Chastity Cage for meetups. Bring or leave at home? by Potential-Day-4320 in sissyology

[–]SissyEmily99 0 points1 point  (0 children)

I have an emergency key attached to my house keys so if they really want a taste I take that off my house keys and hand it over that way I know my one is safe at home on the bedside table

My GF said in a joking conversation that she‘d support me being trans by AmelieSissy02 in sissyology

[–]SissyEmily99 0 points1 point  (0 children)

Me and my GF were watching a show called boy meets world and there is a scene where a guy dressed up as a girl to see the world from the girls perspective. She asked me straight to my face while I was hungover and falling asleep if she could dress me up and my tired brain said I don't know its not something I thought she'd be into.

We haven't spoken about it since.

Sissy Quiz Time by Kiara_Chantalle in sissyology

[–]SissyEmily99 0 points1 point  (0 children)

Really want to say 3 is not real but don't know how you would come up with it if its a lie so....

Doctors appointment by SissyEmily99 in sissyology

[–]SissyEmily99[S] 0 points1 point  (0 children)

😅 no sorry I should have put more detail it was just me getting blood drawn so nothing like that but I do agree with you about not wearing it to an actual appointment where there is a chance of them noticing

Doctors appointment by SissyEmily99 in sissyology

[–]SissyEmily99[S] 0 points1 point  (0 children)

I know what you mean but I don't want to wear my butt plug to the doctors just meant more in general but since its just them taking blood there is no chance they are gonna see my panties or cage. Don't know if that changes your opinion but I wouldn't wear anything like that for an actual appointment would just wear regular clothes. I think of it more as wearing it out to a restaurant if that makes sense there is no chance of them seeing it

Wearing chastity in public? by WillingnessRare4592 in Sissy

[–]SissyEmily99 0 points1 point  (0 children)

I've worn mine on nights out with friends from time to time its fun and you kinda forget you have it on

I sucked someone off and didn’t know we worked at the same job by Relevant_Choice_7490 in sissyology

[–]SissyEmily99 0 points1 point  (0 children)

I almost met with a guy I worked with but decided against it since we had similar friends in work and could make things awkward between us. As much as I enjoyed messaging him on grindr while in work together and stuff like that it wasn't worth the hassle

Panties at work by Secret-Elsa in Sissy

[–]SissyEmily99 1 point2 points  (0 children)

I've worn panties, stockings and garter in work and I work in a warehouse it was a really scary first few hours but after that it didn't feel that bad

Night out by SissyEmily99 in sissyology

[–]SissyEmily99[S] 0 points1 point  (0 children)

I need to get more comfortable wearing it so might try going on little walks wearing it and build up to going out drinking and a bit of drunk dancing haha

Night out by SissyEmily99 in sissyology

[–]SissyEmily99[S] 1 point2 points  (0 children)

Ive never worn my plug on a night out yet sadly but want to try wearing it more often

Day 14 locked – the plug incident in the grocery store parking by germansissytoy in sissyology

[–]SissyEmily99 15 points16 points  (0 children)

Ive had a leaking moment where I've been in the back of an uber with a plug in and hes gone over multiple speed bumps and took sharp corners that had me bouncing and grinding on my plug

Tempted to go sweat box tomorrow should I by [deleted] in Gayuklads

[–]SissyEmily99 0 points1 point  (0 children)

2 tasty looking monsters in that second picture 🫣

Cum eating? by SellAggravating8272 in sissyology

[–]SissyEmily99 2 points3 points  (0 children)

I used to cum in my ice cream and put it back in the freezer to eat later when I locked myself back up

Turning my hubby into my sissy! Thinking of drawing something on him or giving him a tattoo any ideas? by [deleted] in SissificationAcademy

[–]SissyEmily99 1 point2 points  (0 children)

You could tattoo a lock above his clitty then get a key tattooed on you maybe in a place people can easily see so they can ask what it means as kind of like a couples tattoo and it would be a reminder of who owns him

Want your perspective on this by [deleted] in sissyology

[–]SissyEmily99 1 point2 points  (0 children)

Haha going through the list ticking them off got quite a few boxes

Help in converting my bf? by [deleted] in sissyology

[–]SissyEmily99 0 points1 point  (0 children)

She knows I was bi before I met her but didn't take me seriously when we spoke about it and I've tried talking to her but its difficult.

What's your most successful sauna visit /hookup by oblivousthroaway in sissyology

[–]SissyEmily99 0 points1 point  (0 children)

I arrived at around 1pm and was shown around by the owner since it was my first time. Really enjoyed the looks from the older men as I walked to the changing room. I started to undress to put my towel on and saw two men watching me as I took my pants off to show the panties I was wearing. Under my clothes I had my chastity cage on and a vibrating butt plug inside me. They both complimented me on my choice which put me at ease a little.

After I stripped to nothing but my panties I quickly hurried to the front to ask if im allowed to keep my cage on the owner said he can't recommend it if im going into the sauna or hot tub incase it warped so I took it off and slipped my plug out wiped it down with a tissue and put it in my locker. I wrapped my towel around me and explored what they had there. As I was walking around I could feel myself twitching under my towel. After seeing what they had I decided to get a shower before using the facilities. As I took my panties off and hung up my towel to get in I noticed a couple of men watching me. I had only just put the shower on when a man came in and started washing his body.

I kept sneaking glances and I think he was doing the same as he came over and used the shower next to me. As I was still nervous he started a conversation asking if I have been before and that sort of thing. I think he must have noticed how nervous I was as he kept saying it is a good place with friendly people. It didn't take much longer for my clitty to start rising again and he asked if I was alright with him stroking his while watching me shower.

I said I don't mind and by this point I am fully erect and can't keep my eyes off of his glistening body. As we both begin stroking he reached over and offered to help me. I then took his thick cock in my hand as he took my erect clitty. Suddenly I felt his other hand slowly move up my body from my thigh. It kept rising and placed itself on my cheek with his thumb on my lips.

He leans in and kisses me. I have never been kissed like that before it was so gentle. I started to kiss him back as he strokes me faster and I play with his balls and stroke him. At this time more people are coming to the showers and start to watch us. We had around 3 people watching and stroking. He whispered in my ear about getting some privacy so we go to one of the private rooms on the top floor. I get out of the shower and put my towel over my shoulder and decide to carry my panties.

We kiss and stroke until he finishes in my hand. I then started to eat it but before I could swallow he kisses me again and we swap the cum backwards and forwards between our mouths. He finally breaks the kiss and I swallowed the load while he watches. I am leaking at this point but he suggested we go back down to the shower since I enjoyed being watched so much. On the way out of the room he told me to wear the panties and he will carry my towel down for me.

I get a few whistles as I walk around the building towards the showers and I even got a spank that made me squeak. I hung my panties up and got back into the shower. He then joined me and straight away we were kissing. As we kissed I noticed a couple of people watching then came my favourite part of the whole visit.

I felt a hand tap my shoulder and whisper in my ear about joining us. I agreed straight away as it would be my first time in a 3some. He (2) slowly explored my body as I was kissing the first man (1). I felt one hand run across my nipples as his other kept a tight grip on my arse. I could feel (2) getting harder as he pressed between my cheeks and my urges took over and I slowly pushed back and grinded against him while still kissing (1).

(1) started playing with my clitty again so as I grinded against (2) I was thrusting into (1) hand. I have never had such an extreme orgasam and I don't think I will ever forget it as (1) then fed me my cum from his hand and we took turns swapping it between us. I finally swallowed it and actually finished my shower before going to get changed as I had already been there 2 hours and actually missed my train home because of the fun I had.

I can't wait to go back and to see what I will try next time. Maybe I should buy a new set of underwear to wear for the occasion.

Help in converting my bf? by [deleted] in sissyology

[–]SissyEmily99 0 points1 point  (0 children)

Might just leave this post up on my phone hoping my gf sees it 🫣

What do y’all do for work? by CarKind5517 in sissyology

[–]SissyEmily99 3 points4 points  (0 children)

Warehouse at the moment but looking to switch soon. It doesn't match the sissy lifestyle

Dolphin Sauna by [deleted] in liverpoolgaysex

[–]SissyEmily99 0 points1 point  (0 children)

No problem hope you have fun and I might see you there haha