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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 newborn_baby2
22 hours ago
22 [M4A] #Boston - suggest me some places around boston
M4A PM's welcome
in Boston
to r/Bostonsissys by Puranya
2 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
1 day 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
4 days ago
47 [M4S] #Boston - I am fit, clean, tall, looking for sexy sissy CD. I host.
M Unverified
in Boston
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
1 day ago
18 [M4A] #Newton - looking for similar age
M4A Unverified
in Newton
to r/Bostonsissys by Kayze7
1 week 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
22 hours 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
2 weeks ago
58 [M4M] #Newton to Wilmington- Looking to train younger
M4M Unverified
in Newton
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 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
3 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
1 week ago
34 [m4a] #quincy - looking to fool around
M4A Unverified
in quincy
to r/Bostonsissys by 3igBlue
2 weeks 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
3 weeks ago
25 [M4S] #framingham - masc straight guy for petite to worship my cock
M Unverified
in framingham
to r/Bostonsissys by 3igBlue
4 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
4 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
4 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
4 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
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