Need ideas for my submissive male in a hotel

Joined
Jan 16, 2021
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6
Hey Everyone! Looking for ideas for my NEW male submissive boyfriend. He will be away for a week and I need creative ideas for those lonely nights phone calls we will be having. On normal occasions, he does crossdress only in his house and likes to be humiliated.
 
Panties only for the week instead of men’s underwear underneath his male clothes and maybe at night he could describe them to you, tell you how pretty they are, how he felt wearing them all day - you could ask questions too.
 
Make him perform the Walk of Shame
I have done this to a couple of My female subs
If the hotel does not have cameras, early in the morning 12:00 - 3:00, Make him walk the hall Naked videoing it & taking pics in humiliating positions.
Make him masturbate & eat his own cum in the hallway
 
You don’t say if you are a woman, if you are partnered with your sub, live together, etc. Such details, obviously, make a big difference. Please do NOT take any of the suggestions above that put him in a position of wither involving innocent non consensual participants or facing arrest.

One thing my Wife used to do when I traveled was to put her soiled panties in a ziplock for me to find in my suitcase. Send more than one pair. If you are close to the same size, have him wear your soiled panties during the day. When you talk to him on the phone, expect that he be wearing them on his head, gusset over his nose. Of course, he should thank you for this wonderful privilege. I would also suggest a “panty question” — a shopping trip for a particular color and style of panty or panties. Extra points if he has the SA write on the back of the receipt that he told her they were for him.

If you plan to do phone sex, be sure to deny him release for the first few nights. Perhaps require him to remain tucked with hands off first night, second night brief strokes only with permission, third night supervised edging on FaceTime, fourth night an e humiliating release of your choice with supervised cum-eating (or into your panties that you sent and back into the ziplock to carry home in his carryon).

I could go on, but I won’t. There are plenty of ways to safely Dominate and humiliate. Keep unsuspecting vanilla “citizens” out of kinky play!
 
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Do you require that he brings toys with him?
I really wanted him to bring his vibrating buttplug on this trip so I could control from home but this is an important business trip for him. His co-workers will all be having lunch and dinner together. He was somewhat reluctant to do so in fear that he was meeting the owner of the company during this trip and he is relatively new to the position.
 
You don’t say if you are a woman, if you are partnered with your sub, live together, etc. Such details, obviously, make a big difference. Please do NOT take any of the suggestions above that put him in a position of either involving innocent non consensual participants or facing arrest.

One thing my Wife used to do when I traveled was to put her soiled panties in a ziplock for me to find in my suitcase. Send more than one pair. If you are close to the same size, have him wear your soiled panties during the day. When you talk to him on the phone, expect that he be wearing them on his head, gusset over his nose. Of course, he should thank you for this wonderful privilege. I would also suggest a “panty question” — a shopping trip for a particular color and style of panty or panties. Extra points if he has the SA write on the back of the receipt that he told her they were for him.

If you plan to do phone sex, be sure to deny him release for the first few nights. Perhaps require him to remain tucked with hands off first night, second night brief strokes only with permission, third night supervised edging on FaceTime, fourth night an e humiliating release of your choice with supervised cum-eating (or into your panties that you sent and back into the ziplock to carry home in his carryon).

I could go on, but I won’t. There are plenty of ways to safely Dominate and humiliate. Keep unsuspecting vanilla “citizens” out of kinky play!
Thank you for responding. I would never place him in harm's way ever. The dynamics of our bond is D/S at its core. I am the Female dom and he’s mine though our relationship is extremely complex. We do NOT live together. Both in our early 50’s. I love the panties/ cum idea for this trip.
 
Thank you for responding. I would never place him in harm's way ever.
Good to know. You did “like” the “walk of shame” idea which was to have him walk naked and even masturbate in hotel hallways. Mucho “harms way!”
The dynamics of our bond is D/S at its core. I am the Female dom and he’s mine
LOVE it! I am in an FLR, so I get it.
though our relationship is extremely complex. We do NOT live together.

Both in our early 50’s. I love the panties/ cum idea for this trip.
Plenty to do to keep him frustrated and aroused. Feel free to DM me if you’d like to discuss any other aspects/details. Have fun!
 
Good to know. You did “like” the “walk of shame” idea which was to have him walk naked and even masturbate in hotel hallways. Mucho “harms way!”

LOVE it! I am in an FLR, so I get it.



Plenty to do to keep him frustrated and aroused. Feel free to DM me if you’d like to discuss any other aspects/details. Have fun!
 
You are correct! Though I wouldn’t have used it per se on this trip but on another outing like a wooded trail. I would love to DM with another FLR. I do have questions.. many in fact. Thank you 😊
 
I really wanted him to bring his vibrating buttplug on this trip so I could control from home but this is an important business trip for him. His co-workers will all be having lunch and dinner together. He was somewhat reluctant to do so in fear that he was meeting the owner of the company during this trip and he is relatively new to the position.

The butt plug is risky, especially if it might come out or the vibration be heard. That said he could bring it with him just so that he knows it is possible that you will make him use it even if you won't unless a "safe" circumstance to do so arises.

He could wear a cock cage very safely - I am caged full time and have learned to navigate all public situations without anyone knowing. When I travel one of the most exciting dynamics is when my wife has me wear it to the airport and take it off just before I go through security (so it doesn't set off the metal detector) then put it back on as soon as I am through security.

A simpler version of this would have him bind his cock and balls with a smooth rope that won't chafe too much. It should be tight enough that he feels it and it pinches if he starts to get hard. But of course not tight enough to do any real damage. It will have the added benefit of making his skin more sensitive to edging when he gets back to his hotel room.
 
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