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Lady Fortune’s Smile

Category: Gay Male
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From deep in the bowels of Hell, the Prince of Darkness releases his hordes of foul, evil and dysfunctional minions bred for the sole purpose of showing up to roommate interviews. And I, Theodore, the legal head of household, must sit here through each horrifying, grueling one on one session with these abominations and remain cordial, collected and most of all, patient. They range from militant bull dykes to future residents of Death Row, closet Pyromaniacs, far-too-energetic athlete types, big, drunk bullies and I even had a bookworm shut-in who was possibly a mild agoraphobic.

His fat, frightening mother did most of the talking. In all honesty, I felt bad for him, and I almost said yes, but then the image of his mother and I being on a first name basis made me reconsider my decision. 

After he and the giant land mass grace me with their absence, I glance at the clock. Shit, almost 6:30, and the shut-in was the closest I came to nodding my head all day. It was almost time for me to shut the doors and choose the lesser of a thousand evils, but I hoped that maybe I would get lucky and some perfect match would walk through the door at any moment. However, Lady Fortune seems to be on the rag as of late and something told me my prayers were far from being answered. 

Great, another knock at my door. What wretched, withered creature of the Abyss shall it be this time? Perhaps a frat guy who gets his kicks from torturing small furry animals? A mad scientist who will rebuild all my household appliances into evil, sentient carnivores? With a deep, exasperated sigh, I open the door and there stands a perfectly normal looking guy with a charming smile on. 

“Hi, I’m Travis, am I too late for the open house?” He slides a tuft of his long, dark hair behind an ear and gives me a pleading look with a pair of the purest, most electric blue eyes I’ve ever seen. I can’t help but smile in return and motion for him to come in. 

“Not at all, dude. Make yourself at home.” 

His smile lengthens as he walks by me, nodding his head in thanks. “This is a really nice place. You must take good care of it.” I follow him into the living room and take my seat across from him like I did with every applicant before him. 

“Yeah, I’m a bit of a neat freak. I don’t expect my roommate to be, but I don’t want a slob either.” 

“Oh, right, of course.” He glances down with a sigh. “Listen, I’m sorry for being late, I work in theater, and it’s hard for me to get out of work on time, you know?” Ugh. //Theatre??\\ Is that slang for being a male stripper or something? I knew this guy was too good to be true. He must’ve seen the look on my face because he suddenly bursts out laughing. “Omigawd, I can just imagine what you may be thinking. And you’re half right. I’m not exactly reciting Shakespeare, but I don’t take my clothes off either, so don’t worry about it.” 

I suddenly feel shameful at having been so judgmental. I’m not usually so closed-minded…I was probably letting today’s misadventures get to me. I rake my fingers through my short, light brown hair and smirk uncomfortably. “Shit, man, I’m sorry. What exactly do you do?” 

Travis tilts his head and gives me the most genuine, forgiving smile he could muster. “Don’t be. I dance in a sort of Cabaret. It’s reminiscent of the 1920’s…really classy stuff.” I was suddenly drawn in, wanting to hear more about this man. It looks like Lady Luck had a smile for me up her sleeve after all. 

All evening, we sat there and talked. It was as if perhaps we’d known each other for years and were merely rekindling an old friendship. After the first hour, we stopped talking about being roommates and just talked. The subjects varied greatly, and I ended up confiding in him things I wouldn’t normally let complete strangers in on. He confirmed my suspicions that he was gay, not like it was hard to tell by his mannerisms. By a quarter after nine, we both decided we were hungry, and instead of letting him go home, I told him I would take him out to celebrate me finding my new roommate. Needless to say, he was ecstatic. 

All during dinner, I half expected him to make a pass at me. I know how stereotypical that is, but I’m not a bad looking guy, and he seemed to have pretty good taste in just about everything. To my surprise, the whole night went by and not even a hint that he was the least bit interested. In a way, I was relieved, being that I’m not gay and I wouldn’t have gone with it anyway, but a part of me was almost disappointed; as if wondering if he thought I wasn’t good-looking enough for him. When we parted, he told me he would finish packing this weekend and be by to move in on Monday. He tapped my arm and thanked me for dinner, but that’s it. I sat up all night thinking about what a sophomoric idiot I was being. I finally fell asleep around 6 in the morning. 

By Monday, my place was spotless and ready to be occupied. By 8 in the morning, I was sitting restlessly on my living room couch with nothing to do but wait. I found myself so excited, I couldn’t stand to watch T.V., listen to the radio or read. Luckily, by around 10, my doorbell rang. I hate to tell you how fast I sprang up to answer it. The door swings open, and instead of my roommate, there stands a young lady about my age moving boxes from a U-Haul to my front doorstep. She looked a lot like Travis, probably his sister helping him move. How sweet. 

“Oh, good morning! Where can I put these for now?” She gives me the same charming smile, only now with rich, chocolate-painted lips. They were definitely related. I point by the couch and blatantly check out her ass in that tight leather skirt as she bends over to put the stuff down. I couldn’t get over how amazingly hot his sister was. 

“Morning.” I rub the back of my neck, trying to act all innocent when she turns back around to face me. “I’m Theo. You’re Travis’ sister, right? What’s your name?” I put out a hand for her to shake. 

She stands there wide-eyed for a moment, blinking at me. “Omigawd, Theo, you don’t recognize me? It’s me, Travis.” 

My jaw hits the floor and my heart drops into my ankles. All I can do is muster up a fit of nervous laughter and shake my head. “What?? No way. Stop fucking with me.” 

“I’m serious, Theo, this is what I do. I’m a crossdresser. I’m sorry if it freaks you out, but I’m comfortable this way.” Jesus, and I was checking out his ass! “So are you gonna help me with these boxes or what?” He smirks, trying to change the subject. 

Not knowing what else to do, I grab a box and start helping. After a while of awkward silence, I wait until we’re both in his bedroom catching our breaths over some ice water to ask him one of the many questions burning the back of my tongue. “So how…I mean how long have you been doing this?” 

“Dressing like a woman?” He smiles, and my eyes follow a bead of sweat that dribbles from his temple and down along the length of his pale jugular, past his collarbone and disappearing into the top of his blood red blouse. “Ever since I was little I guess…dressing up in mommy’s clothing, you know the deal.” I suddenly shake myself out of my stupor. Yes, he looks like a woman. Yes, he’s unfathomably hot, in fact a lot hotter than most of the women you’ve dated. But there’s something hidden down there that none of your past girlfriends had that you don’t want. Remember that. 

“And do like…your parents know about this? I mean, are they okay with it?” I take a seat on a box and stare deep into those deep blue pools of his, enthralled. 

“My parents come to almost all of my shows.” He giggles. “It took them a while to accept me, but they’re over it now. I’m still their only son.” He arches one of his delicate brows at me. “Why, are your parents going to freak out over you rooming with a transvestite? Are they going to think I’m some sort of depraved, kid-touching pervert?” 

“Probably.” I laugh, not really meaning to insult him. “My mom’s idea of a career was being a loyal housewife and my old man is the typical old-fashioned, armchair sports fan who uses the words ‘fag’ and ‘fairy’ like ‘is’ and ‘the’. I’m just gonna tell them you’re a woman. That might get them to lay off of the ‘when are you getting married and giving us grandchildren’ stint they’ve been on.” 

“And have them pester us to tie the knot? No thanks, I’ll be a man when they’re over, thank you very much.” I was almost insulted by that remark. 

“C’mon, let’s get the last of the stuff inside, it’s supposed to rain later.” I lie, wanting to end this conversation and get the work overwith. He merely nods and walks out in front of me. I can’t help but glance at that ass again, then internally smack myself for it.

That night, I help him unpack a bit and get himself settled. I show him the little tricks needed to work my shower and stove, and warn him about the loose floorboard leading to the balcony. He cooks dinner for the both of us, and I’m thoroughly impressed. “Wow, you have impeccable style, talent, and you can make a mean meatloaf. I think this is the start of a beautiful friendship.” 

He covers his mouth and chuckles at me. “Well, dear, from all the stuff I found in your fridge, you seem like you enjoy cooking as well.” 

“I do, but that doesn’t mean I’m any good at it.” He laughs again, and I decide I enjoy hearing that sound. Our conversation strays into our past love lives over the course of the night, and from the way he describes his past boyfriends, he seems to go for the clean-cut, intellectual type, if a bit artsy. If I were gay, I’d be right up his alley. After dinner, I stand in the doorway of his room, watching him make his bed. We both have work tomorrow; otherwise, I would recommend we go out to see a movie or something. I just enjoy hanging out with him, he’s such a relaxed, easy-going person, so good to talk to. 

“Okay, Theo, thanks for all the help, but I’m going to have to kick you out now so I can get changed for bed.” He smiles, but his tone of voice is semi-serious. I nod, take one last look at that unbelievable form of his and retire into my bedroom to sufficiently berate and lecture myself on the merits of keeping my hormones in check. I end up jerking off three times to the thought of bending him over the arm of the couch and plowing my dick in between those thick, plush ass cheeks. Only then am I able to fall asleep. 

The weeks that followed became increasingly difficult. We worked most of the time, but at night and on the weekends we were always together; renting movies, going out to eat, playing pool, bowling, and just generally hanging out. I never got sick of being around him, watching him do the most mundane things, hearing him laugh…and every night when we’d go to bed, I’d almost expect him to kiss or hug me, but he never did. I’d sit up nights beginning to wonder if there was something wrong with me. A few times, I’d go to the bathroom in the middle of the night only to find him sneaking a midnight snack wearing nothing but a skimpy little nighty. Other times, I’d watch him get ready in the morning, standing in front of the full-length mirror in just his bra and panties, applying his make-up. It never failed to make me rock hard. As difficult as it is for me to admit this, one night, when I knew he’d be at work late, I snuck into his room and stole one of his panties to jerk off in. That was the night I fully got over the “you shouldn’t be thinking these things about another man” complex and finally admitted to myself that I wanted him worse than I’ve ever wanted anyone in my life. 

Then one day, he comes home from work all excited and happier than I’ve ever seen him. “Theo!” He comes running to me and gives me a big hug. I immediately pitch a tent in my pants. “You’ll never guess what happened to me!” His bright blue eyes gleam, his slender hands still gripping my broad shoulders. Every nerve in my body wanted to lean over and kiss him. 

“What? What’s going on? Did you win the lottery?” I grab his waist and hold him close, this being the first time he’s ever showed affection to me. I didn’t want it to end. 

“This guy I work with, his name is Robert…” He bites his lip and jumps up and down a bit. “Omigawd, he is SO…CUTE…Theo, he asked me out! I’m going on a date with him! I can’t believe it! Isn’t that amazing??” //Amazing…you mean amazing as in how quick you managed to tear my heart from my chest and shove it down my throat? Sure, I’ll say that’s pretty amazing.\\

“Um…yeah, that’s great, Trav. I’m happy for you.” I put on my best, most convincing smile. Mr. Deville, you can give me my fucking Emmy now, you bastard. 

“You have to meet him. Come to the show tomorrow, please?” He grips my collar in a stunning display of melodrama. I feel sick to my stomach. The last thing I wanna do now is meet some asshole who had the guts to do what I couldn’t. 

“I can’t, you know I have work tomorrow.” I let go of him and turn away, beginning to walk off. He grabs my arm and pulls me back. 

“Aw, excuses, excuses. Every time I ask you to come see my show, you weasel your way out of it. I promise, tomorrow, my parents aren’t going to be there.” He sees the lingering reluctance on my face and knits his brows sternly. “I won’t take no for an answer this time, Theo. You’re going and that’s final.”

“And you’re going to do what, drag me there??” I raise my brows at him, chuckling mockingly. 

“If I have to.” He crosses his arms. We stand there like that for a good few minutes, just staring each other down. I can almost imagine Travis up there, dancing and sweating in some skimpy leather teddy and full stage make-up, humping and grinding against the other dancers, slithering that gorgeous body all over the stage, getting the biggest hard on and trying not to let the audience notice… 

“Please don’t make me go.” It was suppose to be a thought, but it leaked through my lips as a pained whimper. At first, I don’t even realize I said it. He narrows his eyes at me and takes a step back. 

“Why? What are you so afraid of?” He whispers, his tone hot and intense. I merely cover my mouth and shake my head. He grabs my arm impatiently, his tone getting louder and more demanding. “Theo, answer me. Are you that afraid to be in a room full of homosexuals? You think you’ll get AIDS or something? What??” 

“No, it’s not that! I don’t give a shit about gay guys, you know that.” My eyes advert to the ceiling, the drapes, the carpet, anywhere but him. 

“Then talk to me, tell me what’s really keeping you away. Is it me? I mean…” He lets go, putting his hand to his chest, looking genuinely upset. “You’re okay with my lifestyle as long as you don’t have to actually SEE what I do, is that it?” 

“No…I…I just don’t wanna meet this Robert jerkoff. It’s not that big a deal, okay? I don’t like crowded theaters either, so just back off. I’m not going and THAT’S final.” I debate whether I should whip out the line from Fight Club, ‘This conversation is over’, but it would just be overkill, and seeing Travis this pissed off with me actually, physically hurt. 

“Fine.” He huffs, tears threatening his sapphire eyes. “You’d probably just be a third wheel anyway.” And with that, he spins on his heels and walks right back out the door, slamming it shut. I flinch at the sound pretty hard. 

That night, I fall asleep on the couch in front of the T.V. waiting for him to come home, but he never does. The next day, I’m two hours late for work and I nearly get fired. I make up some excuse that I’m ill and end up going home less than an hour later. I drag myself home and stop short when I realize the door is half open. One of Travis’ belts was lying visibly in the middle of the living room floor. Panic rises in my chest and screeches to a halt in the back of my throat, and the first thing I do is reach into the umbrella basket and arm myself. God, if anything happened to him, I’d…hell, I don’t know what I’d do. 

Gripping the umbrella tight, it’s thick, wooden handle up, ready to whack someone with it, I creep quietly into the seemingly vacant apartment. I can faintly hear water running from the bathroom. I swallow the nervous lump in my throat and turn the corner, slowly heading towards the slightly ajar bathroom door. From here, I can see the slight mist of steam coming from inside. It felt like I was in a horror movie, where everything was in slow motion and there was this spooky suspense music in the background as I got closer and closer to the bathroom. I wanted to call his name. I needed to know if he was alright. I push the door open further with my foot, and thick white steam bellows out at me, making my eyes water and my face sweat. I could just barely make out Travis’ slender form, still fully clothed and curled up in the shower. I put down the umbrella and fall to my knees in front of the tub, reaching in to put a hand on his trembling shoulder. 

“AAHH!!” He shrieks, spins around and smacks me right in the face as a knee-jerk reaction. I fall backwards with a grunt and he sits up, covering his mouth with both hands, bursting into tears. “Oh god, Theo, I’m so sorry!” He sobs, curling up again. 

I sit up, rubbing my face. “What happened to you?? Are you okay?” 

He shakes his head no, hugging his knees. I crawl back over to him, climb halfway into the shower and hold him. He immediately wraps his arms around me. “Oh Theo, I was such an idiot! You were right, Rob was a jerkoff.” I smooth the streams of his long, raven hair away from his face, hushing him, trying to calm him down. He takes a deep breath and swallows hard, starting over. “I went straight to his house last night. I mean, I was expecting us to have sex if I spent the night but…” He pauses to allow for a coughing fit. 

“So what happened? Did that mother fucker rape you or something? I’ll make him eat his own fucking legs.” 

“We weren’t supposed to go out until tonight, so when he picked me up and drove me there, he was with all of his drunk friends. And he had me sit in on their poker game and started telling them that I was some hot little crossdressing slut who loved to take dick. By the time I had enough of his insulting remarks and got up to leave, all his friends wanted a piece of me.” He trembles like a leaf in my arms, and my grip on him tightens. “They tried to rape me, they had me pinned down on the table…I was in such a panic, I just started biting and scratching like an animal, I don’t know how I managed to get out…but thank god I did.” 

“Jesus fucking Christ.” My teeth grind together in anger. 

“He had picked me up in his car so I didn’t know how to get home…it took me all night to find my way back.” He starts to cry again and I climb the rest of the way into the tub and sit there with him under the hot stream of water. I wait a little while longer before I reach over to shut it off. 

“C’mon, let’s go get you changed into some clean, dry clothes. You’ll feel better.” He gives me a weak nod and I pick him up and carry him out. I wrap a towel around him and dry his hair. “Uh…if I undress you, you wouldn’t smack me again, would you? I mean, you’re still a guy, you don’t have anything I don’t.” 

“I trust you, Theo.” He mutters, hugging himself. //Big mistake.\\ I retort mentally. Gently, carefully, I peel away the layers of his soaking wet clothing. His skin is pale, hot to the touch and slightly misted over with sweat. As I take off his top and bra, my arms linger tight around him and his eyes glance up and lock onto mine. For a moment, I’m lost in his glare, my body frozen stiff. I see him swallow hard and I force myself to say something, anything, the first thing I can think of. 

“I’m glad you’re alright.” I whisper, dropping his bra and wrapping the towel around his shoulders. He responds with a soft smile and a subtle tilt of his head. 

“And I’m glad you’re here.” He closes his eyes and leans up against me, and I hold him tight again. 

“I’m sorry I was such an ass.” I sigh. I hear him sigh as well as I walk with him to his bedroom. Along the way, I shed my soaking wet work shirt, leaving it on the floor somewhere carelessly. 

“It’s okay, you were trying to protect me.” He sits down on his bed after kicking off his underwear. I try my best not to look down. He pulls me down onto the bed beside him and wraps his arms around me, tucking his head into the crook of my neck. 

“Hmm. That’s right, but from the looks of things, you can take care of yourself.” I chuckle, trying to lighten the mood. “Remind me never to piss you off.” He giggles and moans a bit as I soothingly rub his back. 

“Tell me honestly, Theo…do I really come off as such a cheap slut? Is that why I keep attracting the sleaziest guys?” He stares off into space, nuzzling closer into me. I force myself to concentrate on next week’s ballgame to keep my erection from growing too noticeable. 

“No way, I think you’re extremely classy. Fuck that jerk if all he can see is a cute ass in vinyl.” I regret the words the moment they leave my lips. He smiles at me as I blatantly cringe at my own candid statement. 

“You think I have a cute ass?” His grin widens and he pulls himself apart from me a bit to glance me up and down dramatically. “What else haven’t you told me, I wonder?” 

//The jig is up. He already knows now, you might as well tell him how you feel. It will boost his ego, even if he does flat out reject you.\\ I open my mouth to speak and my jaw merely hangs there limply. Those big blue eyes of his stare wide into mine, waiting for me to try and put into words what’s been making my heart and balls ache for the entirety of our friendship. 

Without even thinking about it, I lean over and kiss him. Inside, I’m berating and screaming at myself for this stupid mistake, convinced I was about to be smacked again. To my utter shock and delight, however, Travis moans against my lips and reciprocates. One of his slender hands rakes through my disheveled hair, and the other slides over my shoulder and onto my back. I inhale audibly and pull him as close as possible to me by his waist. Within moments, the kiss gets more heated, our tongues lash about and duel passionately, unable to get enough of each other. His long, thick nails scrape up my bare back and I break the kiss for a moment to let out a deep grunt. 

“Ughhgod, I love you!” I blurt out gutturally just before he pulls me back into the kiss. My hands roam freely over his thin, athletic frame until both of my hands are rested under each of his plush ass cheeks. Without parting lips, he straddles my lap and wraps his arms around my neck, pushing that satiny tongue deeper into my mouth. My palms massage and knead those soft, full ass cheeks. In this position, his bare, rigid cock rubs up roughly against the equally as rigid package in my pants. I use his ass to push his hips down harder onto my crotch. He moans and pulls away, shoving my back down flat onto the bed, and then lying down on top of me to kiss me again. 

I wind my arms around him and flip him over onto his back, adjusting ourselves so we’re further in on the mattress. “Ooh! Be gentle with me.” He grins up at me seductively, wrapping his gorgeous legs around my torso.

“It’s okay, I’m really new at this guy/guy stuff.” I lean down and kiss him again. “The kissing and petting I’m good at…but…” I pant breathlessly in between kisses and nips at his neck. “I don’t know what to do with a guy…I mean, I’ve never…” 

“Mm…don’t worry, darling, it’s so deliciously easy…” He licks and chews on my ear and I let out a soft moan. “When we’re through, you’ll wonder how a woman was ever able to please you before.” His hands roam all over my sides and back, sliding into the waistband of my damp trousers to cup my ass, pulling me harder onto him. 

“Mmm…I don’t doubt it.” I barely gasp out as his tongue plunges deep into my mouth again. My hands trace over his lean, hairless form, a wonderful haze of passion and desire overwhelming me. This is like a dream come true. Everywhere his skin touched mine felt almost unbearably hot. My cock throbs and pumps out precum into my underwear and I squirm around on top of him, trying to lower my pants, not willing to break our kiss long enough to do so. He eventually helps me and before long, we’re both utterly bare, writhing against each other, groping, grasping and clawing desperately at one another like sex-starved incubi. 

“Tell me you love me again, Theo!” He cries out as I take one of his nipples in between my teeth. He grabs two fistfuls of my hair and holds my head down, urging me to keep going. His pulsing dick spews a few drops of pre onto my stomach. I reach down and take a firm hold of it. He lets out a breathless, broken moan, his grip on my hair tightening. 

My jaws release the sensitive pink peak of his nipple and I gasp out through gritted teeth, “I love you, Trav…man or not. I’ve been craving this body of yours since I met you.” My fingers size up the rigid length of his cock, he tosses his head back and whimpers.

“Oohhhmygod… …seemed so straight, I was afraid to get near you…” He reaches down to tease my bloated cockhead with his fingertips. I hiss in through my teeth. It goes from teasing touches to outright stroking each other. We just lie there and jerk each other off and kiss madly and it felt like pure heaven, like it couldn’t get any better than this. He suddenly pushes me down flat on the bed again. At first, I give him a questioning glare but then I see him lick those fat, plump lips and slide down towards my aching groin. Part of me wants to tell him he doesn’t have to. The other 99% of me wanted it more than anything. 

He glares up at me with a look that makes me want to melt in my skin from lust. I bite my lip and glare back at him, watching him wrap those lucious blow-job lips around my rock hard member. My eyes glaze over but I force myself to continue watching him, both of my hands entwined with his long, damp raven locks. His warm, velvetty mouth is a hundred times better than his hand, especially when his fingers tighten around the base and slide up the shaft upon every upstroke of his tongue. It feels like he’s sucking the air out of my lungs, but it’s because I’m gasping and panting like a dog, sweat pouring off my temples because of how torturously sensitive he’s getting me; but I love it. He makes my whole body tense and thrash around him. With his free hand, he presses and kneads my balls, and I just know he’s keeping me sensitive because he doesn’t want me to cum. He’s drawing this out as long as possible, not that I mind. 

The hand he’s been pressing against my nuts slides down so that the pad of his thumb is wet and pressing up against the opening of my ass. I groan and flinch in protest but he just keeps lapping over my oversensitive prick, making me gasp and shake all over from the intense arousal. I can’t manage the word “no”…it’s like the word simply vanished from my vocabulary. All I can muster is a breathless mantra of “Oh fuck, oh fuck, oh fuck…” as his thumb peirces my relaxed sphincter and dives deeper, inch by inch into my hot, virgin ass. My body responds by arching a bit off the bed to push that intrepid digit further, deeper inside me. It becomes wetter as he drools on it every so often on his way down my tensed shaft, now harder than it’s ever been. I grind the back of my head into the mattress and let my body, my raw need take over. 

He groans against my cock and pushes himself all the way inside me to the knuckle. His finger burns inside me and my ass clenches a bit around it. I always imagined something in there to be unbearable painful, and it was painful, but all I wanted was… 

“More!” I gasp out in blind passion, suddenly so close to cumming and more crazy with arousal than I’d ever been. “Ohgoddammit, Travis, I need it!!” He eases up on my cock and just concentrates on licking the head, all the way up and down my veined shaft and over the piss slit. His sopping wet finger slides out of me halfway, then thrusting it back in with a single stroke and I cry out in a mixture of searing pain and blissful ecstacy. It goes deeper now, my ass is offering little to no resistance. He lets me get used to the meager girth of his finger, working my cock, getting it all sensitive to distract me, knowing it wont make me cum but it feels too good for me to make him stop. He begins to fingerfuck my ass, working me up to the second finger that he soon pushes inside me. I’m utterly insane by now, grasping desperately at him, begging him to just fuck me already because the need to cum is eating me alive. He saws his two fingers into me mercilessly and for a few moments, I feel a build-up but he denies me yet again. I curse loud and angry at him and he just chuckles. That’s about when he ignores my cock completely and just works my loosened ass. And I lie there and take it like a gasping, squealing whore. 

He grins like a Cheshire Cat when he sees me actually pushing back against his invasion. “Mmm…you love that, don’t you? Just wait until you’re riding the real thing, baby.” 

“Give it to me, Trav, PLEASE!!” I sob into my forearm, pushing my ass back into him. I’ve gotten so used to it, I can barely feel it anymore. And just like that, he decides I’ve been humiliated enough and slides his fingers out of me. That’s when I feel more drool splash over the gaping opening that is now my ass. The thick head of his dick presses up against me and I groan, arching my hips up in offering to him. Somewhere in my head I want to panic. //This is the official step,\\ I think to myself. //After this, there’s no going back.\\ He thrusts his dick into me slowly and it’s sooo much bigger than his fingers, I let out a hoarse cry, my whole body tensing and shaking. He reaches down to stroke my cock, still amazingly hard from all this stimulation. //This is what I need…\\ is the answer resounding in my head as he enters me to the hilt. My scream comes from my balls and I swear I’ve never felt this good in my life. I spread my legs for him. I even reach back and pull my ass cheeks apart so he could get it in deeper. He begins pumping me and he hunches over, grunting, sweating and using my shoulders to push himself into me deeper. He looks more like a man now than I’ve ever seen him and he’s still so beautiful and I’m still so madly in love. 

“Tell me how good this feels….how much you love it!” He lowers himself down on me, now holding my legs back, pumping me hard and fast, like he means it. My cock is rubbing up in between our stomachs and it’s driving me nuts. 

“Oh god, fuck me, baby, I would do anything for it!” 

He gives me a triumphant growl, lifting his head to force his tongue violently down my throat. I reciprocate wildly, arching my whole back off the bed at this point to meet his thrusts just to feel how deep his member piledrives into me. He tears away from my mouth and licks the side of my face, grunting lowly into my ear. “Congradulations, you’re officially an ass whore. *MY* ass whore.” I shudder as he says this, even though it’s just getting me more turned on. 

“Oh god, yes, I am!” I choke out, feeling my climax build as my cock rubs just right against his stomach amisdt a pool of our mixed precum. 

“Seeing as how you need my cock so much, we’re going to be a lot more than roomates now, aren’t we?” He nips at my neck again, slamming himself in and out of my abused canal with the growing vigor that could only come from impending orgasm. “In fact, I don’t even think we need seperate bedrooms anymore..except for show. We’ll act plautonic to all your little friends, but when they leave, you know you’ll be bending over, begging me to fill you up again, won’t you?” 

I’m right at the edge and I can barely speak. I’m gripping onto his body so tight, my eyes shut, my mouth hanging open. “Fffucckk yeah…..I’ll spread my…ass for you anytime you….oh god….” 

“You thought that because I dress like a woman I’ll be all submissive…how does it feel to be my depraved little faggot, Theo?” He grunts, leans down and sinks his jaws into my neck. I shriek in pleasure as the orgasm hits me unlike anything I’ve ever had before. He rocks against me as my cock explodes, splattering my cum in between us. I scream his name as I pulse and clench around his swollen dick, feeling exactly like the depraved little ass whore he’s made me into. He moans and continues to force his way into me, past my now tensing pucker as the blinding orgasm subsides. He bites into me again, his whole body tensing, spearing into me and my ass is so raw and loosened that all I can do is lie there as he uses me as a hole to get off in. He pushes it into me as deep as it would go and groans loud against the reddened flesh in between his teeth as he unloads his thick cream deep into my bowels. 

When he pulls out, we both collapse, and I’m left feeling empty. I cuddle as close as I can to him and try to catch my breath. He wraps his arms around me and we plant soft, weak, yet loving kisses on each other, in the shower, and when we curl up in my bed together. He’s wearing that hot little nighty and despite that phenominal orgasm I had earlier, I’m rock hard the entire night. 

That morning, we discuss what kind of changes are going to be made around here, since we’re going to be lovers from now on. We would sleep in my room but he’d keep his stuff in the other room so no one would suspect anything. He’d be dressed as a woman when he met my parents, and we’d tell my folks we were indeed serious so they’d get off my ass about marraige. That night, I finally went to his stupid show. Mainly to look for Robert, but he wasn’t there. He’d called and quit, probably after sobering up and realizing he might be arrested for what he and his asshole friends pulled on my poor baby. That won’t stop me for trying to find the guy. Honestly, Trav’s show wasn’t all that sexual in nature, and I thoroughly enjoyed it. Ironically enough, his parents were there and they were really cool people. I had to mentally smack myself later for being so worried about everything. His parents were so glad he’d found such a nice, caring, clean-cut guy with a decent job and a nice apartment that they took us out to dinner to celebrate. After they went home and we went back to our place, Travis kept his promise to me, especially since he was so pleased I’d finally went to see him perform. He forced me over the arm of the couch, lubed up my ass and took me all over again. I gotta admit, I’m loving this living arrangement, and I’m having more fun being an ass slave than I could have ever imagined. That was some smile Lady Fortune had for me up that sleeve of hers. She answered the prayers I didn’t even know I’d asked for. Just goes to show you….some things really aren’t too good to be true. Sometimes they’re just good enough.

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