[MT] My first experience with a trans woman

I had been browsing sites like CL, OKCupid, POF, etc. for years trying to strike up a conversation with a legitimate trans woman. Most would end up being either professionals, or bad CD’s in wigs (nothing wrong with CD’s it just wasn’t what I was attracted to). I am a straight guy in terms of my dating past and sexual experiences, but the thought of being with a woman who also posses a penis is something I have been drawn to. I am 5’9″, in shape with a decently defined 6 pack, and oblique muscles, clean, and a working professional so I thought finding someone through these sites would be easy and we could go on a date and feel each other out.

Unfortunately, this was not the case and for years I would message girls only to have things fall through at the last second. Sometimes this was my fault since I was new and nervous. I had no experience and would also end up worrying that I was going to be chopped up by some axe murdered via Craigslist. Years had gone by, and after a long term relationship ended I decided I was serious about exploring this new side of things. In reading online I noticed that a popular app seemed to be a good place for linking up and actually connecting. So I downloaded it, and spend a few weeks messaging and looking around to no real success.

Be a good boy

When they got back to her place, she said “go and get totally naked, and lay down on the bed.” “I’ll be right in as soon as I’m ready.” Mike filled with excitement could get undressed fast enough. He laid down erect and ready to go. When she came out, she was dressed in a leather teddy, black pantyhose, and stilettos. Her ample breasts were almost spilling out the top. She had put on bright red lipstick the same shade as her nails. With a shit eating grin she says “Are you ready to completely let go and let me handle you? Confused and excited, he nods his head. She approaches the bed and climbs up on all fours. She straddles him, forcing his cock to lay on top of his stomach. “Oh I can tell you like what you see!” “But I’m not going to let you have any fun baby., this is all about me.” She climbs off and lays next to him. “Before you use that man meat, you are going to please me in any way I say!” “When I am done, maybe just maybe I’ll let you have some fun!” “I need you to lick my legs and pussy and don’t use your hands!” Now to make it a little easier on this first timer, she left her teddy unhooked, and she helped glide her pantyhose down her thick glorious thighs. He proceeded to run his tongue up, down, and all around her thighs. Stopping only to flick her swollen clit. She stopped him, grabbed him by the hair and said, “Get in there and don’t stop till I tell you too!” “Make me orgasm, I want you to taste my cum!” He willfully complies. Carefully starting out slow, finding every spot very carefully. His tongue explored the ins and the outs of her vagina. There wasn’t a spot left. He started to concentrate on her clit, moving it up and down, and side to side. He knew what he was doing, and she couldn’t help herself, her hips moved up and down. He wrapped his arms around her thighs and helped move her body. The pace picked up, and her body started shaking, and then a wonderful warm gush flowed from her. He licked up everything he could. It tasted sweet, like nothing he had before. It was in that moment he lost. He lost himself to her. Her nectar was that of a goddess he thought. He no longer had any control of his mind, or body. It was hers. She won. She pulled him up by the hair, and thrust him onto his back. Still holding on to his rock, she said “now your mine!” “This is now mine, I say what this does.” “Even though you are better than average in size, this “thing” she said as she slapped it, doesn’t impress me.” “You should be ashamed that you are this happy about your performance.” “I had to move my hips to finish, you did very poorly.” You will now be punished. She stood up, gave orders for him to lay there. She went and got a silk scarf, feather tickler, and some rope. She ties his wrist to the bed post. “You are going to take this like the servant that you are. She proceed to alternate hard hand slaps and feather tickler on his man hood. She ties the scarf around his testicles and says, don’t worry, these have no use tonight. You can relieve yourself when you get home. She climbs back up on him, this time she allows him to enter her. She slides up and down a couple of times, just enough to cover him in her sweet honey. Kneels next to him puts his penis in her mouth, and says “yep that’s the stuff that makes you mine!” She continues to stroke and play with it. And every time he seems ready to explode she stops. She reached into her nightstand drawer, and pulls out a smaller than him dildo. “This still will please me tonight, not you!” She slides it in and works it in and out until she climaxed. She takes it out, “open wide dear, I don’t want you to miss how I taste!” She puts the dildo into his mouth, automatically he wraps his lips around it. She moves it slowly around his mouth, and looks down below his waist. He was going soft, but still hadn’t cum. She reached down, and worked it back up to attention. He had managed to clean up her sweetness, she took it from his mouth, and said “great job, I’m sure to use it again tonight, thank you.” “Now as far as you go, I’m going to untie your balls, and hands.” “You then are to get dressed and go home.” “You will video yourself, masturbating, and when you are cumming, you will say my name!” “Send me the video, so I can please myself again.” “I know you will, I saw deep into your soul, I know I have won, my juices are no match for you.” “I am in control and what I say goes.” “Don’t fight it, now be a good boy and leave me.”

Published
Categorized as Erotica

My Sister Lizzy Part 6 [MF] [MM] [BDSM]

 “What the fuck is going on here, why are you two naked and where is Lizzy?”
If anything could make it worse Lizzy came down the stairs at just that moment, oh yeah she of course was also naked.

“I’m going to ask you again why are the three of you naked?
Is there any explanation that you think I’ll buy into?”

Both of them wanted to grab the comforters that were on the couch to cover themselves.
I told them stay there and not to worry about being naked.
For the first time in my life I saw Lizzy at a loss for words.
Dave wasn’t much better.

After a few moments of silence I spoke up and said to Steve 
“Shut the fuck up it’s none of your business.
What are you doing here anyways and how did you get in?
I know for a fact that the doors were locked.”

Steve reached into his pocket and took out a single loose key.
“I made a copy from your mom’s key chain when she loaned me her car.” He said.

Making her cum on a train journey [MF]

The story of what happened when me and my ex-gf/sub found ourselves on a quiet train home after a day out…

——

We sat by each other on the train, the light gradually dimming as the sun set. We hadn’t been able to keep our hands off each other all day as we walked through the city with our fingers intertwined, lips locked and bodies pressed against each other almost constantly.

She was sat a little on my lap, her body resting against mine as we kissed. Her soft, supple lips felt divine. My right hand slipped up her back and started to lightly pull at her blonde hair.

I was growing hard and she could feel me through my jeans. She smirked and started to stroke me through the fabric. Her fingers wrapped around the width, sliding up and down, drawing a soft moan out of my lips.

She smiled and began to kiss my neck. Softly. Sending shivers through my body. I pulled her closer to whisper in her ear. “Naughty girl,” I said with a soft growl, she gasped slightly as the syllables left my lips. “But two can play at that game.”

A Hand In A Hot Springs In Big Sur: Part IV [MF]

[PART I HERE](https://www.reddit.com/r/gonewildstories/comments/fnnc5w/fucking_my_waitress_with_pics_wut_a_story_in_4_or/)

[PART II HERE](https://www.reddit.com/r/gonewildstories/comments/fp0uph/fucking_my_waitress_on_a_wednesday_afternoon_part/)

[PART III HERE](https://www.reddit.com/r/gonewildstories/comments/fpgdgl/fucking_my_waitress_after_she_madeout_with_her/)

[Also Have A Gif](https://imgur.com/a/onTi49a)

I sat on my porch last fall watching the august moon slowly rise over the mountains to the east. The Harvest Moon. She had taught me the names of all the moons 3 years ago, weeks after we met, and days after we fucked for the first time, as we sat on a blanket in Southern Montana. We watched a fire and sipped mezcal at 3 am. It was early July then and the full moon was casting shadows across the valley, and coyotes were yipping somewhere distant, and the air smelled like sage and the dying heat of a summer day, and her naked hand was on my naked thigh as we sat cross-legged in front of each other.

“Alright Tommy,” we were both a little buzzed and tired and she looked up into the night sky, “what’s this moon?”

“The Buck!” I whispered in the sexiest way I knew how and then smiled.

“Fuck off fuck boi,” she giggled and took a sip of her mezcal, “and what’s next month’s moon?”

[MF] Fucking in the church balcony with no regrets

You may remember me and the guy who [I gave a birthday blowjob to](https://www.reddit.com/r/gonewildstories/comments/fqq3dz/mf_his_18th_birthday_present/?utm_source=share&utm_medium=ios_app&utm_name=iossmf). After this story concluded I started sucking James off fairly regularly, and after a few times he decided to return the favor to me. The first time he saw me completely naked I think he nearly passed out. He’s kind of a dork but I love him so much. As for me I can’t get enough of his naked body. He’s only average in terms of looks, but he makes me so incredibly horny, and he’s all mine.

This is the story of the first time James and I had real sex, prior to this it’d been oral and petting and other fun stuff. Please note we were really irresponsible because we didn’t use protection or birth control so a small human totally coulda happened, but I still have no regrets.

We were voluntold to run lights and sound for a stupid thing at his church at which I am theoretically a member, though I only go on Christmas and Easter. This was a year ago before this pandemic thing happened. I mean the Black Death couldn’t stop me from worshipping James’ cock, but with no virus it meant church continued on as normal.

Not the dirtiest story, but I [M] once got a handjob from a co-worker [F] simply by pulling my dick out.

100% true story here. I’m now 36 and new to reddit, but I’ve been considering posting a few past sex stories ever since I saw how many others do the same. I’m married now but I had a handful of kind of interesting sexual encounters from time I was 16-25ish (most of which involved my first girlfriend after high school and having her do some pretty dirty sexual favors to make up for the fact that she cheated on me…long story). Anyways, here’s one story involving a chick I used to work with.

At that time I was 23 and in between relationships. I was working at a hopsital and worked with mostly women (and a few men) of the same age. We were all pretty much like early 20s-mid 30’s and mostly unmarried and without kids. We got along great, similar interests, very open bout our sex lives, etc. My shift was 3pm-11pm so we were all night owls. Because I lived In an apartment less than half a mile from the hospital, it was pretty usual for people to come over to my place after work to have a few drinks, watch some tv, play darts, etc.

27 [F4M] Looking for a sexual writer!

Hi everyone. My name is Stephanie.

I am looking for someone who is extremely open minded, detailed and creative to write me a 3rd perspective story of my choosing. I currently have a very specific scenario in my mind regarding my fiance and a female friend of ours.

If you are interesting in writing this (not a roleplay) then feel free to reach out and I will provide you with specifics!

Thanks in advance.

Her Tender Damage pt. 1

I pulled up with a the same glimmer in my smile as the one in my headlights, sex was on my mind. We had been talking for a couple days after meeting online, and the teasing nudes she had been blowing up my phone with all day sent me driving 3 hours West after 7 pm.

It was ten o clock and I had told her I would arrive at ten fifteen. The beach wasnt far, in fact I’m sure from the front of her house it could be seen in all it’s late night reflections of the stars and the moon above that danced the same way her legs would dance around my waist soon enough.

I was impatient, however I wasn’t in a rush enough to have her greet me without putting the finishing touches on her display, I wanted her in all her glory.

Besides, it’s not every day I get to rearrange a pop star’s guts.

She lived alone, this much I knew. And she was in dire need of a good roughing up fantasy, she told me herself.

My [F] trainer [F]

I’ve been working out with the same trainer for about six months. We switched to virtual trainings a few weeks ago for obvious reasons. Maybe it’s because I get to see her from different angles than when we are together at her house or maybe it’s because I’m constantly fucking horny from looking at porn, reading stories, and getting dirty DMs on Reddit but, for whatever reason, I was so turned on today.

She is cut but in a very feminine way. She has fake tits which are a little smaller than I prefer but she wears tanks that show them off. Her ass is insanely high and tight. I doubt it’s intentional because she seems super straight (although she did compliment me on my “great high, round ass”) but when she leans into the camera, my pussy tingles.

My home gym is in a room in the basement. We finished up a hard workout and when I knew we were completely disconnected, I laid on the floor and played with my clit until I exploded.

I’m starting to see a pattern ?