I'm awakened early the next morning, with Rob kissing my neck and pulling me into his masculine chest. He'd already woken me up and screwed me a second time last night, so my thoughts are already awash with feminine desires. Feeling so subservient to him, I turn over and just gaze at him in worship.
His tongue invades my mouth again, doing whatever it wants as he grabs me by the ass and kisses me so hard. I still don't think I like kissing guys, but I love kissing Rob. In no time at all, he's got me moaning like a slut, grinding his thick, hardening cock into my petite little three-and-a-half inches.
I melt right into him as he aggressively bites my neck and nipples, spanking me intermittently and squeezing my ass cheeks apart. I'm totally his bitch at this point, running one hand through his hair and grabbing his butt with the other… all the while his mouth... continues to assault me.
Barely lifting my knee is all he needs to do to get me to wrap a leg around his waist. He rubs his slippery head around my hole to tease me, and I beg to be fucked again. His teeth bite hard into my lower lip as his cock pierces into me, making me scream a little when I taste blood.
The sensual tingling around my stretched-out hole has my clitty leaking pre-cum like a sieve. Rob's such a gentleman to wait until my pulsing pussy relaxes around him before penetrating me further. My hot little ass, still lubricated and full of cum from last night, offers little resistance when he pushes deep into my depths. I wrap my other leg around him and lock my ankles together as he rocks me into a state of sissy bliss.
"God…!" I moan, "I fucking love your cock!"
"Fucking without condoms is nice… yes?"
"Bareback is the best, Rob. I love being your sissy-girl."
"You're my bitch… bitch!"
"Okay… bitch then. I love being your bitch!"
Completely dominated by his superior masculinity, my arms wrap around him and my body starts shaking. I bite my already bitten lip when Rob tells me that I'll forever be his little bitch. Watching those hypnotizing sissy videos every night, along with Brenda's skillful training, has brought me to a happy place, where I can accept being someone's bitch. There's just nothing left inside me to resist it.
It's not long before we're in a rapid rhythm, with Rob pumping me hard and calling me his little bitch. I moan and pant, loving the feeling of his bare cock moving inside me. Getting fucked bareback really is the ultimate in sissy-sex, just like Brenda said was. I really trust my Mistress.
Rob pounds into me harder, almost knocking the wind out of me as he bounces me on the bed. I'm moaning in submission as he stiffens and explodes inside me, thrusting five or six more times as his cum warms my sissy-hole. Without a rubber, I can really feel him pulsing as waves of sissy pleasure overwhelm me. Fucking bareback is such a blast!
I look at him and smile, saying "thank you" as he slowly pulls his sticky, wet prick out of me. I lie still for a moment, letting the tingly, achy feeling in my stretched hole rock my world. Rob never stops kissing me, and I wonder why being kissed by a man feels so romantic to me now.
~~~~~
He's cuddling me for probably fifteen minutes when Rob's phone rings. It's Brenda, and Rob switches the phone to speaker mode so we can both hear.
"Good morning, Rob, how's my little sissy feeling this morning?"
"She's a happy little bitch after I fucked her three times."
"Was she a good little cocksucker?"
"She'll be an expert with a little more practice."
"I told you she was ready, didn't I?"
"You know your sissies, Bren. Her sweet cherry was so ripe to be taken. We'll be down in a few minutes after we take a shower."
"No, don't shower her yet. I wanna see how you ravaged her before we clean her up. Bring her down as soon as you can, I've got a special treat waiting for my little slut."
"We're on our way."
~~~~~
"We need to get dressed," I say to Rob.
"I do, but you don't. You heard what Brenda said. She wants you to stay as you are."
"I'm not leaving this room looking like this!"
"You will if I say you will… bitch!" Rob puts me in my place. "I'll let you wear panties, but that's it. Nylons and panties are all you need. Sissies are never fully dressed when they're taken back to their owners. They want everyone to know they were used like little whores last night."
"Really…?"
"Yes... really. You weren't the only sissy who got fucked last night. Why do you think the owners bring their sissies here? To whore them out, that's why."
"You mean the guys here pay for sissy-sex?"
"Every sissy's ass is for sale, Mandy. This resort is well known for the fabulous sissy whores who come here. The owners bring their best sissies to show them off and sell their services. It's strictly business, you understand. Sissies earn their keep by fucking anyone their owner sells them to."
"Did my Mistress sell my, ummm… services to you?"
"No. She invited me here to take your cherry. And now that I own it, you'll fuck me for free, whenever I want."
"Mmmm… like I get to be your personal bitch…?"
"Sort of like that. But knowing Brenda, she'll probably be offering free samples of your ass to prospective future customers."
~~~~~
I'm feeling pretty embarrassed, walking down the hall wearing nothing but nylons and skimpy white panties. Luckily, there isn't anyone in the hall as we walk towards the elevator. It's when the elevator door opens that I start freaking out. All I see at first is three horny-looking guys, and I latch onto Rob's arm.
Then, back in the corner, I see another sissy. The same sissy I saw last night when we went to dinner, the one with the gold chains hanging from her pierced nipples. She's as scantily clad as I am, and giggles at me as we walk in. Rob pushes me towards the back next to her as if this is where sissies are supposed to stand, behind the 'real' men.
She leans towards me like she did last night, rapidly whispering in my ear, "You got… fuckedfuckedfuckedfuckedfuckedfucked!"
I giggle and whisper back, "I sure… dididididididididididid!"
"You bitch!" she whispers with a giggle. "I'm Marci, and these three guys fucked me all… nightnightnightnight!"
"You whore!" I giggle as I whisper back. "I'm Mandy, and I'm jealous!"
'DING DING' the elevator stops at our floor.
Marci playfully grabs my ass, making me giggle as the door opens, and I follow Rob into the hallway. We pass by another sissy hanging on to her date, with dried cum on her face and wearing nothing but a cock cage. Rob knocks on our suite and the door cracks open as Brenda peers out before unlatching the security chain to let us in.
Exposed like I am, I hurry to get inside to see Brenda in the nude, giving Rob a kiss.
"Hey, baby doll," she turns to me, "looks like you had fun last night."
She notices the bite mark on my lip and turns to Rob, "I told you to be gentle with her."
"It was an accident, Mistress," I jump to Rob's defense, "Rob never hurt me, even one time."
"Your sissy has such a hot ass," Rob chuckles, "it's hard not to get carried away."
"Didn't I tell you she's a hot one?"
"She'll bring in top dollar when you start pimping her."
"That's why I'm letting you have her for the weekend. You're the best stud I know to teach a sissy the joys of bareback fucking.
"Mandy, darling… did Rob give you a nice load this morning?"
"In my pussy."
"Wanna swallow a load?"
"I could."
"Turn around, baby, there's a load waiting for you on the bed. You just have to suck it to get it."
I don't know why I didn't notice before, but there's a naked guy on the bed, pointing his cock at me. He must have spent the night with Brenda. I don't see Sherry anywhere.
"Where's Sherry?" I ask Mistress.
"Look on the patio."
I walk towards the patio, and there's my wife, naked and on her knees, sucking on a guy's dick.
"Looks like you two had fun last night, too," I say to Brenda.
"We didn't come to eat pussy, when we already do that every night at home. You didn't think we'd let you have all the fun, did you?"
"No, I guess not. I shoulda known this would happen."
"Count on it happening all the time, sissy. Now go take care of Jeffrey's cock."
"Yeah…" Jeffrey says, "get your slut-mouth over here, bitch. I wanna try you out while you're still free."
"Yes, sir," I accept my sissy role without question. "I'll do my best, sir."
When Rob fucked me after waking me up this morning, my sissy-brain kicked in before my rational brain even had a chance to start functioning. I'm in full sissy mentality as I crawl up on the bed and see a nice hard cock waiting for me. I take Jeff's cock in my hand, open my mouth, and start sucking.
"Good girl," Jeff sarcastically calls me a female.
It feels surreal, and so right, having a hard dick in my mouth and being called a girl. I love the hardness between my lips and the motion of bobbing up and down.
I also love the contrary humiliation of being something so taboo as a male cocksucker and loving the fact that I've become one. I focus everything on pleasing the cock in my mouth and the cum I'll get to eat.
"That's it, bitch," Jeff tries to humiliate me, "chomp on that love stick. You'll get your treat only if you earn it."
He aggressively puts his hands on my head, pushing me down on his dick farther than I can handle. I choke as he hits my gag reflex, and it's all I can do to pull myself off him.
"Shit, Brenda…" he complains, "this bitch can't even deep throat."
"Settle down, Jeff," Mistress defends me, "she's still learning. Just lie back and let her do her thing."
I want to thank Mistress, but I think I better not. I have a man in front of me who's not impressed, and it's my job to change his mind. He starts relaxing as I suck on his balls and soothe him with gentle licks up and down his impressive shaft.
"Oh yeah… much better, bitch."
I swirl my tongue around the head a few times before wrapping my lips around his cock, hoping I can get farther down on him this time, without him forcing the issue. It's not long before his head is knocking at my gag again, and try as I may, I just can't get past it without choking.
"I'm sorry, sir, that's as far down as I can go."
"That's okay, beautiful. Just suck on it like you were doing. Your sissy-mouth feels awesome."
"Thank you, sir."
I appreciate every compliment I can get as I suck him with renewed vigor. There's something about having a stranger's cock in my mouth that really turns me on. My sissy-brain is working overtime and my hypno-training kicks in, telling me I'm just a cocksucking bimbo.
'Don't think… just suck,' I tell myself, and I do.
Mistress gets on the bed and gives Jeff's cock a lick. "Watch me, baby," she whispers, "this is what we'll be working on next."
She moves me out of the way and puts her lips on his head. Taking Jeff's cock in her mouth, she goes down down on it… all the way down on it, until the entire cock disappears inside her mouth. When she comes up, she does it slow and seductively, making Jeff moan for her as it pops out of her mouth.
"See how that's done, sweetheart?" she kisses me. "Mistress won't expect you to do anything she can't do herself.
"Would you like Tony's cock up your butt while you're worshiping Jeff?"
"Yeah…" I nod my head.
'Another cock!' my sissy-brain gleefully tells me as I go back down on Jeff. Mistress goes out to the patio where Sherry's still sucking Tony's cock. "Wanna sample my sissy's ass?" I hear Mistress ask.
"Fuck yeah!" Tony jumps at the offer.
Within minutes, Brenda and Sherry both jump on the bed, one on either side of me. Sherry impresses me by deep-throating Jeff like a pro. It's obvious that Brenda's been teaching her a lot, and it's no wonder, considering how many black guys she fucks every week.
"She's all yours, Tony," Brenda says as she pulls my panties down to my knees. "She was just fucked less than an hour ago, so she should still be opened up and ready to go. Fuck her real good. I want her addicted to it like a bitch before we go home tomorrow."
"She's probably already addicted," Rob chimes in. "She takes cock really well, considering how inexperienced she is."
"That's because I plug her sissy-ass every night," Brenda says. "She's used to being filled, it's being fucked bareback that I want her addicted to."
"Oh yeeeeah… suck that cock!" Jeff yells as I go down on him again, "That's a good mouth you have, bitch. Let's see you choke on it again, slut!" He pushes my head down again just as I feel Tony's cock pushing into me from behind.
"Take those cocks, Mandy!" Sherry joins in to encourage me.
Honestly, I don't need much encouragement. It turns me on when I watch sissies doing it in the videos, and now, here I am, taking cock at both ends, just like they do. I can say that without a doubt, doing it is way better than just watching it.
"This is you, Mandy," Sherry praises me, "the natural you. My sissy-girl husband has come of age. You'll never be Mark to me, ever again. We'll never go back to the way we were!"
I suck hard on Jeff's cock as Tony sinks himself deep into my sissy-puss. It's a glorious feeling, unlike any I've felt before.
"Shit, you're really going to town," Jeff compliments as I suck furiously. "Sissies always suck better with a cock up their ass."
My sissy-brain is in full control as I pleasure two cocks at the same time. My prostate is going crazy with Tony's hard meat rubbing hard against it. The erotic sensations send me into such a fury that I suck the cum out of Jeff's cock in a matter of minutes. He must have fucked Brenda or Sherry several times last night because instead of exploding in my mouth, the cum only oozes out of him as his cock pulsates. Still, just knowing that I made him cum excites my sissy-brain.
I keep Jeff's shrinking cock in my mouth until Tony finishes himself off and deposits another load of cum into my already full sissy-hole. I got enough out of Jeff to coat my mouth and throat with cum, and when Tony pulls out of me, I'm a very satisfied sissy, already fucked twice in the ass, and once in the mouth… before breakfast!
~~~~~
After that unexpected sex romp, Brenda tells me I'm basically Rob's property until tomorrow morning. I'm to think of myself as his personal bitch, and I'm expected to serve him by doing anything he wants, without question. This is easy for me to accept since I'm already in love with his cock. And strange as it seems, I think I'm starting to fall in love with more than just his cock.
Imagine that… me, falling in love with another male. It's so against everything I've been taught growing up in the church, and so against my character up to this point. But then again, Brenda has completely changed my character. I'm no longer the man I thought I was. I've now become a full-blown sissy, more female than male.
"Have fun with your new boyfriend," Brenda hugs me before we leave.
"Have fun, baby," Sherry plants a big kiss, "today is your sissy honeymoon. I want you to be everyone's sex toy today. Get into it, lover, because this is who you are!"
~~~~~
I feel so different walking down the hall this time, hanging on to Rob like he's my husband. It feels kinda gay, but I tell myself it's not gay, since I'm a sissy, and he's not gay. Brenda put some clothes in a suitcase for me, and I'm carrying it in one hand with my other arm around Rob. I'm not embarrassed when we get on the elevator with another sissy and her lover. We're both naked except for nylons, and we're both hanging on to our lovers like a couple of bimbos.
When we get back to Rob's room, he takes me right into the bathroom and hands me the enema kit.
"By my count," he says, "you've taken four loads like a good little whore should. Good sissies clean themselves out for the next guy, so get yourself squeaky clean down there, then join me in the shower."
Rob doesn't give me any privacy and sticks the tube up my ass to flush everything out. It's embarrassing at first, but as Rob undresses in front of me, I'm more focused on his beautiful cock. I feel privileged to have such a beautiful man wanting me as his personal bitch. I rinse myself one last time as Rob gets into the shower, and after making sure I've expelled only clear liquid, I eagerly get in the shower with him.
Without my wig on, I'm feeling more of my male side as Rob kisses me and rubs his soft cock against mine. He occasionally takes both of our cocks into his hand, holding them together as he kisses me and runs a soapy finger between my ass cheeks. I melt into him again and willingly drop to my knees when he puts his hands on my shoulders and pushes me down.
Taking his soft cock into my mouth is a new kind of heaven for me. The warm water splashing on my face is so erotic as I worship his manhood and suck on his balls. He's not calling me a slut or a bitch like other guys always do. Instead, he pets me and tells me what a pretty boy I am without my wig. It sounds kinda gay, but once again, I tell myself I'm a sissy, not a femme boy.
Amazingly, our cocks are still soft when we get out of the shower and I'm feeling closer to Rob than ever. Rob is obsessed with kissing me, and I have to admit, I really like it, just like Brenda told me I would. It's surreal how Mistress knows things about me I never knew myself. As soon as we're dried off, Rob wraps his masculine arms around me and kisses me with so much passion that I'm nothing but a helpless ball of putty.