(31F) Maybe I enjoy anal too much

I’ve become addicted to the intense pleasures that only proper anal exercising can bring, making my mind and body swim in erotic passion. With some of these moments make me conjure up situations that are deeply sensual, and my favorite fantasy goes something like this:

As we enter the room, I turn to notice his bulge growing slightly with the anticipation of fucking me. As we embrace, I cup his crotch and caress his balls and cock, feeling the blood rushing. I lower myself to face level with his cock, and unbuckle his belt, unbutton his jeans, and lower the zipper to see his underwear push forward under the pressure from his cock, wanting to break free. I drop his pants and kiss his inner thigh as I grab the waistband of the underwear to lower them as well.

This cock is big, 7.5 inches long and over 5 inches around. I know my ass is going to be well fucked tonight, and knowing that makes me squirm in anticipation. I start to alternately lick and nibble on him, taking it in as deep as I can into my mouth, and stroking it to full firmness. I also rub that sensitive area behind his balls, which makes him offer a groan of approval.

Cake Eaters pt 2 [MF, cheating, public, anal, oral]

Part 1 here:

Cake eaters pt 1 [MF, cheating, exhibitionist] [50M, 40F] from Erotica

She quickly ducked down under the counter before my regular customer opened the door. Naked, she crouched in front of me. My still hard cock bobbed in her face.

“Hi there,” I greeted my regular, trying to play it cool. Well, as cool as I could with this lovely and lean nude gal looking up at me. She had her hand over her mouth trying to stifle a laugh. She removed it and started to lick her cream off my cock, catlike. I struggled not to give myself away.

“Anything hot come into the shop?” the regular asked.

I looked down into her brown eyes, she was grinning, and wrapped her lips around the purple head of my cock. It took all my control not to moan, or even fill her mouth with my cum. She was enjoying this situation. Fortunately, the back of the counter was raised and enclosed with a swinging half door. Our secret would be safe if I didn’t give it away.

10 on 1 ORGY?! Pt 1. [mf] [masturbation] [oral] [facial]

I woke up and nudged my boyfriend awake. He rubbed his eyes and looked at me. Confused. It was like 7:30am. We had been out all night.

“What?” he asked groggily. “Are you okay?”

“I had a dream,” I said sleepily.

“Okay …”

He sat up and looked at me. I guess he knew it was important enough to be woken up.

“We were at this old house. Like a farm house. And there were all of these people there. Maybe it was New Years or something. We were drinking champagne and someone was talking about Cheetos.”

“Love it already,” he said. Timothy loved Cheetos.

“I knew you would,” I said with a wink. “And then someone asked if we knew when the fun was going to begin. I told them we’d never been to this house before and didn’t know anyone, so we didn’t know.”

“What fun?” Timothy asked.

The First Day On The Train [M28/F26] [Transgender] [Anal] [Romance]

Trains are my thing. Since I can remember. I have always been fascinated by them. So I spent the bigger part of my free time – no, I wasn’t working for a railway company, I spent my time in a research lab working on ways to safe the environment – on trains, in railway stations or looking at trains in some rail yard.

I was perfectly happy with my job and my life. But it lacked one thing: A significant other. A girlfriend. A woman on my side. It took until I was around twenty eight years old to find a suitable partner. And this here, is the story how I met her, or to be totally honest with you, how I got hooked up with her.

It all took place in the middle of the fall. About six years ago. I was spending my weekend on a steam powered train that was doing a trip through the beautiful autumn colored landscape. I was more than just looking forward to it for months. I even bought some new camera gear to get better shots of the train, the landscape and the people on the train.

A Date With [M]yself [20’s][crossdressing][solo][feet][anal]

Please go easy on me, this is my first story! 🤭 I hope you enjoy! 😊❤

For context I’m a 5’5″ bi-curious male weighing in around 200 pounds, a little on the chubby side yet still firm. I looooove crossdressing, but am waaay too shy to go out dolled up! Every now and then I get the strongest compulsion to dress up and go to town on myself, and this was one of those times. 

I woke up that morning determined; that night I was going to treat myself to a date and have a little fun afterwards. My body was still smooth after shaving a couple nights ago, and my toes were painted a lusty glossy black. In the mirror I looked so femme, yet was slightly bummed I couldn’t flaunt it. With a pout I showered up and put on what femme clothes I could; I wore a toe ring on each index toe, a nude thong and nude sheer pantyhose with a cute silver anklet on my right ankle. Over this I slipped on my boy clothes, and headed out the door to start my day.

[M]y secret college hookups with a friend’s sister (Long)

My [first story](https://www.reddit.com/r/gonewildstories/comments/10fksfl/drunk_anal_with_a_friends_sister_mf_long/?utm_source=share&utm_medium=android_app&utm_name=androidcss&utm_term=1&utm_content=share_button) seemed to go over well, so here’s a part 2 detailing some highlights of my college affair with Pink after our wild night.

After our drunken all-nighter, it took a few days’ recovery before Pink, and I could take some more time alone to explore what we had started. We kept up appearances as normal in the group but slid each other sly smiles and winks, sending teasing texts and pictures while we waited for our next opportunity. Finally, after what must’ve been the longest week of waiting I’d had at that point, she was finally ready to repay the orgasm she owed.

We were having a hangout at the house like we normally did, listening to music and chatting away about nothing until it started getting late. We started trickling away, saying our goodbyes and making loose plans to hang out again soon before giving Pink and Violet a hug goodbye for the night. But tonight, as I was walking to my car, Pink texted me.

*Don’t go far, I’ll let you know when the coast is clear*

[FM] My first experience of anal penetration. O m f g..

I’m a HUGE fan of ass play. I like my asshole being lubed and played with lightly when my boyfriend goes down on me. I love when a thumb massages it from doggy. I also adore it being eaten. I’ve returned the favour and given a rimjob and prostate massage. Ugh it’s area that needs mutual TLC.

Following using a butt plug when I’m at my horniest, along with the occasional anal bead session, it was time for natural progression.

On a Valentine’s Day, after my boyfriend had driven me crazy by massaging gently his juicy mushroom head around my asshole with some lube, he went in.

I had never had anything that big. I was so damn wet. It literally dribbled slowly down my inner thigh. I began to stimulate my clit and I couldn’t even handle it. I could see my reflection in a mirror. The joy was all over my face. Even writing this, it gives me goosebumps.

After a few minutes of gentle easing my little butthole anally with light, half range of motion thrusts, he picked up the pace. He went all in. All 7” or so.

The Procedure [M26/F35][cum milking]

The Procedure (M26)

“Remove your robe please, and take a seat on the chair” the female nurse said, gesturing towards a high-tech contraption in the middle of the large room connected to a long metal arm “and the procedure will commence.” I obeyed, shedding my robe and setting on the provided cart, then making my way, now nude, to the machine. I sat down in the machine, soft padding protecting me from the cold metal, and awaited further instructions. While the other nurses scurried around the room, preparing the equipment, Dr. Jennifer approached me. She began to fasten harnesses around my arms and legs, and spoke as she did so.

“As you have been briefed, this experiment is due to the high vitality readings of your semen. Out of all of our test subjects, you have by far the highest sperm count. From our previous testing, the sperm of a man infused with a biological compound we have developed can have extremely beneficial health benefits, including delayed aging. These benefits are directly proportional to your sperm count, and so you have been chosen to be our…..producer for our new health product.”

“How is the biological compound absorbed?” I asked.

Getting paid for it

“What if you just paid ME?” Holly asked her husband, her eyes wide and playful.

“YOU?” he frowned thoughtfully. “But that’s…I don’t know honey, it’s kind of….” He wasn’t sure how to put it delicately to his sweet wife that he wanted to pay a hooker to do things that he didn’t feel quite right doing to his spouse. How could she understand?

It first happened when they went to Vegas together a year ago. Ads for escorts had been impossible to miss. Sean wasn’t going to mention them, but Holly had asked him – those girls looked pretty, would he ever want to buy some time with one?

Of course not, he was a happily married man, he answered correctly.

But what if it didn’t bother his wife, Holly had asked. And a whole line of questions and surprising answers had been teased out.

And the next day, he’d bought a hooker while Holly was out shopping, with her blessing. He’d worn a condom, and he fucked that poor little strumpet up the ass until her eyes were watering. He enjoyed her in positions that were really only for his benefit, watched her wince as he jammed into her pussy so deep she cramped and whimpered. He choked her on his cock until she gagged, and painted her face with his semen.

My hot neighbor claims she wants to give me dance lessons… [M20 / F32] [cheating] [boytoy] [dancing] [grinding] [foreplay] [anal]

“Don’t be afraid to hold me tight,” Lucia Robertson says, her red painted lips glistening as they curl into a smirk.

My fingers are interlocked with hers, our arms outstretched. My other hand rests on the small of her back. With her nod, I wrap my arm around her waist, careful not to touch her butt. Drawing from a confidence I do not feel, I pull her into me, so that our bodies are pressed together, so that her tits are squished against my chest.

“Much better, Michael,” she smiles. The music picks up and she guides me forward two steps, then back, then swings us around in a circle. “See? There’s nothing to it,” she says, “Dancing should be fun, not a chore, you know.”

“Thanks, umm, Mrs Robertson,” I stammer, stumbling over my own feet.

Her grin spreads. “Now, a big flourish. Spin me around on your arm, and then catch me.”

“Like in a movie.”

“Like in a movie,” she repeats with a giggle.