A dom male looking for ideas on how to play with my sissy boy

[Nicssus]

I have a sissy boy on kik that i have been dominating for a while now and i'm interested in some ideas of what i could do to humiliate and embarrass my little sissy.

All help and suggestions are appreciated and I will be happy to try them out with him when i get the chance.

I will have updates and I will try to respond to posts when possible.

 

[Prince Albert]

You've probably did the basics, of anal toys, masturbating for you. How about the wearing of his girly underwear under his daily clothing?

 

[bluesky496]

I have a sissy boy on kik that i have been dominating for a while now and i'm interested in some ideas of what i could do to humiliate and embarrass my little sissy.

All help and suggestions are appreciated and I will be happy to try them out with him when i get the chance.

I will have updates and I will try to respond to posts when possible.

answering the door in his girlie things and making him eat his own cum are always good to humiliate a sissy and making "her "post confessions on here could work well and sending you pictures of her girlie underwear while at work with the added risk of being caught is perfect .

 

[Nicssus]

I've had "her" stroke for me and cum in his own mouth. I make him wear panties under his clothes whenever he leaves the house. We've done bondage...I make him bind himself so he can't touch his cock and he gets very eager to please me then. Just so he might have the chance of being able to stroke his cock again and cum for me.

I also make him wear a butt plug under his panties when he has to see other people. I also force him to only pee a certain amount each day so when he gets the urge i let him pee himself, then i make him clean it up with his tongue.

He's very eager and obedient but he also asks me to humiliate and degrade him even more then i have already. I would love some more ideas from you lovely people

Thank you to everyone who posts in this thread i really enjoy it.

 

[Sasha69]

You Could ...

... Make him put on his make-up, and then crush him by telling him that "Phyllis Diller" doesn't turn you on. But if you require going to the depths of cruelty. Tell him he looks like a guy in make-up!

 

[pcarp]

For me, public humiliation was the most embarrassing and the most exciting at the same time. I had a girlfriend that took me lingerie shopping one day. When the clerk pointed out that she had bought two different sizes she loudly stated that the larger size was for me to wear. She also had me tied across a table in a hotel room, ass toward the door, wearing only a bright blue garter/stocking set. When the pizza she ordered arrived, she answered the door wearing panties and a tanktop...and a strapon. She left the pizza guy standing at the door while she walked all the way back across the room to get the money out of her purse. She also found several "cuckold" t-shirts and always threatened to have me wear one that said "I suck cock for my hotwife".

 

[SissyElla]

Sounds like he's very lucky to have an attentive master like you! Maybe get him to make an account on here with a profile pic of himself in his girly things

 

[tristantrotsky]

Messy But Necessary Penalty

I have a sissy boy on kik that i have been dominating for a while now and i'm interested in some ideas of what i could do to humiliate and embarrass my little sissy.

All help and suggestions are appreciated and I will be happy to try them out with him when i get the chance.

I will have updates and I will try to respond to posts when possible.

When he's at work (he's a solicitor) but fancies a blow-job during his lunch-break my married Boyfriend texts me, and I hurry to meet him in the multistory car-park adjoining the shopping mall. I'm then happy to go down on him in his car, as other cars are driving and parking around us, and shoppers are walking past. The fact that someone might see us only adds to his cruel amusement. At one such moment, distracted by passers-by, he ejaculated in my mouth when I was unprepared, and some of it trickled down my chin. As a penalty he said I had to slowly walk the full length of the mall, head up, before wiping it away. Naturally I had no choice but to comply, and got some very curious looks from people as I sauntered past with blobs of spunk on my chin. Maybe you could exact a similar penalty on your compliant sissy-boy, he'll only respect you more for your show of firm control, as I do to my strict Boyfriend

 

[Nicssus]

I want to thank everyone again for their interest and suggestions on this thread. If any more of you wonderful people would like to add their ideas to the mix please feel free to go ahead and do so.

My sissy has been very good as of late, we've been doing more bondage and denial so far. I would like him to do more public humiliation like wear panties and pleasure himself in a restroom stall while there are other people around.

But that might take a little...encouragement from me.

I always love to hear from everyone!

 

[Cumsluttanya]

Sounds like a very lucky little sissy...

 

[nick4671]

I would be interested in doing some of this. Not a big fan of humiliation, but the thought of some of this really turns me on. Of course I always want to try new things so that a plus.

 

[StrayKat]

I would like him to do more public humiliation like wear panties and pleasure himself in a restroom stall while there are other people around.

Please dont involve people who never consented to be a part of your play. It can go from annoying to downright shocking and is not ok.

 

[jackstud]

ooo I love Stray Cats attitude. Darlin I bet your a hot Mistress. Whip my ass

 

[bluesky496]

I have a sissy boy on kik that i have been dominating for a while now and i'm interested in some ideas of what i could do to humiliate and embarrass my little sissy.

All help and suggestions are appreciated and I will be happy to try them out with him when i get the chance.

I will have updates and I will try to respond to posts when possible.

have you put "her" in chastity yet .

 

[artgorden]

Have some people over. In the middle of a conversation look at him and tell him to suck your dick. Then continue talking to your friends like nothing's happening.

 

[nick4671]

I would love to take his place.

 

[JHouston]

Make him dance on a stripper pole and give lap dances to you and your friends.

Poke fun of his little "clit".

Have him serve 2 masters at the same time, one at each end or double penetration.

Take him to a BDSM fetish party on a leash and collar, and show off his skills and training to other masters.

Pimp him out for a little extra cash.