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Boston

r/Bostonsissys

7,106 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 GrownGarden
18 hours ago
19 [m4s] #newton - college dom looking for sissy
M Man for Sissy
in Newton
to r/Bostonsissys by exodusplus
2 days ago
Preview thumbnail for 39 [M4M] #Randolph - I hope you’re wearing layers because baby, it’s cold outside. image
39 [M4M] #Randolph - I hope you’re wearing layers because baby, it’s cold outside.
M4M Unverified
in randolph
to r/Bostonsissys by FunZookeepergame665
1 day ago
36 [m4m] #taunton - looking for a petite bottom
M4M Looking for later
in Taunton
to r/Bostonsissys by dad-lking-for-boy
3 days ago
58 [M4M] #Newton to Wilmington- Looking to train younger
M4M Unverified
in Newton
to r/Bostonsissys by Goodvibesbos
2 days ago
Preview thumbnail for 28 [M4M] #Cambridge -looking for BBC image
28 [M4M] #Cambridge -looking for BBC
M4M Unverified
in Cambridge, Boston, MA
to r/Bostonsissys by newborn_baby2
5 days ago
22 [M4A] #Boston - suggest me some places around boston
M4A PM's welcome
in Boston
to r/Bostonsissys by Fine-Reflection6358
13 hours ago
24 [M4A] #southshore - looking to be used. I love to be a slut for a dom so let’s have fun! Can travel but can’t host
M4A Unverified
in SouthShore
to r/Bostonsissys by Puranya
6 days ago
31 [M4A] #Boston - Experienced Dom looking for femboy bf here. Please be 25+
M4A Unverified
in Boston
to r/Bostonsissys by Chemical_Owl_4497
6 days ago
31 [M4A] #Boston - 6 feet,190 lbs,6 cut.Shy curious guy looking for oral fun and maybe more.Dm me if you interested
M4A Unverified
in Boston
to r/Bostonsissys by fenway_guy
1 week ago
47 [M4S] #Boston - I am fit, clean, tall, looking for sexy sissy CD. I host.
M Unverified
in Boston
to r/Bostonsissys by hiimdj12345
10 hours ago
Preview thumbnail for 34 [M4S] #fitchburg - Couple (M34,F30) looking for a tiny sissy for both to enjoy. I'm 6ft and want someone I can toss around. Twink/sissy comment if interested and I'll message. image
34 [M4S] #fitchburg - Couple (M34,F30) looking for a tiny sissy for both to enjoy. I'm 6ft and want someone I can toss around. Twink/sissy comment if interested and I'll message.
M Unverified
in Fitchburg
to r/Bostonsissys by Significant_Star3527
1 week ago
Preview thumbnail for 21 [M4T] #boston - blow my cock? image
21 [M4T] #boston - blow my cock?
M4T Man for Sissy
in Boston
to r/Bostonsissys by gavia777
1 week ago
Preview thumbnail for 48 [m4t] #new Hampshire - looking for a date image
48 [m4t] #new Hampshire - looking for a date
M4T Unverified
in New Hampshire
to r/Bostonsissys by Illustrious_Row9750
5 days ago
18 [M4A] #Newton - looking for similar age
M4A Unverified
in Newton
to r/Bostonsissys by Kayze7
2 weeks ago
28 [M4A] #Boston - Looking for a secret relationship
M4A Unverified
in Boston
to r/Bostonsissys by ElectricalZucchini27
2 weeks ago
25 [M4M] #Boston visiting Jamaica Plain - young slim sub looking for BWC in need of throat. Prefer straight men who are in need of constant draining. Love eating str8 ass too
M4M Unverified
in Boston, Jamaica
to r/Bostonsissys by SissyXDresser69
2 weeks ago
29 [M4A] #North Shore - Sissy CD bottom looking for daytime play.
M4A Unverified
in north
to r/Bostonsissys by newborn_baby2
5 days ago
22 [M4A] #boston MA - BI M looking for some action
M4A Looking for now
in Boston
to r/Bostonsissys by dad-lking-for-boy
3 weeks ago
58 [M4M] #Newton to Wilmington- Looking to train younger
M4M Unverified
in Newton
to r/Bostonsissys by Kayze7
2 weeks ago
28 [M4A] #Boston - Looking for a secret relationship.
M4A Looking for now
in Boston
to r/Bostonsissys by Pale_Set4014
2 weeks ago
30 [M4T] #Cambridge - Looking for a trans woman or smooth twink
M4T Man for Sissy
in Cambridge, Boston, MA
to r/Bostonsissys by WildlyDelusional
4 weeks 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
3 weeks ago
43 [m4m] #Gloucester hosting- looking for younger sissies
M4M Man for Sissy
in Gloucester
to r/Bostonsissys by Sharp-Raccoon-6650
2 weeks ago
34 [m4a] #quincy - looking to fool around
M4A Unverified
in quincy
to r/Bostonsissys by 3igBlue
3 weeks ago
Preview thumbnail for 23 [M4M] #Boston - I Need a hand image
23 [M4M] #Boston - I Need a hand
M4M Unverified
in Boston