Chapter 1
I woke up, wrapped in big strong arms with a rather large stiff pole grinding against my ass checks. Instinctively, my hips seem to wiggle on their own accord and a soft moan breathes into my ear. Hands rub up and down my body. “Hmm, are you awake, baby?”
I turn to look into Edna’s eyes as she smiles at me, biting her lip. I nod. “I think so, however, I’m still unconvinced that this isn’t a dream. Although, not even in my wildest dreams would I ever wake up cuddled with someone as beautiful as you.”
That gets a giggle out of her as she leans in and kisses me, holding nothing back. Her cock, still grinding against my ass. She finally pulls back and looks deep into my eyes. “How did I get so lucky to have a cutie like you?”
“I could ask the same thing,” I say with a smile.
She laughs and kisses me again. “How did you sleep, baby?”
“I can’t complain. Although, waking up was far better,” I say.
She can’t keep the smile from her face.”Good, I’m glad. You have no idea how wonderful it’s been since you hitched a ride. I’ll admit I was going through a rough time before you came along. Feeling downright lonely. Went through a tough breakup. The person I was with, well… Let’s just say she wasn’t who she claimed to be and I always tend to blame myself. But you’ve made me feel good about myself.”
I turn to face her and hug her. “I’m sorry. That’s awful. What happened?”
She holds me tight before letting go with a sigh. “It’s not something I want to talk about at the moment. Maybe another time. What about you? Did you have any relationships?”
I shake my head no. “I’m still a virgin… Well, I guess not really since you fucked me. I honestly didn’t expect to lose my virginity that way. I mean, I always thought I’d lose being the one to fuck a girl, not being the one fucked by a girl. If that makes any sense.”
Her eyes go wide. “Really? You’ve never had sex before the other day?”
I nod my head. “Before the other day, I was a complete virgin. To be honest, I wasn’t exactly the coolest kid back home. Well, I’m kind of a loser. I never really had any friends and girls never gave me any attention.”
Her brow furrows as her eyes narrow. “You are not a loser. Never talk like that. I’ll spank your bottom if I hear you talk down about yourself. I don’t care what the assholes in your hometown think. Darling, you’re the coolest person I know and we’re going to have to do something about your top virginity. How would you like to lose it right now?”
My jaw drops. “Like, with you being the bottom and I’m the top?”
She giggles. “You sure are cute. I’ll admit I’m not a big fan of being a bottom. I don’t like the idea of giving up control and being vulnerable to someone. Honestly, I enjoy being on top and being in control of things. Being the driver, since that’s who I am and what I do if you couldn’t tell.” She looks up at the front of the cab with the driver’s seat. “But I don’t mind letting someone special give me a good dicking. Especially if they ain’t all that big, no offense, sweetie.”
I can’t help but blush as I look under the covers at my tiny little dick and compare it to the massive anaconda resting against my thigh. It could eat my little tiny cock for breakfast. “I mean, it’s hard to argue when you’re right. I’ve got a small cock, and it’s one of my many flaws.”
She reaches over and gives my ass a hard slap, making me gasp out. I look up at her with a wide-eyed expression. She just giggles. “Oh darling, I told you if you continue to talk bad about yourself I’d spank your ass and I’m a woman of my word. Besides, I don’t think it’s a flaw at all. It’s cute and I love it. Regardless, your ass is divine and I’m more of a butt kind of gal. There’s nothing better than watching my cock get buried into a nice soft and plush tush, and yours is one of the best I’ve seen.”
Then she kisses me. “Come, love, time to lose that virginity of yours.”
She turns around and gets on all fours, showing off her thick ass with those smooth black cheeks. It feels like I’ve just won the jackpot. It takes me a second to just marvel at how perfect her butt is. Before I can stop myself, I bury my face between her big round cheeks, diving in tongue first.
I grip her butt cheeks and lap up her ass like a dog thirsty after a day chasing cars under a hot summer sun. This is too good to be true. Her skin is so smooth and even though there’s a nice cushion, her ass is quite firm with muscle.
She laughs. “Someone is excited. Don’t forget to breathe back there.”
And I do as she says, breathing in her musky scent. It’s heaven and she’s a goddess. After satiating my thirst, I finally pull back, stroking my little cock. She reaches back and lubes up her ass before lathering my little dick. Then she smiles and winks at me. “Go on, sweetie, I’m ready for you. Just take it slow.”
I nod as I square up behind her big, round ass. I slide the tip of my dick down her asscrack before it meets the entrance to her back door. Slow and steady, I push my little willy against that winking starfish and before I can blink, it pops in. It’s so tight. She looks back. “You in?”
I nod. Does she not feel it? That’s definitely not what any man would want to hear. She nods and smiles. “Okay, baby, take it slow and fill my ass up with your cock.”
And that’s what I do. Slowly pushing more and more of my dick in until I’m balls deep inside her. Do I hold it there or pull it back out again? “I’m in.”
“You are? Good boy,” she says with a smile. “Okay, now fuck me like there’s no tomorrow.”
My eyes go wide. “Really? Won’t it hurt?”
She gives me a half smile. “Well, you’re not all that big. Not trying to insult you or anything.”
I let out a sigh. She leans back placing her hand on my cheek. “Aww baby, don’t worry. I like it. Now fuck me. I want to feel your cum inside me.”
“Can we change positions?” I ask.
“Sure, what position would you prefer?” she asks.
“Well, I want to kiss you,” I say.
Her face melts into a smile as she shifts and turns around. “Aww, you’re just so perfect.”
She then lays down on her back and spreads her legs. “How’s this?”
I nod with a smile as I shuffle up between her thighs. After I line my cock up, I push it back inside her. She lets out a moan and I start to hump her, starting slow as I get into a rhythm. Leaning down, she pulls me into her arms, crashing her lips into mine. I hump her like a rabbit as she holds my face and kisses me deeply, her tongue. I hump her faster and faster as the pleasure builds up inside me before… “Oh….”
I feel my cock drizzle cum inside her. “I’m cumming.”
My little cock continues to spurt out cum as I moan out in ecstasy while she grinds her hips back into me. I all but collapse on top of her. She rolls us over so she’s on top and mounts my chest, stroking her big fat cock. She put that big black dick in my mouth. I suck on it as best I can with what energy I have left, feeling sapped after cumming. I’m rewarded with a mouth full of her salty cream and I swallow it down. “God, you look so sexy with my dick in your mouth, especially when it’s full of a load of cum.”
I can’t help but smile as I continue to suck on her softening cock. She slides off of me and gives me a big sloppy kiss. Is this what love feels like? Then she kisses down my chest all the way to my little pecker and licks it clean. “Well, we should hit the road. I think if we don’t hit any construction or trouble, we’ll be able to reach our destination and then I have a few days off. I’ll show you my place and you can move in if you still want to. I’ve got a small little cabin not far from our destination. Actually, I’ve got a few cabins throughout the states. Makes the job easier when you have your own place to stay in. I usually rent ’em out to other truckers when I’m not there, so they pay for themselves.”
“Oh nice, and I’d love to move in. Edna?” I ask as I look into her eyes.
She raises an eyebrow at me. “Yeah, darling?”
“Are we like, boyfriend and girlfriend?” I bite my lip as I search her eyes, hoping for confirmation.
She smiles in a way that melts my heart. “Is that what you want?”
I nod. “You’d be my first and hopefully my last. I’d feel like the luckiest person in the world.”
“Aww, ain’t you the sweetest? If that’s what you want, then that’s what it’ll be. But I’ll warn you if you really want to make it work, then you’ll have to either be comfortable with me being on the road all the time or join me. I could use the company. Especially from a cutie like you. I’ll also say my last few relationships were poly,” she says as she cups my face with her hand.
“Poly?” I ask.
“Yeah, meaning we slept with other people because we were both truckers and sometimes we’d end up traveling to the opposite sides of the states. So, in those times, we’d shake up with random people, and sometimes we’d share someone. All the women I dated were trans and most were either tops or versatile, which kinda makes it difficult to see how I’m also a top. Two tops don’t make a bottom. So we’d always end up clashing over who was going to top who. That’s why we let things be open, so we could find bottoms to have sex with,” she says as her thumb gently strokes my cheek.
“So, I’d be the bottom in this relationship?” I ask as my hand runs up her arm and rests against the back of hers as she continues to caress my cheek.
“Well, I don’t like to put it like that. It’s all about individual preferences. I don’t want to force you into a box. Just because I prefer to top doesn’t mean you have to bottom, even though your butt was made for it. Your ass is better than most women,” she says, making me blush. “Now, let’s get on the road.”
Chapter 2
We’ve been on the road for hours after we cleaned up, ate breakfast, and hit the road. Aside from the view of endless trees that slowly turned into fields of snow, it was a rather slow drive. Especially since we had to slow down due to ice several times.
Edna plays audiobooks most of the time, some educational, others more erotic. One wasn’t all that different from our own situation, except it the hitchhiker got feminized. Does she want to do that to me? Would it be all that bad? I mean, it’s not like I’m the most masculine man. Everyone picked on me for being small and on the feminine side. However, it’s not like I feel like a girl or something. Maybe? I don’t know. All admit the story was really hot though. It certainly made me question things.
Eventually, we stopped for lunch and got sandwiches before carrying on. It wasn’t long before I noticed Edna shifting in her seat while we were listening to another one of her erotica novels. She bites her lip as she rubs her crotch while we listen to a femboy getting fucked by a trans woman with a big cock while wearing a dress with the thong pulled to the side. Some author named Phoenix wrote it. “For the sake of god, these stories get me every time. Now I’m hard as a metal rod in a snowstorm.”
“Is there anything I can do to help you with that?” I ask, nonchalantly.
She looks at me with an eyebrow raised. “Now that you mention it…”
With one hand on the steering wheel, she reaches down with the other and starts undoing her pants, before digging out her big black cock. She wasn’t kidding, it is as hard as a pipe. “Why don’t you come over here and help your momma out.”
“Are you sure this is a good idea?” I ask, looking at the road.
“Don’t worry, we’ll be okay,” she says with a smirk.
“Okay…” I say as I unbuckle my seat belt and crawl over to her and grab ahold of that fat dick, giving it a few pumps before I devour it.
Swirling my tongue around the tip, I savor the flavor before I start bobbing up and down on her big fat cock. I’ve never thought I’d ever enjoy sucking dick, but I have to admit, I love it. I love the feel of Edna’s big fat cock in my mouth. Knowing that I’m the source of her pleasure. That my lips can make her feel good. This woman has made me happier in the last few days than I’ve ever been in my life and I want to return the favor.
Trying my best, I take as much of her cock as I can. When it hits the back of my throat, I gag before going up for air. Her hand runs through my hair, gripping it before she guides it back down, stuffing that fat cock as deep as it can go until I gag again. Spit drools down her thick, veiny shaft. She holds me there as she starts thrusting her hips up.
I struggle to breathe as that beast of a cock rams against the entrance to my throat. Suddenly red and blue lights start flashing behind us. “Son of a…”
Edna slows down and pulls over, still holding me down on her dick as I panic. This can’t be happening.
Chapter 3
Edna keeps a firm grip on my head while I’m her cock is jammed down my throat as I struggle to breathe while an officer walks up to her window. She puts her finger against her lips. Thankfully we’re so high up that they can’t see me, but you bet I’m sweating bullets.
Edna rolls down her window as the officer walks up. “License and registration.”
“Sienna… Imagine seeing you here,” Edna says with a grin as I struggle to get air into my lungs having her dick clog up my windpipe. I can barely get enough air in my lungs as I suffocate and choke. Thankfully she slowly lets up, allowing me to breathe better when her cock dislodges from my throat.
“That’s officer Sienna to you, Edna. I’m still pissed at you for that stunt you pulled last time,” the officer woman says.
“Oh come on, Sienna. We had fun, didn’t we?” Edna asks as she grips my hair, pushing me down on her cock once again, but not all the way.
“Well… that’s beside the point. You talked me into going out with you, then you get me blasted drunk and not to mention the fight you got us into. The next thing I remember is waking up in a house I don’t recognize without my clothes surrounded by a bunch of other naked people. I’m an officer of the law, not a… You know what I mean,” the officer says, stammering in an unpleasant tone.
“Oh, come on, Sienna, you weren’t complaining when you pounded that little feisty woman as she sucked me off. Admit it, you enjoyed it,” Edna says, as she slowly works me up and down her shaft. I try to be as quiet as possible. Thankfully, the sound of the running engine blocks out most of it.
“Yeah, but I was late for work and there was a video of that fight that got me reprimanded. I was lucky I didn’t lose my job!” she says, her words bitter with anger.
“I’m sorry. You’re right, I’m a bad influence. That’s why things never could work out between us,” she says with disappointment in her voice as she grips my hair and pushes me down.
“Oh, Edna. Things never could’ve worked out between us and it’s not because you’re a bad influence. We’re just two incompatible. Besides, you’re always on the road and I’m on the force. That alone makes it complicated,” she says. Edna lets out a little moan as I twirl my tongue around her dick. “Wait a second. I recognize that expression. Are you… Are you getting your dick sucked?”
“No! Why would I be getting a blow job while I’m driving?” Edna says right away, clenching my hair and pushing me down further.
“Get out of the truck, Edna,” she says.
“I… uh… I can’t right now,” Edna says.
I can’t see anything that’s going on but Edna’s dark thighs. But I can tell we’ve been caught. “Because you’re getting your dick, sucked… Aren’t ya?.”
Suddenly, the door whips open and a beautiful cop with brown hair looks at me with Edna’s dick in my mouth. “You son of a bitch. Damn it, Edna. You’re lucky I turned my cameras off when I knew it was you. Christ, what am I going to do with you?”
“Oh, come on, Sienna. It’s just road head.” Edna says as she continues to work my mouth up and down on her big fat dick.
“Yeah, and it’s illegal. I should arrest you both,” the officer says as she glares at both of us. She’s got a really sharp face, and it’s clear she works out but isn’t super bulky.
“Oh, come on, Sienna. You know you’re not going to do that. Hell, maybe if you ask Alex nicely, he’ll suck you off too,” Edna says.
“Now you’re trying to bribe me?” Sienna asks, raising an eyebrow.
“Oh, come on. I was only joking. Besides, I’m so close… Can you shut that door?” Edna asks as she starts furiously humping my face. “Ooh fuck!”
Suddenly, the back of my throat is blasted with cum. I barely have time to swallow it all. Thankfully, it’s not as powerful as this morning. I manage to it down and clean off her dick before she lets go of my head. I stumble back to my seat as Edna quickly puts her cock back and does up her pants. “Done, finally?”
“Oh, you have no idea how much I enjoyed that. Now come on, Sienna. You not going to arrest me, are you?” Edna asks.
“I should! Give me one good reason not to,” she says, folding her arms against her chest, making her breasts push out.
“Because we love each other, right? Besides, I won’t do it again. I swear. I’ll pull over next time. Come on, I’m only fifteen minutes from my drop-off. How about I drop off my load and then we can meet up for a drink after you get off,” Edna says.
“You’re lucky I still care about you… I should at least write you a ticket, but…” she says, letting out a sigh. “I won’t. Fine. I’ll meet you at the Golden Nugget. I get off at seven.”
“That’s my girl. We’ll see you there,” Edna says with a thumbs-up and a smile.
Chapter 4
We finally arrive at a giant factory. Edna backs into a loading dock and gets a few documents signed before we wait in her cab for them to unload the shipments. Once all is said and done, we head out, going back the way we came until we reach a town nearby. She pulls into a large parking lot that looks specifically designed for Semi Trucks that’s in between a motel and a bar-restaurant combo with a big superstore across the street called Tallmart. Surprisingly here, there’s hardly any snow on the ground with dead, flat grass where there’s no pavement. It’s still freezing cold though.
She grabs a duffle bag and I follow her out with my things as we head over to the motel. She gets us a room and we settle in. The place isn’t half bad. The motel itself is nicer than most with the rooms being similar to that of your average Holiday inn, but more oriented to an apartment with a small kitchen and living room. When I say small, it’s all within the same room as the bed. Just segregated by short walls that only come up to my waist. She sets her bag down on the bed and I follow suit with mine.
“Well, let’s go to the bar and grab a table, Sienna should be getting off at any minute. I’ll order an appetizer and some drinks to keep us busy while we wait,” Edna says with a smile as she grabs her wallet and looks inside. “Damn, don’t have much cash on me… I’ll have to pay that stupid fee to use the atm at the bar.”
She sighs as I follow her out and we head across the parking lot to the bar and restaurant. It’s homely with mostly wood siding and flooring. Smells like burgers and alcohol with a lingering weed smell. As we enter, a beautiful red-headed woman stops to greet us, holding a large tray filled with mugs of beer. She’s got large breasts and she’s not afraid to show them with the amount of cleavage she has in that shirt. Nor is she afraid to show her thick long ivory legs in rather skimpy short shorts. “Edna? Didn’t know you were in town.”
“Just got in and dropped off a load at the factory. Good to see you, Judith. As beautiful as ever,” Edna says with a sly smile.
The redhead narrows her eyes. “Oh don’t even start. You can no longer fool me with your charm.” Then she sighs and a smile pokes through. “Still can’t be mad at you. Grab a seat, I’ll be right with you.”
“That’a girl. You know you still have a place in my heart, right?” Edna says with a smile.
“And so does everyone else,” the woman mutters as she walks away to serve a group of people their drinks. Three men with three girls about my age or slightly older. Hard to tell. It’s apparent that each of them are couples because of how close they are. One guy, a black man, has his girl sitting in his lap. A large white man with black hair and a black beard his girl close enough to wrap an arm around, while the third man, who might be Hispanic with a skin tone somewhere in between the two other men continues to rub the back of the girl he’s sitting with.
Edna’s eyes perk up at the men she serves. “Well, I’ll be damned. If it ain’t some old friends of mine.”
I follow Edna over to the group. A big giant black man looks up with a smile. “Well, look who the cat dragged in. Edna, how are ya?”
“Oh, I’ve never been better. Good to see you too, Quandell. I can see you’ve found yourself a sweet little thing,” Edna says as her eyes shift to the girl sitting in his lap.
“Oh, she is,” the man says with a grin as she looks up at the girl in his lap, his hand rubbing her back. “Her name is Ericka. We go way back.”
The girl smiles as she clings to him. She’s got dyed white hair, cut short, and an innocent face.
Edna nods and grabs a seat to join them before wrapping an arm around my waist and pulling me into her lap. “Well, this here is, Alex. Just picked him up hitchhiking a few days ago.”
“Nice! I picked myself up a hot little sissy not too long ago,” a big dark-haired brute of a man with a beard says as he wraps his arm around the girl he’s with. “Little Miss was running away from home when I picked her up. Now she’s mine, ain’t that right muffin?”
“Yes daddy,” the cute brown-haired girl says. Did he say she was a sissy? What does he mean by that?
“Ha, I met this little hot chica online. When we first started chatting, she was fooling herself, thinking she was a boy with a girlfriend, attending college. Of course, one night with me convinced her of the truth. She’s a cock loving sissy, ain’t that right, girly?” the brown-skinned man with a Hispanic accent says. He’s got a short black mohawk with a lightly trimmed beard. His hand slides down the girl’s back, grabbing her ass.
She stiffens, biting her lip. She brushes a strand of brown hair out of her face. Her soft porcelain skin looks so silky smooth. “Yes, Papi. You definitely made me realize my place in life.”
Wait, so all of these girls were boys at one point? Edna grins, pinching my ass. “Seems like we all lucked out, huh?”
A whiff of cold air whips by as the police officer from earlier walks in. Edna waves her over and she pulls up a chair, hanging her big thick coat over it before sitting down to join us. “Well, I’ll be damned, I didn’t realize you’d all be in my town. I would’ve made room in the cells.”
“Ha, very funny,” the Hispanic man says.
“Don’t tell me you forgot about last time, Ricky. You spent the entire night in the drunk tank,” Sienna says with a smile.
“Yeah, that hombre… Officer, what’s-his-name. The one with the stash. He was a total idiot,” Ricky says back.
“As much as I agree, you did get into a fight with his brother and he is the Chief here. There was nothing I could do,” Sienna says.
“The bastard is a dirty cop and his brother works with Vad, whoring out women they trick into prostitution,” the guy with the dark hair and beard says. “Hate those fucks.”
“Hey, keep your voice down,” Sienna says as she looks around. “I hate it as much as you all do, but right now, there’s nothing I can do. They’ve been after my job ever since I transferred over here. I’ve been trying to transfer out for some time now.”
“Should just quit,” the one named Quandell says.
“I worked too damn hard to become a police officer. No way in hell I’m going to quit now. You know how many trans women they let into the force? It ain’t something they take lightly. Ever since the bastards found out, they’ve been trying to do everything to get me kicked off or in trouble. Almost, damn near succeeded too,” she says as the waitress comes over.
“Sienna didn’t see you come in,” the red-haired, big-breasted woman says with a smile.
“How’s it going, Judith? You look amazing, as always,” the officer says, of course, she’s no longer in uniform, wearing a plaid red shirt with the sleeves rolled up and a pair of jeans that hug her thick, lean butt and cowboy boots along with a matching cowboy hat.
“Aww, thanks, sweetie. You look as good as ever. Let me guess, you’re usual porter?” she asks with a smile.
“You know me too well,” Sienna says.
Judith winks at her before turning to Edna, her lips tightening. “You better not ask for hard liquor, Edna. It never ends well, and last time you broke our damn dart board and Kevin’s still pissed about that.”
“Fine, just give me a beer then. I wasn’t looking to gettin’ drunk anyway. I’ll take what she’s having and give my boy here, the same.” Edna gives my ass a squeeze for emphasis.
“Is he even old enough to drink?” she asks, tilting her head.
“Of course he is, ain’t that right, babe?” She asks, looking over at me. I adamantly nod my head.
Judith sighs. “Fine… Just don’t screw me over.”
“Oh I’d love to screw you once again, don’t get me started,” Edna says with a grin.
Judith rolls her eyes before stalking off.
The dark-haired man eyes me before looking up at Edna. “So, Edna looks like you’ve got yourself a nice little femboy. You gonna show ’em how to dress and behave like a proper highway girl?”
“As much as I love a nice feminine cutie to keep my bed warm at night, I’m not going to push the poor boy into it,” she says, wrapping her arm around me tightly as she leans in and kisses my shoulder. I feel a bit nervous as the guy eyes me. Does she really want me to dress and behave as a girl like the three of the girls with these men does? That’s really daunting.
“She’d make a good little sissy,” he says as he meets my eyes, sending a chill down my spine.
“Not every femboy needs to be a sissy, Tommy,” Sienna says as she sighs. “Besides, the word sissy is such a… stupid term. Maybe Edna’s little boy toy is trans, maybe he isn’t. Just because he’s a bit feminine and is most definitely a bottom, doesn’t mean you can call him a sissy.”
“I like the term. It’s hot. Besides, I only use the term to refer to those who are submissive like my little girl here. I wouldn’t call you or Edna sissies. Women as dominant and assertive as you would never make a good sissy. Only submissive little bitches like Kelsey here make good sissy sluts. Besides, little girls like Kelsey embrace being sissies. Ain’t that right, Kelsey?”
“Yes, daddy. I’m proud to be your sissy,” she says with a smile. She twirls a string of brown hair around her finger.
Tommy gives Sienna a smirk. “See?”
Sienna just sighs and shrugs. “Men..”
“So, I ran into Trixsis the other day,” Edna says as Judith delivers us drinks.
“She tries to recruit you again?” Quandell asks as he takes a sip of his drink.
“Oh of course, would you expect anything less?” Edna asks.
Quandell just chuckles.
“Seems like it’s getting harder and harder to stay out of the drama between the gangs,” Tommy says.
Edna nods as she takes a sip of her beer. I pick up mine with two hands and take a sip. It’s strong, but surprisingly not all that bad. Taste like a mix between coffee and chocolate.
“These gangs are bad news and you’d all would be wise to stay away from them,” Sienna says.
“That’s gonna be hard since it’s nearly impossible to go anywhere without one of them trying to recruit you. Especially with…” Quendall looks around to see if anyone is listening. “Vad declaring anyone who isn’t with him is against him.”
“Vad is bad news,” Sienna says.
“Ain’t telling us anything we don’t already know,” Edna says, taking a big gulp of her beer. Her hand starts gently caressing my ass.
“Well, just be careful,” Sienna says.
“Well, shit, we gotta hit the road early tomorrow,” Tommy says as he looks at his phone. “I’ll see ya all later.”
He slams his drink and sets down some cash before he and his sissy walk out.
Quennell looks down at his watch. “Shit. We have an early start too. Gotta be halfway across the country by the day after tomorrow. Let’s go, baby, and get some sleep.”
He finishes his drink, pays his bill, and walks out with his armed wrapped around his girl. Ricky watches them leave. “Probably ain’t a bad idea to get some sleep. Been on the road all damn day.”
Edna shrugs. “Suit yourself.”
He looks over at his girl. “Want to head back to the room and get a good shag in before bed?”
She blushes and nods. He smirks as he turns to us. “Well, you heard her. See you chicas later.”
He pays his bill and heads out with his lady.
“Well, shit, looks like the party is over, huh?” Edna asks.
Sienna shrugs. “I wouldn’t consider them the life to any party.”
Sienna turns and looks into my eyes. “So what’s your story?”
I swallow my beer and bite my lip. “I uhhh. Well, I just couldn’t take it living at home anymore, so I left.”
“Simple answer, I guess. You like being Edna’s little boy toy?” Sienna asks with a sly smile.
“I uhhh. Yeah,” I say with a red heat spreading across my face.
“Have you ever worn women’s clothing before?” she asks.
I shake my head as I look away. She leans in. “You ever thought about it?”
I only shrug. “I… I don’t know.”
“Want to give it a try?” she asks.
I look at her as my heart beats a little faster, then I look at Edna. She only shrugs. I gaze back at Sienna. Her eyes seem to gleam. “Come on, why not just try it out? I’ll even buy you a nice outfit to try for your first time. How about it?”
“I… I guess,” I sputter out.
“Great! Edna, why don’t you grab the bill,” Sienna says as she grabs my hand, pulling me out of Edna’s lap.
“Oh of course… I’ll take care of the bill. Jeeze,” Edna says with a flat expression as she reaches in and lays some cash on the table.
“Well, I could’ve given you a ticket today, so you owe me one at the very least,” Sienna says as she wraps an arm around me and we make our way out with Edna trailing behind.
We head over to the superstore and into the female clothing section. Before I can even comprehend what’s happening, Sienna grabs the back of my pants, and pulls out the tag, crouching down to look at it. “Perfect size.”
Then she proceeds to shop around, holding out dresses, skirts, and all manner of girly clothing against my frame as people look while they walk by. Some snicker, others seem to look disgusted, while others don’t seem bothered at all. Edna scares more than a few off with some dirty looks.
Finally, after piling my several outfits on top of Edna, Sienna’s ready to check out. Once she pays, we head back to the hotel. Then the woman makes me strip in front of her. Reluctantly, I do as I’m told and get buck naked. She seems to like what she sees. “Wow, Edna, you sure know how to find them. This boy has a perfect feminine figure. Don’t even have to shave him.”
She then hands me a pink thong. I hesitate for a second before succumbing and putting it on. It slides up my bare legs and the thin fabric splits in between my cheeks, making me feel like I have a wedgy.
She has me sit down while she puts on a pair of white thigh-high stockings that have some kind of sticky fabric that holds them up to the middle of my thigh. Then she puts on some kind of bra that kinda makes it look like I’ve got little breasts. Finally, she slips on a small, tight pink dress on over me. It hugs my hips and barely covers my ass. You can even see the top of the stockings. Then she has me sit down as she applies makeup to my face. Not much, but I guess it doesn’t take much. “Too bad your hair is a little too short to do much with. I guess it can pass for the tomboy look. You are fucking cute though, regardless of your short hair.”
“My god, you’ve outdone yourself, woman, not that you really had to do much, but damn she’s pretty,” Edna says as she bites her lip while her eyes feel as if they’re fucking me.
“Can I see?” I ask.
“Of course, you can,” Sienna says as she grabs my hand and leads me into the bathroom. I gasp as I see a really hot girl looking back at me. She’s got a slight blush on her soft cheeks with eyes that seem to shimmer. In the dress, she really does seem to have a rather feminine figure.
Sienna smiles behind me as Edna joins us. She smiles as well. Sienna walks up next to me. “I think this cutie needs a name that fits. What do you think?”
I nod without thinking. Sienna looks deep into my eyes. “You look like a Bethany to me. How does that sound?”
Once again, I find myself nodding. Sienna only smiles. “Good girl. Bethany it is.”
Edna comes up and wraps her arms around me. “How would you like to have Sienna join us tonight?”
I look up in the mirror to meet Edna’s eyes. “Like… A threesome?”
Edna nods with a smirk. I don’t even realize I’m nodding. Sienna is beautiful. Her brown hair shines like silk and she has a look of authority about her. Wide hips with a bubble butt and legs that are thick with muscles and yet she’s not bulky or anything.
“If you really want to make it fun, I have a pair of handcuffs on me,” Sienna says with a smile.
My eyes go wide. Edna’s grin widens. “Oh babe, you’ve read my mind.”
The women lead me into the motel room as Sienna pulls out a pair of handcuffs. Before I can say anything, my wrists are cuffed behind my back. Not too tight, but it definitely restrains me well enough. I watch with anticipation as the two women start taking off their clothes. Both of them have the bodies of goddesses. Sculpted out of marble with such fine features. Edna’s a little thicker than Sienna, but you can tell she’s strong enough to dominate most people.
Sienna reveals rock-hard abs as she pulls off her shirt, then unclasps her bra and tosses it aside showing her nice large melon-sized breasts. Edna quickly kicks off her pants and pulls down her underwear to free up her python as it starts to grow hard.
I’m not surprised when Sienna takes off her pants and slowly drops her panties to reveal a massive cock. It’s a little shorter than Edna’s but super thick.
I don’t need much of a push to drop to my knees and I readily accept their cocks, taking Edna’s into my mouth and worshiping it as I should. With my tongue swirling around it, I start bobbing up and down, enjoying the taste and the feel of it in my mouth. It just feels so right.
I can’t believe how much I love sucking dick. Truly there’s nothing like the feel of a cock getting hard in your mouth. Between the strong scent and the musky taste along with the contrasting hard and spongy feel, it’s just so surreal. I love knowing that I can give such pleasure with my mouth.
After a few minutes of slobbering all over Edna’s cock, she pulls out and lets Sienna sink her thick white, veiny cock in my mouth. It’s just as savoring and delicious as Edna’s. I love how thick it is. Makes my jaw stretch to take it all in. I keep my lips wrapped around my teeth and tightly seal the cock between them. The way it is barely able to slide in and out of my mouth makes it feel so powerful. Contrast their cocks with my own small one and it reinforces how right it feels to be on my knees, dressed like a girl, sucking their cocks. It’s where I belong. I’m Edna’s girl and I want to worship her dick so badly.
Sienna grabs my hair and starts thrusting her dick in my mouth and I do my best to take it all. I can’t help but gag and cough as it hits the back of my throat. It’s just so thick.
She has a firm grip on my hair as she works her cock in and out of my mouth, grinding her wide hips to force it down my throat. It’s just so thick. She finally relents and let’s go as I fall off her cock in a coughing fit. “The girl needs practice, but she’s not bad. A natural cocksucker.”
“That she is, and she’s all mine,” Edna says as she pats me on the head. “Ain’t that right, sweet cheeks?”
“Yes! I’m all yours, Edna,” I say with a smile before guiding my mouth onto her big black cock. I suck it eagerly. The fact that they’ve started referring to me as a girl oddly turns me on.
“That’a girl. But call me mommy from now on, okay, darling?” she says as she gives me that smile.
I nod as I slurp on her dick, spit slowly dropping from my mouth. God, I love how her dick feels in my mouth. My tongue can feel the veins that wrap tightly around the shaft and taste that sweet muskiness while the texture remains oddly hard and yet spongy soft. She pulls her cock out and holds it up so I can lick and suck on her balls.
Then the two women help me up onto the bed I helplessly flop onto my stomach before Edna pulls my tush into the air. She gives it a nice firm spank white Sienna grabs my hair, pulling my face up to push her cock into my mouth. “So, what’s your plan with this little sissy girl?”
“Well, I guess that’s up to her. I’d love to keep her around, maybe she can become my full-time assistant or something. She’s welcome to stay as long as she wants,” Edna says as she hikes up my dress and pulls my thong to the side.
“I gotcha. So this is serious, huh?” Sienna asks, working her fat cock into my mouth with a steady pace.
“Well, I mean we’ve only known each other for a couple of days, but I wouldn’t mind something more serious. Of course, you know I’ve never been good with relationships and monogamy. But that doesn’t mean we can’t make things work. I kinda like what we got right now. We can be together and have others join in on the fun from time to time,” Edna says she opens something up and slides her wet finger down the crack of my ass before slowly working it into my butt.
“That would be ideal. You’re one lucky bitch to snag a little sissy like this,” Sienna says before she presses her thick cock against the entrance to my throat. I gag and choke, but I can’t even struggle with my hands cuffed behind my back. “Be a good girl and swallow it.”
I try my best and swallow, allowing her cock to plug up my throat as it forcefully slides down. I can’t breathe at all as that dick forces my throat to spread open to allow it in. It’s so thick. I black out. Finally, she lets it slide out and I can breathe again. “I need to get me a sissy like this one. If only I found her first, she’d be locked away in my basement ready to fuck every time I come home.”
Edna works a few fingers inside my ass. I feel her prodding and probing, adding more fingers before she pulls out and then slowly sinks that big black cock into my ass. “Sienna, you’re such a sadist. Don’t get me wrong, I enjoy being dominant and having a sexy little fem submit to me. I even enjoy bondage, but you take it so much farther.”
“I know. I just like the power I feel. You have no idea what it’s like being on the police force as a trans woman. I’m always on the bottom. Always pushed aside and given no respect. I just want to feel like I have some control and authority,” she says as she once against drives that cock down my throat.
“I get that, you just need to leave them and find someplace better. Heck, come join us on the road. We can be a happy family. We tried it once, but it didn’t work because of our jobs. With you, the three of us can really make a perfect life together,” Edna says as she slowly slides her dick into me, letting my ass adjust. She’s always so gentle. Even the way she puts her hand on my ass, caressing me and every now and then she’ll slide her hand up my back in such a reassuring manner.
“I can’t do that. I’m an officer of the law. My father was before me and I will always be one. Someone’s got to keep these gangs in check and protect the ethics of the law while my asshole superiors make deals with human trafficking scum,” she says as she drives that cock all the way down my throat, her hips smashing against my nose as her balls slap my chin. I struggle, gag, and choke on her dick, spit gushing down my chin.
“Didn’t you just say you’d keep a sissy locked up in your basement, not to mention that you caught me getting road head without giving me a ticket,” Edna says as she pulls out a smudge to slide her cock in deeper, causing a ripple of discomfort mixed with pleasure to rush through me.
“That’s different. First off, I wasn’t going to force a sissy against their will to be my little pet. I intend to find a willing little submissive. I don’t want someone who I have to force to be mine. I want a sissy someone who wants to be my submissive. And secondly, letting people slide for minor infractions is hardly an abuse of power. I have a strict moral code. I just think a lot of the laws we have are so overkill. People should be held accountable, but shouldn’t have their lives ruined just because they made a mistake. Fuck… that feels good,” she says as she grips my hair even tighter, clogging up my throat with a deep thrust. Pleasure overwhelms me as I get pounded back and forth between two dicks like a tennis ball.
Sienna has a tighter grip and thrusts with assertiveness while Edna rocks her hips into me with a passionate rhythm. Her hands rub and massage my ass and back, occasionally dipping underneath to give my little cock some attention.
Sienna pulls her cock out of my mouth and smacks it against my face before she rubs the tip around it, smearing spit everywhere. “I just want a sissy who’ll submit to me and obey. She’ll follow the rules, listen to orders, and serve me. I’ll keep her safe, treat her right, and fuck her brains out.”
“I mean, that don’t sound half bad, but it’s so rigid. I like being dominant, but I don’t want a relationship that’s so passionless. You know I’ve always had a mommy kink. I like the idea of being that doting, but assertive mommy. I’ll punish you for being bad, but smother you in love and kisses. We can be romantic and still have dirty, crazy sex. Don’t get me wrong, it’d be fun to have bondage and whatnot, but I don’t care to inflict pain or anything like that. I just like teasing my girl. Keeping her on the edge while I have my fun,” she says as she gives my ass a good thrust, ramming me down Sienna’s fat pipe as it plunges down my throat. “Oh fuck, I’m so fucking close. I’m going to cum real soon.”
“Oh fuck, me too,” Sienna says as she holds onto my head, keeping her dick lodged down my throat. “Fucking shit, here it comes!”
Her cock expands in my throat before a torrent of cum erupts straight down into my stomach. Edna goes into a frenzy fucking my ass. I’m overwhelmed between the lack of air and the intense pleasure from my ass pounding. Everything goes black. I feel myself falling into a pleasure coma as Edna fucks the cum right out of me before filling my ass up with cum of her own. I can feel her hot, thick seed fill my bowels. It’s such euphoric. There’s nothing like the feeling of being filled with Edna’s hot seed.
Sienna pulls out of my throat to give me a taste of her salty cum as I finally come to, finally able to breathe and see. I guzzle her thick, tasty jizz down as she lets the last bit dribble over my face, smearing it all over with the tip of her dick.
Edna gives my ass a friendly slap before she pulls out. “Good girl. That ass is perfect.”
I collapse on the bed, hands still cuffed behind my back as I catch my breath. Sienna undoes the cuffs, freeing my wrists. I’m so exhausted. “You got a good little sissy here, Edna. I quite enjoyed myself. I need to find one for myself.”
Edna scoots over to my face. “Would you mind being a darling and cleaning my dick off real good with that pretty little mouth of yours, babe?”
I don’t even hesitate to take her cock in my mouth and suck it clean as Sienna gets off the bed to grab her clothes. “You know, you don’t have to go. You can stay the night and the offer still stands.”
“I can’t leave the force. Someone needs to uphold a code of ethics. And I need to get home and feed my dog. Bart will be pissed I’m late,” she says as she pulls up her panties, imprisoning that fat cock of hers.
“Okay, well, next time I’m in town, I’ll give you a call and maybe we can do this again,” Edna says.
“I’d like that. Maybe I’ll have a sissy of my own we can swap,” she says as she finishes getting dressed.
“That would be fun,” Edna says as she pulls her dick out of my mouth, letting it rest on top of my face. I lick and kiss the underside of it and move to give her balls some love.
“Well, it was good seeing you again, Edna and your sissy is a natural cocksucker. I’ll let you know if I ever change my mind or get fired. The latter is more likely,” she says as she makes her way to the door.
“Alright, but if you get a sissy, don’t be too much of a boss. Remember, you can be a little sensual. Every girl likes a little compassion and to be cuddled. Ain’t that right, sweetie?” Edna says as she pulls her dick away and takes my head in her hands.
“Oh yes!” I say.
Sienna just lets out a half-hearted chuckle before she leaves. “Damn girl, you look so sexy with a load of cum all over your face. Here, let me help you with that.”
She scoots down and then licks it up off my face. “Damn, Sienna still tastes good.”
She bites her lip and looks out the door. “She is one hell of a woman, ain’t she?”
I nod. “Do you want me to be your sissy?”
She looks down at me, her eyes taking in mine. “Oh baby, I’d love for you to be my girl, but I ain’t gonna force you. Come on. Let’s go to bed. I’m tired and we’ll have to hit the road tomorrow and head to my cabin. It’ll take us all morning to get there. Then we can talk more about the future. Okay?”
I nod, biting my lip. I don’t know why, but I feel so submissive and feminine. Is it just because I’m dressed like a girl and it makes me feel like a girl or did the dress just bring the woman out of me?
Edna helps me out of my dress and clean up before she turns the lights out and we cuddle up underneath the sheet. I feel so safe in her arms and there’s really no place I’d rather be.
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