r/Bostonsissys
Boston
6,420 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

Bostonsissys Moderators

Last updated: 04/09/2024
• lowelltwink added 4 years ago (also mods r/bostongayss, r/bostongoonbuds)
• Traditional_Bid_3139 added 9 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
Sissy Man for Sissy Unverified PM's welcome Looking for later Looking for now Verified Woman for Sissy
New Top (24hr) Top (Week) Top (Month)
in r/Bostonsissys
25 [M4M] #Norwood - Bicurious boy wanting to suck his first cock. Have a hotel for the night
M4M Unverified
in r/Bostonsissys
21 [m4m] #Boston - Fit college student looking for a man to use my ass
M4M Unverified
Preview thumbnail for 34 [M4A] #Dorchester - Birthday Cake search image
in r/Bostonsissys
34 [M4A] #Dorchester - Birthday Cake search
M4A Unverified
Preview thumbnail for 30 [M4A] #northshore - always horny image
in r/Bostonsissys
30 [M4A] #northshore - always horny
M4A Man for Sissy
in r/Bostonsissys
30 [M4a] #Natick Metrowest area - looking to play today
M4A Unverified
Preview thumbnail for 30 [M4S] #Boston - Asian M seeking femme to play with image
in r/Bostonsissys
30 [M4S] #Boston - Asian M seeking femme to play with
M Man for Sissy
in r/Bostonsissys
18 [M4M] #Beverly -I wanna sit on your cock as you watch me ride you up and down if your interested lmk this phat ass is waiting
M4M Unverified
in r/Bostonsissys
18 [M4M] #Beverly - I need someone to come take me to pound town
M4M Unverified
Preview thumbnail for 30 [M4S] #metrowest - I need someone to ravage this ass image
in r/Bostonsissys
30 [M4S] #metrowest - I need someone to ravage this ass
M Unverified
in r/Bostonsissys
28 [m4s] #Boston - Experienced Top Dom “straight” looking for a smooth sissy or femboy for some kinky fall fun
M Unverified
in r/Bostonsissys
31 [m4s] #Boston - Looking for Femboy to spend the fall with
M Man for Sissy
Preview thumbnail for 24 [M4S] #boston -Man looking for sissy image
in r/Bostonsissys
24 [M4S] #boston -Man looking for sissy
M Man for Sissy
in r/Bostonsissys
25 [M4S] #allston - top looking for smooth bottoms
M Unverified
in r/Bostonsissys
40 [M4S] #Boston athletic BWC visiting September 11-13
M Unverified
in r/Bostonsissys
26 [M4S] #Malden - 6’3 Dom looking to explore
M Unverified
in r/Bostonsissys
19 [M4S] #Leominster - Looking for some fun tonight.
M Unverified
in r/Bostonsissys
23 [m4m] #marlborough - looking for a daddy to turn me into their sissy cumslut (read description)
M4M Unverified
Preview thumbnail for 25 [M4A] #SouthShore - looking for a warm hole tonight image
in r/Bostonsissys
25 [M4A] #SouthShore - looking for a warm hole tonight
M4A Unverified
in r/Bostonsissys
28 [m4s] #Worcester - Overweight Asian Dom/Vers looking for Smooth Sub/Vers Whitebois for Raceplay Fun Man for Sissy
M Man for Sissy
Preview thumbnail for 25 [m4S] #boston - eat my cock image
in r/Bostonsissys
25 [m4S] #boston - eat my cock
M Unverified
Preview thumbnail for 42 [M4A] #Lowell - Who’s hungry??? image
in r/Bostonsissys
42 [M4A] #Lowell - Who’s hungry???
M4A Unverified
Preview thumbnail for 25 [M4A] #boston - help me out please image
in r/Bostonsissys
25 [M4A] #boston - help me out please
M4A Unverified
in r/Bostonsissys
32 [M4S] #Millis - Looking for partner for massage fantasy
M Man for Sissy
Preview thumbnail for 20 [M4T] #boston - Will it fit? image
in r/Bostonsissys
20 [M4T] #boston - Will it fit?
M4T Man for Sissy
in r/Bostonsissys
31 [m4s] #boston - Is there any 24+ femboy or twink looking for a serious relationship?
M Man for Sissy