Tag: Wife

[MT] A long story about a friend that I still think about from time to time.

This one is going to hit more in the feels for me. I still feel bad about how everything played out. This is probably more of a confession than a gonewildstory, but there are hot parts to this story if you read it all the way through. I was inspired recently to finally write this all out.

It was the late 90’s and early 2000’s in NJ. I was always with the punk and alternative cliche. I wasn’t really one of them truly, I floated from group to group like a feather in the breeze because I did sports, band, science clubs, commission art and had my own metal bands. I never really fit in anywhere or identified with anyone else strongly, so it made sense that the “friends” I spent the most time with were misfits. It was a strange time when you couldn’t make fun of homosexuals anymore, but people still really understand their place in society yet. Queer Eye For The Straight Guy hadn’t even come out yet. “Transexual” wasn’t even a term most people knew about. They were just “crossdressers” to most people. To Wong Foo, Rupaul, and Meshach Taylor from all those 80’s movies were the only exposure that most people had any experience with. Read more »

[F] Everything Was Going Normal when I Started Dating a Single Doctor…Up Until I Met His Hot Son

**I’ve posted several stories about my sexual awakening in my late 30s. Links below if you enjoyed this one!**

Sam’s body hovered over mine. I was on my back in his big, king bed. The room was lit by candles.

We were both completely undressed. My legs were spread wide for him to enter me.

He was handsome and rugged with silver hair and a square jaw. He had a toned body and a broad, muscular chest.

I had my arm wrapped around his neck. He fucked with precise, slow rhythm. It was like he was giving me a massage. The pleasure started like a small fire deep inside me. And with each repetitive thrust he fanned the flames. He never lost control. He didn’t alter the pace. He just kept going in and out. In and out. In and out. Causing me to moan softly. And the feeling inside me to intensify. Until finally I was right at the brink. And then I tossed my head back, moaned his name, and climaxed.

He changed the angle just a little bit. He closed his eyes. He seemed to focus intently. And then I felt his cock spasm. And I knew he was filling up the condom he had on. Read more »

[FF][FFM][les] The Continuing Adventures of Betty Big Titties

***This story involves a character introduced in a previous post. Link in the comments.***

Sometimes I think I have a sixth sense. I can spot a woman and know she has a naughty side.

I’m not talking about the ones that are obvious. Of course anyone can see a woman in a short skirt with a tramp stamp with her tits half out and know she’s probably up for a good time.

I’m talking about the closet cases. The church girl with a dark impulse. The buttoned-up professional that’s dying to let her hair down. The newlywed who can’t forget an impetuous encounter from her past. The suburban wife with a lifelong fantasy she’s never acted upon.

It’s been that way since high school when I first convinced a buxom little red-head to let me unbutton her school girl blouse and let me fondle her gorgeous tits. I loved every moment of helping her break out of shell. I got a dirty thrill out turning a curious little Catholic girl into an insatiable nymphomaniac who was up for anything. Read more »

[MF] Wife’s braless week in London (no sex)

There’s no sex in this because it’s just a short story about something we did on our “oneymoon” (the trip you take *one* year later because you had to cut your actual honeymoon short due to an impending hurricane).

We’d always wanted to see Europe, so we booked flights and hotel for ten days in London, England. I won’t bore you with our sightseeing itinerary, but we did all the regular tourist stuff like everyone else.

The one thing that we noticed right away (me slightly before her) was that in London a lot of women went braless. I wouldn’t say it was everyone, but it did seem like it was more common than it is back in the states. By the time we passed the 30th or so girl walking by with “the girls” swaying back and forth alluringly, the back of my head started to hurt.

I tore my eyes away from the lovely sight in front of me and said “ow! you’ve been slapping me haven’t you?”

She gave me her trademark icy stare and mentioned that perhaps I ought to take a few hundred pictures as they’d last longer and she could use them as evidence in my upcoming divorce. Read more »

L’amour, la Miséricorde [MFF][Oral][69][Toys][Swing]

You weren’t sure what to think at first, your wife of eight years, dutiful and modest, suggesting a threesome. Had it not been because it was my birthday, and because the look in my eyes was torn between fear and excitement, you would have probably believed I was joking, but like any red-blooded man with life still coursing between your legs, you agreed. You even agreed to the terms I set, for which I was grateful. I had honestly been afraid that you’d turn down the idea just on the back of those – touch her, but don’t fuck her. Share me, but don’t kiss her. It was a simple enough ruleset, but I knew that once things got underway, you might be moved by your cock to try and sneak past them, especially the first one. So it was with some trepidation that I greeted her to our house, tall and lean and blonde as a wheat field in June. Said her name was Mercy. I knew it wasn’t, of course, but when you connect with someone from a dating site online and invite her to fuck you alongside your husband, you accept a certain need for discretion. Well, I told her my name. Kind of hard not to, with it boldly printed on the door. Read more »

The time I let him [f]uck me bare…

Glad you guys liked my previous story :) This one is about the same guy (6’3”, bearded, very hot, hung). We’d only hooked up twice since the first time (mismatched schedules and all that), but as we learned very quickly how to push each other’s buttons and exactly what the other liked. Each time was amazing. Read more »

My Boss Was My Daddy, aka that one time my life was basically every porn cliche rolled into one [MF]

At 22, fresh out of school, I took a nanny job with this guy who was separated from his wife and had his kids on 3 or 4 day weekends. He was 38 and handsome, generally a decent guy and father, and though I was only being paid for thirty hours a week being his nanny meant I didn’t have to pay rent so it was worth it.

We got along to the point that we’d occasionally hang out on off days and have a few drinks, or eat takeout on the couch, or whatever. When he admitted after a few drinks one night the kids were gone that he and his ex had a dead bedroom for a year before they split, and he hadn’t had sex since the last time they fucked, I had to do my civic duty and suck this guy’s poor, poor cock.

You guys, it was like an animal was released. He loved dirty talk. He loved it when I called him daddy. He loved choking me. He loved spanking me, and fucking my ass, and loved to fuck me in the ass when I had a dildo in my pussy. Every kink and sexual interest bubbled to the surface the minute I let this mild mannered, good father cum on my tits. It’s still some of the best sex I’ve ever had, over half a decade and many, many partners later. Read more »

Vacation at the beach house [MF]

Usually, my stories are about things that happened to me years ago. This happened just a couple of weekends ago, and I really have to share it. Sorry for the long intro.

After a long year, I reached out to my old friend, Kevin, to ask if I could use his beach house. We have a long-standing agreement that I can do work on the house and not have to pay the daily rental fee. I also had to keep the place clean, so he wouldn’t have to schedule the cleaning service after I left. That was never an issue. I needed a break from work, so I planned to take a few days off to make a long weekend. Kevin let me know when the house was available, so I was ready for an early August get-away. This go around, my job was to replace some of the deck boards, steps, and also screw down some loose ones. This didn’t seem like that big of a task. I brought down some tools. Kevin was to have the deck boards delivered. I figured I could knock it out in stages each morning. I would be able to get some much-needed relaxation on the beach, and then get back home for work before Monday. Read more »

The Hotel Hookup

Ages ago, I came down to the bar at a hotel I was staying at for a late night drink expecting it to be quiet, only to find wedding guests relaxing around it. Who holds a wedding on a Wednesday night?

The reception, and its own open bar, was off in the main hall. Fortunately, these were just the people who peeled away looking for air and to escape the Electric Slide.

And there she was, tipsy and in a strange mood. Myself, being the charming man that I am, took full advantage. I attempted to introduce myself as she slushed and spilled her wine next to me. Still the gentleman, I offered to help clean up the fresh stain on her dress in my room, not even finishing the exchange of pleasantries.

My eyes looked between each of hers in turn, and once to her lips. A shitty tip I read online but surprisingly one that worked. She blushed at the attention and took my offered hand, the uncharacteristically adventurous part of her coming out. She didn’t even know my name, she just took in that I was well dressed, articulate and older. Read more »

[F] Completed Challenge One from r/stupidslutsclub

***Outfit pic in the comments…***

Being a slut is nothing new to me. I lost count of how many men I’d fucked way back in college. I lost count of women before that. I’m in my early 30s now, and I haven’t been monogamous for more than a few weeks in my life.

But that didn’t stop me from taking an interest in the challenges. I don’t think I need a makeover. And random mall sex with three different guys isn’t my thing. But challenge one? That was something new.

And so I explored different cam sites. I found one I liked. And then I sat down in front of my lap top in a low cut, silky white robe that was meant to be paired with a nightie. Except I didn’t bother with the nightie. I just buttoned the robe up over a garter belt, virginal white panties, and stockings. And then I went to work. Read more »