r/Bostonsissys

Image 1 — 23 [S4A] #Lexington - Sissy looking for owner to feminize and dominate her
Image 2 — 23 [S4A] #Lexington - Sissy looking for owner to feminize and dominate her

23 [S4A] #Lexington - Sissy looking for owner to feminize and dominate her

I’m a young sissy with lots of practice using my toys, but a total virgin when it comes to other people. Looking for a daddy or mommy to own and feminize me. Ideally I’d love a long term relationship with a dom where I fully transition to a woman and devote myself to my partner. Also interested in a short term fling that gives me a chance to try cock got the first time.

u/courtney_shoal — 16 hours ago

34 [M4A] #Boston - Who wants to suck me?

Looking to face fuck. Don't be afraid to hmu

u/Cap03 — 20 hours ago

30 [S4M] #NewHampshire - Looking for a man who wants to train me, own me and make me into his sissy gf

u/maddiesissyxoxo — 1 day ago

30 [T4M] #Andover - Hosting for fun.

Love to dress up and get down… if you’re straight or curious, hit me up!

u/NoRing6969 — 2 days ago

52 [S4A] #Lynnfield - Sissy looking for some mutual massage

You scratch mine and I’ll scratch yours ..

u/pspot0929 — 2 days ago

25 [M4S] #Malden - Say ah👄👅bbc looking for consistent sissy/femboy

Looking for sissy t or femboy. I am mobile and prefer no masc men. Please be 21-35

u/Silly_Sorbet4526 — 3 days ago

38 [S4A] #Boston - safe stealthing fantasy

This is how i picture it. It’s a fantasy don’t judge lol.

You come into my hotel room, everything has been worked out before hand, there is very little small talk. I’m dressed in lingerie, thigh highs, garters etc. I unbuckle your pants and drop to my knees and give you a nice long blow job eventually with you sitting on the edge of the bed. After a little bit you hand me a condom and i put it on with my mouth. I get up and get on all 4’s. You lube up your cock and my ass with a ridiculous amount of lube. You start slow until I’m comfortable then you can fuck as you see fit. At some point the condom either “breaks” or you just take it off since you’ve been tested recently. You finish deep in my asshole. Once you catch your breath and get your legs back, you get dressed and disappear into the hallway.

What do you think? Safe, in shape, DDF.

u/whatistheinternet8 — 4 days ago

40 [S4A] #Waltham - Rate me

What do you guys rate me? Also question for the gents, if I look like this but I have a cute face but with a goatee, does that turn you off? How can I describe this without being a turn down lol.

u/Jazz_blue — 5 days ago
▲ 21 r/Bostonsissys+2 crossposts

32 [S4M] #Andover - Gangbang for Big Cocks at hotel

Today is the day! I’ll at my hotel this afternoon getting ready for some big cock and cum. Those who wanted to come so far want me wearing a BDSM mask/ blindfold with my mouth open. I’ll be dressed up, in chastity, with fake tits waiting for cock. Still looking for some BBC or BWC. Drug and disease free only. I will have condoms
If you’re interested send a message. Looking for a few more! Should be ready around 630-7.

u/Vanessa_the_cumslut — 5 days ago
▲ 152 r/Bostonsissys+18 crossposts

28 [M4A] #natick - hehe looking for some fun today :)

u/nikothefreakk — 7 days ago

30 [T4M] #Andover - hosting tonight

Any straight of curious men looking for tonight? I can host! DM me for details!

u/NoRing6969 — 6 days ago
▲ 5 r/Bostonsissys+1 crossposts

22 [M4A] #Andover - Recent grad looking to celebrate with a cute smooth femboy

u/Darthknight68 — 5 days ago
▲ 7 r/Bostonsissys+2 crossposts

46 [T4A] #wellesley - seeking fun/aggressive top ASAP

Can host - craving thick hard throbbing cock to worship…

Cum where you want!!!

u/kaylapowers_cd8 — 5 days ago

23 [S4A] #Boston - hotel fun, looking for someone young and clean to come over and worship my body this week

u/Shortcounter072 — 5 days ago