My Roommate Made Me a Sissy

This entire situation was getting out of hand. I didn't even know where we stood really because I wasn't able to get him the rent and now he had free use of my mouth and even opened up the window on my ass as well? How the fuck did I get here?

The anticipation of him calling on me to fuck me for the first time was getting in my head and affecting my sanity. I thought about staying in my room for most of the day, if not all day, but then I'd be reneging on our original agreement about sucking him off once a day. If I did that he was going to take my ass hard and that's the last thing I wanted to happen.

I thought about calling it off, the entire deal. Any normal person wouldn't have even started this fucking deal, why was I continuing it to include him fucking me? It's ridiculous. The most normal thing I could do is move out and find somewhere else to live that wouldn't have me being a daily throat whore for a man sporting an anaconda between his legs.

Yeah, that really does make the most sense. I'm not a faggot, why the fuck am I sucking his cock like one? And I sure as shit ain't going to let him fuck me and make me his personal bitch. If I let that happen I can never call myself straight again. If I let that happen I would have to have wanted it somehow. A straight man would never let a cock enter his ass under any circumstances.

Hey babe, a text came through from Ashley. I was about to respond when I saw the three dot symbol indicating she's still typing. After ten seconds of waiting my irritability causes me to grow impatient and I start typing out a response when instead of a message a picture comes through of Ashley wearing a red lace bodysuit with garters and stockings. I let out an audible groan and my face felt as if it sunk inward from want.

Holy fuck, I'm coming over right now, I send her in response.

Nuh uh, not yet. This is for tonight. My parents are going out late to some get together with friends. They won't be home until 1 or 2am. You're taking me out to dinner and I'll be wearing this underneath. If you behave you'll get to rip it off me later.

Fuck, this is perfect. I'm finally going to get this fine girl in a bed and get to fuck her properly. I'm gonna destroy that pussy.

I'm gonna destroy that pussy, girl, my brain is unable to think of anything smart or witty. It's on animalistic mode and the only thing it wants is to dig into her for a feast.

She responded with lol and said she would see me tonight. I quickly ripped my pants down and took a picture of my very hard dick and sent it to her with the caption, "this is what's going to be waiting for you when your clothes come off."

You're such a man sending a dick pic, and included an eye roll emoji. I laughed it off and nodded my head in confidence. My dick was going to be balls deep in her pussy tonight and no amount of gay shit was going to change that. Oddly enough it didn't persuade me to continue thinking about moving out but the opposite. The mere idea of being able to have sex with a woman tonight, a smoking hot fine woman, gave me the courage to take on anything Aaron had to give. Instead of pushing me further into stopping the deal we made, I figured I could just deal with it. Everything was working out fine the way it was, why rock the boat and fuck something up.

Another text came through from Ashley, don't touch it anymore today. No being gross. I want you pent up all day waiting for me so you can really show me how bad you want me.

Fuck. She knew how to get me going, the only problem was that the only thing I wanted to do right now was to jerk off to her picture. I was about to lock my bedroom door and pull my dick out again and stroke one out looking at her, but now I'm all full of hard-on rage and I've got no outlet. I could just stroke it anyway. I'm sure I'll have just as much fury for her by the time tonight rolls around.

But then I thought back to that first time we were together in the car and how I couldn't finish and how I desperately tried to but couldn't get myself to orgasm. If I had her in that hot outfit in her bed and fucking her and I couldn't fill her up she was going to think something was up. Fuck, I would think something was up if I couldn't cum being with her. I couldn't risk it. I needed to keep this feeling with me. I could not jerk off. But how was I going to get rid of this raging hard on?

Down the hall I heard Aaron's door open and then close and had an idea. I could kill two birds with one stone, in a way. He said he wasn't going to try and fuck me every day and night, so it's just going to be when he's in the mood. So, if I go to him and suck his dick so good that he lets loose every ounce of horniness in him then he'll not be in the mood to fuck me and I can slip out of the house and not have his massive cock enterting my asshole for the first time the night I'm going to fuck Ashley. It would also get a blowjob out of the way that I'm sure he's waiting for considering our last conversation didn't end too well, as well as giving me brownie points for coming to him for it again.

"Actually," I muttered to myself softly aloud, having another addition to my idea. I was standing in my room in my boxers and nothing else and my eyes shifted back and forth pondering the thought that just went through my head.

I nodded, "yeah," and dashed out of my room and into the hall where Aaron was coming out of the bathroom. He was also only wearing his boxers and gave me an odd look, raising his eyebrow and curling his lip upward. I must have looked insane with a bizarre grin on my face thinking how clever I was coming up with this whole plan. He was about to say something when I dropped to my knees in front of him and in one quick swipe pulled his boxers down to his knees while pressing my face into his massive cock.

"What the f," Aaron was startled by my actions, but quickly settled down when my lips parted and the tip of his meaty shaft slid onto my tongue. I looked up at him the entire time and my hands grabbed hard onto his hips. I touched him as if I wanted to touch him, or at least I did so to make him think I wanted to touch him rather than the reluctant way I rested my hands on him in the past.

My idea was to overwhelm him with eagerness and it seemed to be working. I was going to be exactly what he wanted to the point of sucking his dick so well that fucking me never even entered his mind. Coming to him and dropping to my knees like I wanted it, just the way he had always wanted me to, and hungrily sucking his cock and fondling his body as if I was a girlfriend giving him a blowjob on his birthday. Everyone knows birthday blowjobs are the best blowjobs of the year, and Aaron was going to get just that.

"Holy shit, T, fuck man," Aaron stumbled back towards the bathroom door he just exited. He reached out and grabbed the door frame to steady himself while my right hand slipped down from his hip and began caressing his low hanging balls. They were massive, just like the rest of him, and hung comically low as the epitome of those truck nuts you see people hang on their pretty F250s.

I knew he loved his balls played with because whenever I would even graze them with my hand he would tense up and inhale sharply. Now I was going to use some of the tricks I've picked up from watching porn so much and see if they paid off.

Pulling his long shaft from my mouth while keeping my lips suctioned on caused it to make a popping sound as it exited my mouth. He looked down at me with lust burning in his eyes and I smiled up at him. I took his meat in my hand, still pliable on its path to full erection, and bounced it up and down on my tongue as I stuck it out and made a seemingly hungry noise for it as it moved up and down.

My surprise actions caught him off guard and he didn't have anything to say, as if I had scrambled his brain and all he could do was react and enjoy the experience, which was everything I had hoped for. I moved his cock upward along his waist, slowly stroking it while I dipped my head down. He could see where I was going and groaned a rich, deep, unabashed moan that filled the entire apartment and probably vibrated through the walls into the hallway. I took one of his testicles in my mouth and his knees buckled causing him to thud into the wall to keep himself from collapsing.

I didn't really know what I was doing as the only experience with testicle play I had was watching it online with porn. No girl had either had the idea or desire to do it for me so I wasn't really sure what I was supposed to do and how delicate I was supposed to be, or not to be. The only thing I could do was go by feel and reaction so whenever he dropped his mouth open and let out one of those roaring moans I continued to do exactly the same thing for a good while after. Eventually I would switch it up when his breathing steadied and I would move from lapping my tongue against it to pulling it entirely in my mouth and gently sucking while offering a slight moan.

The power I had over him was incredible and I couldn't believe how much I was enjoying it. I didn't think of it as sucking his cock and balls, but instead I was playing him like an instrument and seeing what sounds I could get him to make or how I could cause his body to react. The most surprising, and somewhat frustrating, thing of all was that my own erection wasn't subsiding. In fact, it may have gotten harder from all of the moaning and groaning he was doing. It really wasn't what I was looking for and the urge to jerk off was getting harder to deny.

I momentarily reasoned with myself that if I did cum that it wouldn't be because of Ashley, so that shouldn't really have anything to do with tonight. If I had an orgasm it was because of Aaron so having sex with her tonight should be fine because she's a girl and he's a guy. My left hand was beginning to rub my cock through my boxers as I moaned into Aaron's balls. It made me want to cum so bad. I was almost at the point where I wasn't thinking anymore and just reacting, that's when I pulled my underwear down below my balls and started stroking furiously.

"Don't cum," Aaron pushed the words past his lips, "not yet."

For a moment I thought he was being chivalrous and keeping me from ruining my night with Ashley, but I remembered I hadn't even told him about that and he was being selfish. He didn't want me to cum because when I'm giving him a blowjob and I cum the enthusiasm I had for his cock deflated completely. He was so high on ecstasy that he didn't want to come down, especially because I couldn't keep my greedy hands off of my own dick.

I murmured, "nuh uh," against his right testicle as I was sucking and tugging on it with my tongue.

It was becoming increasingly harder to stop and if I didn't soon I was going to let loose all over the floor, but the ability to make myself stop was extremely difficult. I could feel myself getting to the point of no return, where even if I did stop my cock would spasm and cum would spray out but Aaron reached his hand down and tapped the shoulder of the arm that was stroking. The tap was enough to get me to stop stroking and he tapped again. I raised my hand up and he laced his fingers with mine and squeezed tightly. I felt a surge of heat run over my body and I whimpered against his balls.

The hand that had been stroking my cock was now caressing his balls along with my tongue as it flickered and pulled at them. His cock was still held up against his body with my other hand stroking at an uneven pace. I brought it back down, held it at eye level before licking and began sucking along the shaft's side. My movements were automatic and without thought. I was operating on purely instinct.

I could feel Aaron being able to catch his breath and feared that I might have gotten him so amped up but haven't made him orgasm yet so he might feel it was the perfect time to collect on my ass. My hand slid past his balls, letting them caress my wrist and forearm as they traveled between his legs. I looked up at him, opened my mouth and let his cock disappear between my lips just as my finger was pressing against his anus.

He groaned, "oh fuck!"

My index finger swirled against his tight hole and I could feel it slowly making its way deeper. Aaron had gritted his teeth and was breathing heavily. I concentrated and opened my throat and let him slide the length of his massive cock into my throat. My eyes were watering and my cock was rock hard between my legs.

"Fuck I want to get a pic of this someday, T. I need to see what you look like takin' the length of my cock in your throat."

All I could do was muffle a sound, which he probably took as positive but was merely acknowledgement of his desire. I'd probably have been better off not making any sound at all but I was in the throes of passion as well and wasn't operating on reason at the moment.

His panting grew heavier and I knew I was getting close to his climax the further my finger found its way into his asshole. I had a momentary thought of wondering why he didn't want to be fucked, seeing as how much he enjoyed having his ass fingered while being given a blowjob, but then I wondered why I was thinking this right now and pushed it from my mind.

Aaron's breathing grew heavy and stuttered. He reached down and gripped my face with his strong hands. The way his palms covered the entirety of the sides of my head made me feel weak. I don't think I could move out of his grip if I tried, he was going to cum in my mouth and down my throat just like this and there wasn't anything I could do to stop him. Not that I wanted to.

With the addition of a second finger pushing into his ass he tightened his grip on my head and pulled my lips to the base of his cock. His orgasm was powerful and his fist balled in my hair on top of my head. He called out in a deep, shaking voice, "fuuuck!"

I'm getting better at swallowing now, and very little spilled from my lips. The small amount that did I wiped away with the back of my hand. Aaron sunk to the ground against the wall. He was breathing heavily and looked as if he wanted to stretch out right there in the hallway and lay naked until he fell asleep. I stood up to walk back to my room, thinking about getting ready to get out of the house for the rest of the day and night when Aaron stopped me.

"Hey man, help me up," he reached his hand out for me to pull him up off of the ground.

I gripped his palm and he squeezed, again the strength in his hand overwhelming me as I had to lean far back to balance myself as I lifted him off the ground. He stood up but was wobbly and leaned into me. His naked body pressed against mine, with my underwear still down below my balls.

Aaron's huge cock, still massive even after he had spent his load, rested against my inner thigh. He held my hand and then rested his other hand on my hip to steady himself, pulling me in slightly and facing him. We were flat against each other and his gigantic cock was pressed against mine. It paled in comparison in every manner imaginable. Even fully erect I was nowhere near the length of girth of him.

He looked down and gave a soft chuckle.

"You're still hard, T. You want someone to take care of that now that you're done with your chores?"

Aaron grabbed at my cock, making it look even smaller in his large hands, and gave it a few tugs before taking his cock and batting at mine a bit causing it to bounce as I was as hard as ever standing naked next to him while he fondled me. I shivered but didn't answer. He must have taken that as a yes because he began to pull and tug at my cock, then slipped his hand between my legs and cupped my balls. I leaned into him, shutting my eyes and moaning a soft, high pitched whimper.

"Say it, T. You know you want to. Say it."

I bit into my lip before dropping my mouth open wide. The pained expression on my face was a lie. I was in such bliss he could have asked me to let him fuck me and I probably would have agreed eagerly.

His finger now pressed against my anus and I lurched forward into him. He held me up and wrapped his arm around my waist tightly. There we were, two grown men standing practically naked in their shared apartment hallway with their dicks hanging out and pressed into each other's bodies. Aaron continued, gently, pushing his finger into me and just before I could feel it pop into me and his soft, velvety whisper of, "say it," drip into my ear again I turned away, gasping. I pushed myself from him and stumbled back to my room and closed the door behind me.

There were only two things I wanted to do at that moment. One was to masturbate to the picture Ashley sent me but I had to resist no matter how incredibly erect my dick was. The second was to run back into the hallway and let Aaron's hands grope and fondle my body to his heart's content. But that had me feeling so scared that I was trembling and I knew I couldn't see him right now. I didn't know what I would do if I did and I was thankful he didn't follow me to my room or I would have done anything he wanted.