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Sissy Discipline
Aubrey and Augustus are working together, but today you won't recognize the guy because he is wearing a blonde girlie wig, a raunchy red gown and burgundy lacy stockings. However, his female co-worker is full of surprises as well, she's hiding a big strap-on dick under her tight office skirt. These two are made for each other, so watch them going for role switching ass fucking in the office.
Aubrey and Augustus are working together...
Views: 73
Added: 12-05-15
02:41
This horny sissy bitch had his horny passions up and needed his tight hot sissy butt fucked hard so Bobbie and Alan decided to get it on. He jumped up and went to work to bang that sissy butt and made him get on down to sucking his cock so it would be hard and stiff enough to penetrate the sissy's sweet raw bum. Soon that hard sturdy cock was destroying that nasty gay sissy.
This horny sissy bitch had his horny...
Views: 77
Added: 09-25-14
02:23
Trudy knows she's a blonde in bright read horny lady bitch who is going to fulfill her kinky fantasies by using that rigid strapon dildo to plow into Cyrus' tight bung without mercy. She wants to get as nasty as seeing some sucking ass entombed strapon cock and as soon as they get to fucking like fiends that fat juicy strap on dildo turns into the unforgiving weapon of destruction and she keeps pounding that sissyboy's butthole and he howls and cries like a bitch ass fuck as she makes him give up that nasty hot ass.
Trudy knows she's a blonde in...
Views: 53
Added: 01-05-16
02:24
Salome earned her right to bust open Adrian's gripping hot sissy ass and when he saw that massive strap on he almost fainted. She dove right into his steamy sissy butt and then the horny cruel dominatrix really got her hormones boiled up and began to destroy his gripping hot sissy ass like a madman. As she began to fuck that sissy ass of his and degrading him by having him do some giving her a strapon blowjob the sissy's nasty hot ass began to gape from the fury of her rigid strapon dildo pounding.
Salome earned her right to bust open...
Views: 82
Added: 01-05-16
02:24
He's dressed in women's clothing like a little sissy bitch and he is going to worship this sexy blonde in her red lingerie. He will do what she says because he is her little fuck slave and it pleasures him to know that she's enjoying using his body for her joy. After taking off his skirt she bends him over and lubes up his asshole so she can introduce her dick to his bum and fuck him hard. He loves a good strapon and he prays that she will fuck him hard.
He's dressed in women's...
Views: 83
Added: 01-06-16
02:23
There's a booty call going on when cruel sneaky dom Jaclyn calls in cowering girlie boy Arthur for an afternoon romp. The horny naughty couple become sexually aroused fast and when she breaks out that huge monster strapon the action goes into overdrive. They roll around on that bed in some hardcore tranny brutal nasty screwing that will surely ruin the sheets. They don't even waste time hot steamy smooching just ruthless hardcore fucking and reaching reach total orgasm continuously.
There's a booty call going on when...
Views: 69
Added: 02-02-16
02:40
Archibald and Monty got real horny and the sissy of them craved a massive bulging boner to embed into his tight hot sissy butt. He starts off on the guy by sucking his cock so it'll be hard enough to bust open his nasty iron grip ass. The horny sissy bitch takes every inch of that hard sturdy cock which really gets horny passions up big time. To finish off he even starts giving a blowjob after it's been deep in his moist tight ass.
Archibald and Monty got real horny and...
Views: 87
Added: 12-12-13
02:23
If Gabriel likes wearing woman's clothes, he should love to get fucked like a nasty crossdressed whore. Barbara starts groping this dolled-up and wigged pussy guy before producing her thick dildo toy for him to boast his meat munching skills. Then she hikes up his dress and slides aside his thong to aim her strapon tool into his waiting sissy asshole and slam it hard.
If Gabriel likes wearing woman's...
Views: 80
Added: 03-09-16
02:39
Sleeping Hilda was dreaming for some ripping sissy asshole and when she ran into sissy boy Ernest she knew he needed a real pounding that sissyboy's butthole of his. He loved nothing more than having a anihilated sissy butt and that meant hilda saw her mission before her. Since their significant others were out of town the two got real horny and that's when she broke out the rock hard strap on dildo and slammed his tight sissy anus.
Sleeping Hilda was dreaming for some...
Views: 79
Added: 08-19-15
02:24
Jerry remembered the las time Ninette had tore that ladyboy ass wide open of his wide open and she made sure she had her rigid strapon dildo to make a return engagement. She thoroughly enjoyed banging a tight sissy boy butt and as soon as she got him in position she started slamming that sissy's bunghole of his and the fool languished with his destroyed whiney boy ass busted open like a melon. She was getting turned on to the max stuffing that steel hard strapon of hers into his tight sissy anus and owned it.
Jerry remembered the las time Ninette...
Views: 45
Added: 11-14-15
02:23
Sissy French maid prefers wild strap-on fucking to his boring daily chores
Sissy French maid prefers wild strap-on...
Views: 27
Added: 01-11-16
02:23
Clad in this showy frilly gown with lacy gloves, gartered stockings and a cute hairpin, Owen looked like a doll. His womanly attire blended with the outfit of his mistress Denis nicely. This strapon lady called him in for some role swapping costume play and she intended to drill that pussy guy hard. Denis had that crossdresser gobble on a fake cock before cramming his rear doggystyle.
Clad in this showy frilly gown with lacy...
Views: 21
Added: 05-30-18
01:27
Clad in this showy frilly gown with lacy gloves, gartered stockings and a cute hairpin, Owen looked like a doll. His womanly attire blended with the outfit of his mistress Denis nicely. This strapon lady called him in for some role swapping costume play and she intended to drill that pussy guy hard. Denis had that crossdresser gobble on a fake cock before cramming his rear doggystyle.
Clad in this showy frilly gown with lacy...
Views: 24
Added: 06-01-18
01:27
Jacob was wearing an elegant womanly frock together with black seamed stockings and high heels driving Silvester crazy with his sexy crossdresser outfit. They didn't even make it to the bedroom as the passion hit, and these freaky male lovers were all over each other. Then the sissy knelt on the sofa to suck off his buddy before opening up his thong clad butt for him. They both loved such hit-and-run sex.
Jacob was wearing an elegant womanly...
Views: 34
Added: 10-15-14
02:41
Lascivious babe with strap-on tricking sissy-guy into fuck-n-suck action
Lascivious babe with strap-on tricking...
Views: 18
Added: 02-22-16
02:23
Your computer screen might melt when the ripping sissy asshole of Ranald here is stuffed deep by Alana who loves busting open some tight hot sissy butt. The two of them turned on to the max and soon Irene was breaking out her massive strap on and heading straight for his sissy nasty hot ass. The horny cruel dominatrix whipped out that hard sturdy strap on and went to work. He was notable for doing some nasty ass to mouth and after sexing things up he proved himself.
Your computer screen might melt when the...
Views: 25
Added: 02-25-16
02:41
Voluptuous chick seducing horny sissy guy into outrageous strap-on fucking
Voluptuous chick seducing horny sissy...
Views: 20
Added: 02-25-16
02:23
Clad in this showy frilly gown with lacy gloves, gartered stockings and a cute hairpin, Owen looked like a doll. His womanly attire blended with the outfit of his mistress Denis nicely. This strapon lady called him in for some role swapping costume play and she intended to drill that pussy guy hard. Denis had that crossdresser gobble on a fake cock before cramming his rear doggystyle.
Clad in this showy frilly gown with lacy...
Views: 13
Added: 05-28-18
01:27
TGirl maid Lucimay gets on her knees and sucks a lot of hard cock before she gets put on the floor and fucked hard.
TGirl maid Lucimay gets on her knees and...
Views: 24
Added: 01-17-14
02:09
Gilbert was doomed to get his gripping hot sissy ass destroyed by Emilia who got real horny when she realized she would finally get to use her rock hard dildo. He got ready by giving her a strapon blowjob making it slippery enough to dig into his tight sissy anus. The horny cruel dominatrix bore down hard with her rigid strapon dildo and with both their passions red hot they both savored the power of getting his steamy sissy butt fucked stupid.
Gilbert was doomed to get his gripping...
Views: 31
Added: 01-02-16
02:23
Denis and Owen were both dressed in retro style resembling two ladies gathering for tea until they produced a sizable rubber dick. Holding it in his gloved hands, the sissy began blowing it greedily once it was put in place about his girl's waist. Then he had his polka-dot dress hiked up revealing a pair of white lacy stockings while he got his itchy butt-pussy licked and drilled in doggystyle.
Denis and Owen were both dressed in...
Views: 37
Added: 02-25-16
02:39
Today it's Silvester's turn to dress up like a girl to go down and dirty with his teenage lover boy Benjamin. First the sissy guy puts on his tan stockings and fits a satin garter belt, then he dons a light green thong with a bra, and finally wears a white top and a raunchy scarlet skirt. When he's ready, his gay lover wants him to give head like a girl and later bend down for steamy gay anal. Now, isn't it fun?
Today it's Silvester's turn to...
Views: 36
Added: 08-20-14
02:40
Stephana is shmoozing around for some tight sissy anus to fuck and the nasty dom bitch is zeroing in on crossdresser Gilbert. She breaks out her hard sturdy strap on and soon she gets her passions red hot and starts him ready by giving her a strapon blowjob that gets her wet and ready. Soon the woman is banging his moist transvestte ass and the crossdresser takes all of that steel hard strapon deep into his tight helpless butt that totally destroys him.
Stephana is shmoozing around for some...
Views: 77
Added: 11-08-15
02:24
When a sissy loser like Ernest sees a steel hard strapon there's nothing he'd rather have is one stuffed up his tight sissy anus and slut Nora is happy to oblige him. The nasty dom bitch hops right onto that tight hot sissy butt of his and the sissy fool starts giving her a strapon blowjob and after being humiliated enough he then gets that steel hard strapon stuffed up him royally. She then begins pounding that sissyboy's butthole and totallly destroys him.
When a sissy loser like Ernest sees a...
Views: 74
Added: 12-14-15
02:24
Freaky sissy French maid ready for everything to feel strap-on in his ass
Freaky sissy French maid ready for...
Views: 52
Added: 12-20-15
02:23
Man in sexy lingeries
These guys like to get pleasure from wearing the sexiest and the most beautiful women's underwear.
Jess fucked that transvestite butt ferociously of Walter's and the fool came back to take on her hard sturdy strap on again. Irene's strapon was more than a match for his ripping sissy asshole and she gave him a thorough slamming that sissy's bunghole until all he had left was a destroyed whiney boy ass. It's a good thing their significant others gone for the day as she got real horny with the idea that she could use her steel hard strapon again to humiliate his nasty sweet asshole and he even thanked her after she fucked that ass of his.
Jess fucked that transvestite butt...
Views: 70
Added: 01-02-16
02:23
The sexy sissy can't wait for his mistress to arrive. He needs to fuck his own asshole and he looks so pretty in his little dress and his sexy black stockings so it's extra fun watching that plastic cock move into his asshole. He has great passion for a hard pounding and he takes this one pretty well. It gets a little rougher when his lady shows up and guides her schlong into his butthole and fucks him hard and deep. His takes every inch of cock up his bum.
The sexy sissy can't wait for his...
Views: 61
Added: 03-04-16
02:23
Tgirl slut Zoe takes a load of hot cum on her slutty face in this steamy bukkake party, not to be missed.
Tgirl slut Zoe takes a load of hot cum...
Views: 67
Added: 08-28-13
01:56
Practising FemDom Mel fucks Kirstys ass nice and hard with a monster strapon
Practising FemDom Mel fucks Kirstys ass...
Views: 56
Added: 05-29-13
02:00
Nylon Jane gets her hand on TGirl Sammy and they have a lot of fun with each others nipples.
Nylon Jane gets her hand on TGirl Sammy...
Views: 56
Added: 06-06-13
02:11
Jacob was wearing an elegant womanly frock together with black seamed stockings and high heels driving Silvester crazy with his sexy crossdresser outfit. They didn't even make it to the bedroom as the passion hit, and these freaky male lovers were all over each other. Then the sissy knelt on the sofa to suck off his buddy before opening up his thong clad butt for him. They both loved such hit-and-run sex.
Jacob was wearing an elegant womanly...
Views: 82
Added: 06-08-13
02:41
Zoe waits for a client in her hotel but gets so horny that she has to masturbate first.
Zoe waits for a client in her hotel but...
Views: 79
Added: 07-31-13
02:00
TGirl maid Lucimay gets on her knees and sucks a lot of hard cock before she gets put on the floor and fucked hard.
TGirl maid Lucimay gets on her knees and...
Views: 60
Added: 12-12-13
02:09
A young man is sleeping in a feminine robe and beautiful sheer pantyhose when his friend comes into the bedroom and goes to work on his cock. He wakes up to a blowjob and there really is no better way to enter the world of the waking. The two of them are going to have some sexy fun together and you've been invited to watch. There's hot ass pounding and more cocksucking and of course the entire time they're both wearing beautiful pantyhose like good sluts should.
A young man is sleeping in a feminine...
Views: 71
Added: 03-09-14
02:23
Aubrey likes to keep a sissified servant at hand, so once Austin A serves her an ashtray along with a big strapon toy, the things get really hot. The young lady likes the look of the sexy French maid uniform her sissy is wearing so much that she gets ready to go for a score. She makes her uniformed sissy munch on the thick strap-on dick before putting it around her waist for a butt-splitting anal session.
Aubrey likes to keep a sissified servant...
Views: 79
Added: 04-24-14
02:35
Connor is such a crossdresser that he must have a ripping sissy asshole stuffed deep into his gripping hot sissy ass and horny Emilia would like nothing better to do. The two of them got real horny and soon Irene was breaking out her rock hard dildo and heading straight for his sissy sweet raw bum. The horny cruel dominatrix whipped out that rigid strapon dildo and went to work. He was famous for doing some nasty ass to mouth and after sexing things up he proved himself.
Connor is such a crossdresser that he...
Views: 82
Added: 05-09-14
02:23
This horny sissy bitch had his horny passions up and needed his tight hot sissy butt fucked hard so Walter and Rupert decided to get it on. He jumped up and went to work to bang that sissy butt and made him get on down to giving a blowjob so it would be hard and stiff enough to penetrate the sissy's sweet raw bum. Soon that hard sturdy cock was destroying that nasty gay sissy.
This horny sissy bitch had his horny...
Views: 64
Added: 07-10-14
02:23
He's a little too muscular to be passable as a woman but that doesn't matter to this gorgeous girl. She likes that he's such a sissy and because of that she thinks he deserves a good ass fucking with her thick strapon cock. She makes him lick the thick shaft and then she rolls down his sexy pantyhose so she can pound his asshole. She wants to make him scream and her big cock pressing into his tight asshole is probably going to accomplish that lofty goal.
He's a little too muscular to be...
Views: 77
Added: 03-04-16
02:23
Clad in this showy frilly gown with lacy gloves, gartered stockings and a cute hairpin, Owen looked like a doll. His womanly attire blended with the outfit of his mistress Denis nicely. This strapon lady called him in for some role swapping costume play and she intended to drill that pussy guy hard. Denis had that crossdresser gobble on a fake cock before cramming his rear doggystyle.
Clad in this showy frilly gown with lacy...
Views: 59
Added: 05-27-18
01:27
Turn about is fair play as Emilia the nasty dom bitch took Gilbert's cock big time and then decided she wanted some of his gripping hot sissy ass. After making him put on his sissy boy skirt and wig He fell to her by sucking her strap on cock so it would be lubricated enough to fuck his tight hot sissy butt. She put that hard sturdy strap on to work big time in his nasty hot ass and just continued pounding that sissyboy's butthole to the extreme.
Turn about is fair play as Emilia the...
Views: 102
Added: 10-08-14
02:23
On the sofa we find Maurice and Silvester have a hard sturdy cock to take care of and they'll use those massive bulging boners of theirs for some gay sissy sex. The sissy starts sucking his cock and soon that fat juicy dick is buried nuts deep inside that sissy's nasty iron grip ass. The horny sissy bitch squeals with delight as his wet sissy butt gets totally owned.
On the sofa we find Maurice and...
Views: 71
Added: 10-28-13
02:28
Zoe pouts her dick sucking lips before she gets her tight ass fucked hard by Strapon Jane.
Zoe pouts her dick sucking lips before...
Views: 60
Added: 11-21-13
02:11
Randolph and Anthony know that when a gay sissy wants some fat juicy dick stuffed up his tight hot sissy butt there's not much that will stop him. He needs to have his ravaged raw rectum owned and then do some degrading sucking ass entombed cock action to show his submissiveness. Dude whips out his rigid pulsing dick and sends a barrage of cock deep into that gripping transvestite ass and then shoots some cum to top the desert.
Randolph and Anthony know that when a...
Views: 73
Added: 12-31-13
02:24
These two friends have never turned into lovers but they're both gay cock lovers and it won't be surprising to anyone when they finally consummate their bubbling desire. It's the pantyhose that bring them together. They both share a deep love of dressing in sensual nylons and as they try on pairs they can't help but get hard enough to screw. When that much passion and need is flowing through their bodies they have to let it out in the form of a hard screw.
These two friends have never turned into...
Views: 54
Added: 06-01-14
02:23
Redhead Rita is turned on to the max and she's meaning to use her rock hard strap on dildo to totally own sissy boy Maurice's tight sissy anus and the fool is going to let her. She wastes no time using her hard sturdy strap on on the sissy boy's tight hot sissy butt and she commences to wear that butthole to nothing. He takes every inch of that massive strap on and soon he's just a whining lump with a moist bitch boy ass busted wide open.
Redhead Rita is turned on to the max and...
Views: 89
Added: 07-05-14
02:24
Dressed up and made-up Arnold A was ready for a girl-on-guy strapon fuck, so he willingly went down to blow Sibylla's thick dildo toy. His great sucking skills could make even a fake cock stand at attention, but nevertheless his girl looked very turned on and ready to plow his puckered hole as well. It seems that both of them liked that anal role play and wouldn't mind repeating it some time.
Dressed up and made-up Arnold A was...
Views: 64
Added: 07-08-14
02:39
Cornelius A looks very pretty in that rosy girlish gown and a fiery wig that frames his made-up face as he begins readily blowing Arnold's fat throbbing cock. Then this girlified guy gets his lovely dress hiked up for the access to his nylon clad behind. It turns out that the sissy has got a handy opening in his diamond print tights, so his gay mate ass fucks him thru them by the fireplace and on the big leather sofa.
Cornelius A looks very pretty in that...
Views: 74
Added: 07-09-14
02:40
A gay sissy party starts when Rudolf and Randolph whip out a rigid pulsing dick and gets into the clutches of a horny sissy bitch like this one! The gay sissy gobbles down on that rigid pulsing dick and almost gags as that rock hard penis crams down his throat as he's sucking his cock! Soon that fat juicy dick is ready for action and plows into the sissy's nasty iron grip ass and fucks it thoroughly. Soon the nasty gay sissy is sorry as his dripping sissy asshole is gaping like a manhole cover.
A gay sissy party starts when Rudolf and...
Views: 81
Added: 09-15-14
02:23
This long-haired sissy in his flowered blouse and skirt skips foreplay getting down to a deep throat job right away. Then he puts his legs in barely there pantyhose up having his butt cheeks parted for a meaty dick. See him getting nailed on the table and pumped hard from behind right in the cafe!
This long-haired sissy in his flowered...
Views: 69
Added: 12-23-14
02:23
Here comes Jess the horny cruel dominatrix who intends on slamming some tight hot sissy butt and none other than crossdresser Walter is her target. She starts the crossdresser off by his sucking her strap on cock getting it all wet and slimey so it can squeeze on into that gripping hot sissy ass of his. That hard sturdy strap on plows into that nasty hot ass or His and then she starts slamming that sissy's bunghole until she totally owns it.
Here comes Jess the horny cruel...
Views: 81
Added: 01-04-16
02:23
Gay Sissies
We are glad to welcome you at our site Gay Sissies, which name speaks for itself - here crossdressers and gays from the whole world are indulging in their secret forbidden fantasies. If in your sex fantasies you are dressed up as a gorgeous woman and you're getting fucked by a strong muscular stud, then you're in the right place.
The passionate sloppy kissing going on with this horny naughty couple is just a warm up for the whiney little sissy ruthless hardcore fucking to come. Jaclyn and Arthur are warming up when the tranny finds out the bad ass dominatrix has a large scary strap-on and she means to use it. They get really horny and the next thing she's shoving that raw study strap-on up his tight nasty ass and get busy. The action has this tranny screaming for mercy as he reaches reach total orgasm.
The passionate sloppy kissing going on...
Views: 71
Added: 02-18-16
02:36
The sexy French maid in a short dress and pantyhose is cleaning the house in a sultry manner and turning on the mistress. What we don't realize at first is that the mistress is so turned on because that's actually a sissy in that little dress and he is her fuck bitch to be taken whenever she's horny. She puts on her strapon cock and bends him over to open his asshole with her dong. The fucking is intense and the little French maid sissy loves every inch of it.
The sexy French maid in a short dress...
Views: 97
Added: 09-19-15
02:23
Both of these guys knew the nasty gay sissy in his lingerie was due for a hard sturdy cock to destroy his butt and make him do some degrading ass to mouth that's so filthy. As soon as they get to sexing things up he takes out his thick meaty cock and begins porking sissy's bum and his conquering of that sissy's gooey funky butthole in the bedroom there being narcissistic in the mirror.
Both of these guys knew the nasty gay...
Views: 58
Added: 12-24-14
02:33
Watch as whiney little sissy Randolph here gets his tight nasty ass destroyed by dirty young slut Rosa. The silly whiney man is in his getup and after some passionate sloppy kissing the nasty bad twosome get on down to business. Rosa breaks out her huge monster strapon and gets it on with some serious brutal butt fucking and the whiney little sissy just takes that thing deep. Their ruthless hardcore fucking shakes the furniture around and they both reach total orgasm big.
Watch as whiney little sissy Randolph...
Views: 93
Added: 10-21-15
02:41
Voluptuous chick seducing horny sissy guy into outrageous strap-on fucking
Voluptuous chick seducing horny sissy...
Views: 51
Added: 10-30-15
02:23
Ninette needs to fuck that sissy ass regularly like clockwork and she finds Jerry a real crossdresser and gets him to giving her a strapon blowjob to start things off. She loves to bang some nasty hot ass like it's going out of style and the nasty dom bitch really knows how to use a rigid strapon dildo and there's nothing he likes more than having a massive strap on stuffed up his backside. To make the humiliation even worse after screwing him she makes him engage in sucking her strap on cock.
Ninette needs to fuck that sissy ass...
Views: 89
Added: 11-08-15
02:23
Helga was going to put her hard sturdy strap on to good use on Donald's tight hot sissy butt and the sissy fool was ready to accept his punishment. They both got turned on to the max and when she broke out her massive strap on he showed his submissiveness by giving her a strapon blowjob after it had been embedded into his tight sissy anus for some really nasty action. The nasty dom bitch she really knows how to use a rigid strapon dildo!
Helga was going to put her hard sturdy...
Views: 95
Added: 01-09-16
02:24
Hot blonde Diana goes for broke to plow some sweet raw bum and when she gets her hands on Adrian he'll get the business end of her rigid strapon dildo for sure. The horny cruel dominatrix knows no mercy when it ocmes to dishing out some hard sturdy strap on justice and poor dude just doesn't know what he's in for. She buries that massive strap on deep into his butt and then humiliates him by having him sucking her strap on cock.
Hot blonde Diana goes for broke to plow...
Views: 60
Added: 12-01-15
02:23
Fiery hottie Bertie A helps her cute sissy lover put on some lovely lacy undies and stockings for their kinky dildo fuck. She takes out her rosy strapon tool and makes Herman A blow it like a slut he is. Then the bossy babe straps the dildo around her waist getting ready to plunder the sissified guy's rear-end through his stringy open back knickers. She'll exploit him anally until he yells bloody murder!
Fiery hottie Bertie A helps her cute...
Views: 72
Added: 12-02-15
02:37
Coming home earlier than usual, Rosa hid away spying upon her boyfriend as he was knowingly putting on female underwear completing it with a gown and some sexy pumps. She could never guess that Serge had such a kinky fixation and she was embarrassed to find out about it. However, her sissy lover didn't look confused at all, he took out his red dildo toy and almost begged his girl to pound his sissy ass.
Coming home earlier than usual, Rosa hid...
Views: 101
Added: 12-06-15
02:23
Blonde Hilda is hunting for some tight sissy boy butt and when she gets hold of Ernest she gets that sexual passion up. She knows he needs to have his tight hot sissy butt stuffed to the max with a steel hard strapon and she humiliates the fool by stuffing one deep into his sweet raw bum and fucking him silly. She doesn't let up and the wild girl just tore that ladyboy ass wide open and then made him suck her rigid strapon dildo.
Blonde Hilda is hunting for some tight...
Views: 76
Added: 12-15-15
02:24
Trinity is pissed that tranny Maurice has been stretching out her clothes and using her makeup. The whiney little sissy will have to pay and that means he'll meet the wrath of her large scary strap-on. She makes him give it a messy wet blowjob and then has him bend over doggystyle so she can shove that hard ripping strapon deep in his tight nasty ass. The tranny ruthless hardcore fucking is fast and furious.
Trinity is pissed that tranny Maurice...
Views: 66
Added: 12-29-15
02:24
The brunette might look like a girl but it's actually a sissy dressed in women's clothing. He loves the feel of the soft material against his body and he wants badly to be taken by this clearly superior female. He wants her to bend him over and fuck him from behind with her strapon cock. He wants to feel his anal ring stretched by her plastic cock and she is more than happy to deliver such pleasures to him. She's just as into the hard ass fucking as he is, the naughty little boy.
The brunette might look like a girl but...
Views: 57
Added: 01-09-16
02:23
Sissy Ernest remembered when Hilda tore that ladyboy ass wide open of his with her hard sturdy strap on and the fool wanted some more punishment. She broke out her weapon and soon busted open his ripping sissy asshole and began slamming that sissy's bunghole like she was in a contest. He was left with a destroyed whiney boy ass that the nasty dom bitch just adored.
Sissy Ernest remembered when Hilda tore...
Views: 63
Added: 01-09-16
02:24
Stupid sissy fool Cyrus is the latest victim of nasty dom bitch Trudy as she means to try out her rigid strapon dildo on him. She'll make him endure some degrading ass to mouth action after they're done sexing things up she'll make sure he does. That rock hard strap on dildo of hers is viciously pounding that sissyboy's butthole like a jackhammer and his gooey funky butthole is humiliated and brutalized. She smiles at destroying his gripping hot sissy ass!
Stupid sissy fool Cyrus is the latest...
Views: 62
Added: 01-10-16
02:24
The hot little sissy boy is wearing lingerie and he's ready to be made into a woman. His asshole is horny for strapon cock and he knows that she's always in the mood to fuck when he's dressed up because she finds him irresistible. She desperately wants to introduce her hard cock to that sexy butt so she bends him over, fingers him a little bit and then gets started with the powerful pumping. He takes it like a little bitch should and he loves every stroke.
The hot little sissy boy is wearing...
Views: 63
Added: 01-11-16
02:23
Dressed and made up like a travesty diva, Horatio was hot for a fuck, and Sibylla was ready to lay him. The horny sissy guy went to suck the girl's strap-on dick without stripping off his long pink dress with a shawl, and his ardor could make even a strapon get a rise. Finally, the chick helped him out of his gown revealing his corseted lingerie and white nylons before nailing his sissy butt hard.
Dressed and made up like a travesty diva...
Views: 78
Added: 02-19-16
02:36
The maid is cleaning and the man of the house is a sissy who can't keep his hands off of her. He would like a favor from the lovely lady. If she would put on a strapon cock and fuck his ass with it then he would be the most grateful little bitch ever. His sissy butthole needs to be pounded hard and there's nothing he wants more than to be treated like a slut. He gives her the cock, she puts it on and soon enough it's deep in his rectum showing him a good time.
The maid is cleaning and the man of the...
Views: 71
Added: 02-22-16
02:23
It's office action and Rosa needs to bang that sissy butt of her sissy secretary Silvester so she has the fool sucking her strap on cock to start things off. She loves to bang some sweet raw bum like it's going out of style and the horny cruel dominatrix really knows how to use a hard sturdy strap on and there's nothing he likes more than having a rock hard dildo stuffed up his backside.
It's office action and Rosa needs...
Views: 82
Added: 02-24-16
02:37
Made up Gabriel craved for a hot strapon fuck, but his girl didn't want anything to do with this pervy young crossdresser. It took him some time to sweet-talk Jessica into working his itching throat and pooper with a black rubber cock, but finally she was game. On getting rid of her knickers and putting this tool in place, she dished out to that sissy the throating and ass pounding he well deserved.
Made up Gabriel craved for a hot strapon...
Views: 68
Added: 02-24-16
02:41
Maurice is a cowering butt sissy slave who loves nothing more than having a steel hard strapon stuffed into his tight hot sissy butt and Rita is more than happy to oblige him. He doesn't feel right without a destroyed whiney boy ass and having Irene stuff that hard sturdy strap on deep into his tight hot sissy butt is more than he desires. The two got real horny and then she stuffed that massive strap on all the way up his bum and humiliates him more by watching him giving her a strapon blowjob.
Maurice is a cowering butt sissy slave...
Views: 63
Added: 02-28-16
02:24
Sexy Shay gets a very naughty footjob from Nylon Jane after she eats out her wet pussy.
Sexy Shay gets a very naughty footjob...
Views: 45
Added: 12-04-13
01:56
Shemale Mistress sits on her slave's chest and makes him lick her hard cock
Shemale Mistress sits on her slave's...
Views: 65
Added: 04-01-13
01:00
Saucy little crossdresser gets tease and tugged by the gorgeous Nylon Jane.
Saucy little crossdresser gets tease and...
Views: 47
Added: 05-25-13
01:56
Silvester is already wearing sheer to waist tights under his jeans, and he also has a spare pair of black pantyhose for his cute homosexual lover Jacob. The blond guy gives the dark-haired one a smashing pantyhose job before helping him pull up those dark back seam tights. Then Jacob gives head in return and lowers his hosiery for hard anal. In the end those new pantyhose get ripped and saturated with cum.
Silvester is already wearing sheer to...
Views: 55
Added: 07-26-13
02:30
Sissy Boy Collection
Submissive sissy boys and their mistresses
Denis and Owen were both dressed in retro style resembling two ladies gathering for tea until they produced a sizable rubber dick. Holding it in his gloved hands, the sissy began blowing it greedily once it was put in place about his girl's waist. Then he had his polka-dot dress hiked up revealing a pair of white lacy stockings while he got his itchy butt-pussy licked and drilled in doggystyle.
Denis and Owen were both dressed in...
Views: 61
Added: 07-30-13
02:39
When Owen wears a girlie dress with stockings and has his face made up, you won't tell him from a girl. Today this sissy feels like going for some costume play, and his boyfriend Silvester is game too, so they dress up in 50's clothes before getting it on. You'll see the sissified dude gobbling on his male lover's dick before spreading his nyloned legs to take it up the brown too.
When Owen wears a girlie dress with...
Views: 83
Added: 08-08-13
02:41
Slutty tgirl Lucimay gets on her knees and sucks some hard cock.
Slutty tgirl Lucimay gets on her knees...
Views: 52
Added: 08-24-13
01:56
Helga loves fucking her gothic TGirl play thing. She gets in really deep.
Helga loves fucking her gothic TGirl...
Views: 50
Added: 08-31-13
02:00
The fun starts as Gilbert and Jerry start sexing things up and his mate breaks out his thick meaty cock and goes to slamming that sissy's bunghole like he was getting paid to do it. The gay sissy's nasty hot ass gets busted wide open by his mate's fat juicy dick and the action ramps up as the sissy starts sucking his cock that leads to some real nasty sucking ass entombed strapon cock that is amazing to see.
The fun starts as Gilbert and Jerry...
Views: 85
Added: 09-06-13
02:23
A gorgeous blonde slut gets to ride Zoe Fuck Puppets massive cock and loves every second of it.
A gorgeous blonde slut gets to ride Zoe...
Views: 65
Added: 10-20-13
01:56
On the hunt for some thick meaty cock are legendary gays Gilbert and Walter and this dude is going to satisfy that gripping transvestite ass of his sissy friend. The sissy is hoping to end the day with a plundered brown eye and even do some extreme nasty ass to mouth that they both enjoy. Dude whips that hard sturdy cock around like a sword and destroys that tight hot sissy butt and then busts a wad deep inside him.
On the hunt for some thick meaty cock...
Views: 64
Added: 11-02-13
02:23
TheCrossdressers
TheCrossdressers
Views: 41
Added: 11-03-13
02:55
Kim gets her ass licked and fucked by her "sugar daddy" and his monster toys.
Kim gets her ass licked and fucked by...
Views: 51
Added: 11-19-13
02:21
A gay sissy craves some fat juicy dick to have stuffed into his big meaty asshole and when he's got his mind set on it there's no turning back. Soon this whiney sissy asshole looks like a crater on the moon as his man stuffs that rigid pulsing dick so deep he can see rainbows in his mind. Dude so busts open that tight hot sissy butt that he almost breaks his rock hard penis in half inside that sweet raw bum.
A gay sissy craves some fat juicy dick...
Views: 69
Added: 11-20-13
02:40
Slutty tranny Kirsty gets used by two horny guys and they fuck her senseless.
Slutty tranny Kirsty gets used by two...
Views: 70
Added: 11-27-13
01:56
Dressed like a naughty punk babe Hubert tries to get laid by his male friend. Silvester seems a bit shocked looking at the feminized mate with a crazy hairdo and make-up, but curiosity gets the best of him and the guys start kissing and smooching. Finally the gay guy pulls down the transvestite's butt hugging pants and little scarlet thong to get access to his eager sissy butt and fill it with his hard raging meat.
Dressed like a naughty punk babe Hubert...
Views: 79
Added: 11-30-13
02:40
Chris aimed at tempting Austin into gay-on-sissy screwing, so he put on the sexiest of his crossdresser outfits completed with a wig and bright make-up and began making passes at the boy. Austin was still in his working overalls when his girlified mate found his cock to pump it into his greedy mouth. Then they kissed on the mouth and went for a man-on-man butt ride with a crossdresser twist.
Chris aimed at tempting Austin into gay...
Views: 81
Added: 12-03-13
02:33
Trinity is going to make good use of her massive strap on on sissy boy Maurice and he submits himself by sucking her strap on cock to make sure that steel hard strapon slides easily into his nasty sweet asshole. The nasty dom bitch then tears into that tight hot sissy butt of his and gives that steel hard strapon a real test run. Next she starts slamming that sissy's bunghole like crazy totally owning her whiney man sissy.
Trinity is going to make good use of her...
Views: 82
Added: 12-26-13
02:23
Every good TGirl needs to be trained how to cook, clean and suck hard cock and I'm the TGirl that does the training.
Every good TGirl needs to be trained how...
Views: 59
Added: 01-18-14
02:01
Dressed up like office girls in two-piece suits and plain control top tights these fake females are ready to test a double dildo in the anal intercourse right during their coffee break. Skirts are hiked up as these crossdressing kinksters are having awesome fun sharing the toy and digging buttholes.
Dressed up like office girls in two...
Views: 88
Added: 02-11-14
02:23
This sissy clad in a long open gown and white lacy stockings is determined to show a boy that there's more fun in gay making out than in sneaking a cig. He starts with a blowjob before getting bent down and spread on the table for a sizzling hot anal session. Will this keep the boy away from cigs?
This sissy clad in a long open gown and...
Views: 71
Added: 03-11-14
02:23
Cyrus and Walt get hot as his lover's hard sturdy cock sent off it's radar, this gay sissy grabbed hold of that massive bulging boner and started sucking his cock right then and there. That thick meaty cock then drilled into his nasty iron grip ass and went to work like a jackhammer. Soon the horny sissy bitch was begging for mercy as his dripping sissy asshole gets totally owned.
Cyrus and Walt get hot as his lover&apos...
Views: 80
Added: 03-23-14
02:24
Wearing a frilly female blouse with a jean skirt Vivien can pass for a girl, but Howard won't be fooled by this blonde sissified hussy. He knows what his transvestite fuck-mate has under this flying skirt and he wants to drive his beefy rod into this itching butt pussy. Vivien tries to put on airs at first, but finally opens up her backdoor like a good girl just sliding her red thong aside.
Wearing a frilly female blouse with a...
Views: 74
Added: 04-05-14
02:23
Herman A and Eddie were getting down and dirty in the living room, however, the last one was wearing a chic blond wig and a pretty girlie dress to spice things up. You'll see them kissing by the big dark wood dresser before moving to the huge brown sofa for some oral foreplay. The sissified doll sucked her boyfriend's dick before getting on all fours to get ass fucked as well.
Herman A and Eddie were getting down and...
Views: 68
Added: 04-10-14
02:35
Two guys chilling Paul and Maurice prepare for one of them getting his whiney sissy asshole screwed royally now that they've got their that libido up. Like a torpedo one of them heads for the tight hot sissy butt with his thick meaty cock and the wild times are on. Soon the man's sweet raw bum is beyond destroyed and you get to see him as hebanged that butt into oblivion.
Two guys chilling Paul and Maurice...
Views: 89
Added: 04-21-14
02:27
That haughty crossdresser acts a touch-me-not, but Benedict keeps trying, and soon Eddie capitulates showing off his true predatory nature. They kiss on the huge brown couch in the living room before the things get hotter by far. The dressy sissy guy gives a nice head and gets his dress hiked up for some hot backdoor loving right through his barely visible tights.
That haughty crossdresser acts a touch...
Views: 84
Added: 05-16-14
02:40
Gilbert was doomed to get his gripping hot sissy ass destroyed by Emilia who got real horny when she realized she would finally get to use her rock hard dildo. He got ready by giving her a strapon blowjob making it slippery enough to dig into his tight sissy anus. The horny cruel dominatrix bore down hard with her rigid strapon dildo and with both their passions red hot they both savored the power of getting his steamy sissy butt fucked stupid.
Gilbert was doomed to get his gripping...
Views: 109
Added: 05-27-14
02:23
Owen gets easily girlified, just use some lipstick and mascara, pick up a polka-dot gown and nice lingerie, and you won't tell him from a real girl. Now this sissy is ready to seduce his male lover Silvester who is into kinky gay-sissy bonking too. They start it with a blowjob and hot mouth kisses, but then the feminized guy gets his sissy ass pinned down right on the elegant sofa.
Owen gets easily girlified, just use...
Views: 77
Added: 05-31-14
02:30
Cock-hungry blond sissy was eagerly gobbling on a boner of his hunky gay mate kneeling on the big leather couch before getting ready for anal. Eddie got his tiny black skirt hiked up exposing his big sack and tight anal crevice, so Benedict first licked and fondled his bare rear before ramming it hard from behind. They did it in the missionary too going for dirty ATM play later on.
Cock-hungry blond sissy was eagerly...
Views: 71
Added: 09-01-14
02:41
Strap-on Mania. Vol.2 Crossdressers
Nice looking males in female clothes get new experience from women with big strap-ones

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