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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 3igBlue
1 month ago
Preview thumbnail for 23 [M4M] #boston - Let’s explore image
23 [M4M] #boston - Let’s explore
M4M PM's welcome
in Boston
to r/Bostonsissys by MaybeMaybeNot99999
1 month ago
32 [M4S] #Millis - Looking for partner for massage fantasy
M Man for Sissy
in millis
to r/Bostonsissys by dad-lking-for-boy
1 month ago
58 [M4M] #Newton to Wilmington- Looking to train younger
M4M Unverified
in Newton
to r/Bostonsissys by jtzeng2005
1 month ago
19 [M4S] #metrowest - im a 19 year old virgin bi curious man looking for sissy or femboy
M Man for Sissy
in Metrowest
to r/Bostonsissys by Turbulent_Falcon_383
1 month ago
23 [M4A] #boston - looking for a bottom
M4A Unverified
in Boston
to r/Bostonsissys by Baggaroo
1 month ago
22 [M4T] #Worcester - Need a cute gf or femboy 🥺 (MA) Open for pics ;)
M4T Unverified
in Worcester, MA
to r/Bostonsissys by Automatic-Context-87
1 month ago
25 [m4s] #everett - first time
M Unverified
in everett
to r/Bostonsissys by Significant_Star3527
1 month ago
Preview thumbnail for 21 [M4T] #boston - can you help me with this? image
21 [M4T] #boston - can you help me with this?
M4T Unverified
in Boston
to r/Bostonsissys by SnooSuggestions4273
1 month ago
19 [M4a] #Boston #Cambridge #Somerville- need a slut with an oral fixation to worship my Black Dick. Can’t host but will travel.
M4A Man for Sissy
in Boston
to r/Bostonsissys by Naughtyb0169
4 weeks ago
31 [M4S] # Worcester - looking to be stolen away for night w/ sexy fem sissy
M Unverified
in Boston
to r/Bostonsissys by analfistingcolon
1 month ago
22 [M4A] #Boston - Trained & Experienced Fister looking for Fistee in Boston or nearby
M4A Unverified
in Boston
to r/Bostonsissys by aixiz
1 month ago
Preview thumbnail for 25 [M4A] #Boston - Bicurious boy wanting to suck his first cock and have my ass fucked . Have a hotel for the night image
25 [M4A] #Boston - Bicurious boy wanting to suck his first cock and have my ass fucked . Have a hotel for the night
M4A Unverified
in Boston
to r/Bostonsissys by justkeepitdownlow
4 weeks ago
31 [M4S] #Salem - dad bod looking to suck and fuck sissy
M Unverified
in Salem, OR
to r/Bostonsissys by Kayze7
1 week ago
28 [M4A] #Boston - Looking for a secret relationship.
M4A Looking for now
in Boston
to r/Bostonsissys by MAtossaway
1 month ago
Preview thumbnail for 54 [M4A] #Tewksbury - looking for a play partner and maybe more image
54 [M4A] #Tewksbury - looking for a play partner and maybe more
M4A Unverified
in Tewksbury
to r/Bostonsissys by NoPast6431
1 month ago
Preview thumbnail for 46 [m4s] #worcester - Release image
46 [m4s] #worcester - Release
M Unverified
in Worcester
to r/Bostonsissys by DB_View_3912
1 month ago
Preview thumbnail for 19 [m4m] #bridgewater - sissy looking for a top dtf image
19 [m4m] #bridgewater - sissy looking for a top dtf
M4M Unverified
in Bridgewater
to r/Bostonsissys by GrownGarden
1 month ago
19 [M4A] #Newton - fit tall guy looking for women, femboy/ sissies
M4A Unverified
in Newton
to r/Bostonsissys by NogamesJustFun
1 month ago
40 [m4t] #Boston - Looking for a spicy connection
M4T Man for Sissy
in Boston
to r/Bostonsissys by One_Quail_9342
1 month ago
31 [M4S] #Quincy - looking for sissy for car play
M Unverified
in quincy
to r/Bostonsissys by dad-lking-for-boy
1 month ago
58 [M4M] #Newton to Wilmington- Looking to train younger
M4M Man for Sissy
in Newton
to r/Bostonsissys by dad-lking-for-boy
1 month ago
58 [M4M] #Newton to Wilmington- Looking to train younger
M4M Man for Sissy
in Newton
to r/Bostonsissys by ttvdd
2 months ago
23 [M4T] #Boston - ive had a sissy fantasy for a while help me with that ;)
M4T Unverified
in Boston
to r/Bostonsissys by Sharp-Raccoon-6650
2 months ago
34 [m4a] #quincy - can host or travel for oral fun tonight/tomorrow
M4A Unverified
in quincy
to r/Bostonsissys by MaybeMaybeNot99999
1 month ago
32 [M4S] #Millis - Looking for partner for massage fantasy
M Unverified
in millis