Randolph



01.05.2024
Description: Jessica was out for some ripping sissy asshole and when she ran into sissy boy Randolph she knew he needed a real slamming that sissy's bunghole of his. He loved nothing more than having a destroyed whiney boy ass and that meant hilda had her work cut out for her. Since their significant others were out of town the two turned on to the max and that's when she broke out the rock hard strap on dildo and slammed his nasty sweet asshole.

Model(s): Jessica A , Randolph | Number of pics: 49 | Resolution: 1000x1505

Model(s): Jessica A , Randolph | Site: straponsissies.com | Category: Pictures


20.04.2024
Description: Tough punk chick Viola the horny lady bitch breaks out her rigid strapon dildo and gets ready for Randolph who freaks when he sees that thick meaty strapon as he fears Viola will be pounding that butthole! Soon she's got him on all fours and bent in all sorts of directions as she slams that gooey funky butthole of his and makes him into a slobbering whining sissy boy slave to the beautiful Hilda!

Model(s): Viola , Randolph | Number of pics: 60 | Resolution: 1505x1000

Model(s): Viola , Randolph | Site: ladiesfuckgents.com | Category: Pictures


17.04.2024
Description: Benjamin knows Randolph is a horny big guy who can't resist dick and with that libido up they go for broke on that gripping hot ass and his and that means he's gonna fuck that ass of his whether he wants to or not. They get it on and soon he's all in that raw tight bum of his and he's making good use of that rigid meaty cock like a baseball player.

Model(s): Benjamin , Randolph | Duration: 13min 52sec | Type: HD | Size: 329mb

Model(s): Benjamin , Randolph | Site: trypantyhose.com | Category: Videos


13.04.2024
Description: Strap-on armed chick is ready to pump the ass of sissy guy day and night

Model(s): Irene A , Randolph | Number of pics: 45 | Resolution: 1024x681

Model(s): Irene A , Randolph | Site: straponpower.com | Category: Pictures


06.04.2024
Description: Your eyes will bulge when you see the nasty iron grip ass of Randolph here banged by a phat strapon dildo, by Mabel who has her horny passions up. The slut tore into his moist tight ass with that thick strapon dick and the submissive male could barely breathe as she tore into his big meaty asshole and owned him. The action got even more furious as she strap on dildo almost broke in half pounding that tight helpless submissive male ass] of his.

Model(s): Mabel , Randolph | Number of pics: 66 | Resolution: 1000x1505

Model(s): Mabel , Randolph | Site: strapontales.com | Category: Pictures


06.04.2024
Description: The sexy redhead wears this latex dress and those latex boots because she feels powerful. She feels like she can control this young man and really fuck his ass into oblivion. She can pound him hard and make him scream out in a mix of pleasure and pain because there’s a very large plastic cock sliding into his butt. Throughout the scene she keeps the outfit on and fucks him progressively harder. His asshole is worn out when it’s all over.

Model(s): Irene A , Randolph | Number of pics: 44 | Resolution: 681x1024

Model(s): Irene A , Randolph | Site: straponpower.com | Category: Pictures


06.04.2024
Description: Hold on to your seats as nasty dom bitch Jessica who has her passions red hot gets ready to totally destroy sissy boy Randolph's gripping hot sissy ass. With her strapon she's going to fuck that sissy ass and humiliate him by watching his sucking her strap on cock after it's been stuffed into his nasty hot ass. The degradation action almost breaks her hard sturdy strap on in half and the nasty dom bitch is finally satisfied with the durability of her hard sturdy strap on and the submission of her whiney man sissy.

Model(s): Jessica A , Randolph | Number of pics: 51 | Resolution: 1000x1505

Model(s): Jessica A , Randolph | Site: straponsissies.com | Category: Pictures


23.03.2024
Description: Gloria is shmoozing around for some nasty sweet asshole to fuck and the horny cruel dominatrix is zeroing in on sissy boy Randolph. She breaks out her rigid strapon dildo and soon she gets her passions red hot and starts him ready by sucking her strap on cock that gets her wet and ready. Soon the woman is banging his moist bitch boy ass and the sissy boy takes all of that steel hard strapon deep into his big meaty asshole that totally destroys him.

Model(s): Gertie , Randolph | Duration: 11min 21sec | Type: HD | Size: 268mb

Model(s): Gertie , Randolph | Site: straponpower.com | Category: Videos


23.03.2024
Description: On spotting a sissy in the process of putting on female clothes along with fishnets and heels, a hunk develops a big bulge in his jeans. Then the sissified guy goes right after it using his hungry mouth and sticks his ass in the air welcoming the fat cock thrusting up his rear passage at full force.

Model(s): Cyrus , Randolph | Number of pics: 54 | Resolution: 1000x1504

Model(s): Cyrus , Randolph | Site: gaysissies.com | Category: Pictures


20.03.2024
Description: Salacious gal getting into freaky mood while strap-on fucking her boyfriend

Model(s): Laura A , Randolph | Duration: 12min 11sec | Type: SD | Size: 177mb

Model(s): Laura A , Randolph | Site: straponscreen.com | Category: Videos


09.03.2024
Description: These two men Randolph and Rudolf got real horny as they slip away from the office party and the gay guy wants that massive bulging boner of his to be stuffed to the max inside his gripping funky guy ass. He gets the ball rolling by giving a blowjob so it will be slippery enough to slam into his nasty iron grip ass. The horny guy bitch then prepared himself for the onslaught of his boyfriend's hard sturdy cock.

Model(s): Randolph , Rudolf | Duration: 14min 49sec | Type: SD | Size: 216mb

Model(s): Randolph , Rudolf | Site: gaysfuckguys.com | Category: Videos


06.03.2024
Description: Martha is going to conquer that hot submissive ass of Randolph's and leave him with nothing more than a destroyed raw rectum when she's done. She whips out that phat strapon dildo. and begins her assault on his hot submissive ass and they both became sexually stimulated as her power with her monster strap on reduced him to a submissive slave who is happy to be blowing her strapon after it has been rammed to the balls in his submissive male, tight slick butt and they both end up climaxed uncontrollably wild.

Model(s): Martha , Randolph | Number of pics: 45 | Resolution: 1000x1505

Model(s): Martha , Randolph | Site: strapontales.com | Category: Pictures


28.02.2024
Description: Martha waves that rigid strapon dildo of hers at poor submissive man Randolph as she intends to fill the air with the scent of his musky whiney man ass as she fucks that hot submissive ass with her brand new stone hard dildo. The poor fool squeals as the girl pounds into his moist tight ass and the horny lady fem laughs with glee as she gets her naughty libido up banging the snot out of Walter's hot submissive ass.

Model(s): Martha , Randolph | Number of pics: 51 | Resolution: 1000x1505

Model(s): Martha , Randolph | Site: strapontales.com | Category: Pictures


24.02.2024
Description: To prove his submissiveness, sissy Randolph begs Gloria and starts giving her a strapon blowjob hoping she'll bust open his gripping hot sissy ass on the dresser. The hard sturdy strap on that she is weilding is just right for digging into a nasty hot ass and as soon as she's ready she starts pounding that sissyboy's butthole with glee. His ripping sissy asshole is soon destroyed leaving him nothing more than a lusty submissive sissy.

Model(s): Gertie , Randolph | Duration: 10min 28sec | Type: HD | Size: 247mb

Model(s): Gertie , Randolph | Site: straponpower.com | Category: Videos


17.02.2024
Description: These two mates Cyrus and Randolph know that a sissy's gripping transvestite ass needs some fucking and the sissy starts giving a blowjob so that that thick meaty cock will be ready for fucking sissyboy's asshole and showing him who is the boss. The nasty gay sissy gets his gripping transvestite ass royally destroyed and even after that cock has been in his ass he starts giving a blowjob for the ultimate degradation.

Model(s): Cyrus , Randolph | Number of pics: 54 | Resolution: 1000x1504

Model(s): Cyrus , Randolph | Site: gaysissies.com | Category: Pictures


14.02.2024
Description: This brunette bad ass dominatrix, Muriel is having a ball doing some huge monster strapon sex with poory Randolph here. The whiney little sissy didn't count on her being so professional when it comes to cowering girlie boy ruthless hardcore fucking but with her new hard ripping strapon she's just dying to try it out. The horny naughty couple get it on with a fury and soon that snug little butt of his is busted open and both reach reach total orgasm together.

Model(s): Muriel , Randolph | Number of pics: 51 | Resolution: 1505x1000

Model(s): Muriel , Randolph | Site: straponsissies.com | Category: Pictures


03.02.2024
Description: When a submissive loser like Randolph sees a strap on dildo there's nothing he'd rather have is one stuffed up his tight slick butt and slut Diana is happy to do him in. The horny lady fem hops right onto that hot submissive ass of his and the submissive fool starts sucking her strap on cock and after being humiliated enough he then gets that strap on dildo stuffed up him royally. She then begins pounding that submissiveman's butthole and wears him out.

Model(s): Diana , Randolph | Number of pics: 82 | Resolution: 1000x1504

Model(s): Diana , Randolph | Site: straponpower.com | Category: Pictures


27.01.2024
Description: A gay sissy craves some thick meaty cock to pound into his big meaty asshole and these two horny guys Randolph and Lesley intend on it. The sissy's whiney sissy asshole is just ripe for the plucking and dude just whips out his hard sturdy cock and dives right into that gripping transvestite ass totally annihilating it. Their actions got intense as they turned on to the max and man just stuffs his rock hard penis deeper into the sissy's sweet raw bum.

Model(s): Randolph , Lesley | Duration: 10min 42sec | Type: SD | Size: 155mb

Model(s): Randolph , Lesley | Site: gaysissies.com | Category: Videos


13.01.2024
Description: The hot chick in the little red dress looks powerful and sexy with that strapon cock sticking out from her waist and the young man with the blonde hair wants a taste. He wants to prove that he can be a good strapon servant so he falls to his knees before her and takes it in his mouth. He wants to get it nice and wet so it can easily slide into his asshole and fill him up. It’s going to feel so good up inside his asshole, fucking him like a little bitch.

Model(s): Helena , Randolph | Number of pics: 68 | Resolution: 1000x1504

Model(s): Helena , Randolph | Site: ladiesfuckgents.com | Category: Pictures


20.12.2023
Description: Bad blonde Natali sees Randolph's tight slick butt all puckered and ready and the horny lady fem aims to fire that butt up. She breaks out her hard strap on. and soon she gets her naughty libido up and starts submissive dude ready by sucking her strapon that gets her wet and ready. Soon the woman is banging his moist tight ass and the submissive man takes all of that strap on dildo deep into his big meaty asshole that totally destroys him.

Model(s): Natali , Randolph | Duration: 15min 39sec | Type: HD | Size: 370mb

Model(s): Natali , Randolph | Site: straponscreen.com | Category: Videos

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

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