Giving myself to a t-girl is a new kind of thrill for me, and one that Mistress thinks every sissy should experience. Being with a shemale, she says, can help a sissy understand why hormones are so essential to reaching her full potential in today's modern sissy scene.
It's only been a week since I first sucked Cheryl's girl-cock, but a week without cock is an eternity when a sissy really needs it, which is why I'm so excited to finally be in the same bed with her. I mean, geez…can you blame me? I've already been dying to feel her in my ass for a whole, entire week.
Sucking her sweet cock again is divine, but Mistress hasn't allowed a man to fuck me for quite some time, so I'm craving a lot more than just that. The filthy words spewing from her mouth have me in a frenzy by the time she grabs my hips and mounts me from behind.
Shivers run up my spine as I anticipate her burying that thing between my cheeks, but all she does is tease her fingers around my hungry little hole. She toys with me endlessly, amusing herself at my expense, until I'm so fucking frustrated I could just scream!
"Please, Cheryl," I helplessly beg, "I need it, Cheryl…. I need to be fucked so bad!"
~~~~~
"Naughty, naughty, naughty," Brenda's voice comes out of nowhere.
"Mistress…?"
"Time to wake up, dear."
"B-but I was having sex."
"You were having a sex dream, babe."
"I was…? But it seemed so real."
"I'm sure it did," Brenda chuckles. "You were begging for it like a slut."
"Shit… why do my horny dreams always end like that? Just when I'm about to get it, I fucking wake up."
"Because they're only dreams, hon. It was time for you to wake up anyway. Cheryl just called to say she's on her way, so you better get up and hit the bathroom. It's Nair day, so you'll need to dissolve the ugly boy stubble off your body before she gets here. Cheryl likes her sissies nice and smooth."
"Fuck… do I have to? That Nair shit irritates my skin when you make me do it every week."
"So…? I can't help it if your fucking pubes keep growing back. You'll just have to put up with it until I can get you in for hair removal treatments."
"Oh, yuck…! I'm so scared about doing laser. I just know it's gonna hurt really bad."
"Look, pussy, I've never said every step in your feminization would be pleasant. Permanent hair removal just happens to be a necessary and unavoidable step in the process. Don't you want soft, hairless skin when the estrogen starts doing its thing?"
"Yes, of course I want that."
"Then stop being a cunt over a little Nair irritation. Get in there and get it done before Cheryl gets here."
"Okay, I'm going. I didn't mean to be whiny."
"It's alright, darling, I still love you."
~~~~~
It was disappointing when I didn't get fucked in my dream, but oh well… my weekend hasn't exactly started out the way I expected either. But with Brenda controlling every facet of my life, I have to expect the unexpected.
I'm thinking Brenda probably called Cheryl to postpone our date until today, because it was too much of a coincidence that Janine just 'happened' to be here in bed with Sherry when I got home from work yesterday.
Sometimes I get pissed when she tricks me all the time, but I know she does it to teach me stuff. And I did love it when she tricked me into having sex with Janine. Oh, yes…! I love it when Brenda tricks me like that!
~~~~~
"Hey, Mannn-Deee," Sherry follows me into the bathroom, "you're awake. Did you dream about Janine last night?"
"I don't remember. I only remember dreaming about Cheryl."
"Janine just texted me, baby, and she definitely dreamt about you. Didn't I tell you she has a crush on you?"
"Yeah, well, I guess you were right about that. Now I've got a crush on her, too."
"I knew you two would hit it off. So now that you know about us, she'll be coming over here for sex instead of us having to rent a motel room to do it. You can always join us for threesomes, and I'll even let you have her alone sometimes, too. She's usually open for just about anything."
"I wonder why Janine's husband doesn't ever fuck her?"
"Because he's a cheater. He's been cheating on her since her last pregnancy."
"But why?"
"I know why, but I can't repeat what Janine tells me in private She might tell you if you ask her yourself.
"Hey… I know it's hair removal day. Want me to spread the Nair on your legs for you?"
"Would you? That fuckin' shit is really starting to irritate my skin."
"That's why you need to get your laser treatments done before the hormones make your skin even more sensitive. Wanna know something I've been dreaming about lately?"
"Yeah… tell me."
"Well, oftentimes when I'm alone, I dream a lot about how hot you'll be when your hair grows out and you have pretty little tits. My pussy gets wet when I think about how perfect it's gonna be for us when we're in the Hierarchy. Think about it, honey, we'll be having sex all the time like we'd be doing anyway, and getting paid for it, too!"
"I hope it works out like that."
"It will."
~~~~~
As much as I hate the depilatory cream, I do love how my skin feels after I shower and Sherry rubs lavender moisturizing lotion all over me. Mistress Virginia told me that when you know you'll be getting fucked on a date, getting ready for that date is more fun than actually getting fucked.
I'm not so sure about that, but it's definitely fun whenever Sherry helps me get all prettied up. I feel more attached to Sherry every time she makes up my face.
She knows just what to do, applying all the right cosmetics in all the right shades to compliment my pixie hairstyle. I'll probably still like wearing my wigs, but my new pixie look is fresh and exciting, and the best part is… it's all me!
Ding Dong… the doorbell rings.
"She's here…! Cheryl's here!"
"Hold your horses, babe, I'm not quite finished with your eyeliner."
"Hurry please, I can't keep her waiting."
"Jesus, Mandy, you're worse than a young teeny bopper."
"Fuck…! I'm not even dressed!"
"Since when are sissies allowed the luxury of modesty?" she giggles. "Here… you big baby, wrap this towel around you so you won't be so naked."
~~~~~
"Oh, Mandy…!" Cheryl claps her hands as I come out of the bathroom. "Look how cute you are!"
"Do you like my hair?"
"I love it! Do you realize how totally passable you are now?"
"I don't know about that. My hair's still a lot shorter than almost every girl's."
"You don't think your pixie hairstyle makes you passable?" Brenda grins. "I think this will change your mind."
My eyes light up as Brenda holds a little black jewelry box up to my face. I nearly fall out when she opens it, and I see a beautiful pair of one-inch, gold hoop earrings.
"F-for me?"
"Yes, baby," Sherry says, "of course they're for you."
"Oh my God, these are beautiful!"
"Sherry picked them out," Brenda mentions, "especially for you."
"Yes, baby," Sherry pulls me in for a hug, "you'll be accumulating many pairs of earrings over the years, and I wanted your first pair to be from me."
"If only my ears were pierced, I could actually wear them."
"What a coincidence," Cheryl chimes in, "Brenda asked me to bring my piercing gun."
"Mistress… did you plan this?"
"Don't I plan everything that happens in your life?" she beams. "It's time for my sissy to take the next big step."
"It seems like I'm taking another big step every weekend."
"That's because you're ready for big steps. Now that your sissy brain is pretty much where I want it to be, it's time for your sissy body to catch up with your eighteen-year-old mentality."
"Let's do this at the table," Cheryl takes my hand. "I think someone's ready to have her ears pierced."
"Will it hurt?"
"No more than getting a finger cut off," she laughs.
"Very funny," I frown.
"Relax, sissy, I'm only kidding."
Sherry numbs my ear lobes with ice as Cheryl gets her piercing gun ready. I'm bracing for some serious pain when she puts it against my ear, but surprisingly, it's relatively painless. Just two tiny 'pop' sounds, a very slight sting, and presto… it's done!
'Whoa…' I think, 'my ears are pierced. I'm a big girl now!'
"You'll need to wear studs for a few weeks until the holes heal," Cheryl tells me. "I'll put your new hoops in now, because we're going on a date, but it's just for today. The studs go in tomorrow. You let me know if they start hurting, okay?"
"They're not hurting that bad."
"See how pretty you look with earrings?" she smiles and holds up a mirror.
"Wow!" I start giggling when I see myself, "I am pretty!"
"Fuckin' beautiful is what I'd call it," Cheryl kisses my cheek. "You're a hot sissy, Mandy, so start feeling it. You'll fit right in where I'm taking you tonight."
"Where are you taking me?"
"We're going clubbing at this great alt-bar I know in San Francisco, where there's always lots of action."
"What kind of action?"
"Cock sucking action. What's more fun than sucking cock?"
"Getting fucked, of course."
"That's already a given, but we'll have some fellatio fun before that happens."
"Mandy hasn't had it for a while," Brenda tells Cheryl, "so her tight ass is primed for fucking."
"Her ass will definitely belong to me tonight. I can hardly wait to take her home and get her in bed."
"Mandy, why don't you get dressed so you and Cheryl can get going," Brenda says.
"And look," she points at a dry cleaning bag draped over the couch, "I picked up your sexy dress from Virginia yesterday, all cleaned and ready to wear tonight."
"My party dress…! Can I put it on right now?"
"You'll be more comfortable wearing something casual," Cheryl suggests, "It'll be a while before we get dressed for dinner and clubbing."
"Okay, I can wait, but I wonder what I should put on?"
"Surprise us," says Brenda, "you've grown up enough to start choosing your own clothes to wear."
~~~~~
I kinda wanted to show Sherry how I look in my sexy party dress, but she'll see it soon enough. Right now, I have more important things to think about. Mistress is letting me pick out my own outfit, and that's big girl stuff!
Let's see… I can wear my padded pussy panties under the tight jeans Sherry bought me this week. They'll look cool tucked into my high-heel leather boots, plus give me the girly figure I want. A crop top blouse will show off my belly ring, and of course, my b-cup falsies.
Hmmm… maybe not… my bigger C-cups might be sexier. I want to look good for Cheryl, cuz her cock is my ticket to heaven tonight. No, wait… my B-cups will probably look more natural with my pixie hairstyle.
Fuck, I'm so confused. Why do I always feel stupid when I'm horny and have to figure stuff out? God… I think I need a good fucking before I can even think straight.
~~~~~
Well, I finally managed to get dressed, and I'm checking myself out in the mirror. I can't believe how cute I feel wearing earrings, oh… and yes… the smaller b-cups do look better on me. I'm not really a big tit kind of girl anyway, and Cheryl's tits aren't exactly huge either, so it wouldn't have been good to show her up.
After packing my overnight suitcase, I make sure I've got all my makeup in my clutch purse along with my pink sissy phone, cuz I can't leave home without my sissy phone. When I join the girls in the living room, everyone compliments me on the clothes I picked out all by myself.
"I'll probably need to bring some money," I tell Brenda, since she only gives me a small allowance each week.
"Girls don't pay," Cheryl laughs. "Girls put out. If I pay your way, will you put out for me like sissy dates are expected to?"
"This sissy wants to put out!"
"Yes, honey," she gets up and takes my hand, "you most definitely will. Is my princess date ready to go?"
"Oh God, I'm sooo ready!"
~~~~~
Cross-dressing has become so second nature to me that I just now realize as we drive off… in my excitement, I forgot I was dressed en femme when we walked out to her car. I hope the neighbors didn't see me, but fuck 'em if they did. A sissy has to be who she is, and she can't afford to concern herself with what other people might think of her.
Neither of us has eaten breakfast, so we decide to stop for lunch in Sacramento before the ninety-minute drive to the Bay Area. When we find a place to eat, Cheryl kisses me before we get out of the car and tells me how pretty I am with golden rings dangling from my ears.
I can't tell you how wonderful that makes me feel. I just know something amazing is about to happen to me, like maybe I'll be graduating to the next level of sissy maturity!
Cheryl's hand on the small of my back makes me feel like her little whore as we enter the restaurant, but she's treating me like a girlfriend, and definitely not like a whore. It's probably because we share the same sexual orientation, which means we're equal in every way.
She's way more experienced than me, which is totally cool, because there's so much I can learn from her. Like Brenda says, a shemale can be like a big sister to a sissy, so I want to soak up everything she can teach me.
I ask Cheryl to order my food, because I'm always freaked out about my masculine voice giving me away. But instead of ordering for me, she teaches me how to shift my voice an octave higher, and by golly, it works! Who knew? I don't sound as feminine as she does, of course, but she says all it takes is practice and commitment.
I'm tempted to order chicken fried steak, my favorite lunch when I was Mark Harrell. But I'm Mandy Parker now, and Mandy Parker wants to be a skinny little thing, so she orders the chef's salad instead. And wow, my stomach must really be shrinking since I've been starving myself, cuz I can only finish half my salad before I'm stuffed. Watch out, skinny bitches, here I come!
Cheryl excuses herself to use the bathroom, and while she's gone, I check out the guys and imagine myself sucking their cocks. Call me a slut if you want, but I can't help it if Brenda's changed my mentality so much that all a man is to me anymore is another cock to suck. When Cheryl comes back, she opens her purse to show me her panties stuffed inside.
"I took 'em off," she winks, "so you can have dessert when we get on the road."
"Oh, goodie! I've been dreaming about sucking your cock all week!"
"And I've been dreaming about sucking yours. You're not the only cocksucker here."
"That's a switch. I'm always the only cocksucker when I'm with guys."
"You're not with a 'guy,' darling. Being born male doesn't mean we can't live our lives as girls if our bodies need cock to survive. We're very much the same, you and I, with the same physical wants and needs. And just so you know, when trans girls and sissies go to bed, they do the same things to each other."
"You mean, like, fucking each other?"
"Yes, baby, that's exactly what I mean."
~~~~~
As soon as we get on the freeway, Cheryl raises her skirt so I can play with her cock. When I sucked her off in her office, her dress was over my head, so I didn't really get to see it. But now I can appreciate its gorgeous beauty as lick up and down her velvety-smooth shaft. I'm having the best time, just leisurely sucking away as she drives down the road.
"You better stop, honey," she softly moans after enjoying me for at least an hour, "I don't want to cum just yet, and I almost did a couple times. You're a sweet little cocksucker."
"I love how your cock is so much softer than any other cock I've sucked."
"Tasty, isn't it…?"
"It's so delicious!"
"The reason it feels better in your mouth is because taking estrogen made my cock skin soft, like the rest of my body."
"Will estrogen make my cock skin soft like yours?"
"Most likely it will. Besides growing tits, obviously, soft skin is why sissies take estrogen in the first place. A soft-skinned cock is what attracts a lot of men to girls like us. They're in denial about their own homosexuality, so they can't bring themselves to suck another man's cock.
"It's a pity, really, because they'll never experience the pleasures we get from doing it. Oftentimes, they'll suck a t-girl or sissy cock and pretend it's a woman's clit, but the truth is, they're just as fuckin' gay as we are."
"It's weird to hear you say that, because last weekend Mistress Virginia and Brenda told me that I'm gay. I'm having trouble coming to terms with it, cuz it's something I never had to think about before."
"What's to think about? If you have a cock, and you love other cocks, you're gay… case closed. The moment I laid eyes on you, I knew you were gay like me. Girls like us are all homosexuals, every one of us.
"But we're also very different from the stereotyped gay man that society associates with homosexuality, because we're effeminate. Denying it only brings self-doubt and unfulfillment, whereas accepting and embracing it opens up a whole new world of exciting possibilities."
"Do you think I might be trans, like you?"
"Probably not."
"How do you tell?"
"It's too complicated to explain right now. Let's wait and see how you feel after you've been on hormones for a year. There's no need to consider full-on feminization surgeries if you're happy being a sissy. Estrogen is probably all you need to feel comfortable in your own skin."
"Can you explain to me sometime?"
"Sure, at my office I can, but not when we're about to have fun on a date. My exit's coming up, and I'd rather think about sucking your sissy cock, like you just sucked mine."
"I thought you lived in Sacramento."
"Nope, I live in Alameda. I work at a medical clinic here."
"Are you a doctor?"
"Not quite. I'm a Physician's Assistant. I take care of routine office visits so the doctor I work under can treat the more serious cases. I work here Monday through Thursday, and come to Sacramento on Fridays to do piercings and help sissies with feminization issues they're too embarrassed to talk to their doctors about. If I think they need gender counseling, I'll refer them to specialists I know in the Bay Area.
"Anyway, I hope you're getting hard for me, cuz this next apartment complex is mine."
"I'm still hard from sucking your cock."
"You little slut… you think just like me!"