It's hard to believe I'm waking up so energetic after my guys pounded the hell out of me last night. The more they gave me, the more I wanted, and I might have gone all night if their cocks could have stayed hard. I'm not sure what time we finally crawled under covers and called it a night, but I know it was late.
Rob and Max fell asleep right away, but I was too excited to sleep. I mean, I just got banged in both ends for what seemed like forever, and my sissy brain was a hot mess of realizations that I'm definitely a hot fuck. It was the ultimate experience I needed to finally fall in love with the complete and total me.
My budding sissy breasts were a stark contrast to their masculine chests, and my skin, so much softer compared to theirs, made me realize how much I've physically changed since Mistress put me on hormones. It sucked being on the bottom rung of male society when I tried to be a man, but life is so much better now that I'm a sissy.
The slutty desires that consumed me last night still rage as I lie between them with this horny itch in my ass. Fingering myself helps a little bit, but the only thing that'll satisfy my itch is a hard you know what. Max is facing away from me and lightly snoring, so when Rob rolls over on his back, I can't resist planting soft little kisses all over him as he sleeps.
His scent is quite musky after last night's sweaty fuck fest, but not too unpleasant for me to kiss his cock and glide my open lips along his soft shaft. The saltiness of his skin just makes it more thrilling to swirl my tongue around his foreskin before taking him halfway into my mouth.
Oh my God… I was so lucky last night when Max taught me how to suck cock like gay men do. I learned so much cool stuff about giving head that I just might turn out to be the hottest little cocksucker ever!
I never imagined there was so much sissy power in holding the reins to a man's pleasure in my mouth. I can spur him on more quickly if I want, or hold him back if I so desire. But for now I just want to softly suck him as I gently stir him from his sleep.
He lets out quiet little moans as he awakes, and I suck with more vigor when he starts fucking my mouth. His delicious cock pulses when it gets into my throat, but the last thing I want right now is his wad in my throat. I have a greater need I want taken care of.
Kissing my way back up his hot body makes my soft sissy nipples tingle as they brush along his coarse, masculine skin. I give him my sexiest kisses so he'll know what I'm wanting, but no words are spoken as he senses my desire. He only grins as he reaches over to the nightstand and hands me the almost-empty bottle of lube we used last night.
After a few more kisses, I'm raising myself up to spread a generous amount over his hard shaft. Performing this servitude for him gives me a sweet sense of sissy satisfaction in knowing that it's me who's initiating what we're about to do. A sissy does this for her man the morning after, to show appreciation for the pleasures she received the night before.
Our desires are in alignment as I straddle myself in position to receive him, and we both let out satisfying sighs when I sit on his stiff, rigid tool. Once the bed starts rocking, Max wakes up from the commotion of me sliding my hot ass up and down Rob's hard cock.
"You didn't get enough last night?" he chuckles as he strokes himself.
"That was last night," I giggle, "and this is today. You wanna come fill my empty mouth?"
"I was just about to ask," he grins as he stands up in front of me.
"You don't need my permission," I laugh as I pull his cock towards my mouth and continue bouncing up and down on Rob's. "You can treat me like your whore if you want."
"I'll never treat a princess like a whore, but I'll treat her like a hot sissy nympho."
"Works for me," I giggle as my cocksucker lips wrap around his short fat cock.
It's good I'm getting all this practice, because the main reason Brenda sent me here was to learn how to suck dick like gay men do. She wants me to be a top-notch cocksucker on my very first Hierarchy date, so it's important for me to practice my skills.
I must be doing a good job, because all Max does is tell me how great I am at pleasuring two cocks at the same time. The really cool thing is, I'm the one controlling everything we're doing! This is my show, so I get to decide how it goes.
Except that I'm getting way too carried away. I'm squeezing my sissy hole too tight around Rob's pulsing cock, and bouncing myself on it too fast. It's so much stimulation that he ends up cumming way sooner than I wanted. Then I get even more excited when his hot cum shoots into my sissy womb, and that makes me put a too-strong vacuum lip-lock on Max's cock, which causes him to cum too soon, too. Before I know it, it's all over, and I didn't even get myself off. Shit.
Okay… I do love the fact that I'm so hot I could make them both cum like that, but I'm going to have to learn to control my excitement when I have more than one cock. I know it's my own fault for not thinking about my own orgasm, but I'm new at being with multiple men, and my simple sissy brain gets so confused when I'm learning to do new things.
Oh well, it was fun while it lasted, even if I didn't get to cum myself.
~~~~~
Turns out that my sweet guys want me to have that orgasm I earned, and they give it to me in the shower. They have this really cool shower, too, big enough to fit four people I bet. It's got clear glass on two sides, with a shower head on the other two sides.
When they get me in there, Rob grabs me from behind while Max aims the shower heads to spray on my nipples. That gets 'em super turned on, and as Rob kisses along my neck and shoulders, Max gets on his knees to suck my little boner.
Not only does Max give me the best head ever, he also sticks his finger up my sissy hole to massage my sissy g-spot. He makes me squirm in Rob's tight embrace as his talented fingers and tongue give me the bestest orgasm I could have ever imagined.
"God…" I pant as Max swallows my sissy load, "I wish I knew how to do that for a man."
"It's a special skill your Mistress wants you to learn before we send you back to her."
"So you're gonna teach me?"
"That's why you're here, babe," Rob says as he forces me to my knees. "Brenda wants you learning about everything men do with other men."
Rob then widens his stance as Max begins teaching me the art of prostate massage. It's a little weird at first sticking my middle finger up Rob's ass, but he seems to like it as much as I do. I start giggling as I probe around to locate his walnut-sized pleasure spot, but it's not all that hard to find with Max guiding me to where it is.
When I'm somewhat comfortable with it, Rob slaps his cock across my face a few times before shoving it down my throat. Since we all have the same anatomy, Max then sticks his finger back up my sissy ass, massaging my spot again so I can simultaneously feel the same sensations Rob's feeling as I'm learning all the cool techniques.
Max is a great coach, and I'm so excited he's teaching me this erotic new thing I can do with men and other sissies. It's mind blowing to finger-fuck Rob as he fucks my throat, and when he orgasms a second time this morning, I get a hands-free sissygasm as his cum seeps into my belly!
Fuck… that was the most totally gay thing I've ever done, but I loved everything about it, and I'm learning so many fascinating things about our male sexuality that a female Mistress could never teach me. At times I was even wondering if maybe things would escalate to the point where they'd want to pee on me like Brenda and Virginia do in our shower.
It was a weird thought, because even though I love doing it with women, I don't know if I'd like it so much with men. I'm glad they didn't make me find out.
~~~~~
Once we're out of the shower and all cleaned up, I'm looking through my suitcase, deciding what I want to wear for them today. Max has to work from eleven to seven o'clock tonight, so we're going out to eat, then Rob's taking me to see the sites around Carmel after that.
It's foggy outside and rather cool, so I'll be wearing cotton thigh-high sissy socks to keep my legs warm. I'd rather have my skinny legs covered in public anyway, at least until I get more meat on my thighs as I'm developing my fat sissy ass.
Now that my breasts are growing and the hormones have changed my psyche to that of a girl, I've become very conscience about my appearance. I'm taking extra care putting on my makeup, cuz I want to look hot and sexy, but at the same time, not over do it like I've often done at home.
All the hours that Brenda and Sherry have spent teaching me about makeup are paying off now as I do my own makeup on my very first weekend date with men.
~~~~~
We take separate cars into Carmel, and I'm tempted to suck Rob's cock on the way, but I decide it's too risky, not wanting to create a scene as he drives around finding an empty parking space.
I'm feeling very confident about my anorexic looks when we get out of the car, and I love wiggling my sissy ass as we walk hand-in-hand. I doubt anyone can tell I haven't always been the cute girl I look like today.
We meet Max at this quaint little cafe, where the waitress seats us at a table by the window. I love the entire atmosphere of this place, especially watching all the tourists walking by outside, mostly observing how the women are walking with their men.
"Did Dez say when he's coming over?" Rob asks Max.
"He didn't say," Max replies. "I'll give him a buzz."
"Who's Dez?" I ask.
"He's the friend I told you about yesterday," Rob says. "I'm assuming you're still open to having another guy join us?"
"Yeah, I'm still game. So tell me about Dez."
"You'll like him," is all Rob says.
"And…?"
"And what…? I said you'll like him. What else does a sissy need to know?"
"Well, I'd at least like to know what he looks like, and maybe how old he is?"
"He's about our age, and he loves young sissies like you. That's all you need to know."
Before I can ask him anything else, the waitress brings our food, so that ends that conversation. Max gets on the phone with him as we're eating, but all I can gather from listening to one side of their conversation is this Dez guy is playing a round of golf this afternoon, and he'll come by probably early evening.
Rob and Max are tight-lipped every time I try to bring him up, so I'm left to wonder about him, as any sissy would wonder about the next cock she'll be getting.
Max heads to work after we eat, and Rob takes me strolling around all the unique little shops they have here. This is the most comfortable I've ever felt cross-dressing in public, except that for me it's not cross-dressing anymore. This is how I'll be normally dressing every day from now on, and besides that, my sissy tits have become impossible to hide, not that I'd even want to.
As we're walking by a jewelry store, the cutest pair of earrings catches my eye in the front window. I gaze at them for the longest time before Rob suggests we go in for a better look.
"Sure," I tell him, "but just to look, okay?"
The jeweler is eager to show them to me, and even lets me try them on. I can't believe how a little pair of earrings can make a girl feel so excited, but I definitely am. The longer I see them dangling from my ears in a mirror, the more I want them. Then I remember what Brenda told me on the way to the airport yesterday….
'If you see something you like… buy it. Don't worry about the amount.'
Well, I do have my very own credit card in my purse, and I've been itching to use it, but the three-hundred-dollar price tag intimidates me. They're beautiful earrings, solid gold almost, with real diamonds embedded, so they're probably worth it. At least the jeweler says they are.
This is my first big sissy financial decision, and I'm in deep thought about it, when the jeweler says that these earrings were designed especially for cute faces like mine. I'm suddenly like… geez… how can I disagree with a professional jeweler? I'm sure his opinion has nothing to do with him wanting to make a sale, and he did say I have a cute face, so… why not?
"Okay," I finally blurt out, "I'll take 'em."
"Excellent choice," the jeweler praises my wise decision as I get my sissy wallet from my purse.
"Put that away," Rob then says as he hands the jeweler his own credit card.
"No, Rob," I blush, "I can't let you... this is too much."
"Nonsense…" he says. "Nothing's too much for my princess."
~~~~~
Oh my God…! After Rob bought me these expensive earrings, I'm more in love with him than I've ever been before. I've never actually told him how I feel about him, but now I just have to. About an hour later, as we're walking hand-in-hand along a secluded area of Carmel Beach, my sissy emotions are just too strong to hold back any longer.
"I think I'm in love with you, Rob," I open my soul to him, "I've felt it ever since the night you took my sissy virginity from me."
"Whoa, baby girl…" he's taken aback.
"First off," he says after a long pause, "I didn't take your sissy cherry, you gave it to me.
"And second, you're not in love with me, you're in love with having sex with me. There's a huge difference between physical love and emotional love. I do love you in a physical way, but I'm not emotionally in love with you like I am with Max."
"B-but… I feel so emotionally attached to you, Rob. I just know I'm in love with you."
"Listen, little princess, sissies are known for falling in love with just about every man they get in bed with. They're emotionally weak by their very nature, but that's why they're the cute little fucks they are. Trust me, you won't feel the same way about us when you get back home with Brenda and Sherry. Those two women are who you're in love with, not me.
"Max and I both love having you in our bed, but we're certainly not in love with you. Our love is pure physical love, baby girl. You need to understand that."
"I'm trying," I say with tears in my eyes.
"How about we go back to the house and experience all that physical love I'm talking about? You know I'm gonna hate taking you to the airport tomorrow."
"Do you actually mean that?"
"Of course I do. You're a very sexy sissy, you know."
"You make me feel sexy."
"You can't feel sexy unless you actually are. Those earrings make you look even sexier."
"I love my new earrings. Is it okay if I think about you when I wear them?"
"Of course you can think about me. I think about you a lot."
"Really…?"
"Yeah, really. Let's spend the afternoon in bed, and I'll show you how I think about you."
"Oh God, Rob… you know I wanna do that."
~~~~~
I felt so crushed at first when Rob didn't react the way I wanted him to, but as we're driving back up the mountain to his house, I'm starting to realize how stupid I was to think he'd actually be in love with a sissy. Shit… what the hell was I thinking?
Brenda and Virginia have talked to me about this before, about how it's so easy for a sissy to get all wound up in bed and think she's fallen in love, when she's only in love with the sex. It's how so many sissies get into trouble and end up in abusive relationships.
I'm feeling better when we get back to the house, but Rob knows I haven't fully recovered from my emotional breakdown, if you want to call it that. The morning fog has burned off and the sun is out, so he rolls a joint and takes me out on their patio. It's wonderful to be held in his arms as we gaze at the ocean and get high on pot.
He takes my mind to a very tranquil place, where he can talk to me about love, sex, and everything in between. Being twenty years older than me, Rob knows a lot more about these things than I do.
Kristy's talked to me about 'the change' every sissy goes through during her hormonal transition period after she's been taking estrogen a while, but Rob explains it in a way that makes it easier for me to understand. Rob helps me realize I'm going through my sissy transformation, which makes me susceptible to falling for any man I'm with right now.
He goes on to explain that the only person I should ever be totally in love with is Mandy Parker, the hot little sissy girl I've become. Mandy Parker wants men to fall in love with her, but she never allows herself to fall in love with them.
Her sissy purpose is to serve men in sexual ways their wives and girlfriends never can, and they, in turn, satisfy her addiction to male cock and the kinky lifestyle she's now accustomed to living. She lets men think they own her, when in fact, she's the one using them to give her money and expensive gifts in return for the unique sexual delicacies only a sissy girl like her can provide.
~~~~~
I'm still in love with Rob when he takes me into the bedroom an hour later, but it's okay now, because I know the only part of him I'm actually in love with is his cock. Without all my stupid sissy emotions getting in my way, I'm experiencing my sissy gender in an amazingly different way as we undress each other next to the bed.
Rob leaves my sissy stockings on so the female part of me remains strong and vibrant as he kisses me and squeezes our hard cocks together in his hand. It makes me want to be his total sissy girl as I get on my knees to be his hot little cocksucker.
I salivate at the opportunity to worship Rob as I kiss his balls and lick the entire length of his big, beautiful cock. It's so clear to me now that the only reason I love men is because I love what their superior cocks can give me, and what I'm in love with is the attention I get as a girl.
I've never loved sucking a man more than I'm loving it right now as my hot tongue triggers all the spots on his cock that Max taught me about last night. He called them penis pressure points, and I'm discovering how a weak little sissy like me can control a big strong man by triggering his pressure points.
Rob praises me as I worship that beautiful thing between his legs, and every time he tells me what a hot little cocksucker I am, I wanna suck him better. I hope I'm giving him the best head he's ever had, because this is for sure the best head I've ever given.
Now that Rob's taught me how to let go of my frivolous sissy emotions, my mind is free to laser-focus on nothing but his gorgeous cock. It feels so natural now that I don't even have to think about it as I'm giving my best head ever!
He pulses in my mouth each time I bring him to the edge of orgasm, and each time I skillfully ease him back so he doesn't cum before I want him to. I tell him I'm ready to fuck whenever he wants, but he's more interested in giving me the same pleasures I've just given to him.
He picks me up and gently lays me on the bed, then he makes the sweetest love to me in ways only a gay cock lover could do with a sissy. He first triggers my male sexuality as he sucks my midget cock like no one ever has, then he ignites my female sexuality when he lifts my legs apart and eats my sissy ass like it's an actual pussy.
I so love his hot tongue, cuz being eaten out makes me want to fuck so bad. He's so skilled at bringing me to the brink of orgasm, then holding me there as I beg to be fucked. He does this over and over, teaching me how to control my own body so I'll be a hotter fuck, while at the same time getting more sexual enjoyment out of it for myself.
It's so cool to experience both sides of my sissy sexuality in incredible new ways as he sucks my sissy cock and simultaneously finger-fucks my butt. I'm needing a sissygasm in the worst possible way, but Rob ignores my relentless begging. Each erotic sexual peak gets higher and more intense, until I've learned how to plateau myself on my own without squirting sissy cum all over myself.