Hmmm, what would I do for that week? I'd love to go to either Las Vegas or Miami, two place where I could do kinky things and not be too out of place. (Any other suggestions?) I'd only take a carry-on with a laptop, a few toiletries and books to get me through the flight. Upon landing I'd go to the nearest mall to buy new clothes - only women's clothes: panties, bras, stockings, garter belts, camisoles, white short-shorts, white pants, khaki shorts, polo shirts, tank tops, a few blouses, tennis shoes, a bikini and a one-piece bathing suit, and a few pair of heels. I'd buy some girly lotions, shampoos, shaving cream and a razor. After checking into the hotel I'd shower and shave off all body hair below my head and apply some of the fragrant body lotion. I'd paint my nails with the clear polish and apply a very light foundation, nothing too noticeable (I hope).
I'd get dressed in an outfit, probably the white short-shorts and a polo, and go out to show off. I'd love to see if anyone notices my smooth legs and outfit. The more that do and show some reaction would add to my excitement. I'd run into a group of maybe three women and a guy that take an interest in me at either a mall or coffee shop. The women would be of the superior, dominant type, and the guy would be on the feminine side of androgynous. They'd realize that humiliation turns me on and do what they can to publicly humiliate me - pointing & giggling at me loud enough for others to hear and take notice, then saying even more-overtly humiliating things. I'd try to leave and they would not let me off so easy. One of them would grab my hand while the others would say things like "Nice panties under those girly shorts!", "I have a pair of pink tennis shoes just like those!", and "That shirt is really to tight to be wearing a padded bra underneath!" As I'd stand there turning three shades of red a noticeable bulge would be forming in my shorts. "Oh, look, she's getting excited!" they'd say.
She'd pull me down to sit with them and they'd talk about me like I wasn't there, like an object for their amusement. "We could have so much fun with her, and she'd make a nice new sissy friend for our other toy" she'd say referring to the guy that was with them. "But is she really a girly-girl or just a wanna-be?" the other asked. "She looks pretty cute in that outfit, and we'd need to see more to be sure." "Well, we know she's wearing bright pink panties under those white short-shorts - what a slut! - and I'm sure that has to be a matching bra." "Let's find out" one of them says as she takes me by the wrist and pulls me out of my chair and out of the store.
And I'd submissively follow. Being around dominant women would be a real treat for me. I'd love to be told what to do and punished if I did things wrong. They'd play into my humiliation fantasies, taking me places to do so. They'd take me shopping, perhaps to a clothing store to try on clothes for them. The clothes would be more feminine than I'm used to and they'd get a kick out of seeing me in inappropriate clothes - things from the juniors section, skirts and dresses, clothes that are too small. The saleswomen would react in different ways, some laughing, some showing disgust, others maybe taking cellphone pictures of me.
Later we'd go back to my hotel room. They'd bring some toys with them. I'd be tied down on one of the beds spread eagle. They'd get the webcam started. The women would have some fun with themselves first. I'd be on the bed only able to watch, and the other sissy would serve them - picking up their discarded clothes, getting them drinks, things like that. She'd also keep me drinking plenty of water. The sights of them having sex would make me very horny, my cock straining in the panties and short-shorts. One of them would see this and laugh, and another would say "Let's have some fun" and take a Magic Wand vibrator and tuck it under my crotch. This would make me even more excited. "There's one rule for you: do not cum until given permission," and then she'd take a leather belt and swat me, leaving a red welt across my thighs. Lesson learned, I thought.
After a while all of that water I was being fed started to produce a very full bladder. I'd ask them to let me go to the bathroom to pee, and they'd just have me drink more water and some coffee. One the computer I could see that others were watching what was happening, more so enjoying the girls than me. As time passed, I'd really be straining not to pee, nor to orgasm. I'd cry out, plea, beg, anything to let them let me pee. Finally, they took pity on me "Okay, go ahead and pee, little girl." At first I thought they'd let me up, but the sissy slave placed a large pad under me. My look of confusion made them laugh. "No, dear, you have to pee where you are." Now I don't know about you, but peeing with an audience and with a vibrator under your balls is a tough thing to do. I tried to relax, but no go. They laughed more. I'd really have to concentrate on relaxing. Finally, the pee came out in a short, small streams, the warmth of the wetting panties and pad feeling good. Pissing came easier now, and it felt so good to as the pressure in my bladder went down. I must have peed for ages.
"Oh, look, our new sissy is all wet with her pee. She looks like she likes it," they'd say. One of them would stand over me and squat down above my cock. I'd strain to get my cock up high enough to touch her pussy. "No, no!" she'd say and slap me firmly across my face. She'd spread her pussy lips open and then let out a stream of pee, covering my cock and belly. "See, she likes to be pissed on," she'd say to the others. Another would say "Let's see how much she likes it," and would squat down over my face. "Drink up and you'll be rewarded. Spill and you'll be punished." Her stream would start slow at first so she could aim properly into my mouth, then she'd relax and let go. I'd try, I'd really try to gulp down as much as I could. The other two women would just laugh at me trying. Her pee would flow over my face when I'd close my mouth to swallow, wetting my hair, face and neck. The harder I'd try, the more I'd fail. Finally, she'd stop and lightly brush her pussy over my forehead to sop up the residual drops.
"Hmm, not a very good job, sissy," she'd say. "How shall we punish her?" the others would say. "Do you need to pee?" they asked the other sissy. It was more of a demand than a request. The other sissy seemed to know what to do. She'd pull her panties down and straddle my face. At first I'd think she'd just pee on my face. But I wouldn't be that lucky. One of the women would slap my balls hard. "Open up!" she'd demand and then put an O-ring gag in my mouth to keep it open. Sissy would put her cock in my mouth and would start to fuck it. I'd really not like this. I'd try to close my mouth every time she'd take her cock out. And then another slap to my balls, and another, and another. Finally I just let her use my mouth. "No cumming!" one of the women would say. Instead, the sissy would just leave her cock in my mouth. I'd be confused, but after a couple of minutes I'd realize why she stopped - she needed to relax in order to pee in my mouth. I'd try to move my mouth away, anything to get her peeing cock out of my mouth. And then I'd feel someone punching my balls, or maybe they were kicking them. Either way I'd let sissy finish as I writhed in pain.
I'd be a soaking wet mess by the end of that, restrained and humiliated. As I'd realize what had happened, my cock would start to stiffen as the pain/pleasure of the session sunk in. "She has potential," they'd say then leave me there as they'd clean themselves up, get dressed, and then leave the room until many hours later.