Jan 182014
Crossdressing Secretary Fucked Up The Ass By Dominant Female With Strap-On Dildo

Mistress Jane wanks and fucks cross-dressing secretary in frilly knickers, stockings and suspenders

Crossdressing secretary Janine wrote to me a few weeks ago, saying she was a slutty trans-secretary who was still in the closet. Her dream was to dress-up in her favorite secretary outfit and have me take her up the arse and fuck her with my strap-on dildo.

I agreed to meet her providing she would come fully dressed in tranny mode as a secretary, wearing her complete outfit, including wig, stockings and heels.

Having never dared to dress up in public as her trans-self, the thought of getting trannied up and leaving the house to drive to my place, filled her with delicious excitement.

Janine arrived on day at the appointed time and parked her car in my drive, dressed-up smart in her suit and glasses, tan nylon stockings and heels, as requested.

I ordered her up to the bedroom and made her strip off her skirt and complimented her on the frilly lace, sheer nylon kickers and pink corset she was wearing. Her cock was already stiff inside her white knickers and looked incredibly sexy, surrounded by her suspenders attached to the tops of her seamed nylon stockings.

Janine lay on the bed and I fondled the shaft of her stiff cock through the sheer fabric of her nylon knickers, then pulled them to one side and sucked her balls into my mouth and tickled them with the wet tip of my tongue. I then pulled the elastic waistband of her knickers down and her erect cock sprang free from it’s confinement.

Laying on top of Janine, I trapped her erection between my thighs and stroked her throbbing dick between my legs in their seamed nylon stockings. Then reaching behind, I grabbed her cock and moved my ass up and down, so her bulging cockhead rubbed against my pussy and the tight material of my damp pantie crotch.

Making this slutty secretary get on her knees before me,  I pressed the head of my strap-on cock against the ring of her butt-hole and thrust my hips repeatedly, forcing my cock up her tight arse and burying the shaft deep inside her tranny pussy.

Then I fucked her relentlessly, thrusting my dildo hard and deep, making her scream and beg for more as I held onto her stiletto heels and plundered her stretched anus with my 9 inch black strapon cock!


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Oct 302012

Hard Cock Encased In Layers Of Pantyhose, Stockings And Suspenders

There’s something very naughty about wearing ladies panties, isn’t there? They always feel so gorgeous when I put them on and I love the way my Pantie Boy dick looks when it’s wrapped up inside them, so soft and snug around my balls.

I love wearing my wife’s panties when she goes out to the bingo with her friends and I have the house to myself. When the door is locked, I’m home alone and with no more disturbances there’s just one thing left to do. I head on up to the bedroom and look in my wife’s drawers and find a suitable pair of panties to wear for the evening. She has all sorts of things in there that I like to wear… Pantyhose, stockings and garterbelts, a big selection that I’ll enjoy putting on and really pleasure myself while I’m doing so.

I like to stand in front of the full length mirror in my wife’s sheer nylon pantyhose and knickers, and stroke the outline of my hard cock through the tight encasement. I feel my stiff cock getting harder behind the tight layers of panties and pantyhose that encase my erection, and I tease the head of my throbbing cock, making the tip wet with pre-cum which starts to show through the panties. I’m not even going to pull this hard cock of mine out of my knickers just yet, because the way it feels as the tip rubs my panties makes me feel so good. I’ve only just started wanking but I’m already about to explode cum everywhere, so I need to take things a little slower and just tease myself.

I put my hand inside, rubbing and tickling my cock as I work myself slowly to the point of cumming them hold back on spurting my juice. Then I start again and grip my pantie boy cock and begin to masturbate fast, stroking my cock inside the cocoon of my wife’s silky knickers. I can feel the blood rushing to my cock and I’m breathing heavy as I wank inside these panties.They feel so nice and tight and my cock feels constricted which just gets me feeling even more horny.

That’s it, I can’t hold it back any longer. I’m going to shoot my huge load deep inside these knickers and then rub it all over my dick, it’s going to feel so good! My fist pumps my throbbing cock inside the panties as I look in the mirror and I feel the soft, silky, material pulling tightly against my balls. I breathe faster as I feel the rush of my sperm travelling from my balls to the end of my cock and blast hot, sticky cum inside my wife’s sexy knickers.


Feb 032012

Mistress Annabelle Vintage Crossdressing Videos

Lady Annabelle is a lifestyle dominatrix who trains and dominates her sissy slaves and makes them dress in genuine nylon stockings, retro-style underwear and heels.

Bringing a touch of real class to transvestite porn, Lady Annabelle indulges her passion for vintage styles of clothing and underwear, forcing her sissy slaves to dress up in feminine garments and subjecting them to punishments using whips, canes, dildos and fucking machines.

Lady Annabelle is the embodiment of female perfection, and her beauty alone will have you begging at her feet to become one of her devotees. She even encourages those willing to submit to her commands to contact her for personal training.

Meanwhile you can watch her weekly videos and get a taste of what you can expect when you enter the world of Lady Annabelle at Vintage Crossdressing, where all your crossdressing dreams cum true…

Click here to enter Lady Annabelle’s World Of Vintage Crossdressing


Jan 072012

Tranny Sluts Fucked By Female In Threesome Orgy At Zoe Fuckpuppet

I recently invited a new crossdresser and his girlfriend to join me for a threeway fuck party and had a fucking good time!

He’s not really a tranny girl, but more a boy who gets very hot when he’s forced to dress up.

He wanted to be forced to suck my cock, and then to watch while I use his girlfriend’s pretty body for my own pleasure.

I made him dress in stockings and heels, to help him feel a little more girly while he sucked my huge tranny cock.

It was his first time tasting tranny dick, which he sucked enthusiastically, licking and swallowing my throbbing cock like a proper whore as he prepped me for the climax of our naughty, little rendezvous.

His girlfriend fucked him up the ass with her strapon cock, as I fucked and filled his willing mouth with the fullness of my tranny prick.

Then I mounted his girlfriend, and we kissed and grabbed at each other’s tits, moaning against each other as we fucked, two sluts craving a hard cum! We all got off so good that day!


Dec 162011

Mrs Lovings Wanking Off Two Crossdressers In Stockings Suspenders and Panties Video

If you watch this movie carefully, you’ll see Mrs Loving gets very excited and turned on when she plays with her sissies, Allyson and Monika.

She begins by telling them to kiss and feel each other up, and soon their cocks form big bulges in their dresses that Mrs Loving must explore and expose.

Mrs Loving watches, instructs and guides her sissies as they explore oral sex and suck each others stiff cocks in turn.

Mrs Loving gets so excited seeing them pleasure each other, she instructs them to worship her panty crotch, making them and sniff and lick her womanhood through the damp cotton of her panties.

While she is sucking on Monika’s clitty cock, she jerks off Allyson who suddenly cums due to all the erotic excitement of the situation.

Next, Mrs Loving makes her sissies kneel and bend while she prepares their arses with her fingers, and then fucks one of her sissies from behind with her strapon.

After the fucking, Mrs Loving sits on the couch with their stockinged legs draped over hers, then she begins the long slow milking of their cocks that releases more sissy cream than you can imagine.


Nov 012011

Pantyhose crossdressers wanking each others cocks video

Only another crossdresser knows how to satisfy your need to dress up in nylon pantyhose and have wild pantyhose sex. Which is why Monika and Allyson got together for a lustful afternoon of mutual crossdressing, and uninhibited pantyhose sex as seen in this video at Panty Club For Men.

Crossdresser’s Monika and Allyson love dressing up in dresses, lingerie and fabulous nylon pantyhose, and became very aroused while helping each other to dress up in their pretty dresses and panties.

They were soon both sporting huge erections which bulged at the front of their tight pantyhoses, which elicited them to begin touching each others cocks through the nylon screen of their hose.

They soon found themselves in a close pantyhose embrace, masturbating each other through their sexy hose, and rubbing their cocks together which made them slippery with girlie pre-cum.

Pantyhose crossdressers mutual wanking togetherand spunking in nylon hose video

Pulling their pantyhose down to their thighs, they got into a 69 position with stretched pantyhose gussets close to each others faces, indulging in an orgy of shared cock sucking and ball licking.

They mutually masturbated each other with hands inside the other’s hose, then they finished by stroking their own cocks and shooting thick white cum through the nylon mesh of their sexy pantyhose.


Aug 032011

Strapon Jane Fucks Stocking Transvestite Up The Ass

I get all kinds of transvestites and crossdressers of all shapes and sizes visiting me for a good ass fucking.  So it was nice to get my hands on this curvy tranny slut, as I hadn’t had a fuller figured tranny for a while.

It turned out that this tranny whore was a real filthy girl who liked a little bit of BDSM. So I immediately popped her in the cage and tormented her by pushing my strapon cock through the bars, letting her know exactly what was going to happen to that tranny ass of hers.

This transvestite slut begged and moaned for me to release her, as she was so eager to get her tranny ass fucked by my monster strapon.

I bent that tgirl fuck toy over and spread her big ass wide open, then filled her tranny arse with what she’d been craving for… My 10 inch strapon!

This tranny bitch yelped like a little dog at first, but then that soon turned into loud moans of pleasure as I stretched and widened her tranny fuck hole with my big erect cock!

What a filthy crossdresser fuck slut she tuned out to be, and after thoroughly I’d punished her tranny arse she left smiling. Well, smiling and limping anyway.


May 012011

mrsloving milks a sissy cock in panties until it spurts cum video

Sissy Lauren loves looking up women’s skirts to get a peek at what they are wearing. Sissy gets hard at the sight of damp panties, stockings tops and garterbelts, in fact all the secret things that ladies wear under their clothes.

With this in mind Mrs Loving makes Lauren lay down on the bench, and lifts her skirt so she she can straddle Lauren’s head. ‘Get a good look at my panties,’ says Mrs Loving, as she lowers herself over Lauren’s face and gives her a perfect view of her damp knickers.

‘Smell my scent, sissy’, Mrs Loving commands, as she moves her nylon panty gusset over Lauren’s nose. ‘That’s it, inhale my womanly fragrance!’ Sitting on sissy’s face, Mrs Loving pulls Lauren’s panties down to expose her clitty hard cock and takes it in her firm grip.

Rubbing her moist panty gusset over Lauren’s nose, Mrs Loving begins the milking with her expert hands. Lauren licks the damp gusset of Mrs Loving’s panties, as mistress tugs and teases the cum out of her helpless sissy plaything. Pumping Lauren’s cock until she spurts her sissy cream, Mrs Loving smiles as she catches it in her hand so sissy can lick it all off!


Apr 302011


Mistress Helga got herself two naughty little crossdressers to play with the other day, and made them suck each other off while she fucked their tranny whore arses.

Dressed in their favorite slutty clothes, one in an open-bottom girdle and nylons, the other in sissy pink satin, stockings and suspenders, they both looked ready for  a good fucking.

This horny pair loved being ordered about, told what what to do, and when to do it, and Mistress Helga made sure they both sucked each others hard tranny cocks in turn.

Mistress Helga then fucked their tight tgirl assholes, making sure one tranny whore gave oral service to her friend, while she took the other one up the ass with her strapon.

Mistress plunged her cock into the first crossdresser’s arse, stretching her tranny fuck hole to the limit, as the little tranny bitch sucked enthusiastically on the others throbbing clitty cock.

These tgirl sluts sure learned who was in charge, and they took everything Mistress Helga gave them, loving every second of it as their slutty mouths and arses were filled with her monster strapon cock.


Mar 012011

lucy may bound bondage transvestite crossdresser wanking in suspenders and stockings

Every time I dress up in my tranny slut clothes, my cock gets so erect and I can’t stop giving it a good tug. This time my master caught me at it, and decided it was time I was punished.

I’ve been such a dirty crossdresser slut lately, dressing up in my stockings, panties and body-shaper with the cupped bra. My cock gets so hard in my panties when I look at myself in the mirror, I like to stroke it as my erection strains against the material of my knickers.

All the more reason for my master to punish me for being a naughty tranny whore, so he’s decided to tie me up so I can’t play with myself.

He ties my hand to a top beam and makes me look at my tranny self all dressed up in the mirror. My cock gets stiff in my panties, and I can’t even spread my legs. I’m aching to get my cock out and be a filthy transvestite slut again, so he lets my hands free.

I release my cock from the tight confinement of my panties and give it a good wank. I think he secretly enjoys seeing me wanking as I stand in my stockings and panties and stroke my rod, gripping the shaft in my fist as I tug myself off and watch me release my tranny cum.