Tag: Prostate

I invited Chaya to visit me – we had a morning full of unbearable teasing and hot, intense sex (long) [MF]

This the story of another date I had with Chaya, who I have written about twice before here:

Two hour fuck and ass play marathon with cute Jewish girl next door Chaya, 26 [MF] from gonewildstories

And here: https://www.reddit.com/r/gonewildstories/comments/sntrc9/jewish_girl_next_door_chaya_and_i_hooked_up_again/

Although this story is mostly about the morning full of sex, we spent the entire day together and it was amazing to get a chance to really connect with her more deeply as a person, especially in a beautiful surrounding. My heart is a little bit guarded, but I’m excited to see what the future might bring for us. Thanks for reading.

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After our last date a couple months ago, I had been keeping in touch with Chaya and finally, I decided to make a move and ask her to come visit me. We were still just getting to know each other and I thought it might be too forward to ask her to stay at my house, so to keep it at least somewhat gentlemanly I bought her a plane ticket and booked her a room at a very peaceful, wooded resort nearby. Reader, the wait to see her was almost unbearable, but somehow I managed to distract myself through the days. I was in a bit of guarded, anxious disbelief until the minute she texted me to say she’d landed and was on the way to the hotel. We planned to meet in the morning and spend the day together. Read more »

Chapter 3: The Deal [Fantasy][FM][FFM][femdom][bondage][prostate milking][male anal][cunilingus][futa]

**The Performance**

John could not really believe he was hearing right. Maybe he was still delirious from the thorough spanking he just endured or it was just his mind whispering dreams into his ear from having his balls fondled and teased for minutes. But if he was neither delirious nor mad, then this goddess just offered to give him actual useful yet unknown magical secrets for him to take home? Not some vague reference that indicated the possible existence of a hypothetical matrix that might be useful, like most adepts brought back from their journey, but a fully-fledged out ready-to-use theory that even had highly useful applications? Forget the archmage title, he would go down in history for that. And all that for the price of letting her, a beautiful woman that according to her own accounts, made man so mad with lust that he followed her for days into the woods, jerk him off? Who would even call that a price? There must be a hidden cost! But so far, she was very literal in everything she said. It was unlikely for her to go back on her word now. He moaned loudly. His balls felt so damn good. If he did not say something quickly, he could cum like that, wasting the opportunity of a lifetime. Read more »

[MM] My best friend is a femboy? Part 7

First one of the 3 coming out today. Let me know what you think. We left of with Gabriel pulling away from Sam, leaving the cum in his mouth.

Gabriel smiles as Sam swallows his own cum and falls asleep. Giving him the perfect opportunity to set everything up for the big night. He pulls a blanket up over Sam before walking away.

He starts by setting up candles and incense all over the house. Then turning off the lights. Gabriel eventually moves upstairs to set up the bathtub, leaving a trail of rose pedals to the bath. The whole house lit by candle. He starts the music and gets in the hot, large tub.

Sam wakes up with the music, he puts his clothes back on and looks around shocked, finding the trail of rose pedals he follows it upstairs. Eventually making it to the bathroom. He sees Gabriel in the tub and immediately gets hard. His small cock bulging out of his panties.

Sam slips off his top, looking Gabriel in the eyes as he strips. he drops his skirt and panties, eventually sliding off his thigh highs before sliding in across from his boyfriend. “Are you ready daddy?” Sam asked excitedly. Read more »

[MM] My best friend is a femboy? Part 6

The long awaited sixth installment is here, 3 parts will be released tomorrow to make up for yesterday, its hard to find time on weekdays to write. I’ve carefully considered all your suggestions, please let me know if this is closer to what you want. I’m skipping a day ahead for a fresh start.

<Time skip> (The next day)

Sam feels so warm, his boyfriends arms wrapped around him. He can feel his bulge against his ass. The size makes him nervous but excited for tonight, the night they planned to take his virginity.

Gabriel opens his eyes, taking a moment to stretch before kissing Sam’s neck and getting out of bed. Stumbling to the bathroom in his underwear.

Sam keeps his eyes closed, relaxing and waiting for breakfast, the morning sun warm on his soft pale skin. After using the bathroom Gabriel gets dressed and heads downstairs to the kitchen, happy to make breakfast for his boyfriend on this special day. Read more »

My Spanking Saga [MF]

I’m dating a lady who happened to be my first 38 years ago.

We are back together now and making up for lost time by exploring a wide range of fucked up sex.

I took her to a club recently and honestly we didn’t really vibe with the people there, just based on age. I did end up spanking her with an open hand while she was tied to a cross. She responded pretty dramatically and I bought a couple of spankers that leave sweet marks.

I’ve spanked plenty of ass before, but this girl is super into it. I kept pushing limits and not finding them. I’d leave her pale skin all marked with overlapping hearts to the point that it looked like scales.

I’m not naturally that dominant, but I love to please. I knew this girl loved getting her ass beaten, so I got into it. It’s really added a dimension to our sex life that I have not experienced so deeply before. Read more »

Bi[m]bo [t]rans fling

I used to snap videos of me stroking my thick cock to an incredibly hot and very sexual trans woman. She used to do porn. Id play with my cock pretty often so she got a lot of videos before we actually met. Id cum in my own mouth, grind against prostate massagers, and show her my body. She’d send back videos of her huge fake tits and plump ass in the skimpiest lingerie. She always had on fishnets or something hot.

One day she told me she was free so i ubered over. I knocked on the door and she greeted me with a hug and a kiss, again wearing close to nothing. She was like 6” taller than me so my face was right above her tits.
Instahard.

We went into a back room and got naked while running our hands all over each other. I sucked TF out of her cock and she pulled me off of her only to suck mine. We repositioned on the couch and she filled my tight hornyy ass, cumming inside a condom. Read more »

The time my girlfriend’s best friend watched me fuck her senseless [MF]

When something sticks in your mind ten years later, it’s got to be good, right? This particular story, although a short one, is one of my stand out encounters from my first proper girlfriend. In hindsight, the relationship was very wrong and things just didn’t work but, for a time, it was fun.

I’d been seeing her for a few months and, as you can imagine, the sex was very frequent, very intense and very fucking good as we were in still in the honeymoon period and really exploring each other.

Jane was my first girlfriend and I was very much all in for this relationship. I was a late bloomer with a very high sex drive and I’d only lost my virginity at 19. I’d had some good sexual escapades with some other girls but had not been in a long-term relationship. So at 20, when Jane and I hit it off and things got serious, I wanted to fuck her literally all of the time. Thankfully she had a similar sex drive and we were fucking like rabbits.

You can imagine what it was like then, as a deprived 20 year old, meeting someone who wanted to fuck me all the time. Insatiable in a word. Read more »

self pleasure story

Yesterday I was alone and I felt a bit kinky 😉. I was IN THE the shower and touched a bit my dick a a bit my anus. I put a finger from time to time but I wanted something bigger. I dried myself and went to my bed. I took my gf vibrator AND this is where the fun part begins ;).

I start to watch some porn and I begin to play around my ass with just one finger . No penetration just stroking my dick and playing my anus. Then I licked my index and started to go inside. Fuck it felt good. But I knew I had to stretch a bit more to prepare for my gifriend toy. So I put a second finger in there.

After a while , I felt I was cumming so I stopped stroking. I just let my finger on my ass and I sucked the vibrator like a little slut. I’m not gay but I was so horny so I did this for a while. I took my finger out and started to put the toy inside. OMG. It was so good. I hit my prostate super easily. Read more »

For the Love of Stars 2 parts 6&7 [sci-fi, tentacles, romance, incest, twincest, LONG]

6 – Twin Pleasure

Kade felt the warmth of their human partner engulf the most sensitive of all its body. They shuddered in delight, feeling safe inside her. The special place inside her body nudged the bulb of the tentacle and Kade felt a rush of pleasure course through its network of body. The pleasure must become its own energy, that would be the only way to release it. Otherwise, the feeling would move forever, becoming a source of madness. Kade had no choice but to push the madness away!

“Wow Kade!” Regina gasped. “That was fast. You must have been happy to be back.” Warm cum spilled out of her and oozed down the exposed purple tentacle. The tentacle remained hard, pressed firmly against her womb as if to assure her that it was not yet finished.

Happy to be back was an understatement. They were only separated for a couple hours but those were long hours. Kade rarely knew what to do when Regina was off doing ambassador work. They were still confused on why they could not go with her. Anubi could go to space just like the humans. Part of the training, before taking a human partner, taught young Anubi that humans sometimes needed time away from their partners. Even knowing this, many Anubi struggled with the separation even for short periods. Read more »

Al-Ta’dib: School of Behavioral Correction – Admission Letter [D/s][Anal][Oral][Bondage][Training]

Dear applicant,

Thank you for your inquiry into the Institute. After reviewing your personal statement, I am pleased to accept your application into the program. Congratulations! You have been inducted into the next batch of Trainee Sluts. I will be your teacher for the duration of your instruction.

The following is a detailed prospectus of the program. There are core units which will be taught concurrently. Each unit has mandatory coursework, and options to specialize with electives. Each teaching session will have a bespoke combination of these units, tailored to your needs. You will be home-schooled at a residence of our choosing. The frequency of classes will range from fortnightly to multiple times a week, depending on our schedules.

Please review this coursework and select an appropriate course of instruction.

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## The Essence of Slut

In this unit, I will lay the groundwork of your identity. A Slut knows what she wants. She is unafraid to share it, all the while respecting, and demanding respect for, her partner’s and her boundaries. Read more »