Tag: BDSM
My [F] first tranny [TF]
There’s a tranny chaser up in here…
It’s me. I’m the tranny chaser. My entire sexually-active life I’ve had a very distinct interest in all things gender bending, androgynous, trans, drag, and cross dressing. I know very specifically what I’m into and it’s hard to make the stars line up in my favor. But, it finally happened. She contacted me as her male self on Plenty of Fish, which on my profile states I’m into TS/CD so she felt comfortable telling me right from the start she was a cross dresser with interest in going full-time. I’m feeling it. I’ve had men approach me before that cross dress in the bedroom, just lingerie and panties… that’s not my deal. I mean, I like those things too, but I want it to be more than just a sexy bedroom activity. Like fisting, or crying about my dead father.
[MF] a week of spanking and sex: Sunday (pics)
Angela: five-six, about 150 pounds, around 30 years old. Long brown hair, dark brown eyes. Soft all over. Her breasts are probably a C or D cup, but I don’t remember exactly. She has children, and when she’s naked she’s completely unselfconscious about the changes that having children made to her body. I think she’s gorgeous and sexy. Oh, and she’s a squirter, too. Every single time.
Me: Six feet tall, about 290 when this occurred, mid-30s, brown hair, blue eyes. My hands are pretty large. That’s about all you need to know.
[Tuesday](https://www.reddit.com/r/gonewildstories/comments/58jemg/mf_a_week_of_spanking_and_sex_tuesday_pic/) | [Wednesday and Thursday] (https://www.reddit.com/r/gonewildstories/comments/58ptvi/mf_a_week_of_spanking_and_sex_wednesday_and/) | [Friday](https://www.reddit.com/r/gonewildstories/comments/58ybt1/mf_a_week_of_spanking_and_sex_friday_pics/) | [Saturday](https://www.reddit.com/r/gonewildstories/comments/5971wu/mf_a_week_of_spanking_and_sex_saturday_pics/)
I really wanted to have sex with Angela one more time, and had plans to do that when we got home, but Angela had other ideas.
“I want you to spank me until I safe-word, or until I’m crying too hard to say my safe-word.”
The sheer amount of trust in that statement is staggering, and given that I thought the week wasn’t going as well as it could have, I never thought she would ask for that. But she did, and all thoughts of sex exited my brain. I could have sex with other people, but not many of them would make that request.
One Librarian and Two Sadistic Bikers [MMF][Rough Sex][BDSM] [Forced Masturbation][Double Penetration][Anal Sex][Dub-Con]
Read on to find out what happens when two sadistic bikers walk into a library at closing time and take a liking to the sexy librarian…
Hound-dog came into my personal space, and stroked a finger gently down my sweat dampened cheek. “Get us our book and then we’ll have some more fun.”
Fun? I bit my lip to hold back the grouchy retort and I went to my new book ladder. I’d been so excited about it that morning, now when I looked I’d just remember that horrible whipping. I pushed it to where I needed it and climbed up to get the book off the highest shelf. When I turned to move back down, Jake blocked the way. He held out his hand for the book and I handed it over but he stayed put.
I didn’t like this one bit. They were toying with me now, trying to scare me. Unfortunately, they were succeeding.
Hound-dog tilted his head as he ran his hand up the inside of my thigh. He went all the way up, until his thumb slipped inside my wet pussy and wiggled around on an exploration of my insides. I pushed at his hand, but he didn’t pull away and as the muscles inside me tightened around his thumb and he grinned knowingly.
[MF] a week of spanking and sex: Saturday (pics)
Angela: five-six, about 150 pounds, around 30 years old. Long brown hair, dark brown eyes. Soft all over. Her breasts are probably a C or D cup, but I don’t remember exactly. She has children, and when she’s naked she’s completely unselfconscious about the changes that having children made to her body. I think she’s gorgeous and sexy. Oh, and she’s a squirter, too. Every single time.
Me: Six feet tall, about 290 when this occurred, mid-30s, brown hair, blue eyes. My hands are pretty large. That’s about all you need to know.
[Tuesday](https://www.reddit.com/r/gonewildstories/comments/58jemg/mf_a_week_of_spanking_and_sex_tuesday_pic/) | [Wednesday and Thursday] (https://www.reddit.com/r/gonewildstories/comments/58ptvi/mf_a_week_of_spanking_and_sex_wednesday_and/) | [Friday](https://www.reddit.com/r/gonewildstories/comments/58ybt1/mf_a_week_of_spanking_and_sex_friday_pics/)
Angela had never been to a BDSM club, and I had promised I’d take her there — and that we’d play in public, if she felt comfortable.
But that didn’t stop us from playing in the morning, too. My notebook tells me that I started out with Angela over my knee, giving her “lots” (double-underlined) of hand spanks through the cute flannel shorts she bought as a souvenir the day before, and then 20 swats with the bath brush, also through her shorts.
[MF] a week of spanking and sex: Friday (pics)
Angela: five-six, about 150 pounds, around 30 years old. Long brown hair, dark brown eyes. Soft all over. Her breasts are probably a C or D cup, but I don’t remember exactly. She has children, and when she’s naked she’s completely unselfconscious about the changes that having children made to her body. I think she’s gorgeous and sexy. Oh, and she’s a squirter, too. Every single time.
Me: Six feet tall, about 290 when this occurred, mid-30s, brown hair, blue eyes. My hands are pretty large. That’s about all you need to know.
[Tuesday](https://www.reddit.com/r/gonewildstories/comments/58jemg/mf_a_week_of_spanking_and_sex_tuesday_pic/) | [Wednesday and Thursday] (https://www.reddit.com/r/gonewildstories/comments/58ptvi/mf_a_week_of_spanking_and_sex_wednesday_and/)
The weather was finally good, so I went into the office while Angela did some sightseeing. We went home, she talked to her kids, and then we had dinner.
I do, however, want to show you [this photo](https://eroshare.com/i/0rovkyye), which I took around 6:50pm. I had only given her a few fun swats here and there in the morning and when we got home, but her backside was still very pink — even after she’d been on her feet all day, being a tourist. I’m rather proud of that.
Such Lovely Distractions [Str8][Dom][SubFFFFF][BDSM][tease][no sex]
James had a plan to win at cards. Girls. Lots of scantily clad girls and a show of his skills. His host, Remy was in on the plan, having lent James his house in which to set the scene. Remy owed one of the players major money and tonight, with James’ help, the business man was going to wipe away that hefty debt. When the last player and mark, Gerard showed up to complete the six man game, the good looking hustler and the old man went into action as Remy introduced James to his rich friends.
“This is James, a friend visiting from Montreal.”
“What do you do?” asked Gerard.
James answered, “I’m a gentleman of leisure.”
Gerard cocked his head, not knowing what to make of that comment but accepted it, as he had many friends with mysterious sources of money.
Remy said, “He’s a professional Dom who’s quite adept with a flogger so I’ve heard.”
“Would you gentlemen like to see?” James asked.
Puppets [M/F][Str8][BDSM][sci-fi][nc][Fiction]
Please be advised, this story contains taboo elements that may not to be the taste of all readers.
The contents of the story may not necessarily reflect the desires of the author.
“I’ll be very unimpressed if you don’t leave me bruised” [MF] [College]
First story, so apologies if the writing isn’t quite up to scratch. This all happened fairly recently – so there will be opportunities for follow up stories if people are interested… I’m also pretty sure some details are in the wrong order but I doubt if anyone cares.
I’m at a pretty large university – and bored and extremely single, I was on tinder. I matched with a pretty, tall, slender, glasses-wearing red-head called Jessica. For context (and imaginations :P) I’m below average height, average looks, brown hair, blue eyes, but am pretty athletic. Name’s John.
Chatting led to texting, which led to a date. The date went well enough, but as such dates generally go, there wasn’t really anything there. We texted a bit more but I left it.
Except, a few days later, I got this exact text:
*”I get the impression you’re not interested. But I really need to get laid so… Wanna hook up?”*
(Italics from here on out are exact quotes by the way).
We were on.
TL;DR: she came round later that week, and we had sex. But that would ruin the fun.
[MF] in the pool, and what came later
This happened on my honeymoon with my second wife. If you need details: I’m 6′, a big guy, shaved head, beard. She’s 5’8, shoulder-length brown hair and light green eyes, curvy (spectacular boobs and amazing hips), and unbelievably sexy. She brought two wonderful bikinis on our honeymoon, although this story happened on our second day while she was wearing a (relatively) chaste strapless one-piece. At this point she was 30 and I was almost 40.
My wife is a bit of an exhibitionist — we’ve had semi-public sex, as well as done BDSM play in public which included her having multiple loud orgasms — but that stuff had fallen off in the past year or so as our lives got more complicated. Still, we always touch each other casually, and have a lot of intimacy.
So anyway. We’re at an all-inclusive resort somewhere outside of America, and the weather is warm and sunny. We have an early breakfast, and then go down to spend the day at the pool. We claim a spot for our stuff, get some towels, and then get in. It’s pretty dead there — maybe ten other people in the entire area — although the pool is surrounded by buildings full of rooms, and at any time someone could see us.