Date with a girl went wrong, I don’t know why I did it, it just kept getting more humiliating.
So I went out on a date today. It was the second one we went out for the first time about 2 weeks ago, it’s was fun we had a good vibe again we walked around the city we lived in got some street food, it was already a kind of touchy vibe, so after we walked towards the subway I hugged her and then while still standing infront of her I kissed her.
Before the date I was all horny from my recent Reddit activity you can probably tell I’ve been fully into sissy mode again. So I decided for some reason that I’d wear my pink cage it’s a standard V4. I always wear panties have been for a long time just black panties with some lace around the top. And my legs are completely shaven, my last pedicure was last weeks so bright pink. Add on my pants were really light in material so it wasn’t thick at all.
So when kissing her her hipbone kind of grinded into my crotch a little or her waist not sure. And she quickly opened her eyes and was like what’s that cause she obviously felt something hard plastic instead of my hard cock. Instead of brushing it off or saying it’s a jok strap or whatever. Here my sissy humiliation brain kicked in and I actually told her I was wearing a chastity cage. Since she is kinda an alt goth girl I felt like she’d know right away what that is. So she cups the tip of the cage with her fingers and kinda feels it. At this point its not all slow anymore she’s more curious and careful not hugging me anymore. But since my sissy humiliation started turning me on I’m like yeah so I lift my hoodie and shirt. She just sees the lace from the panties and jerks down my pants a little with both hands while kneeling down a bit and then takes my caged clitt out of the panties. She immediately laughed when she probably saw the pink color. At this point I was 100% like screw this she’s probably not gonna ever date me. So I kinda tried to milk the humiliation as dumb as this sounds. So I quickly say yeah I wear cage and panties all the time, my legs are also always shaven and my toes painted bright pink at (I mention the salon in our part of the city by name) she cringes and kinda laughs at the same time. She then pulls down my pants even more to about my knees to look at my shaven legs. Mind you this is happening near the subway station on the other side of the street so there were a few people walking around maybe 2 or 3 this all happens within 20 seconds so I quickly try to pull up my pants ts again she steps back.
I was expecting her to ask tons of questions she only asked why are you wearing that. I just said I’m a femboy 😂😂 she’s like ok. I’m then like sorry I didn’t want to make it awkward it. I had fun today. She said she also had fun but that’s just kinda weird. We hugged again but very short this time and I told her to have a safe ride homey I just got home myself and I feels so stupid. Of course I love being humialiting as a sissy. Subconsciously I probably wore the cage so sissy me doesn’t get any girls. Very emasculating (which I ofcourse love) perfect opportunity to share here 💋
Posted May 6, 2025, 6:27 PM UTC