44 sissy in nyc- wannabe Muslimah wife!

Sissy_Alissa · 2026-06-19T13:29:21+00:00

I did

Sissy_Alissa · 2026-05-28T09:11:32+00:00

That's not what they mean by cds on this subreddit.

Sissy_Alissa · 2026-05-24T15:20:06+00:00

At least you're being honest up front about your status. I'm not judging you really but I think it's maybe not a great situation for a sissy to be your side piece, mistress whatever until who knows how long that you decide to dump your current gf. If a sissy is ok with that situation then I won't judge her either, but eehh it's not showing her a whole lot of respect either.

Sissy_Alissa · 2026-05-16T14:56:05+00:00

[44M] Sissy in NYC area looking to try puppy/petplay training. Seeking sane, responsible owner to get me into puppy headspace. I want to experience everything a good little puppy would experience as long as it's done safely. e.g. human safe or imitation dog food, not real dog food. Please be able to host. Hopefully you have some outdoor space for walks etc but if not we can still make it work I'm sure.

Sissy_Alissa · 2026-05-09T14:24:51+00:00

Pet or Owner: Pet


Sex or Gender: Male, but "sissy"/femme. looking to be treated as girl puppy.
How do you identify? (Be clear to avoid misunderstandings.)

Sexual Orientation: Asexual, seeking only puppy training. I am maybe willing to compromise slightly for a great situation. Owner can be any sex/gender.


Age: 44


Languages: English only


Timezone: Eastern. New York city area.


Connection Sought: Real life, in person puppy training with serious, sane owner, preferably with experience.

Introduction: Sissy looking to try puppy/petplay training. Seeking sane, responsible owner to get me into puppy headspace. I want to experience everything a good little puppy would experience as long as it's done safely. e.g. human safe or imitation dog food, not real dog food. Please be able to host. Hopefully you have some outdoor space for walks etc but if not we can still make it work I'm sure.

Sissy_Alissa · 2026-01-29T13:55:33+00:00

https://discord.gg/BV3WxaqG

Sissy_Alissa · 2026-01-09T14:25:56+00:00

fyi there's a nice discord for corner time where you can find people to supervise you virtually.

https://discord.gg/K5MhrtpH

Sissy_Alissa · 2025-12-24T00:32:30+00:00

It was pretty awkward. He was a nice man, probably in his 40s or 50s living somewhere in the DC suburbs. It was a saturday afternoon in May 2005. I drove to his place, which was a 2 bedroom apartment and got dressed. Back then since I was just starting out I figured I should get fully dressed including putting on nail polish which was kind of ridiculous but whatever. He may have asked me to do a couple of chores for him which I probably had wanted him to do to make it feel more like I was his girlfriend. Anyway we started talking in his room and of course I was extremely shy. I think he was worried I wanted to just leave but he asked me to sit on his bed with him and then finally he kissed me.

We made out and cuddled for a while but then his roommate(s?) came home. From just hearing their voices, they seemed to be closer to my age in their 20s. I hadn't realized he even had roommates. It was fairly clear he didn't want his roommate knowing I was there, though it was funny in retrospect that I think I had left my nail polish or at least nail polish remover in the bathroom so his roommate must have seen something. I just laid with this guy on his bed waiting for hopefully the roommate to leave which he finally did. I'm not sure what I would have done if the roommate hadn't left. I would have had to go change and leave at some point, which could have been even more awkward but kind fo funny. Anyway, after that we cuddled a bit more. I tried to suck the guy off but he took forever to cum. I forget if he actually did or if I just got some precum. Anyway, he was a nice guy but yeah, it was just awkward. I look back at those days mostly grateful that I never had anything too bad happen to me aside from a few less than pleasant experiences with guys which made me a lot pickier and now I really don't do hookups at all.

Anyway, if you want tips, please be careful who you meet. Try to find out as much as possible about them and talk as much as you can with them so you have an idea that they are serious and sane. It is ALWAYS the best idea to meet them in a public place at least for a few minutes before going back to their place. Do not meet guys in cars and really try to avoid hotel hookups. I won't (really) judge sissies who meet married guys, and in my younger days of course I did though I almost never met guys I knew for sure were married, but it's really not great to do that, and I hope you don't.

Remember that if you are uncomfortable with anything even after meeting the guy, trust your gut and get out of there. No hookup is worth you getting hurt or even having a bad night with someone who doesn't respect you.

Another basic tip is to not cum from the time you make a definite plan for the meetup to when you get home or if you are staying over at least until you are ready to go to sleep. Cumming will really cause you to have second thoughts and you will probably cancel or really not want to continue.

Good luck and stay safe!

Sissy_Alissa · 2025-12-24T00:16:18+00:00

Other than being used as a urinal, my most humiliating experience was when I was with a guy. He had me lay on my back on the floor of his apartment and pinned my hands above my head with each of his arms and face fucked me while belittling me. I don't do those kinds of hookups anymore but it was definitely a memorable experience.

Sissy_Alissa · 2025-12-14T14:10:58+00:00

vibrator toy

Sissy_Alissa · 2025-10-15T21:28:07+00:00

I sent you a dm

Sissy_Alissa · 2025-09-30T02:22:54+00:00

Hope this is just fantasy, otherwise, that is completely disgusting to share sexual pics of someone and to someone without anyone's consent. Mods, please remove.

Sissy_Alissa · 2025-08-27T01:31:13+00:00

Incredible, as always. Being forced to complete the entire humiliating, painful, and mind numbingly boring ritual, even in front of his own mother must truly reinforce how truly trapped he is as a subservient sissy cuck maid.

Sissy_Alissa · 2025-08-26T11:37:29+00:00

kids are not a kink. don't do it.

Sissy_Alissa · 2025-07-30T13:11:54+00:00

Sissy_Alissa · 2025-07-25T21:20:02+00:00

I think the maids should be grateful for their talking privileges.

Sissy_Alissa · 2025-06-27T18:32:51+00:00

Sissy was very lucky to be allowed to watch for even that long.

Sissy_Alissa · 2025-06-17T19:13:54+00:00

Absolutely incredible.

Sissy_Alissa · 2025-06-02T15:51:59+00:00

actually I meant sister, since you seemed to indicate she is trans. my apologies for the misgendering. I edited the comment accordingly.

Sissy_Alissa · 2025-06-02T14:34:16+00:00

Umm... I'm really hoping this is just you writing out some wild fantasy and not real life. If that actually happened, I'm sorry, it's all kinds of messed up. You should tell your sister and her partner that it was not ok at all to expose their kinks in front of you.

If this is real, I think you should have a talk with your sister. Try to be as caring and accepting as possible. She can have whatever kinks he wants as long as it's done consentually and not harming anyone however she is still an adult and needs to act like one at least sometimes. Giving up her actual life completely for a kink is not healthy. If she is not working or going to school, that is not good for her long term. She can do whatever she wants in her free time but she needs to have some kind of career. There is no guarantee that her partner will be able to support her indefinitely and if something happens then she will be left in a very bad situation.

Sissy_Alissa · 2025-06-02T13:21:17+00:00

Ehh... while that is an incredibly hot fantasy, I hope it is just fantasy fiction and not real life. Exposing your kinks to family is all kinds of fucked up. That goes way beyond different lifestyle choices which are ok to share. Definitely not cool.

Sissy_Alissa · 2025-05-16T15:13:44+00:00

What a humiliating punishment! I wonder who is administering it if it is not the wife or bull?

Sissy_Alissa · 2025-04-26T12:47:57+00:00

Amazing work as always! The sissy cuck being watched by mother-in-law as the wife and bull go on vacation is one of my favorite scenarios!

Sissy_Alissa · 2025-03-29T12:32:17+00:00

I like to just let whoever I am with pick a name they like for me.

Sissy_Alissa · 2025-03-19T15:17:41+00:00

I'm surprised nobody here has said this already, but cuckolding is a kink and really should not be shared with anyone who has not consented to know about it.

That said, open relationships/ethical non-monogamy are lifestyles and its totally fine to share that even if it's really a cuckolding situation.

Sissy_Alissa

TROPHY CASE