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Boston

r/Bostonsissys

6,711 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 usemyfaceee
1 week ago
31 [M4A] #Northshore - Use my throat
M4A PM's welcome
in Northshore
to r/Bostonsissys by enjoythefun99
1 month ago
Preview thumbnail for 43 [M4A] #Lowell - looking for some fun image
43 [M4A] #Lowell - looking for some fun
M4A PM's welcome
in Lowell, MA
to r/Bostonsissys by enjoythefun99
1 month ago
Preview thumbnail for 43 [m4T] #MerrimackValley - looking for fun image
43 [m4T] #MerrimackValley - looking for fun
M4T PM's welcome
in MerrimackValley
to r/Bostonsissys by Electrical-Soft-1574
2 months ago
Preview thumbnail for 44 [S4A] #South shore-sissy to serve image
44 [S4A] #South shore-sissy to serve
PM's welcome
in South
to r/Bostonsissys by enjoythefun99
3 months ago
Preview thumbnail for 42 [m4s] #MASS - looking to play image
42 [m4s] #MASS - looking to play
M PM's welcome
in Massachusetts
to r/Bostonsissys by manager_clutch_34
3 months ago
Preview thumbnail for 25 [S4S] #Boston - Looking for other Sissies and Trans in Boston image
25 [S4S] #Boston - Looking for other Sissies and Trans in Boston
PM's welcome
in Boston
to r/Bostonsissys by ProtectYourFurniture
6 months ago
Preview thumbnail for 52 [M4S] #Everett - Looking for sissy to play with age gap couple (27 ftm also) image
52 [M4S] #Everett - Looking for sissy to play with age gap couple (27 ftm also)
M PM's welcome
in everett
to r/Bostonsissys by dbltrbl8497
8 months ago
Preview thumbnail for 39 [m4s] #South Shore - Take my nut while wife watches image
39 [m4s] #South Shore - Take my nut while wife watches
M PM's welcome
in South
to r/Bostonsissys by curious-fun-boy
8 months ago
Preview thumbnail for 26 [S4A] #Newton - Come replace this plug and use me like the sex toy I am 🤤 image
26 [S4A] #Newton - Come replace this plug and use me like the sex toy I am 🤤
PM's welcome
in Newton
to r/Bostonsissys by Pure-Ad8102
4 months ago
21 [S4S] #brockton - I would love to meet/talk to some sissy gals
PM's welcome
in brockton
to r/Bostonsissys by CD_in_MA
9 months ago
Preview thumbnail for 31 [S4A] #Attleboro Area - Need another gurl to replace my toy image
31 [S4A] #Attleboro Area - Need another gurl to replace my toy
PM's welcome
in Attleboro
to r/Bostonsissys by CD_in_MA
9 months ago
Preview thumbnail for 31 [S4A] #Attleboro Area - Help me practice my form? image
31 [S4A] #Attleboro Area - Help me practice my form?
PM's welcome
in Attleboro
to r/Bostonsissys by CD_in_MA
9 months ago
Preview thumbnail for 31 [S4M] #Attleboro Area - Crossdresser looking for other dressers and maybe more image
31 [S4M] #Attleboro Area - Crossdresser looking for other dressers and maybe more
PM's welcome
in Attleboro
to r/Bostonsissys by CD_in_MA
9 months ago
Preview thumbnail for 31 [S4A] #Attleboro area - Crossdresser looking for other dressers or older man to explore more this new year image
31 [S4A] #Attleboro area - Crossdresser looking for other dressers or older man to explore more this new year
PM's welcome
in Attleboro
to r/Bostonsissys by SufficientReveal1382
11 months ago
Preview thumbnail for 26 [S4A] #Medford - Sissy for any online play image
26 [S4A] #Medford - Sissy for any online play
PM's welcome
in medford
to r/Bostonsissys by manager_clutch_34
3 months ago
Preview thumbnail for 24 [S4A] #Boston - how do I look. Can anyone cum on my new boots and nylon legs. I’m so horny image
24 [S4A] #Boston - how do I look. Can anyone cum on my new boots and nylon legs. I’m so horny
PM's welcome
in Boston
to r/Bostonsissys by manager_clutch_34
3 months ago
Preview thumbnail for 24 [S4A] #Boston - looking for other CD’s, Trans, or sissies to walk around Boston with while dressed. And maybe more sexual fun. image
24 [S4A] #Boston - looking for other CD’s, Trans, or sissies to walk around Boston with while dressed. And maybe more sexual fun.
PM's welcome
in Boston
to r/Bostonsissys by manager_clutch_34
3 months ago
24 [S4A] #Boston - looking for other CD’s, Trans, or sissies to walk around Boston with while dressed. And maybe more
PM's welcome
in Boston
to r/Bostonsissys by Smart-Throat2766
1 year ago
Preview thumbnail for 18 [S4A] #Watertown - looking to be fucked and used image
18 [S4A] #Watertown - looking to be fucked and used
PM's welcome
in watertown
to r/Bostonsissys by vkind21
1 year ago
Preview thumbnail for 30 [m4s] #central mass - Who's around to make plans for the weekend? image
30 [m4s] #central mass - Who's around to make plans for the weekend?
M PM's welcome
in Boston
to r/Bostonsissys by sweet-william2
1 year ago
Preview thumbnail for 57 [S4M] #Pembroke - SF 57/41 bi couple for M image
57 [S4M] #Pembroke - SF 57/41 bi couple for M
PM's welcome
in Pembroke
to r/Bostonsissys by cdMistress
10 months ago
Preview thumbnail for 30 [s4s] #Saugus - need some cd or sub guy friends image
30 [s4s] #Saugus - need some cd or sub guy friends
PM's welcome
in Saugus
to r/Bostonsissys by Medium-Heart-2445
10 months ago
Preview thumbnail for 43 [t4a] #boston - Passable? image
43 [t4a] #boston - Passable?
T4A PM's welcome
in Boston
to r/Bostonsissys by vkind21
1 year ago
Preview thumbnail for 30 [M4S] #Central Ma-Straight, Curious, Looking for someone fem or passable image
30 [M4S] #Central Ma-Straight, Curious, Looking for someone fem or passable
M PM's welcome
in Massachusetts
to r/Bostonsissys by bosthrowaway0987
1 year ago
Preview thumbnail for 31 [m4s] #boston - looking for fwb/ casual sissy throat to fill with cum image
31 [m4s] #boston - looking for fwb/ casual sissy throat to fill with cum
M PM's welcome
in Boston