Tag: Anal

[FMF] Sex Coach Sits in on my First Anal Session

I know a few people requested it so I’ll give a description of everyone in the stories!

Michelle is 5’4”, with longer dirty blonde hair, blue eyes, some freckles, on the curvy side, 34D tits, nice ass, and a shaved pussy.

My bf is 6’1”, curly brown hair, green eyes, tan, lean athletic build, and a 7 inch cock.

I’m 5’5”, longer brown hair, brown eyes, tan, more petite side, super perky 34C tits, a round ass (probably my best feature), and a shaved pussy.

So my boyfriend always had an obsession with my asshole. He would always ask me if he could eat my ass and I just never really wanted it so I would decline. He would fairly frequently talk about anal but I just really wasn’t feeling it. One day we were in my basement fucking and while I was in doggy he kept asking me if he could slip a finger in my ass. Eventually I succumbed and out of sheer curiosity, agreed. Read more »

Jane [FM] [ANAL]

Jane was a horny woman. She had been since she first noticed the nice feelings when she rubbed her privates against her pillow at a young age. Since that night, she had sought after that sensation with a passion. She fucked her first boyfriend at fifteen, loving every inch of his throbbing cock filling her up and satisfying her like nothing else. She tried anal when she was eighteen and was hooked instantly. The orgasms she experienced when simultaneously probing her tight asshole with a hairbrush and pounding her pussy with her dildo were cosmic. Since that day (she had cum seven times in an hour), she had sought something more.

Jane had had a long string of lovers, each more exciting than the last. There was Peter, who was mild mannered, but hung like a horse (gods, that had felt good sinking into her asshole). Then there was Justin, who took every opportunity he could to eat Jane’s pussy and ass like a five-course meal. Then there had been Thomas, who dominated her life in every way for six months when she was twenty-two. She had been forced to walk around the house naked, ready to be used at his desire. She enjoyed the sex, as she often did, but after a while found the submission to be tiresome, so she broke it off. After him had been Ben, who liked nothing more than to fuck her in the most daring and public places. He was a bartender by trade and had fucked her behind the bar in his pub not once, not twice, but eight times. It had been exhilarating, but there was still something she was searching for. Read more »

The Camgirl Part XX: Lesser of Two Evils [Fsolo] [mast] [anal plug] [implied MF]

**XX: Blake**

Blake sank to the floor, heart racing as she closed the door behind her. She grunted when the floor reminded her how tender her ass cheeks were.

Her pussy was on fire, her head clouded, and her body felt all tingly. Some clinical part of her mind knew she was overly aroused—her previous orgasms today had apparently heightened that instead of subduing or satiating it—but most of Blake just felt scared. After feeling Liam’s hard cock pressed against her stomach–feeling exactly how big and hard it was–she’d wanted to follow him and Marie into Marie’s room to see if they would kick her out or let her watch. Maybe invite her to join them. Even now she wanted to go back over and listen against the door.

Blake barked a bitter laugh. And she’d thought smacking his ass had been going a bit too far.

As Blake rose from the floor on unsteady legs, steadying herself against the door, that clinical part of her told her she needed to make herself cum hard before she became so horny that arousal overrode any sense of shame she had, and she acted on her impulses. She also knew her pussy wouldn’t be let her fall asleep until she satiated it. Read more »

A Girl with Peculiarities – Part One [Fantasy] [MF]

**Disclaimer:** I’m not much of a writer, and I’m looking for feedback. **Warnings:** [This is just the opening to a longer story which will contain: fantasy elements, anal, and dub-con. If you’re not into those things I don’t recommend getting invested.](/spoiler)
 
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The sunlight coming through the blinds warmed Amelia’s face and she opened her eyes.

The morning was already stifling and approaching unbearably hot. She slowly pushed herself up from her bed, stretching her arms out before letting out a groan in frustration. Amelia slept naked more often than not, and her chronic fever left her sweaty and uncomfortable, “I shouldn’t have to wear any clothes…”

She had soaked through the sheets again. There was an especially dark saturated spot in the middle of her bed. All this week she had been *restless,* there had been a burning ache between her thighs, which built and built with no sign of quelling no matter often she tried to rub it away.

She crossed her legs, flexed her thighs, and let out another frustrated groan. A sense of dread had crept in. She hoped it wasn’t permanent. She had already been plagued with enough inexplicable oddities. Between her perpetual fever, hyper-metabolism, and something the doctors referred to as a *chambered lower gastrointestinal tract,* she couldn’t bear to add constantly horny to the list. Read more »

Kinks and Kisses – Return of Princess

[Part 1 here](https://www.reddit.com/r/Erotica/comments/craun1/kinks_and_kisses_enter_the_princess/)

The tentative knock. Even on their second visit they always sounded nervous, and if they didn’t then The Master would break them. He always broke them.

“Princess, so good to see you back here again,” The Master said, when she arrived down in the basement, being led by the Assistant.

She had been granted the privilege of keeping her clothes on this time, and The Master looked her over with a satisfied nod. She was dressed like a slut; her shorts didn’t leave much to the imagination and as his eyes ran up her smooth legs, he felt his pants tighten. Her hard nipples showed beneath the soft fabric of her stylish, flowing tank top.

“You’re not wearing a bra,” He observed. “Why’s that Princess?”

“I don’t like wearing bras, Mater.” Princess insisted, throwing an alarmed glance at the assistant who let out a sharp, insinuating breath.

“You don’t like wearing bras, huh?” The Master rose from where he was seated at his desk and casually strode over to the slut as she shivered with nervous excitement. “Just go about you day, exposing your nice tits to everyone?” Read more »

Nikki’s doctor [FM]

Dave and his friends where regulars at the Twin Peaks that I’m a server at. Especially during football season. I always enjoyed getting their table. Dave was a good looking guy in his 40s and a really good tipper. When he started requesting me I was happy because I knew I’d make money that night.

I’m flirty by nature and he definitely responded even though he had a wedding ring on. He’d always say “I wish my wife was as sexy and petite as you”. I’d laugh and say “I’m too wild for you”. I’m 5’3 and 97lbs and look really young. Younger than the 22year old I am. After about 6 months of waiting on him he leaves me a $500 tip on a $100 bill one night and writes his phone number on the bill.

When I got home I wrote thanks Dave on a piece of paper then took a naked selfie with it. I have b cup boobs that look much bigger on my small frame, a hairless waxed pussy, and I’m very thin so my ribs and hip bones and prominent. I received a text back from him almost immediately. He asked if I’d meet him Monday night at Talking Stick Resort and I agreed. Read more »

The Things I Do To Please Him [F]

I have a kik pal. Well more of a kik master. He was my first kik pal. First man other than my husband to see my tits. He reached out when I posted I wanted to dress like the slut I want to be. He helps me be…sluttier. Challenges me.

Last night was the hardest, and best, challenge yet. He asked me to go out on my deck, naked, at 1am, with a glass dildo, and fuck myself in the ass. He asked for video of my face so he could tell how it felt. He was kind and allowed me lube. He knows that I’ve only tried anal with my husband once and only used plugs otherwise, so it was a brand new experience for me.

I stood on my deck, one foot up on the bottom of the railing, and bent forward, resting one arm on the top rail. I started to record my face as I used my other hand to slide the dildo in. I was surprised it wasn’t as hard to do as I expected. And it didn’t hurt much. It actually felt good. I could see stars in the sky and the cool air felt good. I was excited the challenge was easier than I anticipated, and I was looking forward to anal with my husband again because I could tell I would be able to cum easily, given the right stimulation. I sent him the first video and awaited his instructions, all the while enjoying this new sensation. Read more »

The Camgirl Part XIX: All Warmed Up [FM] [Anal]

**XIX: Liam**

Liam laid in bed with a very hesitant boner tenting his boxers. He hadn’t been able to stop his mind from racing once he left the bathroom, and when he heard the shower turn on with Marie still in there, he’d hurriedly shut himself in Marie’s room and stripped down to his boxers before the tightness in his pants became painful. He wanted to jack off at the images permeating his mind, yet he didn’t want to have trouble getting hard when Marie finally came out of the shower.

The anticipation of that both excited and confused him.

Blake was his friend. She was hot, and he had seen her naked and fucking herself in all sorts of ways, yet he had made a very concentrated effort to try not to think of her that way, failing only when she made a point of teasing him.

Thinking of her and Marie together in the shower, naked soapy bodies sliding against each other…

He felt as though he’d explode without even touching himself by the time the water shut off. Read more »

[MF] The Incident

He looked at his watch. The meeting was scheduled to begin in five minutes, and he didn’t want to be late. He didn’t usually wear a tie to work, but he made an exception today. After all, keeping his job might very well depend on how this meeting went, and he wanted to make a good impression. He got up from his desk and began walking over to the office of the HR director.

He played the incident back in his head one more time. He was certain he had done nothing wrong, but that didn’t matter. What mattered was whether or not the HR director saw it that way and if they could come to some agreement that would satisfy the parties involved. He was only trying to be polite. It wasn’t (entirely) his fault his body betrayed him. Read more »

She went [F]rom being engaged to becoming [M]y personal fucktoy [Part II]

Since I’ve gotten a few messages asking for a continuation, I’ think I’ll share a bit more. You can find Part One below:

[Part I](https://www.reddit.com/r/gonewildstories/comments/cspq4p/how_i_m_got_caught_up_in_an_affair_with_an/)

Since that last text from Grace, we talked about what happened and got everything out in the open. She emphasized some more about her ‘loveless’ relationship and how they barely have any intimacy once a month if even that. Her fiancé was verbally abusive and if she thought about leaving, he would use the kid to keep her in line. 

Sad and fucked up shit. However, I know how quickly these things can go sideways. So, to set the expectations, I told her my position. That I was not in the right place mentally to be in a relationship and, even more, get in the middle of a family that’s going through it. 

However, as a friend, I told her I can lend an ear to if she ever needs one. 

Eventually over time she finally got the nerves to leave her relationship and got her own place. Our little romp sessions became a regular thing. Imagine every time we saw each other. Literally every. Fucking. Time.  Read more »