After the first two years of marriage, our sex life took a nosedive. Mary is very career-oriented; she is driven but rarely wanted to have sex as we got busier and busier. I end up jerking off in the bathroom in the morning before I shower to release; the last time we had sex was June on my Birthday, it was quick, and I don’t know if she even came. I don’t want to cheat on her with another woman. As time has gone on, I have dove further and further into gay hookups, I don’t view that as cheating, and I only stick to oral sex.
I flew out to Boston to audit a client; I am here for a week staying near Boston commons. It was Wednesday night, three days down of the same thing; I ate dinner alone, I texted my wife, sort replies back and forth. I was horny and opened up some apps, Reddit, Grindr, and Doublelist to see what was going on. I came across an add on Doublelist that looked pretty good, “College guy for married cock sucker.” The add read, “Bi College guy 19, interested in a married man to drain my balls and swallow my load, my girlfriend swallow and I really need a cum dump to drop my load, you need to host.” There was an image of a beautiful dick that looked a little above average. I quickly sent a reply with a de***********ion and info.
I went back to my hotel room and saw a message reply to my fake email account. I had made a fake email using my middle name, I always book hotel rooms under my middle name, and I have a google text account. The message read, “Cock sucker, where are you, and when can I drop my load down your throat? Please text this number along with a picture of your wedding ring, I only throat fuck married men. ”
I don’t know why, but I was so turned on by the whole situation. I texted him with my hotel info and told him 8:30 pm works, along with a photo of my wedding ring. He replied back. “Great, leave the door open a crack, have a pillow down on the floor, on your knees, and only be in your boxer at exactly 8:30 pm; see you then.” My heart was racing; it was 7:55 pm, I quickly went down to the hotel bar and got a whisky sour. I drank down to clam my nerves. I did as he instructed and left the door a crack, and I was on my knees at 8:27 pm. A few minutes passed, I thought I might have been ghosted when I heard two voices talking in the hallway, and the door opened.
My heart sank, oh god, I started to get up to explain they are in the wrong room. Two college students entered the room, the guy walked in first, the girl last, and she turned around and locked the door. “This is the room with the married cock sucker, right?” He said with a confident tone, the girl laughed, “I see a cock sucker on his knees, Matt, looks like the right room to me.” They seemed like they were a little drunk. I began to protest, “But I thought it.” He immediately interrupted me, “Cock sucker, what did I tell you? My girlfriend doesnt swallow so I need to show her what a good cock sucker does, now. Do you want to suck cock or not?” I really did want to do this; his cock pictures did make my mouth water; all I could muster was, “Well are you both over 18?”
She laughed, “Yes, cock sucker, we both go to Fisher College right around the corner. Now I came here to see how a married man sucks cock, and I don’t have time for this shit, are you even married, do you have any pictures?” She asked in an upset tone.
As I started to answer, Matt started to unbuckle his pants and remove his boxers. I quickly grabbed my phone and scrolled to the picture gallery and handed her the phone. “Checks out, Matt seems legit.” Matt dropped his boxers and unveiled his eight-inch cock; it was soft, maybe about five inches, his head was narrow like the tip of a missile, and his flaccid cock was thick, thickest right around the middle.
Matt laughed, seeing my demeanor change after his cock popped out, “Kelly, looks like this married guy just fell in love at first sight, now start sucking.” I moved forward, I glanced him up and down; he was about 6 ft, athletic body, I glanced at Kelly, she was smiling and watching, she was cute, blonde, about 5 ft 3, petite and decent size chest for her size. I reached forward and reached under his balls to lift his cock up. His balls were heavy. They were much bigger than mine, and they hung down low. I lifted his flaccid cock up toward my mouth, extending my tongue out, licking from the head up the shaft, then back down, stopping at the head. His head soft a spongy, a small dribble of precum caught my tongue, a familiar taste.
Matt broke my trance, “tongue out!” I quickly looked up and extended my tongue out, my eyes met his; he reached down and grabbed his cock before slapping it on my tongue; it was heavy and hurt a little bit. I felt his hand grab the back of my head, pushing the head into my mouth, filling it. I felt the heaf hit the back of my mouth, the rest of his soft cock continued pressing in like an accordion retracting. As he pulled back out, I sucked hard as I tried to inflate his cock. He started to work his cock in and out; I sucked bring his cock to life as it filled my mouth. As it grew, I opened my throat to allow it continue having his balls press against my chin with each stroke.
“Suck it, baby, face fuck him, Matt.” Kelly cooed and laughed. His cock was now rock hard; saliva ran down the sides of my mouth, his cock had to be about seven to eight inches like he said and maybe close to 2 inches in diameter of girth. It was easiest when he made small strokes, his head and the thickest part of his shaft logged in there; when he made full strokes, I would cough and gag, spitting out saliva. “Glug glug glug glug glug…ahh” filled the room along with coughs.
“That’s it cock sucker, take that fucking cock, you married little bitch. How would your wife feel watching her man get face fucked by a college kid with a big dick? Now tell me you love my cock bitch! Worship this cock” He taunted at me, pulling his cock all the way out. My mouth, now feeling empty, wanted it back. “Please sir, fuck my face like you would her pussy, I’m your dirty little married cock slut, and I want your cum badly, please give me that delicious cum.” The words just came right off the tip of my tongue; what was I doing, I thought to myself, as I listened to the college kids mocking me while I begged for cock. Matt laughed and repositioned himself, lying down on the bed next to Kelly. “Come here slut, take off your boxers, I want you on your knees, ass up and spread while you suck my boyfriends cock.” Kelly cooed again.
I dropped my boxers; my hard five and a half inch cock was rock hard as I climbed up onto the bed, I snuggled between his legs and arched my ass up. “That’s a cute little sissy cock you got there; makes sense why your sucking cock now.” Kelly laughed. Matt pulled my head toward his cock as I opened up and deepthroated it in one motion taking the whole thing down to his balls, I coughed a little as I buried my face into his crotch. I pulled back up before starting to bob furiously up and down on his cock.
He had one knee up the other one I pushed down and wrapped my right hand around his thick shaft, unable to close my fingers together. As I came off the top of his head, I let out a loud pop before popping back down my right hand covered in saliva as a twisted and stroked while I bobbed up and down, “glug, glug, glug, glug, glug…pop, ahh” a trail of saliva from my mouth to his cock.
Matt just let out moans and groans of pleasure; he moved his hands to the back of my head, pulling me down fasters and harder. “Oh fuck, Kelly, he is such a good cock sucker holy shit.” He exclaimed. I worked furiously, knowing he was getting closer to the edge. “Oh fuck, oh fuck, ahh.” I felt his cock pulsate and moved my hands down to his balls where I gently caressed them, sucking the cum right out of his balls, hot splashes of cum shooting down my throat.
“Wow, you are a good cock sucker, I got an amazing view and video of the deep throat,” Kelly said, chuckling. I snapped back to reality with that comment. “Video?” I said, turning around to see her holding my phone and her phone. Matt spoke up, “Yeah cock sucker video, that’s right, so here’s the deal, Kelly has already transferred your contacts over to her phone, you’re not the first married cock sucker I’ve done this with. I have a big fetish of fucking married men, knowing they are unfaithful to their wives, knowing they are fucked harder then they can fuck their wives, fucking the cum out of them while they’re sissy little cock flops around helplessly.” My cock jumped; he was hitting my darkest desires. “So for tomorrow, I’ll be back with two friends and Kelly, she will bring you some sexy clothes, my friends don’t fuck guys, they fuck sissys, you will need to shave everything down there, I want a clean asshole, so no food in the morning or lunch. You will have more than enough dessert after your dinner to fill you up. No protesting, I know you won’t; you know how fucked you are literally. We are all clean; we get tested every once in a while, so no condoms bitch, understand?” He ordered.
I was looking up at him, my head still in his lap over his now soft flaccid cock. I nodded my head and said, “Yes sir.” He laughed. “Kelly, lock this sissy up, no cumming before tomorrow.” Kelly laughed, she reached between my legs and tugged on my balls, she wrapped the bottom of a cock cage and then put the top on my cock. “Gonna have to cage you up to make sure you don’t get tempted.” She giggled. On the bed, she left a butt plug and small bottom of lube, “If I were you, I would let this stretch you out a little to warm up for tomorrow; see you at around 8 pm.” She said as they got up, and Matt dressed before leaving the room.
I collapsed onto the bed, my jaw sore, the after taste of thick cum still on my tongue. I quickly check my phone; I found a few video clips on there that Kelly must have taken on my phone; I paused as I watched them; they were so hot, watching another man face fuck me, the sounds, the expressions, I was secretly glad she took these. I then got a text; it was from a number I didn’t know; when I opened the text convo, I saw it, the people she shared with herself. As I read them, I cringed, Mary with a heart, Mary’s Mom, Mom, Aunt Eleanor, Dad, Don, and a random contact I don’t even remember putting in my phone. “Don’t forget cock sucker, 8 pm tomorrow is show time, can’t wait to see you fuck that cock good baby! Love Kelly” I passed out after reading that.
When I woke up in the morning, I check my phone; Kelly texted me a picture of my spread ass, balls dangling down head in Matts lap with a wink face. My jaw hurt, and I had a pit in my stomach. Knowing what was a to come, I applied a little lube to my plug, and after a few minutes of fighting, my ass welcomed it in. I went through the motions of the day, I briefly check my phone around midday, some text convos with Mary, then a text came in from Kelly; it was a zoomed-in picture of my asshole with a blackhole emoji after it and a laughing face. I focused on my work and then went back to the hotel. I had a call with Mary; we talked about our day; I tried to hide my nerves when talking to her. Like last night I went down to the lobby to get myself two drinks this time before going upstairs. I showered, I shaved everything below the wast to my knees, I looked in the mirror at my now hairless, smooth ass. Kelly texted me at 7:05, on my way up, just me before the guys get here. When I heard a knock at the door, I paused before opening it, “come on cock sucker.” I quickly opened the door and said, shoosh, she was just laughing.
She dropped a backpack onto the group and started rummaging through it. “Get naked, she ordered, we gotta make you nice a pretty cock sucker.” She commanded. I followed her orders, “Oh, you look so cute with your little cage, now slip these on, size nine shoes, right?” She asked. “Yes,” I said as I pulled up the black lacey thong she handed me, I pulled them up then started with the stocking and garter belt. She laughed, watching me struggle, and helped clasp everything together. I put on the heels and almost immediately broke my ankle, collapsing to one side. She pulled out some makeup and applied lipstick and some eye stuff before putting a black hair wig on me. “Now that is a pretty little ass slut.” She said with a smirk.
She slid my thong to the side and pushed the butt plug back into my ass after applying a little more lube. When I heard a knock at the door and could hear the voice of three guys, she popped up and told me to stay sitting down. The three college kids came in the room. Kelly spoke up, “Well, you know Matt, this is Rick and Shawn, guy meet the newest ass slut, Sandy.” The guys smirked. Rick was a big guy, about six-two, maybe 250 lbs, his arms were toned, and he had a big beard. Shawn was skinny and about six foot one, maybe 150 lbs. They came over to the bed; I could smell the faint scent of alcohol, I kneeled down in front of them my face was crotch level.
“Holy shit Matt, this is a married cock sucker, right? I want his ass first; I love fucking the masculinity out of closet husbands. I’m gonna gape his hole good.” Rick said as their cocks plopped out. Ricks cock was the smallest of the bunch, Matt has the best-looking cock, and Shawn was uncut, something I hadn’t sucked before. All the guys started stroking in my direction, I was overwhelmed by cock and reached forward toward Ricks cock and began stroking in. Then I turned a little grabbing Matts cock and taking Ricks in my mouth. I started bobbing up and down on my knees, wearing women’s lingerie. I started to work the room, shifting between hand jobs and blowing, “gurp, gurp, gurp, gurp, pop ahh.” I mead audible sucking noises before Matt repositioned himself on the bed.
“Come here cock sucker, on your knees ass up slut.” Matt commanded. I knelt down on the bed and took his cock in my mouth. I arched my back up for a second before I felt a hard smack of my ass. I moaned and jerked. “At least he has a nice ass and is plugged.” Shawn said as I felt the thong string get pulled toward the side. They twisted and pulled the plug out. I heard Kelly walk over and heard a bottle cap pop before the cool gel liquid was being smoother on my asshole. I moaned and winced as a finger started pushing through the warmed up hole, my ass welcoming it in after the plug was out. “Oh, that’s a good ass slut,” Rick said as he started to work his finger in and out of my hole. I just kept bobbing up and down as I worked Matts cock. I squealed a little in pain as a second finger worked its way in. Rick was now fingering me like I would finger my wife; a third finger started to work in; it hurt he was stretching me.
He kept that going for another two minutes before pulling his fingers out. I looked behind me; I could see Kelly lubing up Ricks cock; he must have been about six inches long and a little thicker than I was. “Tell Rick you really want him to turn your ass into an ass pussy, tell him you want him to take your anal virginity, he really likes being complimented before destroying your ass baby.” Kelly cooed. I paused, sucking Matts cock, “Please, Rick fuck my ass pussy good.” Before Matt pulled my head back down. Rick’s hands gripped around my waist, he snapped the thong material, and he pressed the head of his cock against my ass. I took a deep breath as I felt the head push in, “Ahh, ahh, aww.” I cried out. I felt his cock pushing into my virgin asshole, now past where the plug was, he paused, withdrew a little, then pushed back in. I went back sucking Matts cock, trying to forget there was cock taking my manhood away. I finally felt it; Rick’s thighs slapped against my thighs; he pulled almost all the way out before pushing back in, then starting a rhythm I could meet bouncing on his thighs. I moan a little as the pain started to turn to pleasure.
I looked to the side; Kelly was jerking Shawn as I worked the other two cocks in the room. Rick picked up the pace; our skin made a clapping sound as he started to pound my ass. “Clap, clap, clap, gurp, gurp gurp, pop.” Noise and the smell of sex filled the room. I felt Rick slap my ass hard before he ordered me to get up. He laid down on the bed, “sit on this cock.” He ordered. Kelly and Shawn stopped what they were doing and came over to watch as I straddled his cock, impaling myself as I sat down in a reverse spider-like stance. He grabbed my hips again, and I was bouncing on his cock, my cage bouncing up and down as I tried to lift my core to match his strokes.
“You know, Rick, you’re right, it is this position that fucks the man out of them, seeing the cock cage bounce as they ride your cock really is the end of the line for keeping your manhood, your just sissy with a hungry ass pussy and a worthless clit now, Rick fuck the ass pussy like a fleshlight good,” Kelly said. The guys laughed as I bounced riding his cock, moaning as I got more and more horney knowing a man was fucking me. He then stopped and ordered me onto my back.
His large body over me lifted my legs up to my shoulders as he pinned me down, pushing inch after inch in my ass. He kept driving down until I felt his stomach pressed against my thighs. He really started to pound me, loud claps filled the room “clap, clap, clap, clap, clap.” I felt like he was trying to fuck me through the bed; his heavy balls slapping me, he started to groan. “Oh fuck yeah, this is it cock sucker, I’m gonna fill you with cum, and you’ll never be able to fuck your wife the same way again.” He said as he grunted. I could faintly feel a warm rush inside me as his cock pulsed inside my ass.
He collapsed on top of me; his sweaty body pinned me down, he lifted himself off me, I saw Shawn approach, his cock was a little longer than Matts but not as wide as Matt’s. “Open that ass pussy slut, time for another pounding,” Shawn said, slathering lube over his cock; he lifted my legs up again, this time higher than Rick had me. He pressed the head into my ass before driving the entire length of his cock into my swollen ass pussy. “Oh fuck, ah, ahh,” I groaned and winced, the mix of pain and pleasure returned. He paused and looked me in the eyes, “Tell me what you want, you little slut?” He asked. “I want you to fuck my ass pussy; I want you to cum in my pussy, fuck me hard.” He moved my legs onto his shoulders, then in a quick motion, he starts pumping like a piston in and out of my ass. “Oh fuck, oh god, ah.” The noises came out of me as I wrapped my arms around him as he railed me out.
We fucked like this for a few minutes before he withdrew his cock with a loud pop. He grabbed my hip and pulled me to the side, I got on my knees, and he repositioned himself behind me. Matt came on the bed and positioned himself in front of me. I opened my mouth to take him in my mouth. I could feel Shawns cock head reposition in my ass as he pushed it back in; he grabbed my hips and started to pound me into Matts cock.
“gurp, gurp, gurp, gurp, clap, clap, clap, clap.” The noises, mixed with the squeaking of the bed, I was a human fleshlight sandwiched between a foot of cock. They weren’t on the same page as they both came in at the same time instead of a nice rhythm forcing me to choke, gag, grunt, and buck. They were railing me hard, verbally humiliating me, “That’s it sissy, taking cock in both ends, you came here a married man and will go home full of cum with a worn-out ass pussy, if your wife needs a good fuck you know where to find us.” They jeered at me while I just tried to focus on not choking.
Matt laid down on the bed I lowered my self down but now had more control over sucking his cock. Shawn did not let up at all, his was a skinnier guy than Rick, but he fucked me way harder. I felt him stop he pulled his cock all the way out with a squishy pop noise, before ramming it back in with a fart noise as the air had nowhere to go; he kept doing his all the way out all the way in, gaping my hole before wrecking it again. Without warning, the pounding resumed with loud claps. Soon enough, I heard Shawn start groaning, “Oh fuck, oh fuck, I’m gonna pump your pussy with cum, ahh.” Another warm sensation in my ass as he pumped me full of his cock.
“Don’t pull out,” Matt exclaimed, he slid under me, and as Shawn pulled out, he immediately pushed his cock back in me. “Oh fuck, they stretched you out, but I’m going to turn this into a gaping hole of an ass pussy, who needs lube when you’re full of cum.” He laughed. He was bigger than the other two, I don’t know what it was, but that little bit of extra girth toward the top really gave me an extra stretch. “Ah fuck.” I exclaimed as he impaled me on his cock, pulling me down until I bottomed out.
We were all sweaty buy now as my cheeks squished against his thighs before he pulled me up his cock and slammed be back down. I reposition my feet and get myself into a position where I can really bounce and grind on his dick. “Oh that’s it, ass slut, grind on daddy’s dick, call me daddy while I stretch your ass pussy and take your manhood.” He commanded. “Yes daddy” was all I could say before Shawn put his cock into my mouth, I tried to grind my hips while meeting this thurst.
A strange must came off his cock, having just cum in my ass. His cock was slick with small glops of drying cum mixed with lube and ass juice, it tasted very acidic, but I sucked it none the less. I kept riding him for a few minutes before he rolled me over onto my stomach. I went to lift my ass up but he was on top of me already and drove his full cock length into my ass. Again the girth stretched me out, and I let out a groan. “Ah, ah, fuck, ah fuck.” I said as he fucked me into the bed. He was now grunting. Kelly came over close. “Oh yeah, that’s some fucking good man froth right there, Matt fucking churned butter in this ass pussy.” She said, laughing. “That it Matt fuck every last bit of marriage out of his pussy.” Matt let out a loud grunt, his cock pulsed, and another warm rush hit my ass.
He ordered me to arch my ass up so they can get a good look at the gape. With the little bit of strength I had I picked myself up, Matt pulled out, and I felt cool air hit my now gaping hole. “Wow, Matt, you wrecked his ass pussy, it’s a gaping messy cunt now,” Kelly said. I felt the cum starting to drop down my balls when Kelly pushed the plug that was in my ass back in. “Don’t want to waste any precious seed, you can take it out tomorrow morning, let that man seed bake, maybe you’ll get pregnant,” Kelly said in a devious voice.
I collapsed onto the bed, the guys and Kelly talked as if I didn’t exist in the room. Telling jokes about what they just did. “The sound when Shawn switched to doggy style was hilarious, it was like a clap with a slopping noise after all that cum sloshed around.” The other two guys and Kelly laughed. “Hey, we appreciate you letting us fuck you good, your secret is safe with us, we won’t post any of this, but I’ll text you the good clips for your spank bank. Oh, and here’s the key to your cage, you can take it off if you aren’t already a complete bottom slut now.” Matt said as they got changed and left the room.
A lot just happened that was life-altering, at times, it hurt but overall, that felt so good. A text came in a few minute video of Rick fucking me, I jerked off and shot the biggest load of my life all over my chest. The room smelled of sex; the sheets had fluid stains all over them, sweat, cum, lube, saliva. If I ever came back to Boston I would have to text them again, I thought to myself as I passed out full of cum.