Tag: Anal

One night stand [mf]

I (m32) was on a work trip in America and one night I was eating at a restaurant alone. A group came in, also on a work trip but they all knew each other. After a while I started talking to the group and started talking with the sweetest looking girl. We shared a drink, I told her she looked pretty, and I slid my hand on her leg. All the while her workmate was looking at me with a lot of jealousy.

I knew there was attraction and I found out she was recently divorced. I was in a bad relationship at the time and told her. We kept flirting and she told me she’d once gone to a strip club. Up until this point it had all been very polite, but I felt the chemistry and told her she was to leave her friends and come to a strip club with me. She immediately agreed and booked us a cab. She said bye to her workmates and I walked out with her. When we were arrived at the strip club I said she needed to show me her boobs first (we’d known each other for 2 hours) and we got told off by the staff who said we weren’t allowed to do that. We got lap dances together while they fondled each other (I wasn’t allowed to join in) and a few more drinks. I told her we were going back to mine, and she booked a cab and we left. This time in the cab I put my hand between her legs, she was soaking and I presume the driver could smell her. Read more »

The Interrogation

When Jim came home from work, there was a note addressed to him on the counter next to three shots filled in salt rimmed shot glasses, three pieces of a sliced lime and a deck of playing cards. Jim was intrigued. He opened up the note and read the following:

“Dear Jim,
Tonight we are going to play a game. I’m in charge! Start by drinking these shots of tequila. Trust me you will need it. Then open the deck and pick a card. Memorize it and put it back in the deck.

When you have followed these instructions, meet me downstairs in the “playroom”. Here is the game…

I am the interrogator and you have information that I need. I have full clearance to do WHATEVER is necessary to get the information. I will torture you if needed to get what I want. Hold out as long as you can, but you will tell me which card you picked.

See you downstairs. Tonight we see how much you can take!

Zoe Read more »

You can stay over but we are not having sex [fm]

It was a hot sticky summer day during my mid-twenties. I was sitting by the river running through a Mid-western city, enjoying blazing a joint while waiting for a tinder date.

Alex was a 25-year-old server. From her photos she was a petite brunette with perky b-cup breasts. She was rocking a fairly standard mid-2010’s hipster look with glassed, plaid shirts, and high-waisted jeans. Based off our initial conversations she seemed into design and fashion.

I am your typical dirt-bag climber. Slim body type without huge muscles but well defined shoulders, back muscles, and core. I have a solid v abdominal line. Messy dark hair and bright blue eyes. So of course I was smoking pot and screwing around on a long-board while waiting for our date.

We meet at a German style pub with big pints, pretzels, and wurst. She has a sardonic personality, the kind where she is a bit above the mundane of everyday life. I also learn she is indeed very into design, hates her job, and is moving away in a few weeks. Bingo! I key on the potential for a fun mid-summer fling with a defined end date. Read more »

[M/s] [Anal] [Fiction] Assfucked By My Heartbroken Son – Rose Bud

Julie wiped sweat off her forehead as she tidied up Jamie’s apartment. It astonished her how the usually gentle and cheerful Jamie could live in a pigsty. The apartment was strewn with litter. Trays of half eaten microwave meals lay stacked in the kitchen sink, cans of unfinished beer crowded the living room.

She reminded her husband in the car that Jamie wasn’t himself. Since his girlfriend broke up with him, it was as if he sank into a pit of despair. Jamie was their son.

They knocked on the front door and were greeted by a husk of his former self. Jamie was beyond unkempt. He had weeks old stubble and a foul odour clung to him like a wraith. It was obvious from his gaunt, pallid complexion was the result of being seriously deficient in Vitamin D. Julie looked past him and noticed the curtains were drawn, permanently, she figured.

“Go clean yourself up,” Adam said, his tone an order.

Jamie didn’t resist, he was probably at such a low point, that he wasn’t going to fight anything. Read more »

[M/s] [Anal] [Fiction] Assfucked By My Heartbroken Son – Rose Bud

Julie wiped sweat off her forehead as she tidied up Jamie’s apartment. It astonished her how the usually gentle and cheerful Jamie could live in a pigsty. The apartment was strewn with litter. Trays of half eaten microwave meals lay stacked in the kitchen sink, cans of unfinished beer crowded the living room.

She reminded her husband in the car that Jamie wasn’t himself. Since his girlfriend broke up with him, it was as if he sank into a pit of despair. Jamie was their son.

They knocked on the front door and were greeted by a husk of his former self. Jamie was beyond unkempt. He had weeks old stubble and a foul odour clung to him like a wraith. It was obvious from his gaunt, pallid complexion was the result of being seriously deficient in Vitamin D. Julie looked past him and noticed the curtains were drawn, permanently, she figured.

“Go clean yourself up,” Adam said, his tone an order.

Jamie didn’t resist, he was probably at such a low point, that he wasn’t going to fight anything. Read more »

My best friends sister

I was spending the night at my best friend Erik’s house. It was your average sleepover we were just gonna sit in the basement eat food and play xbox until my dad picked me up in the morning. It was a normal night we sat on the couch playing video games when Erik’s sister Vannesa sat down on the couch next to us with her cat fluffy in her hands, she sat and just watched the tv every now and then interacting with fluffy or commenting on the game we were playing. At about 9:30 she walked up stairs saying goodnight I figured that would be the last time I would talk to her. At about midnight Erik layed down and fell asleep and at 1:30 I got up and used the bathroom. When I was washing my hands I heard someone walk downstairs, creeped out. I quickly dried my hands, turned the bathroom light off and slowly opened the door. I saw Vannesa sitting on the couch looking at her phone, confused. I softly asked her what she was doing, she looked over and stood up. As she stood up I realised that she was wearing underwear and a t-shirt. I was so shocked that I didn’t even realise that she walked over to me, and before I knew it she whispered in my ear “I want you”. Then she turned around and pressed her ass against my cock. I was embarrassed because when I’m soft my dick much smaller than when it’s hard. As she was rubbing against me I reached down and started rubbing her crotch area with my right hand while my left hand massaged her shoulder and I slowly kissed her neck. Once I got hard my knees started to wobble from the pleasure, she turned around kissed me then guided me upstairs and laid me down on her bed, she pulled down my pants and wrapped her lips around my cock slowly going up and down occasionally stopping to massage the tip of my penis with her tongue after 2 minutes of it i pulled her panties down and she turned around so we could do 69. Eventually we decided to have intercourse she reached over to her bedside drawer and pulled out a condom and wrapped it around my dick, then she sat in my lap and I slipped it in her pussy as her vagina wrapped around my dick she leaned down and we started to make out. We did doggystyle and missionary but finally during reverse cowgirl I came. I threw out the condom and went to put my clothes back when she invited me to sit down next to her. I laid there for 15 minutes recharging when I told I was ready again she asked me if I wanted to do anal, she laid down on her back and spread her legs as I began thrusting my hips I decided to start rubbing her clit and then eventually fingering her she covered her mouth with both her hands. She came on my hands then 5 minutes later I came again. After that she kissed me goodnight. I put my clothes back on and crept downstairs, turned the xbox and tv off and laid down on the couch. The next morning she stared at me with this devilish smirk and when I was leaving she kissed me when no one was looking. This memory was burned in my mind for so long and to this very day this is the best sexual experience I’ve ever had.

Published
Categorized as Erotica Tagged

[MF] The Saga of Sally – My Little Witch (and Goodbyes)

(Welcome to the Saga of Sally! This is the story of my relationship with a girl called Sally. This is **Part 7**. I recommend you start from the [start](https://old.reddit.com/r/gonewildstories/comments/hsqikr/mf_the_saga_of_sally_cumstained_jeans/) – each piece will link you to next part at the end. However if you don’t want to start from part 1 (you’re missing out!) this should make sense to a new reader.

A brief reminder what Sally looks like (there’s a reference photo in the first part): she’s a pocket rocket, thick, redhead tomboyish girl, with an hourglass figure and the thickest ass this side of the Equator according to the Guinness Book of Records inside my head.) Read more »

Best [F]riend lets me fuck her on the [M]y wedding day [Best Friend] [Cheating]

I’ve received a lot of DMs asking for more stories with me and best friend so I thought the next logical step was for me to write about the time we finally got to have sex. Hope you enjoy it as much as the last one!

After the night described in my last story, mine and Emily’s friendship changed. We were still inseperable and best friends, but also sexted a lot and we found as many excuses to be naked in front of each other as possible. We decided to set some ground rules mainly so that we didn’t ruin our friendship. We loved the sexual chemistry we had, but we both knew that we didn’t have a romantic future together. We also understood that our friendship was one of the best things to ever happen to the both of us and we didn’t want anything to even risk getting in the way of that.

The ground rules were pretty simple. No sex ever, kissing was allowed but only a peck on the lips. If we got really worked up and we were sharing a room we could masturbate together but we could only watch eachother with no touching (the previous story was a one off). Read more »

How I, a straight guy, learned to enjoy fucking a slutty little twink whenever I was horny [MM]

I’m a 31 year old single guy and would call myself “straight.” I’ve never been particularly attracted to men and have no desire to ever date one. That said, like a lot of guys, when I get horny, my window of “acceptable options” starts to shift. And that now includes a now-20-year-old college student twink in the apartment next door.

I live in this apartment complex where about half the population are college students. (Not ideal, but it’s very cheap and I spend most of my time on a plane for my job.) Last fall, there was a “welcome BBQ” sort of event down at the pool. Everyone’s in their bathing suits and I’m chatting up this very cute brunette chick in a bikini. Her gay friend Bobby is with her – he’s sort of the flamboyant and dramatic type. To make a long story short, her towel goes missing and I offer her one of mine up at the apartment. (Sort of had ulterior motives there, obviously, but didn’t really expect anything to come of it.) They both come upstairs with me to my place. At the last minute, her friend calls her phone and she apologizes and goes back downstairs to the party. Read more »