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Boston

r/Bostonsissys

6,965 subscribers

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

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Looking for later Looking for now Man for Sissy Woman for Sissy PM's welcome Sissy Verified Verified Unverified
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to r/Bostonsissys by Active-Map9750
5 months ago
24 [M4A] #Newton - after work bj
M4A Unverified
in Newton
to r/Bostonsissys by Thigh-Lover-Ma69
5 months ago
Preview thumbnail for 21 [m4s] #braintree - looking for a freaky sissy for this weekend image
21 [m4s] #braintree - looking for a freaky sissy for this weekend
M Man for Sissy
in braintree
to r/Bostonsissys by hchn94
5 months ago
Preview thumbnail for 29 [M4S] #Boston - Love to play with some pretty sissies image
29 [M4S] #Boston - Love to play with some pretty sissies
M Man for Sissy
in Boston
to r/Bostonsissys by bubblebuttboii617
5 months ago
25 [m4a] #Boston - put me on all fours, rim, edge and milk me please
M4A Unverified
in Boston
to r/Bostonsissys by ProtectYourFurniture
5 months ago
52 [M4S] #Everett - Cis/trans man couple hosting sissy servants
M Man for Sissy
in everett
to r/Bostonsissys by IndependentTrack5737
5 months ago
Preview thumbnail for 20 [M4F] #New London - Need someone to train me into a sissy slut image
20 [M4F] #New London - Need someone to train me into a sissy slut
M4F Unverified
in New
to r/Bostonsissys by enjoythefun99
6 months ago
Preview thumbnail for 42 [m4a] #Boston - looking image
42 [m4a] #Boston - looking
M4A Unverified
in Boston
to r/Bostonsissys by PlentyMycologist2429
6 months ago
Preview thumbnail for 30 [M4T] #Chelsea - tryna play with BBC in my car? 420 friendly image
30 [M4T] #Chelsea - tryna play with BBC in my car? 420 friendly
M4T Unverified
in chelsea
to r/Bostonsissys by hchn94
6 months ago
Preview thumbnail for 29 [M4S] #Boston - Any pretty sissy girls want some Asian cock image
29 [M4S] #Boston - Any pretty sissy girls want some Asian cock
M Man for Sissy
in Boston
to r/Bostonsissys by Recent-Nebula7076
6 months ago
Preview thumbnail for 35 [m4m] #plymouth - closeted wannabe sissy here… discreet image
35 [m4m] #plymouth - closeted wannabe sissy here… discreet
M4M Unverified
in Plymouth
to r/Bostonsissys by Femdaddy989
4 months ago
Preview thumbnail for 19 [m4t] #capecod - can travel to Boston image
19 [m4t] #capecod - can travel to Boston
M4T Unverified
in capecod
to r/Bostonsissys by enjoythefun99
6 months ago
Preview thumbnail for 43 [m4T] #MerrimackValley - looking for fun image
43 [m4T] #MerrimackValley - looking for fun
M4T Unverified
in MerrimackValley
to r/Bostonsissys by PlentyMycologist2429
6 months ago
Preview thumbnail for 30 [M4T] #Chelsea - Eat this BBC up image
30 [M4T] #Chelsea - Eat this BBC up
M4T Unverified
in chelsea
to r/Bostonsissys by Dear-Paper-5738
6 months ago
19 [M4M] #Boston - Latin Femboy looking for Dom Asian Owner/Master
M4M Unverified
in Boston
to r/Bostonsissys by Significant_Star3527
6 months ago
Preview thumbnail for 20 [M4T] #boston - What are you waiting for? image
20 [M4T] #boston - What are you waiting for?
M4T Unverified
in Boston
to r/Bostonsissys by Educational_Text_263
6 months ago
29 [m4s] #northshore - chubby vers oral top looking to worship some ass
M Unverified
in Northshore
to r/Bostonsissys by Dense-Fall9934
6 months ago
24 [M4A] #boston - Looking to try something new
M4A Unverified
in Boston
to r/Bostonsissys by Sissyrosexx
6 months ago
Preview thumbnail for 22 [M4T] #Woburn - ripped dom looking for sissy sluts image
22 [M4T] #Woburn - ripped dom looking for sissy sluts
M4T Unverified
in Woburn
to r/Bostonsissys by One_Quail_9342
1 month ago
30 [M4S] #quincy - str8 male looking to hook up at work
M Unverified
in quincy
to r/Bostonsissys by Professional-Bit-850
6 months ago
50 [m4s] #boston - dad type seeking his little girl
M Unverified
in Boston
to r/Bostonsissys by Significant_Star3527
6 months ago
Preview thumbnail for 20 [M4T] #Boston - Looking for a Trans cutie! image
20 [M4T] #Boston - Looking for a Trans cutie!
M4T Man for Sissy
in Boston
to r/Bostonsissys by MaybeMaybeNot99999
6 months ago
31 [M4S] #Boston - “straight guy “ looking for CD/sissy to help fulfill a fantasy
M Man for Sissy
in Boston
to r/Bostonsissys by hchn94
6 months ago
Preview thumbnail for 29 [M4S] #Boston - I want a pretty sissy to play with in MA image
29 [M4S] #Boston - I want a pretty sissy to play with in MA
M Man for Sissy
in Boston
to r/Bostonsissys by PlentyMycologist2429
6 months ago
30 [M4T] #Boston #Chelsea - Who wants to rwt this BBC up this morning after my shower
M4T Unverified
in Boston
to r/Bostonsissys by PlentyMycologist2429
6 months ago
Preview thumbnail for 30 [M4T] #Chelsea - Str8 BBC looking to get milked image
30 [M4T] #Chelsea - Str8 BBC looking to get milked
M4T Unverified
in chelsea