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Boston

r/Bostonsissys

6,965 subscribers
A subreddit for sissy's and those interested in sissy's to meet people in the Boston area.

Part of the r/Bostongayss subreddit network! Please visit our sister subs:

r/bostongayss &
r/bostongoonbuds

Moderators

Updated Apr 9, 2024
u/lowelltwink Active
Added 5 years ago
Also moderates: r/bostongayss, r/bostongoonbuds
u/Traditional_Bid_3139 Active
Added 1 year ago

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

Browse by flair

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 SissyXDresser69
6 hours ago
29 [M4A] #North Shore - Sissy CD bottom looking for daytime play.
M4A Unverified
in north
to r/Bostonsissys by dad-lking-for-boy
1 day ago
58 [M4M] #Newton to Wilmington- Looking to train younger
M4M Unverified
in Newton
to r/Bostonsissys by WildlyDelusional
1 week ago
Preview thumbnail for 37 [M4S] #NewBedford - Looking for a little image
37 [M4S] #NewBedford - Looking for a little
M Unverified
in NewBedford
to r/Bostonsissys by Submissivecuckcouple
1 week ago
43 [m4m] #Gloucester hosting- looking for younger sissies
M4M Man for Sissy
in Gloucester
to r/Bostonsissys by 3igBlue
2 days ago
Preview thumbnail for 23 [M4M] #Boston - I Need a hand image
23 [M4M] #Boston - I Need a hand
M4M Unverified
in Boston
to r/Bostonsissys by jfosder11
1 week ago
25 [M4S] #framingham - masc straight guy for petite to worship my cock
M Unverified
in framingham
to r/Bostonsissys by 3igBlue
2 weeks ago
Preview thumbnail for 23 [M4M] #Boston - Need some loving image
23 [M4M] #Boston - Need some loving
M4M Unverified
in Boston
to r/Bostonsissys by toysboi
2 weeks ago
51 [m4s] #boston - I can host a sissy who will let me toy their bussy with their toys this afternoon only
M Unverified
in Boston
to r/Bostonsissys by 3igBlue
2 weeks ago
Preview thumbnail for 23 [M4M] #Boston - Need some love image
23 [M4M] #Boston - Need some love
M4M PM's welcome
in Boston
to r/Bostonsissys by 3igBlue
2 weeks 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
2 weeks ago
32 [M4S] #Millis - Looking for partner for massage fantasy
M Man for Sissy
in millis
to r/Bostonsissys by dad-lking-for-boy
2 weeks ago
58 [M4M] #Newton to Wilmington- Looking to train younger
M4M Unverified
in Newton
to r/Bostonsissys by jtzeng2005
3 weeks 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
2 weeks ago
23 [M4A] #boston - looking for a bottom
M4A Unverified
in Boston
to r/Bostonsissys by Baggaroo
3 weeks 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
3 weeks ago
25 [m4s] #everett - first time
M Unverified
in everett
to r/Bostonsissys by Significant_Star3527
2 weeks 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
3 weeks 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
1 week ago
31 [M4S] # Worcester - looking to be stolen away for night w/ sexy fem sissy
M Unverified
in Boston
to r/Bostonsissys by analfistingcolon
3 weeks ago
22 [M4A] #Boston - Trained & Experienced Fister looking for Fistee in Boston or nearby
M4A Unverified
in Boston
to r/Bostonsissys by aixiz
3 weeks 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
1 week ago
31 [M4S] #Salem - dad bod looking to suck and fuck sissy
M Unverified
in Salem, OR
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
4 weeks 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