The Day I Lost my Virginity [Str8] [mF]

Many years ago I spent most of my days talking to young ladies on MSN messenger. They were good times for a horny guy who would find any excuse to get himself off. I was very experimental and would have done whatever was asked of me. It was this period of my life I discovered anal play and how to give self facials, and if any cum happened to fall into my mouth then it has been said that it is rude to spit….

One slightly older lady (who i shall refer to as Sophie) actually wanted to meet me. This was both an exciting and terrifying prospect. Back then I was much thinner, but lankier and not a pretty sight to look at, but here was someone who was actually interested in going out for the day. The only problem was she lived in Weymouth and I lived in Poole. Read more »

Hello Darkness [MF | Mdom | FPOV] [OC]

Hello, darkness.

I feel a blind fold slip over my face before I’ve had a chance to open my eyes for the day. It’s like a switch flips in my brain when this happens. I turn from a respectable, sleepy woman into a wanting slut, ready to be used however he needs. I bite my lip and keep quiet. He’s in charge.

He must hear my breath quicken because when he takes my wrist into his hand to attach the restraint, he does so with a very tight grip. It’s at this point I realize my ankles have already been strapped down to the lower corners of the bed… that sneaky dom. My hand are swiftly fastened to the upper corners. I can’t help but test the straps and I pull gently against them. For now, there is no escape. I feel the corners of my mouth turn up slightly. It should be a good morning. Read more »

The Escort – Free Use Slut/Escort to my Friend’s Dad – Part 4 [FM]

Some basic housekeeping

1. Everything is consensual
2. No I wasn’t taken advantage of
3. I did everything of my own volition
4. I had a safe word so he knew to stop, which I did not use
5. There was no father daughter role play … ever …
6. No there are no pics … ever …
7. No I’m not looking for a SD
8. Currently 20

[Part 1](https://www.reddit.com/r/gonewildstories/comments/hmuicx/i_18f_agreed_to_be_a_free_use_slut_for_my_friends/), [Part 2](https://www.reddit.com/r/gonewildstories/comments/hnwd1a/i_18f_agreed_to_be_a_free_use_slut_for_my_friends/), [Part 3](https://www.reddit.com/r/gonewildstories/comments/hpnlrc/dinner_date_free_use_slutescort_to_my_friends_dad/)

*This is a continuation of the night in Part 3. Minor backstory I left out on purpose. The main reason for the date wasn’t dinner. Before our little arrangement started he had already booked an escort for an overnight – apparently you plan to meet these high end escorts weeks if not months in advance – and he wanted to have a threesome. He had cleared it with her and she was open to it. He showed me her website / twitter. Her face was blurred out but her body was amazing. She looked a bit like me body wise. I agreed. I was uncomfortable doing it at the condo so he hosted us at his condo.* Read more »

MOM AND HER BIKINI

[** CLICK FOR REAL INCEST VIDEOS !! **](http://realincestvids.com)

Ironically, I was studying for my orals when Mom came in from shopping and flapped the little scraps of fabric in my face. “What do you think?” she crowed. “Isn’t it just perfect?”

“What the heck is it?” I asked. All I could see was a couple of thin bands of yellow fabric on a plastic hanger.

“It’s my new swimsuit, hon.” She sat down at the kitchen table and looked at me cheerfully. She was in a much better mood than I’d seen in years…ever since Dad died five years ago, in fact. That was good to see.

I looked at the little scraps of thin cotton again. “That’s a swimsuit? I think they forgot a few pieces.”

She stuck her tongue out at me. “It’s a bikini, silly.”

I leaned back and looked at her. “A bikini.” Look, my Mom is a well-preserved 45 and all, but she doesn’t really have the body for a bikini. And from what I could see, she’d bought one meant for a toddler anyway. “And what about your one-piece? It’s nice.” Read more »

Shame On Me [FF, Fdom, Humil, Inc] (Part 2 of 2)

—-

I awoke next morning with an odd thought…I never looked in on Sarah before going to bed. I always looked in on her, and it bothered me that I could be so thoughtless.

I immediately went to her room…her bed had not been slept in. Downstairs a note, she was good at leaving them.

>Mother where are you? You didn’t come home from work. Heather phoned and ask me to come over and stay the night…that’s where I’m at. Why didn’t you call? – Love, Sarah

Jesus, I didn’t even call. I totally forgot. And the groceries, I had left them in the car. Ice Cream, milk, all melted and spoiled.

I made myself a cup of coffee, downed two aspirin…finally allowing my previous night of lust, and its possible consequences, to play thru my mind.

As hard as I had fought my new found sexual cravings I feared I was losing the battle. But teachers and students at my daughter’s school fraternizing…having abnormal sex…I couldn’t afford to be a part of that. But I was a part of it! Somehow I knew, in my weakest moment, I would succumb, no matter how shameful and depraved it might be. Read more »

Shame On Me [FF, Fdom, Humil, Inc] (Part 1 of 2)

—-

“Jack, where are we going?” I asked. “You said if I went to the movies with you tonight you would bring me straight home. This isn’t the way home.”

“This will just take a few minutes,” Jack laughed. “You’ll love this. I haven’t visited this place in years.”

“Jack, I have to work tomorrow. Unlike you, I work for a living.”

“Hey, don’t get personal bitch. I work. When I have a job I work. Anyway, we’re here.”

The car turned up a winding dirt lane ending in a wide opening overlooking the city. Four or five cars occupied the self made parking area.

“Jack, this is a make out spot for teenagers. Why the hell would you want to come here? Let’s go…I have to get home.”

Jack found a space and turned off the motor.

“Put out or get out baby,” he smirked.

“Wow, real juvenile Jack. Put our or get out? Real funny. Now take me home.”

“I’m serious Kelly. We’ve been going out for a month and you’ve put off every advance I’ve made. I’m getting a blow job tonight or you can walk out of here. I don’t give a damn. One or the other. What’s it going to be?” Read more »