Would you like to be caught dressed and 'forced fucked'?

I was just invited to be a fourth in a foursome of men. I could not accept the invitation this time but the excitement of bottoming for one, two or three men and making my butt available to them for an afternoon is making me giddy. I know one is a Top and the other two might include a Top and a verse. I am a sub bottom. I had to say no to the invitation but I asked that they not forget about me. My fantasies now include them having their way with me. They could dress me if they wished of course. I would have no say at all
Wow would that be hot!!! Being a fourth in a MMMM would a a fantasy cum true! Please tell us when it happens and all about it!
 
Fantasy of the morning.

First, IRL I present as slender and svelte, with long blonde hair, big boobs, a big booty, and a very small clitty. This is not fantasy.

I recently exercised my J2A rights -- Junior 2nd Amendment, using pepper spray.

I spent four interesting and educational days in jail.

Here's the fantasy:

I'm in jail for thirty days.

A transwoman in the male tier.

Orange sweatpants, top, socks, shoes.

My cellie is nice. Very nice. Latinx g. Scary tough. Pretty eyes. Fit. I want him.

In the cell, I tell my bunkie I'm taking a nap. Off comes the top. Jail white sports bra covers my huge tits.

He points to the lower bunk. It's hidden from outside view.

I pull my sweatpants down enough for my white jail panties to be noticed.

Lie down. He stands in front of where I'm laying. Big bulge in his crotch.

I touch it hesitantly. He puts my hand on his crotch and directs me to stroke through his sweatpants.

He pulls his sweatpants and jail whities down. Out it comes. It's tremendous. It's in my mouth.

I suck his cock until he's ready to cum. He cums. I pull it out so his love liquor streaks my face. He whispers "fine." He pulls my bra up and squeezes my boobs. So the nipples jump out. He licks them. I cry in pleasure.

That's the beginning. I become his jailhouse sex toy. No cleaning the cell or other banal stuff.

Just nice sex. Beautiful big cock. Always hard.

I stay in my bunk, all the time, with only my panties on. Playing with my boobs. Playing with my clitty. And getting my holes packed.

He's just the sweetest fuck ever. That big diesel slides into my booty smoothly. He fucks me slow and lovingly. My pussy clenches him. He cums. Full of cum.

We're lovers. Spending our time together with me as his sexy piece, his g.f. in every way.

He takes me to shower, and gets me a razor for my shadow beard and a comb for my lovely hair.

And then we agree: he'll pimp me out to the tier. In exchange for commissary. He'll let any man do what he wants to me. Only two rules: no MTA, no hitting.

Just a cute piece of ass in a jail. 30 days.
Five guys per day. My nirvana.

Jail University beats Yale University. A real party school. If you're ready for it.


( O )( O )
 
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I've fantasised about being out for a walk while dressed and being caught by several men. I am afraid to shout for help because I am dressed femininely. They surround me and push me into a secluded nook. One grabs my hands holding them behind my back and forcing me unto my tiptoes, making me helpless and completely vulnerable. Realising I am a male dressed like a girl the others ridicule and berate me for being such a wimp before starting to tear my clothes from my body. I struggle but can't do a thing to stop them. Left in my garter-belt, nylons and heels they leer at me, ridicule me more, completely humiliating me.
I struggle helplessly again and start crying which only makes them laugh at me. Released I am pushed from one to the other around their circle as theytell me that if I want to dress like a girl I must want to be used like one too. Two of them grab my arms and force me over a bench as the other two force my legs apart. When I struggle more I am spanked hard and told to behave until I stop. My arms are forced back for one to hold as the two in front lift my head and one forces his cock between my lips and down my throat. Gagging and choking I gasp for air as he relentlessly fucks my face.
After a minute or two of that I feel one spreading my lower cheeks and pressing his cock into my ass. Helpless I feel his cock thrust deeper and deeper into me. Every thrust down my throat drives me back further on his cock and every thrust forward forces the other cock deeper down my throat. When they cum their friends take their place.
Something in my mind snaps and I want what they are doing to me to go on and on. No longer restrained I moan, writhe and twist trying to take their cocks deep inside me. I have no idea how long it continues or how many times I have cum before they taunt me for being such a sissy slut and leave me sprawled on the grass beside the bench. Limply lying there, gasping for air I watch them leave and hear them congratulate each other on teaching me a lesson!
Have you ever had similar thoughts or done anything like this? I did arrange for one guy to 'catch' me, tie me up and rip my clothes off then 'rape\ me but while enjoyable it still lacked the 'thrill' I imagine of it happening spontaneously. Not sure If I'd ever really like to really experience it to be honest but it is a nice fantasy for me!





[Mod Note: Tread VERY carefully here]
I have been lucky to have two guys a few times. I would dress up and be sitting ing my house when they would "break-in" and "rape" me they would ripe everything off me as I cried and screamed they started spanking me very hard until I shut up then force me to suck them as I was tied down and raped over and over. one night I was to be in bed already when they came over and had 5 guys who took turns with me. I real like rape role play
 
That was hot! I've actually had the same basic fantasy. I go out for walks around my small town of about 300. As well as a town of a few thousand north of me and south of me. The one south of me, is supposedly working it's way up the "bad city in Iowa" ladder. Unfortunately, nothing has happened. Not even anyone yelling any obscenities. Disappointing!
Don't be too disappointed, Hon. If anything ever does happen I hope it is exactly along the lines of your fantasy.
 
I didn't know till it happened that I was being pimped out once. Pimped out to a large group of truckers for a bargain price. It took place in a small clearing at one end of a truck rest stop and for thirty dollars you got to watch, or participate in whatever way you wished.
I have no real idea how many cocks I sucked or how many came in my ass aside from lots. I was too busy sucking, swallowing, kicking my heels against different asses as their condom covered cocks filled me. too lost in the sensations flooding into my mind to care more than to hope it would never stop.
You’re beautiful!
 
As a transwoman committed to exploring every aspect of trans existence, as a writer focusing on issues of sex and power, and as an extreme psychomasochist, I am fascinated by this question.

By psychomasochist I mean that I don't do lines and knots and have little respect for the socalled kink community. I live total submission to my Big Domme. I don't need to play-act.

As a ho I keep a dog collar around my neck and a leash in my trick bag.

I desire to be had against my will. I want to test my situation by surrendering all control.

I don't want violence except for spanking and occasional slaps.

I was recently in jail and am dealing with the possibility of a 30-day stay.

I am considering choosing 30 days as a transwoman on a men's tier with the clear message that I am available to any man for anything except ATM.

30 days as a jail ho would mean the title of this thread writ large.

So far the biggest problem might be 30 days without shaving. Opening my holes to as much cock as I can fill them with is no problem for me.

I don't know the rules here but hope this post is acceptable to the mods. I almost wrote it in Serbian.

( O )( O )
I'd want to wear lingerie and lipstick. And dance topless so men could have fun slapping my boobies.

I want to pull more trains than Amtrak.

And as Johnny says, prisons and trains go together.


( O )( O )
 
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Honestly, being a gaol hoe is scary.
Oh baby love... So glad you posted this.

First, life is scary, esp. now.

Putin is scary. DJT is scarier than ever. Gaza is scary. Even PeePee and the 400 lb scab sandhog are scary.

But honey... I stood at the height of male power. I still have membership in the White House gym -- at the residence of POTUS.

I travelled the world. I exposed Saudi involvement in 9/11. I married a movie personality. I published tons of books.

Nothing but nothing on the face of this earth beat the first time a young guy called me a sexy bitch.

No pleasure exceeds that of servicing a room full of cocks knowing they like me being a pretty fuck toy.

No book, movie, painting, trip somewhere, fancy car or fat bank account is better than being told by a cute guy that I am a good cocksucker because I'm a pretty ho.

Walking the streets inspiring fearful silence because I'm known as a bitch of power not to mess with is nothing compared with being told sincerely I'm fun to fuck.

Being a pretty ho is divine. Literally. A pretty sexy piece of ass is the fiery shadow of the Goddess.

So life is risky anyway. Why not make it happy? Why not train your body to be useful? To be youthful to be useful. To be so pretty and fuckable men get lost in fucking me and don't care what my name is. They just fuck. They don't live for anything else.

To make men want to keep their cocks deep in my holes. To eat and sleep and check email and launch startups and write opinion articles and direct wars and fight revolutions while their cocks never leave my apertures.

Both ways. All of us carry out our daily affairs with cocks continuously fucking us, with us getting fucked non-stop while we pursue our lives.

In this scheme, it seems quite possible a cute piece of boy pussy could accumulate considerable wisdom by going into jail for 30 days to clean up cum.

It would be scary to be fought over. But not if a jailhouse cumslut knew her pretty ass was protected.

It is extremely exciting for me to imagine being a protected possession as prison pussy. The possibilities are endless.

Plus one could lay pipe like A Supreme Plumber.

I need to perfect the lesson I have learned: it's best to see myself as using my gorge body to get men off. Rather than viewing men as being there to get me off.

I want to be a permanent human bottle opener. Forever used casually to open that cock and scrotum up and let the cum flow.

A church key of flesh is the key to the church of the flesh.

I need a lot of cock to prove what I know. Butt sex is better than vaj sex. Esthetically and spiritually. Because it's not just about plugging holes.

It's about using the holes intelligently. Making every body a Lambo and every pussy a Maserati.

The summum bonerum: few men are so self aware as to realize they want a hole to park their johnsons without distraction. They want a hole. They can't see any significance in fat thighs around the hole. Blubbery booty in front doesn't make them harder.

But offer men a sweet, clean smooth hole between pretty, perky, downy soft ass cheeks. Use your butt to get men off not just by grinding their cocks with your hole but with the added pleasure of using your booty cheeks as a kind of velvet glove.

The wise ones said "know thyself." I say use yourself. Paradoxically, a jail load of cock could be a way out of the jail made by cock.

( O )( O )
 
My wife early on in my marriage would enable my crossdressing. 2 years later a switch flipped and she became repulsed and angry at my fetish almost overnight. She told her whole family about my bedroom habits.
So I now I fantasize that knowing my MIL and her sisters know, I’m dressed alone at home for my own pleasure and my wife her mom and two sisters walk in on me all wearing huge strap ons! I’m taken by force and humiliated!
Mmmmmm to dream!
 
I've fantasised about being out for a walk while dressed and being caught by several men. I am afraid to shout for help because I am dressed femininely. They surround me and push me into a secluded nook. One grabs my hands holding them behind my back and forcing me unto my tiptoes, making me helpless and completely vulnerable. Realising I am a male dressed like a girl the others ridicule and berate me for being such a wimp before starting to tear my clothes from my body. I struggle but can't do a thing to stop them. Left in my garter-belt, nylons and heels they leer at me, ridicule me more, completely humiliating me.
I struggle helplessly again and start crying which only makes them laugh at me. Released I am pushed from one to the other around their circle as theytell me that if I want to dress like a girl I must want to be used like one too. Two of them grab my arms and force me over a bench as the other two force my legs apart. When I struggle more I am spanked hard and told to behave until I stop. My arms are forced back for one to hold as the two in front lift my head and one forces his cock between my lips and down my throat. Gagging and choking I gasp for air as he relentlessly fucks my face.
After a minute or two of that I feel one spreading my lower cheeks and pressing his cock into my ass. Helpless I feel his cock thrust deeper and deeper into me. Every thrust down my throat drives me back further on his cock and every thrust forward forces the other cock deeper down my throat. When they cum their friends take their place.
Something in my mind snaps and I want what they are doing to me to go on and on. No longer restrained I moan, writhe and twist trying to take their cocks deep inside me. I have no idea how long it continues or how many times I have cum before they taunt me for being such a sissy slut and leave me sprawled on the grass beside the bench. Limply lying there, gasping for air I watch them leave and hear them congratulate each other on teaching me a lesson!
Have you ever had similar thoughts or done anything like this? I did arrange for one guy to 'catch' me, tie me up and rip my clothes off then 'rape\ me but while enjoyable it still lacked the 'thrill' I imagine of it happening spontaneously. Not sure If I'd ever really like to really experience it to be honest but it is a nice fantasy for me!





[Mod Note: Tread VERY carefully here]
This is exactly what I have wanted my whole life! Sooooo bad!! So hot, nice job.
 
My wife early on in my marriage would enable my crossdressing. 2 years later a switch flipped and she became repulsed and angry at my fetish almost overnight. She told her whole family about my bedroom habits.
So I now I fantasize that knowing my MIL and her sisters know, I’m dressed alone at home for my own pleasure and my wife her mom and two sisters walk in on me all wearing huge strap ons! I’m taken by force and humiliated!
Mmmmmm to dream!
What caused the switch? Why did she rat you out? Is it something the MIL or sisters ever brought up with you?
 
What caused the switch? Why did she rat you out? Is it something the MIL or sisters ever brought up with you?
1st it was because she was afraid of our child as he grew would find out. I don’t really know why she outed me, we caught about it often after she ended my fun so I guess she had to talk to someone! UGH! Yes my MIL had mentioned it once or twice about me lying to my wife about my sexual addiction! Oh well,
 
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