Losing My Anal Virginity


Anal, Blowjob, Cum-Swallowing, First-Time, Gay, Masturbation, Toys
I'd known he 's gay for a foresighted time and I 'm totally aplomb with it. I would n't really consider myself straight exactly anyway, I think bi-curious is the aright term for me. I say that because I 've only every date female child, but I do fantasize regularly about men and gumshoe and cum, and I 've even acted on it once before. But I digress, the spot is hayrick has never made me feel uncomfortable in any way about it. He was just a really unspoilt ally, who I knew I could talk to and delight hanging out with.

This particular Night though turned into somewhat of a gay fest. Perhaps Rick couldn't control himself for whatever reason, but he ended up making commentary about the players throughout the game. We were drinking our Gin & keynote as was customary when we hung out, so maybe he was a trivial too potty to control himself. Or maybe he was just horny that night, who knows. But he talked about their buns non-stop and loved how he could see their biceps and how strong they looked."I'd let him just ruin me"he'd say. For the most part I'd just laugh it off and continue with whatever conversation I was trying to have with him, but then he said something that caught my attending.

"Man, I bet that guy gustatory perception unspoiled !"he pondered. I looked over at him, puzzled, and though I just couldn't let that one go without saying something.

"How would you know that ?"I asked.

"Huh ? Well… I don't know, I'm just assuming."He replied.

"But how would you get into that ?"I asked again."I mean, doesn't the discernment come mainly from a man's diet ?"

"I guess so, yea"He answered."But I don't know, some the great unwashed just look yummy. You can just tell."He explained.

So we ended up talking about sex for a little spell. Something that hayrick and I almost never did. There had been a few times that we talked about it, but not often. He knew that I had tasted another man's cum in the past. I had an experience in a gym cabinet elbow room one time. I had told him all about it when it happened because I wasn't sure what it meant and he was gay, but also because he was my best protagonist and at the time it was almost like a crisis in my life history. But he helped me through that, and we never really brought it up again. But as we started to spill the beans about cocks and cum and tight hind end, he asked me about my experience again. I was surprised how open I was talking about it with him, but it really was just a nonchalant conversation.

Anyway, the game went on and we had moved on to former topics and by the meter 11 pm rolled around we were both fairly wino. It wasn't like the old days where we could just go all night. I was tired and he clearly looked it too. But he had had way too a good deal to drive home so I told him he had to stick. I pulled some blankets out of the linen closet and we prepared the lounge for him to catch some Z's on. I told him I'd be sleeping in for certainly in the morning so he wouldn't expect me to get up and see him out if he was awake before me. I said goodnight and went to the washroom to dampen up.

While I stood in the washroom, taking a leak I glanced in the mirror to my right field. I watched the flow coming out of my penis and began to recall on the conversation we'd had earlier in the dark. I had always had a fascination with penis and when the urine stopped flowing I couldn't help but stand and stare at mine. I threw my pants down to my ankle and slowly started kneading my cock. Still thinking about the conversation, in my drunken DoS, I couldn't resist the urge to masturbate… gay style. I opened the drawer under the swallow hole and reached to the back where I had a minor buttplug hidden. I took out the modest feeding bottle of lube beside it and applied some to the tip. I sat down on the side of the tub, as I always do when I jerk off this way, and spread my leg wide putting one foot on the sink counter and the other foundation on the inside tub paries. My prick was already hard and I lifted my balls out of the way to gain memory access to my asshole. I leaned back a bit and touched the tip of the plug to my ass. The cold-blooded lubricant shocked me at first gear and then warmed quickly. I slowly but firmly pushed upwards and the plug started to slip in. As it reached its thickest point near the ass I let out a small moan of pain. Then it popped in and I felt it hit my prostate gland. Ohh what an amazing feeling. I let it mill around there for a present moment while I started jerking my dick. As the pleasure got more intense I sat forward on the tub and put my feet down, which put atmospheric pressure on the fireplug. I started writhing my hips forward and backwards as if I was riding a bull. The plug was moving inside me and rubbing my prostate again and again. I was getting close to orgasm, so I leaned back again and bemuse my branch open, with my feet where they were before. I pushed the plug out of my ass and started lightly pumping it in and out with my left bridge player. Every time it popped in I could feel it hit my prostate gland, and I'd Northerner it out to do it again stretching my bunghole each time.

Suddenly, the lavatory room access opened.

I reacted instantly by closing my stage and turning my trunk away from the door, as I looked up in terror."Oh my god ! !"haystack yelled as he quickly shut the doorway. A brief pause."I'm so dingy man."I heard him say quietly through the door.

I was mortified. I knew the lock on the doorway didn't work, but I guess I just hadn't thought about it. I was too worked up with what I was doing. I sat in shock for a patch as my member softened and my butthole puckered pie-eyed. What could I do ? Should I go talk to him about it ? Would that make it forged ? I heard haystack's footsteps down the hallway so I knew he'd gone. I cleaned myself up, brushed my teeth and just went to my bedroom. I didn't want to talk about it.

But a few hour later he knocked on my threshold. By this clip I had just my underwear and jersey on. Still less embarrassing than how he'd just seen me, so I told him to get in. he sat down on my bed beside me and immediately apologized."I'm so sorry man. I thought you'd gone to bed already, I had no musical theme you were in there, but I should have knocked."He explained. I looked down at the flooring, my facial expression red with embarrassment."But look dandy, you know I would never say a word to anyone. You know that !"He continued."We all jerk off man. How you do it is your own business. And you shouldn't even be embarrassed really. I'm your best friend. It'll never ever leave this house, I promise."As he reassured me, he put his hand on my shoulder.

I looked up from the floor and smiled at him."I know that man. Everyone does it… but it doesn't make it any less embarrassing being walked in on."I replied.

"Well I suppose that's admittedly. I am really really sorry."He repeated.

"It's okay. Really… it's not your fault. I knew the lock didn't workplace. I should have been Sir Thomas More careful."I conceded.

I put my arm on his shoulder as well and we both laughed a little. A unawares silence and we knew everything was assuredness. He stood up and took a few stride towards the door. Then he spoke up again"So…"he started as he turned around to face me again"Do you always do it that way ?"he asked coyly. He had clearly seen what I was doing, with the buttplug and all.

"No ! No !"I answered quickly."Definitely not all the time. I only do that when I'm… in the mood, I guess."

"Ohh ... cuz I had no idea you were into that."He said."How come you never told me you liked that ?"

I didn't really have sex how to respond him without offending him. But I suppose I couldn't just not state him."I dunno."I started"I guess we just don't really talk about that poppycock much. And uhh… I didn't want you to like… get any musical theme or anything."I said with a chuckle.

He laughed too and replied"Oh please ! Just cuz you like toy dog in your cigarette doesn't mean I'm gunna try to know you."

"I know I know."I said.

Just then, I got a sudden urge. Something came over me and I started to feel my balls tighten and my dick swell. My heart started to speed up as I looked at him and pondered. Maybe he could fuck me. I know my closed book are safe with him, he just told me so. Maybe I could let him fuck my ass. But does he require to ? I knew I could handle it. I knew he had a big pecker but with all the toys and experience I have, I knew I was gear up. I had already blown a man in the yesteryear so I wasn't new to that, I just hadn't had dick in my ass. It almost started to look to be the logical system next step if I wanted to test my gay fantasies.

My center really started racing and I looked at him as seriously as I could and just said it."Maybe you could though."

He stared back at me. I saw his eyes widen."What ? !"he exclaimed.

"I mean, if you want to, of course."I said."We're Charles Herbert Best friends, so if you don't want me that way I obviously understa…"he cut me off.

"Yes !"He blurted"I mean, yeah… if that's what you want. I've dreamt about it for a long time."He explained.

I smiled at him and reached out with my hand. He took a whole tone closer and I grabbed his pants by the belt. I wasn't about to waste any time. I undid his whack and unzipped his drawers. I looked up to see him staring down in amazement. I slid his drawers down to his ankle joint and held one leg of them to the floor while he stepped out, then the former. His boxer/briefs were tight and revealed his large protuberance. I knew he had a big one because I'd seen him many times in change rooms and also group skinny-dipping in the lake at the cottage as well as the hot tub at his situation. I had never seen it surd though so I could never be sure just how big it was.

I decided to card him a little and raised his shirt up instead of going for the underwear. He helped it the residuum of the way off and tossed it on the flooring. Then I wrapped my fingers inside the top of his underwear and just rant them around the band while I looked up at him. He was still staring at me intently. I took one hand and lightly touched his bulge through his underclothing. Then more firmly, I rubbed it up and down. As I felt it take up to run I skid my mitt around to his butt and squeezed on both face. I pulled him towards me and bit down on his appendage through the fabric. Then I slipped the underwear down off his round of golf ass and moved my hands around to the front end. His underwear pushed on his thickening dick as I slid it down as slow as I could. As his gist was being unveiled my cock began to shift in my underwear. When his jockeys reached the tip of his dick it popped up and almost hit my chin because I was so nigh. I instantly took his knob in my mouth and sucked it in to the back of my spit. My hands threw his underclothing to the floor as I re-positioned myself to gain more access to his dick. I tilted my chest forward and my fountainhead back as I looked up in his eye and gulped in more of his sum. He had his mouth open with surprisal and amazement at the sight of his best supporter gobbling his dick.

I sucked back on his dick and slowly released it from my back talk. It was getting much harder now. I put one handwriting in his balls and began to wave and tug them. I put my other hand on his shaft and started retard pumping it while I put the tip back in my mouth."Mmmm"I hummed as went down on it. I slid it back out and stood it up to admire it. His manhood was about 7 inches, and Nice and slurred. larger than mine, but not too big that I would be scared of it, since I knew where it was going on this Night."Yum"I said softly as I looked at it, then bent it back down towards me and pulled his balls to my chin going as deep as I could. He was sway solid now, and so was I.

I slurped and sucked and twisted and rubbed for a spell, moaning and grinning the whole metre. Still silent, he reached down and pulled up lightly on my chin. I looked up and he moved back with his hip pulling his putz out of my oral fissure. He put his hands on the position of my berm and encouraged me up off the bed. He lifted my shirt over my head and take hold of my underclothing band. My cock was bulging inside so he pulled out on the striation while pulling down, heedful not to turn away my cock. Without even touching myself there was pre-cum sitting on the tip of my cock. He leaned down and quickly licked it off. Then he pushed me down on bed and I instinctively laid down on my back. He got down on his stifle and pulled my peter straight up in the air. He completely devoured my 6 inches in one western fence lizard motion. I was blown away. He stroked my balls with his helping hand as he held my cock up and continued to bob on it. Rick was certainly a master cocksucker, and it didn't take long for me to bulge feeling my climax. I forced him to stop before it got too far and I calmly said"Not yet."

He leaned back on his feet and I stood in front of him, turning around to face up the bed. I crawled onto the bed and turned my head to look at him. On my helping hand and knees, I nodded for him to do closer. He reached out and seize my ass with his hands."I've always loved your ass"he said.

I couldn't help but reply."wellspring you're really gon na make love it in a sec."I chuckled

He giggled and continued to rub my buttcheeks. I reached over to the nightstand and took out a metal box and placed it on the bed beside me. He opened it and discovered another butt chew, 4 condoms and some lube. Without any words, he immediately opened a safe and unrolled it down his shaft. Then he squeezed a bit of lubricator onto my ass, which surprised me. For some reasonableness I thought he would put it on his dicktip, but he put it on my hole instead. He put everything away, as I was looking back at him with favourable reception. He positioned himself and started to rub his prick against my shit. Sliding it up the entire length. I guess that's why he lubed the pickle instead of his cock. It felt nice, and I started to rub my own turncock with one hand.

I heard him lightly murmur"Ya ready ?"and I nodded yes.

I put my pass down on the bed and closed my oculus. He placed the tip of his dick on my entrance and started to agitate ever so slightly. He was thick, but I had a thicker toy, so I was ready. I felt the headway pop in, it felt estimable. He kept pushing and it inched in. slowly but surely he entered my ass with no problems. Some fragile painful sensation every few seconds, but that added to the pleasance. It felt amazing. I didn't even earn when he was all the way in, but I heard a loudly groan from him and turned to see. I couldn't turn of events enough to see my ass, but I could see his smiling face."It's in"he said simply.

"What ? All the way ?"I asked.

"The totally thing"he confirmed with a whimper of delight.

I put my head back down on the bed again and pulled my orchis up to face. I could see his chunk hanging behind mine and that's it, I couldn't see anything else. He lingered for a few irregular and then slowly withdrew. I could see his splendid cock starting to come along as he pulled out. I watched as he began to slowly push it back in again. As it grazed past my prostate I closed my eyes and put both my berm down on the bed. Just my ass sticking up in the air, I whispered"Ohh fuck yes."

He was sliding in and out of me easily now, his throbbing pecker pleasing my insides. He braced me with his hands on my hips as his pace started to invigorate."Ohh yes"I blurted. He glided his hard shaft in and out of loosening ass."Harder !"I yelled. His pace picked up more and I could sense the fiery friction in my arsehole."shtup me Rick ! ! Fuck me hard !"I screamed. He repositioned his hands, one on my shoulder and the other on the small of my cover. He pounded me furiously and it started to fire. He pushed down on my binding and yanked on my shoulder as he thrust his big hammer over and over in my ass. It really hurt now, but the pain felt get."Yes ! Just like that. Destroy my ass !"I cried as I buried my face in the bed and clenched the sheets with my custody. Plunge after plunge his thick cock penetrated me and my putz rubbed on the bed with every poke. I loved every indorsement of it. Then suddenly he stopped.

I didn't think he had ejaculated. Surely there would let been some signal of that, moaning, grunting, panting. He was in me to the hilt and just remained there for a moment. I raised my head and looked back at him. He pulled his cock out of my ass and I squeezed it tight. He pushed on me sideways encouraging me to stray, so I did. I looked down at his throbbing turncock and saw how red and swollen it was, but no cum in the condom. I realized he had just wanted me to riffle over so I got comfortable on my rachis and he spread my legs nice and full. My cock and bollock were presented to him and he positioned himself on his knees below me. He bent his firmly cock downwards and put the tip against my ass again. He put both his men on my knees and moved them up towards my hips.

Then he pushed in again. I felt his cock slide in and hit my prostate. My body reacted by spreading my peg further. Then he pushed my pegleg up further so that butt came off the bed slightly. He shoved in again and I felt force per unit area on my prostate again."AHH !"I exclaimed. My eyes were shut. He pulled his cock out to the tip and lunged again. It was unbelievable, the look inside my torso. He continued with longsighted strokes. In and out, every time hitting my prostate and sending shake through my body. My center shot opened and I stared at him as he started pounding my ass yet again. Faster and faster, with shorter strokes, he stabbed my prostate gland. I couldn't help but snaffle my cock and start beating it. He let go of my pull up stakes knee and moved my hand away from my dick. He wrapped his hand around it and stroked it for me. I put my hands under my legs and pulled towards me, holding the position so goose egg would convert. This bit was heaven, getting the ass throb of a lifetime and my putz jerked at the Sami clock time. I couldn't nurse on a good deal thirster. Rick stared at my shaft as he was beating it and hammering away on my trap with his lusus naturae. He knew I was seconds away from exploding and pushed as hard as he could. With his compact severely peter pulsating against my prostate gland, he held it there and jerked my dick furiously. I looked down at my tool and my hale consistency tensed. My abs started hurting as my hip joint bucked forwards. Rick tried his adept to displace with me and keep his solid cock against my prostate. I felt my ass pucker and squeeze as my cock began to throb uncontrollably. And finally, I felt the release. The first shot hit my pectus and then the second base shot up to my Kuki, a diminutive bit of my semen touching my lip. My back talk was across-the-board open as my body convulsed and spurt after spurt emptied onto my breadbasket. Rick was still pulsing into my ass as much as he could until he couldn't take anymore. My ass compression must have sent him over the sharpness, because he quickly pulled out and ripped off the condom. He started beating his meat, but I grabbed it from him instead. As I stroked him he leaned forward a bit, his putz directly over mine. As I continued pumping his shaft, his balls rubbed against mine. Then suddenly his dick stiffened harder than it already was and I felt it throb in my hand. I quickly grabbed his orb with my other hand and pulled on them, pumping faster. He erupted with a big oink, and his spurt of cum landed on my face and the bed above my psyche, surprising me. I moved my head slightly to avoid another barb hitting me in the eye. Another blast got as far as my nose, and I tasted my start drops of haystack delicious juice. And as his orgasm continued, the rest he unloaded on my bureau and stomach, squirt after squirt. I aimed his phallus down towards my own as the death of his cum oozed out onto my softening cock and my balls.

trousering in relief, he gazed at me in amazement as I licked his cum from my sass and started mixing and rubbing our cum together all over my body. Then he leaned down to my penis and licked his cum off it. Not missing a dip, he cleaned my cock entirely and sucked each of my ballock in his mouth, working the cum off with his tongue. Then he started working on the eternal sleep of it. I was storm how much of an appetite he had for it, but it kept me turned on. He slurped and licked all our interracial cum off my chest, sucking at my mammilla. He licked up my neck and chin, and then hovered his grimace above mine. He leaned in and met my lips with his. But I didn't even see that he hadn't swallowed all the cum. He was holding it his mouth and as he kissed me our mouths opened and I felt the cum flow rate into my mouthpiece. My eyes opened with surprise, but I eased into it the candy kiss and gladly took it. As we separated, I happily drank down our cum and he smiled watching me swallow.

My thorax was a bit awkward, but he had done a great job cleaning me up. We both looked above my head at the line of credit of cum on the bed and laughed."You know… my ass kinda hurts."I said, realizing just how raw it felt at that mo. His face went a bit red and he chirped back"Hey, you told me to fuck you !"

"I know"I said."Don't worry, I'm not blaming you. I just hope it feels a piffling better in the morning so I can do this again."I explained with a grin on my face.

"Ohhh, I see."He said."fountainhead, if it doesn't, just let me know and we can trade places."He said with a wink.

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