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Caught by the wife and mother-in-law. There’ll be hell to pay.
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Beautiful
I love rectal temp taking. so erotic, so humiliating to be penetrated like that.
nice suit
excellent collage
Stunning art. Comes with a long kinky maledom story on the original post.All chars. 18 .
Classic illustration. Astonishingly good composition.Wonder who the artist is.All chars. 18 .
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Halloween Comic
femboi-under-all: ass-all-around: omgnakedwomen: Candy’s ass This really got my motor runnin’ the other day.
femboi-under-all: cowgirljqlive: I’m basically an ass-man. I feel so dirty and ashamed after I jerk off to her. So nasty, so good.
women can be so cruel. it’s not his fault his boy-parts are so small
shadowjacks-femboys: When I Was a Girl (part 1) by ShadowJack Poor Timothy! He was just starting to get comfortable going out as a girl. He’d go to the mall, where he started hanging around with a gang of mall-rats. He dealt with the boys’ advances
Uh oh! Clean up time for sissy cuck! Looks yummy delicious! Of course it’s not sissy’s cummy. Oh no! Sissies can only cum jerking off their dainty peenies. Sissies love the taste of hot cummy from a lady’s sweet pussy! He can only lick what he can
jeez, she really likes to rub it in
old fave
veralsi-spankque: …you’ve seen this… -the peeper… peeper got caught. at least he wasn’t masturbatingall chars. 18
poor sissy, sodomized for their entertainment. chastised as well, looks like.
Nurses Pt.4: Norses : Routine Semen Collection/Prostate TherapyI’ve included the previous installment as the second pic here.Support this artist on Patreon.
sissybabysusie:Should be dressed as a sissy baby girl watching his mommy/wife having sex “wiv da big rough man” person in lower left is a small, nerdy cuckold husband fucking a pillow while a ‘bull’ fucks is wife. Looks like her panties are stretched
Oops! Cream pie clean up for sissy!All a sissy is good for.
cum-clinic: This client had some experience with prostate stim but admitted to me that he recently jerked off to a few photos of me. He enjoyed this session a lot and was able to have a very intense orgasm while the Sybian milked his prostate. See more
straight-male-anal-erotic:Altered retro porn magazine. Imagine an adult bookstore where all the stock has to do with female-on-male anal sex (rimjobs, anal fingering, prostate massage, anal dildo play, pegging, spanking, medical fetish like nurses doing
presenting for approval
I need therapy
they know you need to and they think it’s cute. but be sure to clean up after!
looking in her eyes and spurting for the amazon, spurting all his sisy seed
angelsdisciple:Brand new work from Pip, the artist formerly known as Yuna Every woman should have one
pottedplantsauce:Com from the stream last night for Skadu a new modern convenience coming soon
pottedplantsauce:Sketch com for skadu. Oh my goodness! What’s she doin’ to him??
something for sissies like me to jerk off to
wow, their tits are all natural! and they want me to jerk off to them! I’m such a weak sissy!
adultbabyhumiliationfantasy: wittlesissybaby: “Submit to it! Learn to like it! Learn to cum inside your wet and messy diaper!” Adult Baby Humiliation Fantasies women can be so cruel
plsdonthumiliateme: bestsissypics: http://bestsissypics.tumblr.com/archive Sissy humiliation sounds heavenly
prettysissydani:artist unknown, animation and dialogue by me
femboi-under-all: A brief CYOA with 2 alternate endings. Support this artist on Patreon.
been gettin’ some mileage outta this.all chars. 18 Support this artist on Patreon
here’s an earlier version of the previous post, also hot.all chars. 18 Support this artist on Patreon
confirmedloser:Love these anatomy caps…
26jenny01:Fast Alle habe Spaß!!! Here’s another one by “Joe”.
prettysissydani:art by Juan Puyal, dialogue by me all chars. 18
jerking off for the lady
pornowizard:Nothing worse than suddenly realizing you’ve got hours of pent up about to explode and you’ve got nowhere for it to go!
trapimus-prime: It can get pretty expensive to borrow those Items/ gotta pay for it somehow :3 ~Kiva~
26jenny01:Sie nimmt sich ALLES!!!! to be wrestled, face-sat and milked, a humiliating dream com true
26jenny01:Wie geht es deiner Prostata??!! sissy got a stiff peeny from penetration
26jenny01:Kellerkinder!!! sissy made a cummy from being penetrated
sissificationhypnosis:sissy art an old one
poor fella, so humiliating to be milked like that. still, with those swollen balls he probably needed it.
tsk, man-handling that smaller young man like that. that must be so devastating. these amazon muscle babes are so pushy.nice art. nice uncut cock and fat balls
femboi-under-all: This is a comic strip illustration of an old castration fantasy story I wrote, done recently by an artist friend of mine called Circesvictim. Here’s his account on DeviantArt.
polyfetishist: Woman’s Stable Slave Life and Times of a Stable Lad
