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Boston

r/Bostonsissys

6,965 subscribers

Notice: This subreddit is not actively monitored, so the posts here are only a small subset of what exists on reddit.

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Looking for later Looking for now Man for Sissy Woman for Sissy PM's welcome Sissy Verified Verified Unverified
New Top (24hr) Top (Week) Top (Month)
to r/Bostonsissys by darkt12
11 months ago
Preview thumbnail for 25 [M4M] #providence -looking for big dick image
25 [M4M] #providence -looking for big dick
M4M Unverified
in Providence
to r/Bostonsissys by DaddyDom4sissy
11 months ago
28 [M4S] #BACKBAY - Visiting top looking for subs to host in hotel
M Looking for later
in BackBay
to r/Bostonsissys by jayblack27
11 months ago
Preview thumbnail for 26 [m4s] #taunton - I need a sissy asap image
26 [m4s] #taunton - I need a sissy asap
M Man for Sissy
in Taunton
to r/Bostonsissys by Consistent-Carry1475
11 months ago
20 [M4S] #Dorchester - Be my first sissy?
M Unverified
in Dorchester
to r/Bostonsissys by Commercial-Rub-2060
11 months ago
27 [m4m] #boston - straight guy looking to experiment with a sissy or femboy for the first time
M4M Unverified
in Boston
to r/Bostonsissys by jayblack27
11 months ago
Preview thumbnail for 26 [m4s] #Taunton - need my bbc suck/fucked asap image
26 [m4s] #Taunton - need my bbc suck/fucked asap
M Unverified
in Taunton
to r/Bostonsissys by Commercial-Rub-2060
11 months ago
27 [m4a] #boston - straight fit wm looking for someone to be super DL and pop my sissy/twink cherry
M4A Unverified
in Boston
to r/Bostonsissys by Easy_Bug5708
11 months ago
19 [m4s] #Dorchester - looking for a kinky sissy to tie up
M Unverified
in Dorchester
to r/Bostonsissys by ComfortableMeat7877
4 months ago
Preview thumbnail for 19 [M4A] #milton -looking for someone to use me 😖love getting spun and being a total slut dm me I’m horny all the time image
19 [M4A] #milton -looking for someone to use me 😖love getting spun and being a total slut dm me I’m horny all the time
M4A Looking for now
in milton
to r/Bostonsissys by CasualencounterCL
11 months ago
Preview thumbnail for 50 [m4s] #quincy - bi male seeking sissy for FWB image
50 [m4s] #quincy - bi male seeking sissy for FWB
M Unverified
in quincy
to r/Bostonsissys by Repulsive_Noise8309
11 months ago
Preview thumbnail for 27 [M4A] #worcester -reply with pic see where it leads. Car fun +++++ image
27 [M4A] #worcester -reply with pic see where it leads. Car fun +++++
M4A Looking for later
in Worcester
to r/Bostonsissys by Due_Philosopher8043
11 months ago
22 [m4a] #worcester - looking for a daddy to train me to be their sissy cumslut
M4A Unverified
in Worcester
to r/Bostonsissys by Xswing617
11 months ago
31 [M4S] #Boston - Looking for a Smooth, Young, Sissy to Fuck
M Unverified
in Boston
to r/Bostonsissys by throw-away_tmrw
11 months ago
28 [m4s] #boston - masculine athletic guy looking for sissy/femboy/twink to be my slut
M Unverified
in Boston
to r/Bostonsissys by dad-lking-for-boy
11 months ago
57 [M4M] #Newton to Wilmington- Looking to train younger
M4M Man for Sissy
in Newton
to r/Bostonsissys by DodgeJam
11 months ago
20 [m4s] #boston - college bwc looking for a fun night
M Unverified
in Boston
to r/Bostonsissys by HailHelix420
11 months ago
37 [M4A] #south shore MA - Man looking for relationship with femboy/sissy/CD
M4A Man for Sissy
in Massachusetts
to r/Bostonsissys by darkt12
11 months ago
Preview thumbnail for 25 [m4m] #providence - looking for bbc image
25 [m4m] #providence - looking for bbc
M4M Looking for now
in Providence
to r/Bostonsissys by Puranya
1 year ago
30 [m4s] #Boston - Experienced Dom looking for sub to train and date. Let me make your 2024 special ^_^
M Man for Sissy
in Boston
to r/Bostonsissys by ReasonPsychological4
5 months ago
Preview thumbnail for 24 [M4S] #SouthShore - bored with this thing in my hand image
24 [M4S] #SouthShore - bored with this thing in my hand
M Unverified
in SouthShore
to r/Bostonsissys by dad-lking-for-boy
11 months ago
57 [M4M] #Newton to Wilmington- Looking to train younger
M4M Man for Sissy
in Newton
to r/Bostonsissys by BendOva_4Me
1 year ago
Preview thumbnail for 33 [M4T] #Dorchester - Lets cuddle with me inside you image
33 [M4T] #Dorchester - Lets cuddle with me inside you
M4T Unverified
in Dorchester
to r/Bostonsissys by Fabulous_Arachnid965
1 year ago
22 [M4A] #Boston - any gloryhole available tomorrow or sometime this week that I can drop a load at?
M4A Unverified
in Boston
to r/Bostonsissys by Fluffy_Mastodon5795
1 year ago
27 [M4M] #Boston - looking for dom to help me
M4M Unverified
in Boston
to r/Bostonsissys by jayblack27
1 year ago
26 [m4a] #taunton - my bbc needs love
M4A Man for Sissy
in Taunton