Short-Term in Chicago Ch. 02

Pressing my nose into John's scrotum, I was fascinated at how soft and smooth the loose skin felt against my face. I had the same reaction the first time around, but the sensation still held a taboo aura of the unknown. His balls rolled easily beneath the silky cover, which hung low due to the warmth of the shower.

"Fuck, that feels good...that's it man, suck on those balls." John moaned as he pushed my back towards the floor. "Lay back man...I'm going to sit on that handsome face!"

The hard, tile floor was mildly uncomfortable, but it at least the water made it feel warm. I was laying flat on my back, with John hovering above me...his feet against my shoulders and his sack draping over my nose and mouth. My cock was painfully hard. I had started this, and still couldn't believe the situation I was in. No one at home would ever believe I was capable of behaving this way.

"Remember how hot I made you feel when I licked your ass, straight-boy?" John said, spinning his body around, straddling my torso, and squatting on my chest. "Time to return the favor, bud...go ahead...put your hot tongue on my little pucker."

I stared at the firm, muscled globes in front of me...not really wanting to comply, but feeling an odd sense of obligation. I had, on occasion, tried to interest a few girlfriends in ass-play...but it never held a strong fascination for me. I gasped as John leaned forward, taking my cock into his mouth, and shifting his ass even closer to my face. "He's right...it did feel fucking incredible." I thought to myself, while still hesitating to do the deed. This seemed like the raunchiest, dirtiest, thing I had ever been asked to do...and for some reason, heightened my arousal even more. I took a breath, and extended my tongue to the outer edge of John's sphincter. I could feel every ridge as his ring twitched in response to my probing. I half-expected to feel sick when I started, but was surprised to find the experience incredibly erotic. John's freshly-cleaned backdoor offered no nasty surprises, and the eagerness of his cock-sucking increased with every lick across his rosebud.

"Oh god, yes...just like that, man...lick that hole...oh fuck!" John cried out as my resolve strengthened, and I began working his ass in earnest. John used one hand to encircle my cock and balls...licking my nuts as I lapped harder and faster at his ass.

I could feel my sack tighten as John used unbelievable skill on my aching tool. "I'm close...oh shit...I'm so fucking close!" I panted, moving my face out of the crack of his ass.

"Feed it to me, man...give that load!" John grunted, before swallowing me whole and plunging a spit-soaked finger into my ass to massage my prostate.

"Oooohhhh...sssshhhiiiiitttttt!!!" I howled, as my body jerked, and four heavy streams of spunk shot into John's hungry throat. He continued sucking me dry as my body slowly relaxed, and the convulsions faded.

"Damn, you have some tasty cum!" John said, spinning his body above once more. The head of his cock was an intensely deep red, and his nuts were drawn tight against his body. "Oh god...I need to shoot, man...take it...taste every fucking drop!" John groaned, as he lifted my head off the wet floor and pushed his hard cock into my mouth.

"Mmmpphhh...mmmppphhh" were the only muffled sounds I could make as John held the back of my head and pushed deep into my throat. It was clear that I no longer had a choice in the matter...I was going to swallow another man's cum. As I could sense John's body tighten, and his thrusts becoming more urgent, the familiar sense of excitement mixed with revulsion swept over me again.

"Fuck...fuck...here it comes, man!" John shouted, holding my head tightly and pushing fully into my mouth. "Fffffuuuccckkkk...ddddaaammmnnnn!" John screamed, panting heavily as load after load filled my mouth.

The first blast shot hard against the back of my throat, and I gagged around the throbbing prick that filled my mouth. John's spunk was warm, slick, and a bit salty...maybe not the best taste I had ever encountered, but certainly not the worst. To be honest, I had tasted my own load a few times in my youth, and his was very similar. It was the delivery method that made all the difference. I had little choice other than to swallow as much as I could, as several other streams poured down my throat...the excess squeezing past my lips and running down my chin. John held my head firmly in place as my tongue worked the last drops from his deflating member.

"Oh man...shit...you took that like a champ." John said between halting breaths, pulling his soft cock from my mouth and offering me a hand to stand-up.

"Fuck...that was...different." I said, swallowing the last of my friend's sticky load, and wiping the goo off my chin. "I guess I can understand why some of the girls in college wouldn't swallow." I continued, with an exhausted chuckle.

John pulled me close to him, and centered our bodies under the spray of the shower. He once again pressed his lips to mine, darting his tongue into my mouth and mixing the flavors of our remaining seed together. "Mmmmm...I like how my cum coated your tongue...very tasty." John said, while biting my lower lip, grabbing the soap, and reaching down to lather my cock and balls. "Better get the boys cleaned-up for round two."

"I don't know about round two, John...you pretty much wore me out." I answered, returning the favor and soaping his chest.

John smiled widely. "I don't get to corrupt hot straight men very often. If you think I'm going to let you leave town on a "one-and-done", you're very much mistaken."

"Hahaha...I've been known to have to some intense all-nighter's with a smoking-hot lady or two...but I don't think you're going to stir the same kind of interest." I said, smacking his ass with a soapy hand.

"Well...you may be right. But I've already got you half-hard again, just washing your cock."

"I think that's more like half-down, not half-up." I said sarcastically.

We finished what had to be the longest shower of my life, with my fingers pruned and my body nearly exhausted. After drying-off, I looked for my clothes, but John had already gathered them in his hands. He walked into the bedroom and tossed them on chair before lying down on the bed. I followed, and started walking toward my pile of clothes.

"No need to be in such a hurry...you don't have to be anywhere until tomorrow afternoon." John said with yawn. "Just lay down and take a break...we can grab another beer and shoot the shit after our bodies recoup."

I had just pulled on my briefs when I look toward John, to see him patting the other side of the bed. "Hey...it was fun...but I don't need to be doing a sleep-over with another dude."

"Seriously? We just ate each other's cum, and you're nervous about being on the same bed with me?" John said with a hearty laugh. "Just get your ass over here...I promise there are no cameras recording the event for posterity."

I was tired, and John was right to point out the absurdity of my reasoning. "Fine...I could use a quick nap. But you're still not getting any fucking flowers in the morning."

I must have been more tired than I thought, since I dozed-off not long after hitting the bed. I'm not sure how long I was out before being wakened by the feel of hands massaging my back.

"Hey, sleepy-head...it seems all that hot water dried your skin. This stuff should help." John said, squirting more lotion into his hands and spreading it over my back.

For a moment, I thought I should get up, and head back to what would soon be my former home away from home. The kneading motion of John's fingers, however, made me willing to endure the back rub a bit longer. He took his time, really working my muscles while restoring the moisture to my skin. John slowly progressed down my spine and to my lower back, his fingers nudging just under the waistband of my briefs.

"I'm pretty sure this is going to be an all-over job." John said, tugging at my underwear while pulling them down and off my legs.

Instinctively, I started to lift my chest from the bed, but John pressed my body back towards the mattress with one hand, while rubbing my ass with the other. I could feel that John was kneeling on the bed next to me, as his hands slid across the back of my thighs, calves, feet, and back up again. The soothing lotion and his skillful touch felt wonderfully relaxing. I guess I was still a little groggy, as it didn't register where all this might be heading. My mind was lifted from the fog, as John spread my legs apart, knelt between them, and quickly buried his face into the crack of my ass.

"Aahh..oh...fuck!" I gasped, as the invasion sent a sudden tingling jolt through my body. I was reminded of how strong the sensation was the first time John did that to me, and the repeat was no less intense. My cock quickly swelled between my belly and the bed as John slowly licked a path from my ass, to my balls, and back again.

"Damn...that is one fine hole." John mumbled, before plunging his tongue into my brown-eye. I gripped the sheets and moaned, writhing on the bed as he ate my sensitive ass. "I don't know...I think someone might be up for round two after all."

"Oh fuck...that has no reason to feel so good." I moaned, as John pushed a finger into rosebud and lapped the back of my balls.

"Flip over, bud...let's see if I've managed to pique your interest again." John said in husky voice, helping me roll over, and keeping his body between my legs.

My cock was rock-hard, and John immediately took my tool into his mouth while still fingering my ass and rubbing my balls with his thumb. I couldn't help but wonder why the women I dated were so vastly inferior at a task that seemed so simple. As he did before, John brought me to the edge, and back down again several times...torturing me with the reward of orgasm, only to deny it over and over again. Eventually, John slowly licked and kissed his way up my body...straddling me, and bringing his dripping cock to my lips. I grabbed both of his buttocks, and pulled John toward me, swallowing his hot pole more easily than ever before. Once an easy rhythm had started, my hands traveled up John's torso...kneading his pecs and pinching his nipples as I vacuumed the turgid rod in my throat. After a few minutes of providing the best blowjob I could muster, John began sliding down my body, licking his way down my neck and chest. I was certain that he would impale himself again my aching cock, but John kept sliding farther down. His loose balls dragged over my dick, smearing clear precum down the shaft until John's tongue was once again teasing my swollen helmet. John's oral talents were so good, that I barely noticed he had placed my legs on his shoulders. Releasing my cock, he nibbled his way back up my torso until our eyes met, and his cock bumped against my slick and twitching pucker.

"Now is when you need to trust me, Glen. I want to share something with you that you can't understand until you try it." John said with a serious tone.

"I...uh...I...don't know, man." I mumbled, as my body trembled with nerves. "I do trust you, man...but...shit. Won't it hurt?"

"I won't lie to you...it can be painful as hell, at first...but it fades quickly, and will feel better and better the more you relax." John said, with a calming tone as he reached for a bottle on the nightstand. "Open your hand."

With my mind racing through a million scenarios, I hesitantly lifted an arm and opened my hand. John squeezed a large amount of very slippery lube onto my palm. I could feel the heat of his cock pressing at my rosebud.

"I think you're being truthful when you say this will never happen for you again. You shouldn't let this go, without having tried something fucking incredible." John could sense my apprehension. "I won't hurt you, man...you have my word on that." He said, shifting his hips so his cock rested on mine. "Take that lube, and spread it on my dick." John said with a tone that sounded more like a command than a request.

My heart pounded so hard I could feel it. I reached down, gripped John's impossibly hard prick, and coated it thoroughly with the slick fluid. When I finished, John pushed my legs forward, lifting my hips so high that my own precum trailed to my chin. He spat on my hole, and worked the saliva into my pucker with a slick finger. Once satisfied, he gripped my calves with firm hands, spread my legs wide, and pressed his cock to my reluctant entrance.

"Take a deep breath, and push against it...like you were taking a dump." John instructed, as he pushed harder against my ass.

I worked hard to concentrate on trying to relax and doing as he asked. John was patient, nudging my hole gently at first, and then more insistently. I closed my eyes and took a deep breath, focusing my efforts...and then it happened. The head of John's dick slipped quickly past my tight sphincter. John stopped quickly, leaving his cock in position, knowing I would need time to adjust.

"Aargghh...oh fuck!" I screamed, as the initial pain shot through me just as John described. Just the head of his prick seemed enormous, and I couldn't imagine taking any more of that thick pole. Tears welled in eyes as the pain slowly subsided, and my breathing normalized.

"Relax...breathe...you're doing great, man. It only gets better from here." John said, before leaning down to kiss me with the same masculine touch as before.

"Huge...feels so fucking huge!" I grunted through clenched teeth as John slowly inched forward, backed off, and then pushed forward again. It may have taken ten minutes before John managed even half his dick inside me, but his slow and attentive manner made the whole thing tolerable. I wasn't so sure about taking this step, and now I had a feeling that was hard to describe...almost like I was being feminized in some way, and that wasn't setting very well.

John seemed to sense my mixed emotions, and worked to keep my perspective in focus. "Cool, man...so damn cool...you're one tough fucking bastard!" He grunted, slapping my chest with the back of his hand like a primal ape. "Most straight guys would have run away by now. You must be one kinky fuck with the right woman!"

Even in my state of sensory overload, I could see through John's attempt to "butch-up" my feelings, and I couldn't help but respect him for it. Strangely enough, the pain and discomfort were starting to fade, and my fear of being split in half dissipated. I could now begin to feel every ridge and vein of John's impressive manhood as he passed through me with gentle strokes. I couldn't believe I had gone this far out of horned curiosity. The level of trust I placed in a guy I'd likely never see again was huge...but I also knew the impending distance between us is what made it possible. There's no way I could go through with this if I thought repeat performances would be expected.

"Damn...that is one hell of a learning curve." I said, in as relaxed a tone as I could manage, trying to convey that I was going to be alright. I clenched my teeth, reached with one hand to squeeze John's pec, and gripped his ass with the other. "Come on, fucker...make me feel it. If we're going to do this, we're not going to be pansies about it." I grunted, slowly pulling him toward me until his hips were firmly pressed against my ass. "Gggggrrrr...fffuuuccckkk!" I moaned as his cock slid fully inside my bowels...the heat of his prick radiated through me.

John's eyes locked onto mine with a lustful stare. His breathing became deep and ragged as he started to withdrawal, leaving only the head of his cock inside before pushing forward again. His first few movements were slow and even, gauging my sounds and body language for signs of discomfort. John's pace began to quicken with every successive thrust, until he was fucking me with a steady rhythm. My cock had softened considerably...but with every deep stroke across my prostate, previously unknown sensations of pleasure pulsed through my body, and my dick hardened in response. This was strange, intense, and felt unbelievably good. I could never convince any of the guys I know at home that taking it in the ass would be a good idea, and I was more than a little amazed myself.

"Shit...you're so fucking tight!" John said, quickening his pace as he plunged deep into my ass. "Damn, you feel so good!"

By now, my cock had never felt so hard, and it tingled with every stroke John buried inside me. I looked down to see a man's body, athletic with rippled muscles, pressed against my ass and the back of my thighs, using me to satisfy his own sexual need. The moaning sounds above me were low, guttural, and distinctly masculine...not at all the soft feminine coos I was used to hearing. I knew this was going to be a secret pleasure for me...nothing that I could ever comfortably reveal with my circle of friends back home. Some part of me still couldn't understand why I wanted this, but another was lost in the incredible sensation, and the illicit nature of the activity.

"Come on, man...stop playing nice...fuck me...fuck my ass!" I hissed, reaching up to pound John's pecs and pinch his nipples.

John just grinned, moved his hips back, and then quickly plunged fully inside. His forceful thrusts slid my body up the mattress until my skull was pressed against the headboard. Sweat dripped from John's nose and onto my chest. The ring of my once-virgin ass still burned from the intrusion, but the unusual feeling of pleasure made it seem like a minor annoyance. My cock was so incredibly hard, and the precum flowed heavily, filling my naval and sliding down the side of my belly...I couldn't even touch it without fear of shooting immediately.

"Damn...you're one fucking hot bastard!" John grunted, before extracting his huge member, pulling my body down on the bed, and gruffly flipping me over onto my stomach.

My ass felt like a gaping canyon without John's cock filling the void. He reached beneath me, tugging my prick down, and forcing it to protrude between my legs. With the strength of my arousal, it was a somewhat uncomfortable position...but the discomfort lessened as John began licking the sticky helmet, my balls, and my tortured pucker.

"That is one fine straight-boy ass!" John said, slapping my hairy cheeks before laying his body on top of mine. His hard cock slid between my moons as he whispered hoarsely into my ear. "I know you want to cum, Glen...but not just yet...I want you to remember what might be the last good fuck you ever get."

I had no response as I felt John lift his chest of my back...his hands pressed to my shoulders as though doing push-ups. Almost instinctively, I spread my legs apart, and felt his hard and warm cock pressing at my overstretched entrance. John wasted no time, and thrust forcefully into my bowels.

"Mmmmpphhh...fffuuucckkk!" I growled, with my face pressed against the mattress. John stayed deeply planted, allowing me to adjust. The sensation of his dick filling me up again, with his loose sack draping over the head of my cock and sticking to the back of my balls, was almost more than I could take. A few more seconds passed before John began fucking me in earnest. The weight of his body, and the force of his thrusts, was providing more stimulation to my sensitive tool as it rubbed against the bedding. I needed to free my steel-hard cock, and slowly began raising my hips...eventually moving into a doggy position as John continued his deep pounding. Even that didn't ease the building climax that I couldn't hold back any longer. "Oh fuck, man...I'm gonna cum...I'm gonna cum!" I shouted, reaching back to feel John's cock sliding into my ass.

John wrapped one strong arm around my chest, pulling me upright and pressing me against him. With his cock still buried deep inside me, he gripped my aching cock with his other hand and began quickly stroking me with a spit-soaked fist. "Fuck, man...you're clamping around my cock even tighter! Shoot it, bud...show me that load!"