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2
Anonymous
@hookups
22 Sep 2016 5:55AM
• 1,348 views • 0 attachments
[ − ] thread [ 1 reply ]

M26 and F28 both very good looking Caucasian couple. We are in Massachusetts and seeking any and all women who would like to join us. We are looking for women who would love to play with both of us at the same time and even individually while the other is watching.

Unfortunately Craigslist is fucking shit now a days for W4MW and all that you get for replies are dudes. We don't want couples or any guys, just women. Figured porn sites are the next best option rather than outing ourselves publicly because we are looking for strangers. All of the hookup sites suck and are sketchy with asking for pay.


If there are any real women 18-45 who are interested hit us up and we can chat/exchange pictures. We are willing to use our place too. We have a great sex life and are looking to bring a girl in to enjoy too! Again we are in Mass so don't bother replying unless you are too or are within driving distance!

If you have any FREE websites that you know of that we can use feel free to offer advice too!

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5
Sincitybigcock
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@random
31 Mar 2024 12:12PM
• 245 views • 1 attachment
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An outfit fit for an outing with Daddy....

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1
Anonymous
@random
11 Jan 2026 2:49PM
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Family outing

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-7
Sissy_is_sub
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@confessions
30 Apr 2026 3:03PM
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I’m a sissy faggot! I’ve tried to be a normal man, stopped shaving my body, tossed all my female clothes a few years ago. I made an honest effort to maintain my beard, and the persona but alas I am what I am. I love being shaven and love to wear the pretty and silky soft clothes of women. I can’t stop wondering what I would look like in what that other woman is wearing. I wonder about her underthings, lingerie, soaps, lotions and all the feminine products she uses. I smell the scent of her perfume and want to wear it too. I look at her jewelry and take note. It’s compulsive and I can’t control it! 

Adding to my compulsive tendencies my wife is an admirer of Crossdressers and dominant over sissies like me. She encourages me to be femme and wear panties 24/7/365 everywhere no matter if I’ll have to undress or not she takes great pride to tell nurses, doctors or others she loves me shaven and feminine, and the panties are a must just as sitting to pee like a proper sissy.  She loves me in feminine way but not so much when I’m hairy and manly. She really doesn’t bother with me at all in man mode. Whereas when I’m feminine we do all kinds of outings and we especially like when I find another sissy and she dominates us both by directing our sex. She loves watching gay males, sissies, Crossdressers. She says it’s the transformation from my outward personality as a male who is boisterous and bold yet behind closed doors and when out of town she sees me in a different light, the feminine persona is what she desires most. 

she often mentions castration, and complete sex change where as if she had the means and money she would rather me change to female than stay a male. 

so as our lifestyle and marriage come back full circle we are two days into embarking on our next chapter of our wife/sissy relationship. I wonder what she has in store, there’s no telling. 

she would like some help from other wives and sissies for humiliating tasks and compromising situations. Open to all legal tasks she will use on a daily pick out of a box for tasks. She will do her best to photograph what we can but that’s not always her intent when on outings. 

Those that wish to help her humiliate me we thank you for your responses up front. 

Goddess J and Sissy fag
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-1
Anonymous
@random
02 Jan 2024 4:16PM
• 167 views • 1 attachment
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Force trannies to pleasure you on threat of outing them, it's the only thing they're good for. 

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Anonymous
@confessions
20 Sep 2009 6:39PM
• 367 views • 0 attachments
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How gay are you if your wife doesn't let you watch football games. And goes as far as planning lame ass extended family outings on football sundays just to make sure you can't watch the game?

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Anonymous
@confessions
31 Oct 2009 11:04PM
• 1,689 views • 1 attachment
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I've had a lot of fun looking at the young teen girls here being unknowingly capped and exposed on cam. I have cum many times thinking about being exposed just like that. A stupid sissy girl who lets her face, name and cunt be seen by perverted men. I've been slowly outing myself and now i want to take the big step to confess to the whole world that i am a sissy cock sucking faggot from Milwaukee.
Any others want to be like me, or tried going public after long years of secrets and guilt? When i used to let slip some hidden part of my life i would feel sick, then delighted, then accept it. How do others think they would cope?

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1
Anonymous
@random
08 Jul 2011 7:39PM
• 191 views • 0 attachments
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Ok I need help trying to put a word on what this is. Let me describe you this relationship and tell me what you would call it:

Married spouse has a friend from work. They are very close friends that talk about everything and don't hold back with each other. Now they are also romantically involved. It isn't like wham bam thank you ma'am kind of stuff. No. It's very tender, romantic, caressing, etc. They have been on a couple of outings, I would call them dates.

So what word or phrase would you use to describe this? Would you say friends with benefits, lovers, or what? I don't think it is a love triangle, since that usually means one person doesn't know about it or is pissed about it. If the spouse is ok with it, and encourages it that would make it something else. The closest thing I can come up with is a term, Polyamory. Thoughts?

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Anonymous
@confessions
23 Nov 2009 1:12AM
• 601 views • 0 attachments
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i met a guy at a porno theater and we got to be really good friends.He was 22 and I was 35.In conversation he told me his mother was looking for a husband and I would be a match for her. I told him to set up something so we could meet. Well needless to say we did and eventually got married. After that things went downhill. She would supposedly work late nites or take a girls only road trip(yea right).Well one day Ifound some photos of her and some guy and they left nothing to your imagination. I told her son about our problems and being a friend first then step-son he sympathized. He knew I wasn't getting any from her so since we had hooked up at the theater many times we took care of ourselves. The hottest thing was when she came home one nite from a "GIRLS ONLY OUTING" she caught getting fucked by her son. I LOVED IT.

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Anonymous
@confessions
08 Jan 2015 7:13PM
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So I was thinking about of all the times I have jerked off which ones were the best. So many good times for different reasons, some just great material that I "found" of girls I know, some pushing the limits of getting caught, but one in particular stuck out as probably the most circumstantial because normally you set up these situations to get a good jerk off and this one I couldn't have set up if I tried. Maybe not the crazy "I fucked my neighbors daughter" bullshit stories you here on this site all the time but its true and was fun:

I was out at the lake last Summer with my wife, her hot friend, and some other friends. Pretty typical outing we do several times a year. My other friend's boat broke down and so I had to tow him back to the ramp. I needed someone to help me keep the rope from getting in my prop and needed someone to drive my truck around to the ramp. The hot friend can't back up a trailer so she ends up with me in my boat while my wife pulls the truck around. We hook up to the dead boat and I start towing them back. So here I am alone in my boat with the hot friend inching along across the middle of a lake for 30 minutes. The friend in the tow boat is a long ways back, and I'm sitting at the controls so he can't see shit anyway. The hot friend lays down up front, it's a bow-rider so I've got a pretty damn good view of her in her bikini. Skinny, great fake tits, late 20s. The wind, waves, and music make a little noise so she couldn't hear any spanking I'm thinking. Even if she got up she can't see me and I'd have time to put it away. So I pull my dick out the side of my shorts and just start going to town n myself. I don't need to worry about what to do with it because its a boat floor, it gets wet all the time. I'm stroking pretty slow just taking my time. Every once in a while she turns to look at the boat behind us and I stop momentarily. One of the best parts is this whole time we are having little pointless conversation so here I am dick hard and out, a couple feet away from her, looking at her, talking to her and just having a good ol' time. Then I blow my load all over the floor in front of me while looking at her and talking to her. I put my junk back in my shorts and finish the tow like nothing ever happened. The End.

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3
Anonymous
@confessions
22 Jan 2013 9:53PM
• 490 views • 1 attachment
[ − ] thread [ 7 replies ]

First off I want to say I am not attracted to my cousin in any way.

Anyway. My cousin is considered by most guys "hot". She's not that smart and flunked out of college. She has a decent face and a D bra size. Well, proceeding into the story... One time after a family outing I caught her in the shower by accident. She did have a nice body but after that she kept accusing me of trying to look at her naked again.

My family was a lot more fucked up than this. Anyone want me to continue?

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1
DommeTerry
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@chicks
13 Sep 2022 10:13AM
• 51 views • 1 attachment
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Poor thing. When she agreed to work the golf outing she had no idea she'd be providing the 19th, 20th, and 21st holes.

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Nude Vista Content

The outing was at the mall, which ended with intense anal sex.

07:30 4.9K

Chapter Two: Each Outing With This Individual Invariably Stretches Beyond The Anticipated Duration

07:45 14.1K

The Family Outing Ends Very Well Between Stepmother And Stepson As They Show Love For Each Other

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An Outing To The Motel With Keilimar And I Enjoy When She Shows Me

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Outing mit Gesicht als Hure beim Duschen

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What A Momma, Da Type, No Outing

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