Search results - Sissy Masturbation

Total found: 1459 videos (page 6)

Anal hookup on the backseat for Colby Jansen & Jack Hunter8:04
1 years ago AnyGay

Anal hookup on the backseat for Colby Jansen & Jack Hunter

AnalBlowjobBoyfriendCarClose UpCondomHunkMasturbating
Sexy sissy crossdresser femboy Sweet Lollipop in girls' top and boys' underwear.13:52
3 years ago FapHouse

Sexy sissy crossdresser femboy Sweet Lollipop in girls' top and boys' underwear.

Amateur Asian Crossdresser Handjob Masturbation Penis Sissy
Sexy sissy crossdresser femboy Sweet Lollipop masturbation and cum in a traditional short dress.7:13
3 years ago FapHouse

Sexy sissy crossdresser femboy Sweet Lollipop masturbation and cum in a traditional short dress.

Amateur Crossdresser Masturbation Penis Sissy Solo
Smashing anal makes muscular men scream like never before7:49
1 years ago AnyGay

Smashing anal makes muscular men scream like never before

AnalClassicHunkKitchenMasturbatingMuscular
Fine men go nuts fucking in role play extreme8:06
1 years ago AnyGay

Fine men go nuts fucking in role play extreme

AnalCondomCosplayHunkMasturbatingMuscularTall
Sexy sissy crossdresser femboy Sweet Lollipop in a long dress.10:35
3 years ago FapHouse

Sexy sissy crossdresser femboy Sweet Lollipop in a long dress.

Amateur Crossdresser Masturbation Penis Sissy Solo
Sexy sissy crossdresser femboy Sweet Lollipop in an apron with a bra and skirt.0:27
3 years ago FapHouse

Sexy sissy crossdresser femboy Sweet Lollipop in an apron with a bra and skirt.

Amateur Crossdresser Lingerie Masturbation Sissy Solo
Sexy sissy crossdresser femboy Sweet Lollipop in a sexy sheer babydoll and pantie.17:34
3 years ago FapHouse

Sexy sissy crossdresser femboy Sweet Lollipop in a sexy sheer babydoll and pantie.

Amateur Crossdresser Lingerie Masturbation Solo
Sweet sissy crossdresser femboy Sweet Lollipop in a top with tights and sunglasses.6:41
3 years ago FapHouse

Sweet sissy crossdresser femboy Sweet Lollipop in a top with tights and sunglasses.

Amateur Crossdresser Masturbation Solo
Sweet sissy crossdresser femboy Sweet Lollipop in a top and beach skirt.5:56
3 years ago FapHouse

Sweet sissy crossdresser femboy Sweet Lollipop in a top and beach skirt.

Amateur Crossdresser Masturbation Solo
Sweet sissy crossdresser femboy Sweet Lollipop in a sexy top and tights.4:47
3 years ago FapHouse

Sweet sissy crossdresser femboy Sweet Lollipop in a sexy top and tights.

Amateur Crossdresser Fetish Masturbation Solo
Cute sissy crossdresser femboy Sweet Lollipop in a crop top and pantie.6:22
3 years ago FapHouse

Cute sissy crossdresser femboy Sweet Lollipop in a crop top and pantie.

Amateur Crossdresser Fetish Lingerie Masturbation Solo
Sissy one minute fun1:07
3 years ago FapHouse

Sissy one minute fun

Amateur Big cock Closeup Cumshot Hairy Masturbation Solo
Sissy fun slow motion3:21
3 years ago FapHouse

Sissy fun slow motion

Amateur Closeup Crossdresser Masturbation Solo
Sissy fun4:44
3 years ago FapHouse

Sissy fun

Amateur Lingerie Masturbation Solo
Sweet sissy crossdresser femboy Sweet Lollipop in a top and pantie.5:03
3 years ago FapHouse

Sweet sissy crossdresser femboy Sweet Lollipop in a top and pantie.

Amateur Crossdresser Fetish Masturbation Solo
Sweet sissy crossdresser femboy Sweet Lollipop in a top, thong and flip-flop.7:40
3 years ago FapHouse

Sweet sissy crossdresser femboy Sweet Lollipop in a top, thong and flip-flop.

Amateur Fetish Masturbation Solo Underwear
Cute sissy crossdresser femboy Sweet Lollipop in a denim jeans, crop top, sunglasses and flip-flop.9:09
3 years ago FapHouse

Cute sissy crossdresser femboy Sweet Lollipop in a denim jeans, crop top, sunglasses and flip-flop.

Amateur Crossdresser Fetish Masturbation Solo
Sexy sissy crossdresser femboy Sweet Lollipop in a chime, thong, sunglasses and flip-flops.8:54
3 years ago FapHouse

Sexy sissy crossdresser femboy Sweet Lollipop in a chime, thong, sunglasses and flip-flops.

Amateur Lingerie Masturbation Sissy Solo
Sexy sissy crossdresser femboy Sweet Lollipop in a cute pink lace pantie only.12:28
3 years ago FapHouse

Sexy sissy crossdresser femboy Sweet Lollipop in a cute pink lace pantie only.

Amateur Crossdresser Masturbation Sissy Underwear
Sexy sissy crossdresser femboy Sweet Lollipop in a tank top and thong.9:57
3 years ago FapHouse

Sexy sissy crossdresser femboy Sweet Lollipop in a tank top and thong.

Amateur Crossdresser Lingerie Masturbation Sissy Solo
Sissy milk drops.5:03
3 years ago FapHouse

Sissy milk drops.

Amateur Crossdresser Cumshot Masturbation Solo
Mature white ass sissy dildo play5:12
3 years ago FapHouse

Mature white ass sissy dildo play

Amateur Anal Crossdresser Dildo Masturbation Solo
Sissy slut training his boy pussy with four large dildos26:38
3 years ago FapHouse

Sissy slut training his boy pussy with four large dildos

Anal Cumshot Dildo Gaping Lingerie Masturbation
Stroking my sissy cock.1:29
3 years ago FapHouse

Stroking my sissy cock.

Amateur Closeup Masturbation Solo
Sissy asshole ride2:43
3 years ago FapHouse

Sissy asshole ride

Amateur Anal Dildo Masturbation Sissy Solo
Blonde sissy in stocking fingering ass15:56
3 years ago FapHouse

Blonde sissy in stocking fingering ass

Anal Crossdresser Lingerie Masturbation Solo Toys
Sissy 4 breeding1:04
3 years ago FapHouse

Sissy 4 breeding

Amateur Closeup Crossdresser Masturbation Solo
Sissy sex pig2:30
3 years ago FapHouse

Sissy sex pig

Amateur Crossdresser Masturbation Solo Webcam
Pink fishnet sissy slut sniffs,sucks,fucks3:03
3 years ago FapHouse

Pink fishnet sissy slut sniffs,sucks,fucks

Amateur Anal Crossdresser Dildo Masturbation Solo
Sissy Emily thighs fucks her ass2:47
3 years ago FapHouse

Sissy Emily thighs fucks her ass

Amateur Anal Fetish Masturbation Sissy
Sissy delight slow motion1:56
3 years ago FapHouse

Sissy delight slow motion

Amateur Crossdresser Lingerie Masturbation Solo
Sissy delight full length feature2:13
3 years ago FapHouse

Sissy delight full length feature

Amateur Crossdresser Lingerie Masturbation Solo
Sissy Emily thighs gapes her ass with a cucumber5:40
3 years ago FapHouse

Sissy Emily thighs gapes her ass with a cucumber

Amateur Anal Closeup Fetish Masturbation Solo
Sissy rides cucumber dildo3:35
3 years ago FapHouse

Sissy rides cucumber dildo

Amateur Anal Fetish Lingerie Masturbation Solo
Big black dildo sissy6:11
3 years ago FapHouse

Big black dildo sissy

Amateur Anal Crossdresser Dildo Masturbation Solo
Dildo tramp sissy4:31
3 years ago FapHouse

Dildo tramp sissy

Amateur Anal Crossdresser Dildo Masturbation Solo
Blonde sissy exhibitionist outdoor anal plug8:08
3 years ago FapHouse

Blonde sissy exhibitionist outdoor anal plug

Anal Crossdresser Masturbation Outdoor Solo Toys
Horny sissy cum slut4:36
3 years ago FapHouse

Horny sissy cum slut

Amateur Crossdresser Masturbation Sissy Solo
Sissy cum1:02
3 years ago FapHouse

Sissy cum

Amateur Crossdresser Cumshot Masturbation Solo
Red thongs on my Sissy ass1:38
3 years ago FapHouse

Red thongs on my Sissy ass

Amateur Anal Masturbation Sissy Solo Underwear
Hello I'm your sissy11:58
3 years ago FapHouse

Hello I'm your sissy

Amateur Crossdresser Lingerie Masturbation Solo
Anal training for twink sissy3:48
3 years ago FapHouse

Anal training for twink sissy

Amateur Anal Dildo Masturbation Solo Stockings
Young dildo ride in my sweet sissy asshole4:50
3 years ago FapHouse

Young dildo ride in my sweet sissy asshole

Amateur Anal Closeup Dildo Masturbation Solo
Sissy boy in pajamas and cage cums0:07
3 years ago FapHouse

Sissy boy in pajamas and cage cums

Amateur Masturbation Sissy Solo Twinks
Big booty sissy shaking ass for you1:14
4 years ago FapHouse

Big booty sissy shaking ass for you

Amateur Anal Masturbation
Ride my sissy ass with pink underwear thongs1:05
4 years ago FapHouse

Ride my sissy ass with pink underwear thongs

Amateur Anal Dildo Masturbation Sissy Solo
Sissy gay game 1 which one makes you cum harder a b or c13:37
4 years ago FapHouse

Sissy gay game 1 which one makes you cum harder a b or c

Amateur Crossdresser Masturbation Penis Solo
Sissy boy anal dildo2:55
4 years ago FapHouse

Sissy boy anal dildo

Amateur Anal Closeup Dildo Masturbation Solo
Little blonde sissy slut loves to fuck3:08
4 years ago FapHouse

Little blonde sissy slut loves to fuck

Anal Crossdresser Dildo Masturbation Sissy Solo
Sissy slut toy1:30
4 years ago FapHouse

Sissy slut toy

Anal Crossdresser Dildo Lingerie Masturbation
Sissy fucking her dildo like a slut2:08
4 years ago FapHouse

Sissy fucking her dildo like a slut

Anal Crossdresser Dildo Lingerie Masturbation Solo
Sissy dildo slut fucking0:02
4 years ago FapHouse

Sissy dildo slut fucking

Amateur Anal Crossdresser Lingerie Masturbation Solo
Sissy playing1:55
4 years ago FapHouse

Sissy playing

Amateur Anal Crossdresser Lingerie Masturbation Solo
Sissy porn slut2:13
4 years ago FapHouse

Sissy porn slut

Amateur Crossdresser Dildo Masturbation Solo
Sissy in bed handsfree orgasm14:05
4 years ago FapHouse

Sissy in bed handsfree orgasm

Anal Closeup Cumshot Masturbation Solo Toys
Meet the jerking slurping sissy pig JOI and feel the need to suck14:41
4 years ago FapHouse

Meet the jerking slurping sissy pig JOI and feel the need to suck

Amateur Crossdresser Fetish Masturbation Solo
Im a filthy sissy fuck toy who needs to be used like a whore daddy8:40
4 years ago FapHouse

Im a filthy sissy fuck toy who needs to be used like a whore daddy

Crossdresser Cumshot Masturbation Solo Toys
Breed my filthy sissy fuck doll ass1:06
4 years ago FapHouse

Breed my filthy sissy fuck doll ass

Crossdresser Lingerie Masturbation Solo Toys
Wet sissy slut toy1:31
4 years ago FapHouse

Wet sissy slut toy

Amateur Crossdresser Masturbation Solo Stockings
Sissy fucking her dildo7:02
4 years ago FapHouse

Sissy fucking her dildo

Amateur Anal Crossdresser Lingerie Masturbation Solo
Wet sissy cum dump slut2:24
4 years ago FapHouse

Wet sissy cum dump slut

Amateur Crossdresser Masturbation Solo
CD sissy slut1:37
4 years ago FapHouse

CD sissy slut

Crossdresser Lingerie Masturbation Solo Toys
Sissy dildo slut1:44
4 years ago FapHouse

Sissy dildo slut

Crossdresser Lingerie Masturbation Solo Stockings
Fuck toy sissy whore3:59
4 years ago FapHouse

Fuck toy sissy whore

Closeup Lingerie Masturbation Solo Toys
Im a sissy fuck doll3:29
4 years ago FapHouse

Im a sissy fuck doll

Amateur Anal Crossdresser Dildo Masturbation Solo
Sissy riding dildo and anal plug6:26
4 years ago FapHouse

Sissy riding dildo and anal plug

Amateur Anal Crossdresser Lingerie Masturbation Solo
Sissy gay ass riding on dildo with thongs1:32
4 years ago FapHouse

Sissy gay ass riding on dildo with thongs

Amateur Anal Closeup Dildo Masturbation Solo
Silly sissy boi jerks and slurps and talsk dirty too10:05
4 years ago FapHouse

Silly sissy boi jerks and slurps and talsk dirty too

Amateur Closeup Cumshot Masturbation Solo
Sissy in full hardcore action15:03
4 years ago FapHouse

Sissy in full hardcore action

Amateur Anal Crossdresser Dildo Heels Masturbation Solo Uniform
XXL butt plug ruined my sissy tattoo boy pussy in blue mini skirt2:12
4 years ago FapHouse

XXL butt plug ruined my sissy tattoo boy pussy in blue mini skirt

Amateur Anal Gaping Masturbation Toys
My favorite dildo in my crossdressed sissy boy ass8:08
4 years ago FapHouse

My favorite dildo in my crossdressed sissy boy ass

Anal Crossdresser Dildo Lingerie Masturbation Solo
My sissy asshole1:54
4 years ago FapHouse

My sissy asshole

Amateur Anal Closeup Dildo Masturbation Solo
Just a sissy camper being totally gay for goddess Lana6:10
4 years ago FapHouse

Just a sissy camper being totally gay for goddess Lana

Amateur Cumshot Masturbation Solo
The horny sissy boi cums twice so hot14:59
4 years ago FapHouse

The horny sissy boi cums twice so hot

Amateur Closeup Cumshot Masturbation Solo
Silly gay sissy boi puts his purple toy in his butt hole6:55
4 years ago FapHouse

Silly gay sissy boi puts his purple toy in his butt hole

Amateur Cumshot Masturbation Solo Toys
Sissy Vinny eats cum in a dress4:44
4 years ago FapHouse

Sissy Vinny eats cum in a dress

Amateur Cumshot Dildo Masturbation Solo
Blonde sissy in bed with sexy lingerie playing with ass12:31
4 years ago FapHouse

Blonde sissy in bed with sexy lingerie playing with ass

Amateur Anal Crossdresser Masturbation Solo Stockings
Your friends sissy stepmom Khawal seduces you eat ass BJ11:26
4 years ago FapHouse

Your friends sissy stepmom Khawal seduces you eat ass BJ

Closeup Crossdresser Masturbation Solo Toys
The gay sissy boi is so horny that he jerks to himself17:18
4 years ago FapHouse

The gay sissy boi is so horny that he jerks to himself

Amateur Closeup Cumshot Masturbation Solo
Silly sissy boi jerking to my vids7:29
4 years ago FapHouse

Silly sissy boi jerking to my vids

Amateur Fetish Masturbation Solo
The sissy jerks it and slurps it for me11:45
4 years ago FapHouse

The sissy jerks it and slurps it for me

Amateur Cumshot Dildo Masturbation Solo
Super fun play time with a super fun sissy boi33:29
4 years ago FapHouse

Super fun play time with a super fun sissy boi

Anal Crossdresser Cumshot Dildo Masturbation Solo
Sissy sextoy doing some shower anal3:45
4 years ago FapHouse

Sissy sextoy doing some shower anal

Amateur Anal Bathroom Closeup Masturbation Solo
The homosexual sissy squirts his juice for you3:47
4 years ago FapHouse

The homosexual sissy squirts his juice for you

Amateur Cumshot Masturbation Solo
Sissy gay pussy ass1:38
4 years ago FapHouse

Sissy gay pussy ass

Amateur Anal Crossdresser Dildo Masturbation Solo
Daddy's wet sissy piss slut2:58
4 years ago FapHouse

Daddy's wet sissy piss slut

Amateur Crossdresser Masturbation Pissing Solo
Sissy boy Sam being a filthy slut0:03
4 years ago FapHouse

Sissy boy Sam being a filthy slut

Amateur Anal Crossdresser Dildo Masturbation Solo
Sissy slut for daddy's cock6:14
4 years ago FapHouse

Sissy slut for daddy's cock

Amateur Crossdresser Masturbation Nylon Solo
Dildo loving sissy boy1:45
4 years ago FapHouse

Dildo loving sissy boy

Amateur Anal Crossdresser Dildo Masturbation Solo
Sissy ass fucking slut3:47
4 years ago FapHouse

Sissy ass fucking slut

Amateur Anal Crossdresser Dildo Masturbation Solo
Kinky sub sissy slut2:43
4 years ago FapHouse

Kinky sub sissy slut

Amateur Anal Crossdresser Dildo Masturbation Solo
Sissy cock whore7:42
4 years ago FapHouse

Sissy cock whore

Amateur Anal Crossdresser Dildo Masturbation Solo
Sissy Samantha being a slut2:17
4 years ago FapHouse

Sissy Samantha being a slut

Amateur Anal Crossdresser Dildo Masturbation Solo
Horny sissy fuck boy1:18
4 years ago FapHouse

Horny sissy fuck boy

Amateur Anal Crossdresser Masturbation Sissy Solo
Sissy husband taking big dildo 12:58
4 years ago FapHouse

Sissy husband taking big dildo 1

Amateur Anal Dildo Masturbation Sissy Solo
Blonde sissy in a dress and high heels playing in the woods19:49
4 years ago FapHouse

Blonde sissy in a dress and high heels playing in the woods

Amateur Anal Crossdresser Masturbation Outdoor Solo
Teen sissy femboy slut jerking and shooting a load in pantyhose [full]15:58
4 years ago FapHouse

Teen sissy femboy slut jerking and shooting a load in pantyhose [full]

Amateur Crossdresser Masturbation Nylon Twinks
Khawal sissy Anubis bounces bad dragon creampie7:39
4 years ago FapHouse

Khawal sissy Anubis bounces bad dragon creampie

Amateur Anal Bathroom Crossdresser Masturbation Solo
Sissy plays outside with vibrator until cumshot12:41
4 years ago FapHouse

Sissy plays outside with vibrator until cumshot

Amateur Anal Heels Masturbation Outdoor Solo
Amateur sissy in sexy lace8:23
4 years ago FapHouse

Amateur sissy in sexy lace

Amateur Anal Crossdresser Dildo Masturbation Solo
Sexy sissy playing with dildo3:09
4 years ago FapHouse

Sexy sissy playing with dildo

Amateur Anal Crossdresser Dildo Masturbation Solo
Sissy sound2:13
4 years ago FapHouse

Sissy sound

Amateur Closeup Masturbation Solo Toys
Great fuck of a huge dildo and a sweet sissy's arse31:30
4 years ago FapHouse

Great fuck of a huge dildo and a sweet sissy's arse

Amateur Anal Crossdresser Dildo Lingerie Masturbation
chastited sissy get rough fuck with dildos10:34
5 years ago FapHouse

Chastited sissy get rough fuck with dildos

Amateur Anal Crossdresser Heels Lingerie Masturbation Sissy Stockings
Chastited sissy play with dildo on webcam7:16
5 years ago FapHouse

Chastited sissy play with dildo on webcam

Amateur Anal Closeup Dildo Masturbation Sissy Toys
Elegant sissy in heels and sexy black stockings19:25
5 years ago FapHouse

Elegant sissy in heels and sexy black stockings

Crossdresser Masturbation Sissy Stockings Toys
Sissy fucks herself hard in the mirror4:44
6 years ago FapHouse

Sissy fucks herself hard in the mirror

Anal Cumshot Dildo Masturbation Sissy Toys
Sissy riding dildo hard and loud in mirror2:53
6 years ago FapHouse

Sissy riding dildo hard and loud in mirror

Anal Crossdresser Dildo Masturbation Sissy Toys
Sissy in chastity riding big dildo6:11
6 years ago FapHouse

Sissy in chastity riding big dildo

Anal Crossdresser Dildo Masturbation Sissy Toys
Sissy cumshots onto the mirror2:03
6 years ago FapHouse

Sissy cumshots onto the mirror

Amateur Crossdresser Humiliation Masturbation Sissy
Sissy dude jerking his dick12:55
6 years ago FapHouse

Sissy dude jerking his dick

Amateur Crossdresser Masturbation Sissy Solo
Sexy sissy plays ass with chastidy device to self fist11:14
6 years ago FapHouse

Sexy sissy plays ass with chastidy device to self fist

Dildo Fisting Gaping Masturbation Sissy
Sissy boy playing in front of his mirror3:20
7 years ago FapHouse

Sissy boy playing in front of his mirror

Masturbation Sissy
Sissy Dude Bang His ARSE Fuck Hole And Jizz Orgsam7:29
2 years ago Gay Ck

Sissy Dude Bang His ARSE Fuck Hole And Jizz Orgsam

Anal Ass Big ass Cumshot Dick Hairy Handjob Masturbation Orgasm
Boning and Spreading My Sissy Caboose Part 17:53
2 years ago Gay Ck

Boning and Spreading My Sissy Caboose Part 1

Anal Ass Big ass Crossdresser Cumshot Dick Fetish Handjob Hd
Asian Sissy Jerking off in VKS Sweater 102:08
2 years ago Gay Ck

Asian Sissy Jerking off in VKS Sweater 10

Amateur Anal Asian Crossdresser Cumshot Dick Fetish Handjob Masturbation
Shagging and Spreading My Sissy Arse Part two6:56
2 years ago Gay Ck

Shagging and Spreading My Sissy Arse Part two

Amateur Anal Ass Bear Big ass Crossdresser Cumshot Dick Dildo
cross-sissy cum free hands 82:30
2 years ago Gay Ck

Cross-sissy cum free hands 8

Amateur Anal Crossdresser Cumshot Dick Handjob Masturbation Toys
Horny Sissy Twink Needs to Be Fucked 46:25
2 years ago Gay Ck

Horny Sissy Twink Needs to Be Fucked 4

Amateur Anal Cumshot Dick Handjob Masturbation Solo Toys Twinks
back to top