47 Results Found:


28.09.2024
Description: By day he’s a policeman but by night he likes to dress as a sissy, putting on women’s clothing and looking as beautiful as possible. He cleans up quite nice and he never fails to get his sexy lady interested in fucking his ass with her strapon. When she sees him all dolled up she can’t help but get aroused and feel a deep need to bone him. Her big strapon is destined for his asshole and now she’s pumping him hard, filling his asshole with her big dick.

Model(s): Joanna, Tommy | Number of pics: 76 | Resolution: 1024x681

Model(s): Joanna, Tommy | Site: StraponSissies.com | Category: Pictures


14.08.2024
Description: none

Model(s): Joanna, Tommy | Number of pics: 95 | Resolution: 1024x681

Model(s): Joanna, Tommy | Site: LadiesFuckGents.com | Category: Pictures


31.07.2024
Description: none

Model(s): Margaret, Tommy | Duration: 11min 32sec | Type: SD | Size: 167mb

Model(s): Margaret, Tommy | Site: MaturesAndPantyhose.com | Category: Videos


26.06.2024
Description: The maid looks like a woman but it’s actually a sissy boy dressed in woman’s clothing and trying to keep the house clean. As he prances around in his blonde wig and his sexy black skirt and his luscious pantyhose the boy that hired him is sitting on the couch thinking about all the things he’d like to do to the slut. He would certainly like to fuck him and there’s only so much he can take before he has to throw her down and fill her ass with his cock.

Model(s): Tommy, Desmond | Number of pics: 53 | Resolution: 1505x1000

Model(s): Tommy, Desmond | Site: TryPantyhose.com | Category: Guys & Guys


08.06.2024
Description: The redhead is the one in control. She exudes power and desire and she has a strapon cock that she uses to exert that control over her men. She will be fucking this young policeman to prove to him that she can do whatever she wants to his asshole. She will make him suck on the strapon to get it slippery and wet and then she will make him take off his pants and spread his ass cheeks to be taken with authority and vengeance. He will get fucked and he will like it.

Model(s): Joanna, Tommy | Number of pics: 73 | Resolution: 1024x681

Model(s): Joanna, Tommy | Site: StraponPower.com | Category: Pictures


01.06.2024
Description: Megan was making a fast career sleeping with her boss and fulfilling his stocking sex kinks to the full. They were at her bedroom and she was wearing nothing but her see-thru violet negligee and black patterned stockings, she also left her fancy high heels on to make Tommy hot to trot at once. The slutty gal let her eager lover do some rug munching before getting on all fours and taking his boner from behind.

Model(s): Megan, Tommy B | Duration: 14min 13sec | Type: HD | Size: 336mb

Model(s): Megan, Tommy B | Site: LoveNylons.com | Category: Videos


01.05.2024
Description: none

Model(s): Tommy, Desmond | Number of pics: 85 | Resolution: 1505x1000

Model(s): Tommy, Desmond | Site: TryPantyhose.com | Category: Guys & Guys


27.04.2024
Description: none

Model(s): Elvira H, Tommy | Number of pics: 39 | Resolution: 1505x1000

Model(s): Elvira H, Tommy | Site: StraponTales.com | Category: Pictures


09.03.2024
Description: none

Model(s): Joanna, Tommy | Number of pics: 60 | Resolution: 1024x681

Model(s): Joanna, Tommy | Site: StraponPower.com | Category: Pictures


24.02.2024
Description: Barbara looked so cute in her blue ribbon nylons that Tommy couldn’t help hiking up her sexy dress to see what she was wearing underneath it. He was in for a surprise as she wasn’t wearing any knickers and her round buns seemed so hot. Thus the guy licked her little puckered hole and then penetrated it with his already engorged boner. Hell, her ass was so tight it could barely fit his schlong!

Model(s): Barbara, Tommy B | Duration: 18min 40sec | Type: HD | Size: 442mb

Model(s): Barbara, Tommy B | Site: AnalSaga.com | Category: Videos


18.11.2023
Description: Desmond and Tommy love buttfucking gay sissies and when dude gets all overthis sissy here he whips out his rigid pulsing dick and goes to work on him. Soon this whiney sissy asshole is ripped wide open as the dude starts pounding that sissyboy's butthole and leaves him witha smoking, plundered brown eye. The sissy's sissyboy hot asshole was then filled as dude spurted hot cum.

Model(s): Desmond, Tommy | Duration: 15min 34sec | Type: SD | Size: 227mb

Model(s): Desmond, Tommy | Site: GaySissies.com | Category: Videos


18.11.2023
Description: The lovely young chick is teaming with heat and she needs to release it. She needs a man to show her a good time with his tongue and hopefully his cock and this young man is up for the challenge. He has what it takes to get her wet and sloppy and horny and then he will bring her over the top for a powerful orgasm that wracks her body. He will do these things with his fingers, his tongue and his cock and her pretty pantyhose will enhance the entire experience.

Model(s): Regina C, Tommy | Number of pics: 73 | Resolution: 1505x1000

Model(s): Regina C, Tommy | Site: PantyhoseLine.com | Category: Pictures


04.11.2023
Description: Falling asleep in a chair a guy is given a pillow and a cover, but his attentive gay friend gets so horny while tucking the cover that he has to satisfy his urge and suck this dick right away. Awakening from thrilling sensations his straight mate gives him rimjob and stuffs his gay rear really well.

Model(s): Desmond, Tommy | Number of pics: 53 | Resolution: 1504x1000

Model(s): Desmond, Tommy | Site: GaysFuckGuys.com | Category: Pictures


19.08.2023
Description: Naughty blonde bimbo Megan enjoys all the pleasures of adult world including wine and unabashed bonking. She’s wearing her new barely black stockings and high heels to tease her boyfriend and make him horny as hell. Soon this blonde mischief has to pay for her naughty behavior by sucking Tommy’s purple lollipop and opening up her tasty moist pussy. After a raw fuck she takes a load onto her back parts.

Model(s): Megan, Tommy B | Number of pics: 78 | Resolution: 1505x1000

Model(s): Megan, Tommy B | Site: LoveNylons.com | Category: Pictures


02.08.2023
Description: Slutty blonde secretary Megan was getting it on with her the hung and lusty employer when one of the managers almost walked in on them. Hiding under the table this cock-hungry nylon-clad bitch went on munching on Tommy’s already swollen beefy rod making it hard for him to sit still. Finally they were alone again, so he locked the door and punished that filthy stocking-clad bitch with his hard thrusting ramrod.

Model(s): Megan, Tommy B | Number of pics: 56 | Resolution: 1505x1000

Model(s): Megan, Tommy B | Site: LoveNylons.com | Category: Pictures


29.07.2023
Description: It seems a meeting has turned into something more sensual with a horny gay guy revealing his hard-on for a hardcore session. The guys start kissing as man-on-man foreplay and the next moment they are rolling on the floor with their cocks ready for action. That’s what I call warm and hearty welcome!

Model(s): Desmond, Tommy | Duration: 14min 19sec | Type: SD | Size: 209mb

Model(s): Desmond, Tommy | Site: GaysFuckGuys.com | Category: Videos


29.07.2023
Description: This time a handsome police officer gets seduced by a gorgeous sissified guy dressed in a long gown with a green feather boa and raunchy fishnet stockings. High heels and a blonde wig add to the officer’s excitement and soon this sissy gets pumped into his mouth and butt in the horniest positions.

Model(s): Cyrus, Tommy | Duration: 14min 22sec | Type: SD | Size: 209mb

Model(s): Cyrus, Tommy | Site: GaySissies.com | Category: Videos


21.06.2023
Description: The lovely young lady comes home holding her man’s hand and he’s quite the sissy in his beautiful blue dress. The two of them share a cigarette and it’s right after he’s done smoking that he spots the cock between her legs. She put on her strapon before they left and now she wants to use it in his butt. She’s been thinking about fucking him all night long for being so brave for going out in that dress. It’s going to be quite a torrid fuck and it’s going to make him hard.

Model(s): Sylvia A, Tommy | Number of pics: 45 | Resolution: 1505x1000

Model(s): Sylvia A, Tommy | Site: StraponSissies.com | Category: Pictures


18.03.2023
Description: none

Model(s): Cyrus, Tommy | Duration: 16min 20sec | Type: SD | Size: 238mb

Model(s): Cyrus, Tommy | Site: TryPantyhose.com | Category: Videos


18.02.2023
Description: Eyeing each other these two dudes Tommy and Desmond turned on to the max at the tought of a thick meaty cock pounding into that guy's tight slick butt. When the time came he banged that butt with his hard sturdy cock and wore that wet guy butt raw from the inside out. His gripping funky guy ass was so destroyed by that rock hard penis you could see smoke coming from his steamy hot butt.

Model(s): Tommy, Desmond | Number of pics: 70 | Resolution: 1505x1000

Model(s): Tommy, Desmond | Site: GaysFuckGuys.com | Category: Pictures

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All models were at least 18 years old when they were photographed or videotaped

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