Mistress loves to set humiliating conditions before she agrees to release me and see how long it takes before I am willing to do them. I know that this condition will include more than just being spanked while her girlfriends watch, but even so, after a few weeks of being caged and teased and tormented I am willing to agree. I am willing to beg. Kneeling before her, begging her to invite lots of her friends over and spank me. Finally, she smiles and tells me that since I am such a good little boy she will do it for me. The night she chooses I start by kneeling at her feet as her friends all sit around giggling. She pats her lap and I stand. Smiling, she opens my pants and drops them to my knees. The chuckles increase as her friends see my sheer pink panties with lace at the waist and legs. Mistress then pulls my panties down, letting the other women get a good look at my shaved cock straining against my cage before pulling me over her lap. She spanks my bare bottom soundly, hard and fast, harder than she ever has before. It isn’t long before I am begging and wiggling on her lap. She still doesn’t stop and soon I begin to sob, sniffle and cry. This is clearly what she has been waiting for, wanting to break me in front of her friends and show me to them crying like a little girl. Finally allowing me to stand, she takes the key from the chain around her neck and unlocks my cage and removes it. She allows me to pull off my shirt and to pull the pants and panties off my legs, making me stand in the center of all her friends naked, cock rock hard and ass bright red. She laughs and invites her friends to compare the small size of my cock to the real cocks of their boyfriends or husbands. She then hands me a plate and has me stroke myself slowly. She again points out to her friends that I only need two fingers to stroke myself. When I can’t hold off any longer she allows me to cum onto the plate as everyone watches, then to lick it clean as my cock shrivels. Mistress loves that even knowing the humiliation that lies before me, after a few weeks of chastity I will eagerly beg her to submit to it.
The girlfriend who used to domme me years ago would sometimes make me masturbate to gay porn as she watched. As I stroked myself she would point to pictures of the men and make me describe what I would do to them. Once, when we were at a magazine/convenience store for her to get something, she noticed me staring at the cute bottom of the girl behind the counter. After we left she made me go back in, telling me I had to go back to the magazines and look at every magazine that had gay porn. I was to choose the most openly gay or the most explicit and carry it up to the counter and check out with the girl I had been staring at. It was very humiliating to buy a gay magazine from her. Later, when she had me masturbating to the magazine, she told me I was lucky she hadn’t made me pull my pants down to show the woman my pretty panties. In the future I was much more careful about staring at women.
My girlfriend pulled me into the bedroom. Slowly removing her clothes she showed me her pretty lingerie. I couldn’t get my own clothes off fast enough. She laid me on the bed, touching me, making me rock hard. Then, calmly, she said she was going to take me, to make me hers. I was not sure what she meant, until she reached in the drawer at pulled out a strapon. Strapping it to her beautiful hips, she rolled me over. At first she just laid on top of me, her body trapping mine between her and the bed, her fake cock lying along the length of my ass cheeks, pressing. Then, arching her hips up and away, she reached under her to lube me, giggling in my ear as her slippery fingers felt my anus twitch. Leaning back forward she pressed her dildo into me slowly but relentlessly. Soon she was fully inside me, her hips again pressing me to the bed. Her lips close to my ear as her hips pushed and rocked she began to taunt me. Calling me her girl, asking if I was going to groan and scream for her. All the time sliding her strap on in and out of me, her hips slapping against my pale cheeks. Her hips moving my body back and forth on the bed, my hard cock trapped between my body and the bed. As it rubbed back and forth I suddenly realized she knew! She knew just what she was doing and what was happening underneath me. I also realized that she would was going to make me cum like that, trapped beneath her body, her fake cock filling my ass, her soft voice whispering taunts into my ear. I knew that once I had cum from all that I would truly be her girl.
Just be safe. Hopefully you will find someone who shares your interests and will help feminize you. Good luck.
I would love being with another sissy. I have fantasies of a Domme sissy using me as she liked, but I also like the idea of my Mistress finding another sissy and making us play together as she watches. Eventually, she would invite some of her friends over to watch, and ultimately her boyfriend and some of their boyfriends. We would dress as pretty little girls and be made to put on a hot steamy show for all of Mistress’s friends.
Thank you for the great question and for reading my blog.
Thank you so much. I am thrilled you enjoy it.
I am not quite sure what you are asking, but, yes, I would go with two men. I have sucked two men at the same time once. Sucking one with another watching was very exciting.
Whoever she wants. Neighbors, friends, co workers, women or men. I love the idea of being blindfolded or hooded, exposed and humiliated to a group of people I never see. I will never know who has seem me humiliated and used. Every person I see, at work, at home, when we go out, could be one of those who has helped her use me. What a marvelous way to keep me aroused and anxious all the time.
Oh, the naughty thoughts that this puts in my head. Imagining back when I was a young man, just 19 or 20. Finding a much older, strong woman (or quite possibly a cross dresser from the bulge in her tight dress) who befriends me and slowly seduces me. Once she has me completely enthralled she slowly, but relentlessly feminizes me. Overriding all of my protests she has all the hair removed from my body, making me go to a salon and have it waxed. She makes me grow my hair out and buys me pretty clothes I must wear whenever in her presence. Finally I stop giving even token resistance. At that point she orchestrates my “coming out” party. I know nothing about it until I am bound to a pole in her backyard, in a sweet lingerie set, demurely made up with pink ribbons in my hair. As she explains that I will be the centerpiece of her party, and that she has invited a dozen older men and cross dressers over I begin to cry. Looking at me sternly, she grabs my hard little cock, telling me that I can protest or cry as much as I want but that this, squeezing my hard cock, betrays my true feelings. Letting go she turns and walks away, leaving me bound and helpless to anticipate what the night may hold when all her guests arrive.