Coming soon - Get a detailed view of why an account is flagged as spam!
view details

r/sissyplace

275,413 subscribers

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

Browse by flair

Caged Reveal Feminized Ass Up, Face Down! In Transition Creamy Sissy Caption Hypno Feeling Girly Come & Get It! Gif Plugged Unapproved Source Verified Creator Make 'Em Clap! Anal Slut Mod Verified Creator Princess (โœฟ ๊ˆโ—ก๊ˆ) Cum Addict ๐Ÿ’ฆ๐Ÿ‘… Transgender๐Ÿณ๏ธโ€๐ŸŒˆ Sissy Femboy :3 watch Femboy Girly Girl๐Ÿ’„
Filtering for posts by u/betafinn969
cancel
Sort by: New Top
to r/sissyplace by betafinn969
6 days ago
Preview thumbnail for I'm 28, but I don't feel like that and have to dress up accordingly. ๐Ÿซข image
I'm 28, but I don't feel like that and have to dress up accordingly. ๐Ÿซข
to r/sissyplace by betafinn969
6 days ago
Preview thumbnail for I keep caging myself and always surprised that I want to dress up like a little girl๐Ÿซข image
I keep caging myself and always surprised that I want to dress up like a little girl๐Ÿซข
to r/sissyplace by betafinn969
2 weeks ago
Preview thumbnail for Is this the right sleepwear for me? ๐Ÿซข image
Is this the right sleepwear for me? ๐Ÿซข
to r/sissyplace by betafinn969
3 weeks ago
Preview thumbnail for Are bunnybois appreciated? ๐Ÿฐ image
Are bunnybois appreciated? ๐Ÿฐ
to r/sissyplace by betafinn969
3 weeks ago
Preview thumbnail for How does my outfit look? ๐Ÿ’–๐Ÿ”’ image
How does my outfit look? ๐Ÿ’–๐Ÿ”’
to r/sissyplace by betafinn969
3 weeks ago
Preview thumbnail for This is my new chastity cage๐Ÿซฆ image
This is my new chastity cage๐Ÿซฆ
to r/sissyplace by betafinn969
3 weeks ago
Preview thumbnail for Closet CD of 8 months, looking for an Online Dom๐Ÿ’ž image
Closet CD of 8 months, looking for an Online Dom๐Ÿ’ž
to r/sissyplace by betafinn969
1 month ago
Preview thumbnail for I read about erotic forced feminization stories a year ago.. That was before I started crossdressing. Now I feel like one of those bois I read about. image
I read about erotic forced feminization stories a year ago.. That was before I started crossdressing. Now I feel like one of those bois I read about.
to r/sissyplace by betafinn969
1 month ago
Preview thumbnail for I feel I leak a lot more while in chastity than without. Do other sissies feel the same? image
I feel I leak a lot more while in chastity than without. Do other sissies feel the same?
to r/sissyplace by betafinn969
1 month ago
Preview thumbnail for This picture was an accident. But I like how it turned out. ๐Ÿ˜œ image
This picture was an accident. But I like how it turned out. ๐Ÿ˜œ
to r/sissyplace by betafinn969
1 month ago
Preview thumbnail for Which one do you prefer I gag myself with and why? ๐Ÿ˜ฏ 1) Mouth gag 2) Cock gag 3) Ball gag? ๐Ÿฅต PS: I've been using my nipple suction cups now couple of weeks. They make my nipples so sensitive๐Ÿซฆ image
Which one do you prefer I gag myself with and why? ๐Ÿ˜ฏ 1) Mouth gag 2) Cock gag 3) Ball gag? ๐Ÿฅต PS: I've been using my nipple suction cups now couple of weeks. They make my nipples so sensitive๐Ÿซฆ
to r/sissyplace by betafinn969
1 month ago
Preview thumbnail for 7 months a closet cd now, and it feels like time flies by. Been pussyfree over a year now and hoped to quit crossdressing, be a man again and find a gf. But it feels like I'm going further and further away from that. ๐Ÿ˜ถ I guess it's the fear of losing my masculinity and end up becoming a sissy. ๐Ÿ˜ฏ image
7 months a closet cd now, and it feels like time flies by. Been pussyfree over a year now and hoped to quit crossdressing, be a man again and find a gf. But it feels like I'm going further and further away from that. ๐Ÿ˜ถ I guess it's the fear of losing my masculinity and end up becoming a sissy. ๐Ÿ˜ฏ
to r/sissyplace by betafinn969
1 month ago
Preview thumbnail for I edged a few times before locking myself up.๐Ÿซฆ I'm a very sexual person so I masturbate almost every day.๐Ÿ˜จ So it will be very difficult for me today.๐Ÿ˜ฃ But asking you, am I allowed to cum tomorrow at least? Or should I stay locked longer? Please consider that I haven't really tried this before.๐Ÿ˜ตโ€ image
I edged a few times before locking myself up.๐Ÿซฆ I'm a very sexual person so I masturbate almost every day.๐Ÿ˜จ So it will be very difficult for me today.๐Ÿ˜ฃ But asking you, am I allowed to cum tomorrow at least? Or should I stay locked longer? Please consider that I haven't really tried this before.๐Ÿ˜ตโ€
to r/sissyplace by betafinn969
1 month ago
Preview thumbnail for This is the first time I post a pic of my dick on the internet. ๐Ÿซฃ I have feared that it's one of the reason I became a closet crossdresser (I'm sorry I'm small). But also because I'm petite and can't compete with real dominant men. ๐Ÿ˜จ image
This is the first time I post a pic of my dick on the internet. ๐Ÿซฃ I have feared that it's one of the reason I became a closet crossdresser (I'm sorry I'm small). But also because I'm petite and can't compete with real dominant men. ๐Ÿ˜จ
to r/sissyplace by betafinn969
2 months ago
Preview thumbnail for As a guy who only dated girls; Happened two times (different occasions), and both made me uncomfortable when they told me my tits are big and very girly. I didn't become erect with them after that. ๐Ÿ˜ฌ Just wanted to be honest. Now a CD and without any girl for over a year. What do you think? image
As a guy who only dated girls; Happened two times (different occasions), and both made me uncomfortable when they told me my tits are big and very girly. I didn't become erect with them after that. ๐Ÿ˜ฌ Just wanted to be honest. Now a CD and without any girl for over a year. What do you think?
Feeling Girly
to r/sissyplace by betafinn969
2 months ago
Preview thumbnail for Biggest thing I've had in my butt๐Ÿซจ image
Biggest thing I've had in my butt๐Ÿซจ
Plugged
to r/sissyplace by betafinn969
2 months ago
Preview thumbnail for Talked to a girl today at work. ๐Ÿคญ I've been dressing up so much lately; just felt awkward and just couldn't handle the situation like I used to. ๐Ÿ˜ณ At home I felt so ashamed about how I handled the situation. ๐Ÿ™„ Then I felt a need to dress up like a girl because I felt like a failed man. ๐Ÿ˜ต๐Ÿ‘š๐Ÿ’… image
Talked to a girl today at work. ๐Ÿคญ I've been dressing up so much lately; just felt awkward and just couldn't handle the situation like I used to. ๐Ÿ˜ณ At home I felt so ashamed about how I handled the situation. ๐Ÿ™„ Then I felt a need to dress up like a girl because I felt like a failed man. ๐Ÿ˜ต๐Ÿ‘š๐Ÿ’…
Feeling Girly
to r/sissyplace by betafinn969
2 months ago
Preview thumbnail for What should I buy next? Any suggestions? image
What should I buy next? Any suggestions?
Plugged
to r/sissyplace by betafinn969
2 months ago
Preview thumbnail for Became a closet CD/straight2sissy half year ago. Scared of losing my masculinity and my interest for women. But it has just continued on, and I can't stop it. My feelings just pushes me towards liking Masculine Men and forget about girls. What do you think about my predicament? image
Became a closet CD/straight2sissy half year ago. Scared of losing my masculinity and my interest for women. But it has just continued on, and I can't stop it. My feelings just pushes me towards liking Masculine Men and forget about girls. What do you think about my predicament?
Feminized
to r/sissyplace by betafinn969
2 months ago
Preview thumbnail for How do I look? image
How do I look?
Feeling Girly
to r/sissyplace by betafinn969
2 months ago
Preview thumbnail for How do I look? image
How do I look?
Feminized
to r/sissyplace by betafinn969
2 months ago
Preview thumbnail for Pussyfree over a year and now I behave like this. Is this how I deserve to look now? image
Pussyfree over a year and now I behave like this. Is this how I deserve to look now?
Caged
to r/sissyplace by betafinn969
2 months ago
Preview thumbnail for Guess my age? If you're right, I randomly select one of you and send a closeup pic of my tight hole<3 image
Guess my age? If you're right, I randomly select one of you and send a closeup pic of my tight hole<3
Caged
to r/sissyplace by betafinn969
2 months ago
Preview thumbnail for I just got myself a chastity cage strap/belt. Does it suit me? image
I just got myself a chastity cage strap/belt. Does it suit me?
Reveal
to r/sissyplace by betafinn969
2 months ago
Preview thumbnail for Have started to accept that I'm a failed boy. Feel like I deserve or should be in chastity and be plugged. :O image
Have started to accept that I'm a failed boy. Feel like I deserve or should be in chastity and be plugged. :O
Plugged