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r/sissypersonals

399,425 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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to r/sissypersonals by SissyKimmyThrowaway
3 hours ago
Preview thumbnail for [USA] #California - Sissy visiting Southern Cali looking to lose virginity to a big cock image
[USA] #California - Sissy visiting Southern Cali looking to lose virginity to a big cock
Sissy For Male
in USA
to r/sissypersonals by Illustrious-Fix5567
17 hours ago
18[Usa]#PA slutty twink looking for older dom
Sissy For Male
in USA
to r/sissypersonals by FunEar9983
17 hours ago
Preview thumbnail for [USA] #NYC 5’5, 120lb Mexican sissy craving some hard cock 😛 image
[USA] #NYC 5’5, 120lb Mexican sissy craving some hard cock 😛
Sissy For Male
in USA
to r/sissypersonals by dominar69
17 hours ago
Preview thumbnail for [BEL] #Brussels 26y old new sissy looking for a daddy image
[BEL] #Brussels 26y old new sissy looking for a daddy
Sissy For Male
in BEL
to r/sissypersonals by Mcduckdiver
17 hours ago
Preview thumbnail for [USA] #TN - 22 slim and tight for older image
[USA] #TN - 22 slim and tight for older
Sissy For Male
in USA
to r/sissypersonals by TheGingerbreadWitch
17 hours ago
Preview thumbnail for [USA] #WV Trans looking for Daddy image
[USA] #WV Trans looking for Daddy
Sissy For Male
in USA
to r/sissypersonals by satin_skye
17 hours ago
Preview thumbnail for [USA] #Louisville 22 shy sissy looking for older daddies🙈 I love kinky roleplay😅 image
[USA] #Louisville 22 shy sissy looking for older daddies🙈 I love kinky roleplay😅
Sissy For Male
in USA
to r/sissypersonals by shyem22
17 hours ago
Preview thumbnail for [USA] #Texas I have a wife but can't stop dreaming about being the woman for a man instead image
[USA] #Texas I have a wife but can't stop dreaming about being the woman for a man instead
Sissy For Male
in USA
to r/sissypersonals by BigBoyBully14
17 hours ago
Preview thumbnail for [USA] #California Oceanside. I love sucking big dick. P.S. I always swallow 😋 image
[USA] #California Oceanside. I love sucking big dick. P.S. I always swallow 😋
Sissy For Male
in USA
to r/sissypersonals by focus_pure364
17 hours ago
[USA] #MI #IND CD 37 seeking to meet truckers at rest area
Sissy For Male
in USA
to r/sissypersonals by x-CD-x
17 hours ago
Preview thumbnail for [USA] #Portland OR - closet sissy seeks man to push her to new feminine heights and submission. 45y image
[USA] #Portland OR - closet sissy seeks man to push her to new feminine heights and submission. 45y
Sissy For Male
in USA
to r/sissypersonals by SKS23
17 hours ago
[USA] #Conroe First time posting!
Sissy For Male
in USA
to r/sissypersonals by Femboyy4
17 hours ago
Preview thumbnail for [USA] #NY #Albany genuinely spank me image
[USA] #NY #Albany genuinely spank me
Sissy For Male
in USA
to r/sissypersonals by Intrepid-Trick-5540
17 hours ago
[USA] #MI #IND CD 37 seeking to meet truckers at rest area
Sissy For Male
in USA
to r/sissypersonals by Similar-Baker8569
17 hours ago
[AUS] #syd porn addicted twink gooner looking for pervted porn addict daddy to corrupt me
Sissy For Male
in Australia
to r/sissypersonals by TrevTrishDelawareSis
17 hours ago
Preview thumbnail for [USA] #Maryland 30 Married Discrete Sissy Slut. Sometimes I need to be dominated by a daddy image
[USA] #Maryland 30 Married Discrete Sissy Slut. Sometimes I need to be dominated by a daddy
Sissy For Male
in USA
to r/sissypersonals by Delicious_Issue_346
17 hours ago
[USA] #Seattle #WA #Tacoma Looking for Daddy to feminize and train me
Sissy For Male
in USA
to r/sissypersonals by Ravenswood1993
17 hours ago
Preview thumbnail for [USA] #Florida Tampa Sissy looking for a relationship with a strong man. image
[USA] #Florida Tampa Sissy looking for a relationship with a strong man.
Sissy For Male
in USA
to r/sissypersonals by ZeeZee-L
17 hours ago
Preview thumbnail for [CAN] #Toronto #Ontario 30y/o CD looking for sissy/CD (currently living in boy mode) image
[CAN] #Toronto #Ontario 30y/o CD looking for sissy/CD (currently living in boy mode)
Sissy For Male
in Can
to r/sissypersonals by FemmeConjuror
17 hours ago
Preview thumbnail for [USA] #California I feel like a master seductress in this red outfit!! 😘 image
[USA] #California I feel like a master seductress in this red outfit!! 😘
Sissy For Male
in USA
to r/sissypersonals by Possible-Capital-322
17 hours ago
Preview thumbnail for [USA]#AZ sissy looking for my first daddy ☺️ image
[USA]#AZ sissy looking for my first daddy ☺️
Sissy For Male
in USA
to r/sissypersonals by Brilliant-Warthog684
17 hours ago
Preview thumbnail for [USA]#AZ transgirl looking for Longterm image
[USA]#AZ transgirl looking for Longterm
Sissy For Male
in USA
to r/sissypersonals by new4funtimes
17 hours ago
Preview thumbnail for [USA] #VA #DC Will you make my first time slow and sweet or hard and rough? Either way you own me image
[USA] #VA #DC Will you make my first time slow and sweet or hard and rough? Either way you own me
Sissy For Male
in USA
to r/sissypersonals by Basic-Zebra-728
17 hours ago
Preview thumbnail for [CAN] #calgary - sissy looking for a daddy to train me and make me his bimbo doll. image
[CAN] #calgary - sissy looking for a daddy to train me and make me his bimbo doll.
Sissy For Male
in Can
to r/sissypersonals by hellotheremadam
17 hours ago
Preview thumbnail for [USA] #CA 23 year old virgin longing to be permanently feminized and fall deeply in love image
[USA] #CA 23 year old virgin longing to be permanently feminized and fall deeply in love
Sissy For Male
in USA