Archive for the ‘MyHumbleSissy’ Category
Vamp sissy seduces a shy lad

Melissa really startles cute boy Felix with her girlish looks. Clad in a red dress with black nylons this sissy can make for a mistress, yet today he’s willing to serve instead of ordering about. Look at blonde Melissa as she humbly sucks on the guy’s cock and balls before hiking up her skirt and showing where she wants this stiffy to go. Well, our dolled-up sissy doesn’t have to ask twice as the boy shoves his tool where the sun doesn’t shine.
Asses in dresses Get the plowing They asked for.
Ultimate sissification, See hi-res pics & vids!
Proud and sheepish sissy gets nailed

Dressed up like an office girl in a white blouse and a black skirt, Stephanie really grows into a role and even gives Tom a slap on the face for his dirty groping. Naturally this sissy gets a slap on the butt in response. After that our playful sissy guy acts a sheepish maiden unwilling to munch on Tom’s meat. Wanna know how long it will take to make this girlified dude take it into his mouth and up the ass for a big creamy load?
The magic of sissification

Wearing his yellow blouse with an ultra mini and footless pantyhose, sissy Keith was waiting for his boyfriend to come down. Well, it was a bit of a surprise for Kevin when he saw his lover dressed like a girl. However, this bold feminization proved to be very effective, for Kevin’s dick was soon in Keith’s mouth and later it was shoved deep into the sissy’s butthole. See how long the magic of sissification can last!
Glamour sissy treated like shit

Wearing a black see-thru dress with a string of pearls, sissy Kelly looked like a vintage diva. Spotting her lover’s clothes on the sofa she really freaked out when she suddenly heard Jeff’s steps and hid behind the curtain. Imagine the boy’s surprise when he saw this dressed in Marilyn Monroe style sissy crawling towards him. Jeff treated Kelly like a whore kicking her from the sofa, spanking and trampling her before giving access to his meat.
Disguised sissy guy screwed in the kitchen

Though Veronica took off her high heels silently sneaking into the kitchen, it didn’t help her and she was caught by the open fridge. Grant didn’t at first recognize his lover in this sexy blonde chick and was immensely surprised by the sissy’s female disguise. So, since the sissy guy was dressed like a slut, he had to be treated like a slut too. Veronica showed her masterclass in cock-sucking, balls licking and ass-fucking for Grant’s delight.
Morning treat for a slutty sissy

Felix was still in his pajamas when dolled-up sissy Joan tried to attract his attention. The sissy kinkster badly wanted his boyfriend’s ramrod into his rectum, but first he had to take it down his throat. The girlified guy did his job well and soon his bright pink pantyhose were pushed down for the rough anal treatment he longed for. Joan took it sideways, from behind and in a reverse cowgirl until Felix exploded with white sticky jizz.
Preliminary dildo session

Anna would let Richmond wipe his boots on her provided she got her share of fun. Watch the sissy’s mouth stuffed with a sizeable dildo as his young boyfriend checks his swallowing abilities. Then the boy decides that Anna’s bottom needs some good workout too, so he slides the sissy’s lacy panties aside and drives that toy right in. Now Richmond can entrust his dick to Anna’s care too and the sissy will take any humiliation for the meaty treat.
Raw training for a sissified sex pet

Grant treats crossdressed Veronica like his obedient sex pet making her undergo some kinky sissy training. She pants like a dog, licks tea from a saucer and lets her freakish lover humiliate her in every which way. See the boy sticking his fingers into the sissy’s rear end and mouth before unzipping his pants for some oral foreplay. After that Grant thrusts his stiff boner into Veronica’s butthole full force turning her rear into a loose passage.
Asses in dresses Get the plowing They asked for.
Ultimate sissification, See hi-res pics & vids!
X-rated remake of “Some like it hot”

Dressed like Daphne from the popular movie “Some like it hot”, Monica managed even to give head while holding a red rose. Then the crossdressed dude jumped right onto his buddy’s cock hiking up his bright red dress and sliding his black thong aside. If you really like it hot, you should watch this slutty sissy obediently going down and licking clean the cock that was in his ass only seconds ago.
Asses in dresses Get the plowing They asked for.
Ultimate sissification, See hi-res pics & vids!
Cute sissy in hair-curlers fucked silly

On seeing this sissy wearing hair-curlers and a nightie along with full make-up, you won’t tell him from a regular girl. This impression will be even stronger when Dena reveals her lush lacy corset with matching black stockings while getting dirty with a dildo toy. However, Patrick isn’t that easily fooled. So the guy forces his sissified lover into a profound ass-to-mouth workout with the dildo before replacing it with his sturdy shaft.
Asses in dresses Get the plowing They asked for.
Ultimate sissification, See hi-res pics & vids!
Feminized guy used like a sex pet

Kadeem couldn’t understand why his boyfriend should wear female clothes with stockings, a G-string, high heels and other stuff. It made Dennis really upset, yet Kadeem soon warmed up to the idea ready to get it on with his feminized friend. The sissy opened his mouth like a good girl and spread his cheeks for some butt-busting anal. They did it in every which way trying everything from “doggie” to “pile driver” for the massive cum explosion.
Dressed and treated like a whore

Hilary puts on her fav blonde wig, thong and suspender tights to go with her dark blue dress. This sissy feels very sexy in his women’s wear while his boyfriend isn’t quite happy with Hilary’s looks. Clive thinks his lover looks vulgar and indecent, so he deserves to be treated like a whore. See the sissy guy getting his skirt hiked up for some rough spanking before he finally gets access to Clive’s cock and balls and opens up his butt-pussy!
M2F play leads to a wild anal orgy

Keith believes that some M2F role playing can spice up their sex life, so one day she comes down wearing a sexy female dress with nylon tights and high heels. Being caught unawares Kevin nevertheless joins the game and treats this sissy kinkster as a woman. They start with sultry French kisses followed by a wet oral job and deep anal penetration. Kevin gets really carried away fucking the tushie of his sissified lover in every possible way.






