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Crossdressing Confessions – Part III

I start to make my escape but Florence lays a hand on my chest and presses me back into the couch. She looks directly at me and I cannot turn away.

“Yes,” I confess, barely audibly. I try to rise from my seat again but she stops me once more. A capricious spirit takes over her expression. Her eyes narrow and the ends of her mouth curl.

“Don’t worry,” she says “I’m not judging. I kind of like it actually.” I exhale reflexively. She gives me a moment to collect myself. I suspect she is also reevaluating our current arrangement. “Take your clothes off. I want to see.” My cheeks flood with blush at the order, but I comply.

I get to my feet and make short work of my jeans. They’re tight enough on my figure that they come inside out by the time they’re under my ankles. I bend over to fix it but another command interrupts me. “Take your shirt off too. I think I want to know if you’re wearing a bra.” Read more »

Our [F]irst [F]oursome with hired help. We both pick what we want ! [MFMF]

My first long term relationship was with a girl from Canada called Galina. She was a short blonde about 5’3 with small B cups and was very slim with a firm ass and totally flat stomach. In bed Galina was quite clear what she wanted and we both had amazing sexual chemistry. She was always out to show she knew more or better which out of the bedroom caused problems eventually … but in the bedroom made everything explosive.

We were in London at the time of this story and decide on taking a trip to Brussels for the weekend. Little know but Brussels has a very active and legal escorting scene. We had been looking at websites for weeks of male and female escorts since we had decided on having some when when we were there. We had 3 rules when it came to others sexually:

1. No one we knew and preferably a professional
2. Not in London ever
3. We never leave each other alone for sex Read more »

Getting a Hand In [Fiction] [MF] [MILF] [Exhibitionist] [Long]

It had all started innocently enough. We had met online. On Reddit actually. I had made a post that was moderately humorous. He made a wickedly funny comment in response to it. I responded in a rather mischievous way. His reply was intriguing and revealed that he lived surprisingly close by.

Then, we continued our conversation over DMs. It was light-hearted, charming, and sometimes slightly flirtatious, though never overtly sexual or scandalous. There was, after all, a nearly than 20-year age gap between us. Our lives were completely at odds. I was a 41-year-old divorced mother of two and the acquisitions editor of a major publishing house. He was a 23-year-old university dropout, working in a hobby and games shop that hosted Dungeons & Dragons campaigns. The thought that we could be anything more than casual *online* friends was absurd!

But then, we decided to meet *in real life*. For lunch and a movie. After all, we had discovered that we shared many things in common. We both enjoyed Japanese food, listening to acid jazz, and reading cosy British murder mysteries. And there was a new movie coming out, based on a book that we had both enjoyed reading. We both agreed that we should have lunch and then go and watch the movie *together*. It only made sense, after all. Read more »

Our Second [MFM] Threesome – In A Car

**Jump to the large title below if you just want the story. Enjoy.**

The players are in the first post, linked below – I won’t fill too much space here, but Rex and I are both big guys, over 6′ and fairly solid, and Liz is 5′ 5″ and petite, auburn hair, freckles and a body that just demands a power-fucking.

**The Events:**

* [The first is here, where Liz demands our first threesome with Rex.](https://www.reddit.com/r/gonewildstories/comments/gc96ut/our_first_mfm_threesome_she_asked_for_it/)
* [The second is here, where she rides us both in a car after teasing us from the back seat. ](https://www.reddit.com/r/gonewildstories/comments/gcl42e/our_second_mfm_threesome_in_a_car/)
* The third is a work in progress, the time Liz asks who was going to fuck her – and we did.
* The fourth is a work in progress, where we spitroast Liz in her bedroom.
* The fifth is a work in progress where she, on our engagement night, demands that we DP her.

**The MFM Rules:**

We had no rules except that I always came second out of Rex and myself, just because that became our thing.

## Our Second MFM Threesome – In A Car Read more »

WET DREAMS UNIVERSITY 32 Club V Dream Master (FF MF MFF MFM ANAL BDSM BONDAGE SOLO TOYS)

“Did everyone get a copy of the Sinday’s Beaver Rewards” Mrs. Donavon called out raising a news paper. “And I trust everybody has scoured through looking to see which article was theirs..” letting the pause sink in as the class furiously tore through the news paper. “There was only one (starting intently at Clarissa) that made it! That means that Eric and Tom get the F for this project. Good job gentlemen. Out of the class we will have to dismiss two of our own cause they can’t seem to slap their cocks on the table.. perhaps there is something else you can study (staring directly at Steve and Trina), like I said there will be cuts, this is a competitive cut throat profession” with that Mrs. Donavon looked back to the class. “For the next ‘ass’ignment I want two papers, one from each team (eyeing the class) on the cheerleader tryouts! I am looking for content, sexibility and something that will make me cum.. the harder the better” with that the bell moaned for class to be over with. “Clarissa, Angie stay after so we can talk” as the rest of the junior reports filed out of class. Mrs. Donavon was perched at the end of her desk. “I did recognize a old column in there (glancing over both students to see who looked more nervous) let me see if I can remember..” her hand slide back as she unearthed a sheet of paper. “.. I do believe it was a letter to Jax (her eyes, nose and mind all waiting to see if either would give anything away) if I’m not mistaking. Well here’s a letter of mine that was waiting for a kiss (stamp back home) butt by the time I got it the Jax column had be closed” fanning herself for something that so fucking hot in the letter. By the time Mrs. Donavon had made it to the door, Clarissa was the only one left sitting. “Are you like cuming babe or do I have to pull on your titty (knowing how embraced Clar was for her tits) chains” Angie teased. “I swear foreign exchange students, you’ll never get them to follow” Angie tried to cover for Clarissa.
“To Jax
This is my first time writing about a sexual experience.. much less actually living it. My name is Miss O, yes you can just imagine the orgasms that this one night still bring to my bed. It all started one night at Voluptuous, a hot new club, when my bf broke up with me. Normally this would be a sad time butt (yes especially butt cause these two guys where checking out my butt) the first swing was his last (I ducked and the bouncer (he can bounce me any day, Rrrrrrr) caught his hand and tossed him, good riddance) the barkeep kept setting me up with cock (mug of beer) and two balls (shots) of pussy and cream whiskey. After I tipped the cock down I was a little unsteady that when these two big hunks started to hit on me, you got it both at the same time. I was so happy at the attention they where showing my tits, my little double D tits. Squeezing, pulling, mashing, getting me so fucking wet. Well needless to say this was only one of the hunks.. the other one.. Fuck I just came.. grabbed my ass. Not like the dick who almost hit me butt like I was a hot fucking whore. Gripping it hard butt as yet gentle, all I could say is yes (Ooooh.. told you I was cuming). I had to make move so I did! Wrapping my arms around the hunk in front of me, pulling myself up (didn’t wear panties, everybody could see them in the miniskirt I was wearing.. well was wearing) so I could lock lips with that stud. My miniskirt just happened to slip up just a little or could it be from me dry humping his cock, it was no secret that I wanted him to fuck me. The next thing I knew was we (all 3 of us where in a private room) started to strip each other. I started with his shirt, button everywhere and him started with my blouse. Ripping it till my tits where his for the taking. The other dude started down there with my ass (fuck I can still feel his tongue), linking my asshole, biting my ass cheek then delving into my fucking hot hole. Just one lick and I came drenching his tongue as my cum ran down his chin. Feeling a cock, a swelling cock as it entered my cum filled pussy. Fuck it was huge butt I had to have it! Filling me up, making my g-spots just explode over that mammoth cock. Forcing me on it, with every kiss my pussy stretched, with every moan my cunt was filled to the breaking point. The pounding I started as my cum coating what little of his cock that was exposed. The feeling of my hair being pulled from behind brought out more of my fucking cum butt my moaning couldn’t compare to what came next, feeling another massive head as I battered my cunt on one cock the other was forcing itself up my fuck hole. My orgasms when silent with envy. Attacking my neck, attacking my ear, squeezing my tits, pounding my wet slit, my banging asshole.. and yes cum lots of cum all cuming from me, Miss O. Being double stuffed can only last so long before I was on my knees, sitting there with one cock up my ass and sucking the other. Swallowing his cock, listening to him moan before his liquid payment came flowing out. I swallowed as much as I could butt that wasn’t it no the other dude wanted me to suck him off too, well needless to say I did. Pointing my ass in his direction as I swallowed his cock, the only thing I could recall them saying was “fuck she is a nasty fucking whore”. I could stuff his cock so far down my throat that when I started to rock I felt his hand grip my hair. He held me down there while he face fucked me till he exploded in my throat, this time making sure I swallowed every little bit of his cum (Mmm Mmmm Oh fuckkk I’m.. cum..g OooohOooohOooohOoooh..)
Sincerely your little Miss O”
“You can’t be serious.. can you? You want to go to club V.. so you can (pointing to the letter).. no you..” Angie was amazed that this country hick could actually do this. “Okay, how about (flipping through her make believe day planner) to..morrow night! Noted and we’re set pick you up at Mmm.. eightish” Angie was already making plans for her eye candy Clarissa to be wearing, acting, even drinking.

Sexcretary [FM]

I wish I would have saved “Extras” for this month, it’s my favorite confession. Anyways, if you read that story, you know I’ve got a thing for older men. I am currently a 20 year old woman dating a 52 year old man who makes my heart and my vagina warm and tingly when I look at him.

One of the things I find so outrageously hot about my boyfriend is he’s a CEO of his own company. An appraiser. Since I met him I’ve wanted to be his little sexcretary. This leads me to one fateful Friday. We were supposed to go to his place that Friday night, but his son was home. And we don’t fool around around his family.

But I had a plan, so I got myself ready. I’m 5’7” and 120 pounds, perky 32Ds, but if you don’t know how bra sizes work picture a C cup. If your eyes wandered up my body from my toes you’d see black 4 inch heels accentuating my long slim legs, wrapped in a professional black skirt, over a nice tight blue blouse, my hips and breasts gripped tight by fabric. Then light makeup, a mischievous smile shining in my blue green eyes, and a tight high brown ponytail. Read more »

Girls night with their tied up boy [FFFM] [Rape]

Hello my name is Megan, I am 35 years old and married to my wonderful husband Bobby for over 3 years now. He and I are in a kinky female dominant relationship and he is overpowered and tied up by me on a regular basis. Sometimes I tie him up to fuck and use him, and sometimes I tie him up just because. He never knows when or why I will tie him up, but I love doing it so much that it never surprises him anymore.

I have his consent to do this whenever I please and he is yet to use his safeword Oprah to stop me. I should point out that my husband is pretty small for a guy, he’s thin and short at about 5’6 and 130 pounds. I am 5’8 and 150 pounds and am definitely the strongest of the two. But honestly I love it, I love being bigger and stronger than my hubby. It feeds into our femdom relationship perfectly. Read more »

The First Date [MF]

It’s our first date and even as you try to hide it, I could see the nervousness behind your eyes. Given the situation, it’s completely understandable since this is the first time you’re agreeing to meet with a complete stranger you’ve only talked to several times through an online forum. In fact, I’ve never so much as shown you even a single photo of my face prior to the meeting and had to text you the seat of our table. We sat at the corner, which I purposely requested for when making the reservations, of the 3-star Michelin French cuisine. The rising moon backdropped nicely against the long table drapes, the burning candles, and your slim figure dressed in a light colored button-up and a business skirt over your bare legs. An anxious smile forms across your face as you glance down, unable to maintain eye contact, onto the menu. I produce a bright grin and continue our conversation from where we left off through text, talking as if we were best of friends. Your eyes light up and your laughs spilled across the room as my jokes hit every cord. Of course, I would never have chosen a target who didn’t have my sense of humor and in that way, you were the perfect one. Our date continues delightfully as our orders were taken and drinks were brought, I’ll needed you a little looser than normal if I wanted my way tonight. Even as you claim to be a rare drinker, you down half your cocktail by the time appetizers arrive. Read more »

The Massage Goddess: Jane, Pt. 2 (FF)

At first, after turning over, I felt that familiar exposed feeling. Dani worked on my feet, which was divine. She also kneaded my hands, which felt far better than I would expect. She even massaged my scalp, which nearly drew me to another orgasm by itself.

Now, she is rolling her hands over my belly, side to side. She works from the tops of my shoulders down to my waistline. When she reaches my large mounds, she climbs up and cascades down. She gives a little extra attention to my nipples as she passes by.

Once she touches my nipple, I yearn for her to focus there. Sure enough, Dani knows, and detours back up to my chest. Closing my eyes, I see flashes of the beach, now at daytime. This memory had been tucked away, and I had completely forgotten until now.

We lay in our lounge chairs in our villa, overlooking the gulf. It was morning, before the buzz of the villagers and tourists began. The beach was mostly empty, except for the occasional early riser strolling along the shore. Read more »