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Boston

r/Bostonsissys

6,513 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 4 years ago
Also moderates: r/bostongayss, r/bostongoonbuds
u/Traditional_Bid_3139 Active
Added 11 months 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 Curi0usBoyyy
20 hours ago
31 [M4A] #Northshore - feminize my virgin holes
M4A Looking for later
in Northshore
to r/Bostonsissys by Glittering-Age-6477
1 day ago
Preview thumbnail for 24 [M4M] #Boston - looking for a daddy to explore my fem side image
24 [M4M] #Boston - looking for a daddy to explore my fem side
M4M Unverified
in Boston
to r/Bostonsissys by Significant_Star3527
1 day ago
Preview thumbnail for 21 [M4T] #Boston - Who wants to be next? image
21 [M4T] #Boston - Who wants to be next?
M4T Unverified
in Boston
to r/Bostonsissys by jaysbbc27
1 day ago
Preview thumbnail for 27 [m4a] #Taunton - who’s near by and wanna fuck I travel image
27 [m4a] #Taunton - who’s near by and wanna fuck I travel
M4A Unverified
in Taunton
to r/Bostonsissys by ReasonPsychological4
6 days ago
Preview thumbnail for 25 [M4A] #SouthShore - it’s cold out help me stay warm image
25 [M4A] #SouthShore - it’s cold out help me stay warm
M4A Unverified
in SouthShore
to r/Bostonsissys by Baggaroo
1 week ago
Preview thumbnail for 22 [M4S] #Worcester - 8.5 BWC Curious gl guy looking for cute ts gf or femboy to have some fun. Swipe for surprise ;) image
22 [M4S] #Worcester - 8.5 BWC Curious gl guy looking for cute ts gf or femboy to have some fun. Swipe for surprise ;)
M Unverified
in Worcester
to r/Bostonsissys by Additional_Run_3567
1 week ago
20 [m4s] #Boston - Looking to have some fun
M Unverified
in Boston
to r/Bostonsissys by usemyfaceee
1 week ago
31 [M4A] #Northshore - Use my throat
M4A PM's welcome
in Northshore
to r/Bostonsissys by usemyfaceee
1 week ago
31 [M4A] #Saugus - train my throat tonight
M4A Looking for later
in Saugus
to r/Bostonsissys by Significant_Star3527
1 day ago
Preview thumbnail for 21 [M4T] #Boston - can I put this in your ass? image
21 [M4T] #Boston - can I put this in your ass?
M4T Unverified
in Boston
to r/Bostonsissys by this-account-is-junk
1 week ago
31 [M4S] #somerville - Hosting this weekend
M Man for Sissy
in Somerville
to r/Bostonsissys by chrondorondo
2 weeks ago
18 [M4M] #Beverly - I NEED SOME D ASAPPP
M4M Unverified
in Beverly
to r/Bostonsissys by Consistent_Chart6370
2 weeks ago
31 [M4M] #Boston - dl muscular sissy looking for sissy friends! Once again hoping and praying for a match!
M4M Sissy
in Boston
to r/Bostonsissys by chrondorondo
2 weeks ago
18 [M4M] #Beverly - NEED D ASAPPP LMKK
M4M Unverified
in Beverly
to r/Bostonsissys by chrondorondo
2 weeks ago
18 [M4M] #Beverly - I need some d asappp
M4M Unverified
in Beverly
to r/Bostonsissys by dad-lking-for-boy
2 weeks ago
58 [M4M] #Newton to Wilmington- Looking to train younger
M4M Man for Sissy
in Newton
to r/Bostonsissys by Sharp-Raccoon-6650
1 week ago
34 [m4a] #quincy - can host or travel for oral fun
M4A Unverified
in quincy
to r/Bostonsissys by Sharp-Raccoon-6650
1 week ago
34 [m4a] #quincy - verified user can host or travel for oral fun
M4A Unverified
in quincy
to r/Bostonsissys by Baggaroo
3 weeks ago
Preview thumbnail for 22 [M4S] #Worcester - 8.5 BWC Curious gl guy looking for cute ts gf, femboy or couple to experience new things and to have some fun. Pics on profile. image
22 [M4S] #Worcester - 8.5 BWC Curious gl guy looking for cute ts gf, femboy or couple to experience new things and to have some fun. Pics on profile.
M Man for Sissy
in Worcester
to r/Bostonsissys by Constant-Total-8601
3 weeks ago
Preview thumbnail for 28 [M4S] #Quincy - Give Me My First Experience? image
28 [M4S] #Quincy - Give Me My First Experience?
M Man for Sissy
in quincy
to r/Bostonsissys by chrondorondo
3 weeks ago
18 [M4M] #Beverly - I NEED DICK ASAPP
M4M Unverified
in Beverly
to r/Bostonsissys by Yurtem-
3 weeks ago
28 [m4s] #Boston - Overweight Asian Dom/Vers looking for Smooth Sub/Vers Whitebois for Raceplay Fun Man for Sissy
M Man for Sissy
in Boston
to r/Bostonsissys by Big-Rock-874
3 weeks ago
Preview thumbnail for 41 [M4S] #North Central MA - M looking for sissy or T image
41 [M4S] #North Central MA - M looking for sissy or T
M Unverified
in Massachusetts
to r/Bostonsissys by Big-Rock-874
3 weeks ago
Preview thumbnail for 41 [M4S] #Central - looking for later tonight image
41 [M4S] #Central - looking for later tonight
M Unverified
in Boston
to r/Bostonsissys by Sharp-Raccoon-6650
4 weeks ago
34 [M4S] #Quincy - Curious dl guy looking for oral/jo. I can host
M Unverified
in quincy