This happened this last summer when everything was locked down for Covid. My husband used to drive for Lyft, and was friendly with a group of homeless people in certain areas of metro Detroit. We were bored, so we decided to take a drive and see if we could get into some trouble.
He had me wear a jockstrap, and some short shorts, sitting in the backseat fucking my hole with a dildo while we drove around. We went to the neighborhood, and spoke to some of his the homeless people he’s friendly with to see if they wanted to fuck me.
Tommy, this 20 something straight guy decided he’d let me suck his dick, and if it felt good he’d fuck me. He’s got a semi hairy chest, and a big full bush, which absolutely turns me on. He’s about 5’7”, and 150 lbs, which is a frame that is a lot smaller than mine. (I’m 5’10, and 196). He’s cute, but this is not my type, but I’m a slut, and here we are.
So I get on my knees in the dark alley behind this dilapidated bank, where they’ve been sleeping, and start sucking his dick. I thought it would smell and taste horrible, but it was surprisingly sweet tasting. His cut dick got hard almost instantly, and was at least 8” long, and about 5” around, he kept whispering “fuck”, and “holy shit. You really know how to suck a dick”. After a few minutes he said “alright, let me see that pussy.”
We head over to where this huge bank door where I can lean over and get my balance. I pull my shorts down, and Tommy blurted out “god damn. That’s a nice fucking ass.” I could feel myself blushing, because this straight guy, who despite being homeless, was incredibly attractive. He takes my ass and spits on my hole, putting a finger up in me to see what it feels like. He liked that it was already loosened up because of the dildo, and creamy. He said “this feels as smooth and tight as a pussy”, and I responded “make it your pussy tonight”. Me saying that kinda turned him on, and he spit on his dick.
He plays with my hole with the tip, and asked if I was ready, which I responded “always”. He slowly inches it in, and fucks a little deeper with every stroke, until finally he gets it all the way in. He stops. His breathing is strained, and he just keeps muttering “fuck, fuck, fuck. This feels so good”. His strokes are uneven, and awkward, and you clearly tell he’s very awkward.
He finally gets his bearings, and gets his stroke to a very steady rhythm. He mutters “ I’m gonna make you my bitch. You’re gonna let me nut in you, aren’t you slut”, with me moaning “yes, baby, yes. Give me all that cum”. I’m leaking precum so bad at this point. He keeps pumping my hole harder and faster, making me moan so loudly, and I knew it was almost time. He grunts this primal, throaty noise, and pulls my ass so he’s balls deep in me. He starts to cum, and just keeps saying over and over again “oh fuck, oh fuck, ohhhhh fuuuuuck”, and I can feel him throbbing inside of me. I reach between my legs and cup his hairy balls, feeling them pulse with every contraction. He pulls out, and I turn around to suck his dick clean. Which isn’t something straight people do lol.
Anyway, this was my first experience with a homeless man, but not my last.
to be continued...
So I've been with my husband for 12 years, we met when I was 18 and he was 19. I'd been fucked only twice before we started dating, but his cock was the biggest I'd ever seen in person. He's about 8 and a half inches and quite thick and meaty too. It was pretty clear from the outset that I'd be the only one bottoming in the relationship, since I was always just more submissive in bed, even if we were just doing oral. Anyway, we'd been monogamous for 11 years when we started talking about the possibility of having a threesome. We talked about what we'd both want, what type of guys we'd go for etc but for a while it just kind of stayed as a fantasy.
A few months later after we'd had a little to drink we started talking about it again, and decided "fuck it, let's give it a go". Needless to say we both enjoyed it and have met four guys so far!
Would you guys be interested in hearing about what happened, and any new experiences we have? Don't wanna post if no one is gonna be bothered 😅
It all started on my 22nd birthday, I had just broken up with my boyfriend after finding out he was seeing someone else on the side and put up a post on Adam and I started getting hits. My boy friend and I had fucked a few times bare when we were drunk but generally always used condoms; I put up a safe only post and showed my hot ass and body. I am lean and have a bubble butt that my bf loved! Standing all of 5’9 weighing 150 with a 28” waist I carried my weight in my ass
I started to get lots of hits, and a few were tempting but in looking at their profiles most were either poz, undetectable or no answer. I did not respond to them but did run across a hot profile from a guy who post he was bi, just loved ass and had a gf. His file said he was neg and hung 9.5 with the most beautiful dick. I could not help myself, I had to hit him up. There was no response for about an hour and then he hit me back.
He told me what a beautiful ass I had and thanked me for hitting him up. He never asked to fuck me or anything. I sent him another email and asked if he was looking and he responded with we are not looking for the same thing, I do not think you are into what I am. I hesitated and thought maybe he wanted to get fucked again and asked him straight out if he was looking to get fucked also? His response was fuck no, I am bi and have a gf and just love some hot boy pussy on the side. I just want a hole to fuck and unload in.
I closed the email after reading it and thought, no you can not do that. I had to look at his pics a few more time and then emailed him back and said I normally only fuck with condoms, I have only ever barebacked with my ex-boyfriend, but I would take your big dick bare. I am waiting for what seemed like forever and then he finally emailed me and said that is good to know. Probably still more than you want to get into and all. I have some other straight and bi buds and we are looking for a regular bottom. We had a hot little bottom who serviced us, but he moved last month, and I have been looking for a new boy to take his place. Do not get me wrong you would be perfect, but it may be more then you are looking for. We just want a hot hole to use on the side.
I read the email a few times and, in my head, I said no, this Is way too much and finally writing him back and said I would try it with him and if all went well, we could talk about his buddies. No response for thirty minutes and I knew he opened it. I followed up and said okay, I want to do it. How does it work?
Five minutes later he emailed me and said the guy are only into anonymous, we do not want to marry you just want that hot pussy on our big dicks. We want to find you ass up and blindfolded and ready and we will lube you up and slide in and fuck you till we nut and leave. No talking unless spoken to and you will be nothing more than a hot ass for some big dick.
Okay, lets do condoms okay, I emailed back. Right away he emailed me and said never mind boy, I told you, it was not for you. I emailed him back and told him I would be ready in 20 min and sent my address and that I will take it bare and be ass up on sofa in the living room, blindfolded. He emailed back and told me I was a good boy, that I liked hearing, and that when his buddy arrived, he would knock and wait five sec and head in, and I should be ready.
I asked if he were coming and he told me no, he only liked wet cummy hole and that a few buddies would use me first. I almost pulled the plug on the entire thing but really wanted his cock inside me and I emailed back okay. I was nervous as fuck and twenty minutes later he emailed and said get ready and I slipped the blindfold on and got into place on the sofa in my jock and then the knock at the door. Five seconds later the door opened, and I heard footsteps and then a hand on my ass. I almost jumped and the hand worked its way to my hole and felt my tight little hole as he unfastened his belt with the other hand, and I heard his pants drop. His hand withdrew and without a word I felt a tongue on my hole, and I was moaning as he ate my hole and tongue fucked it. I was loving it but still wondered if I should stop and cancel the entire thing, but it felt so fucking good I just let him French my hole as I moaned and then suddenly, he stopped and stood up and slapped his big dick on my hole. He grabbed some lube I had out and rubbed it on my hole and his dick and them slide slowly inside me as I lost my breath, fuck his dick was big.
This guy who I had never seen was sliding his bare cock inside me and I had not even asked what his tats where. He said nothing as he pressed deeper inside me and soon, he was balls deep and he let me catch my breath before he pulled almost all the way out and then slide back in and after the second bottoming out, he handed me a bottle, I knew they were poppers and I grabbed them and took several hits and then he started to slow fuck me as my hole relaxed. OMG is all I could think of as his big dick slide in and out of me, still saying nothing and then his pace picked up and I could not help but moan and beg him to fuck me. I could fee his tight body against mine when he leaned in and whispered in my ear. “You have a great fuck hole boy”. His first words and I then knew he was manly and had a bit of an accent. He fucked me for ten more minutes and shot his load in me while he said take my nut boy. He then pulled out and came around and made me clean off his dick before he pulled away and started to zip up while he said, stay blindfolded till I leave boy. I said okay and I heard him walk toward the door and then it open and close.
I slid off the blindfold and felt me hole. It was open and cummy and I could not help it but to slide my finger inside and then taste more of his load. I got up and went back to the computer and as I was getting ready to email my new friend, he sent me one. His email read.
Congrats boy, one of the pickiest tops in our group has just passed you as our new bottom. There are a few more that need to agree but my bud who just left said he would need you tomorrow at the same time. We can talk about that later but for now you have another top on the way and he will be there in five minutes. Make sure you are ready, and you can leave the cum in you boy.
Fuck I thought, another, my hole was a little sore from his thick dick. He wanted me again, Hot! I might be good with just him. I started to type that I could not do another but before I could send it there was a knock on the door. I rushed to get in place and put my blindfold on. I made it just in time, I heard the door open and close and then a hand on my ass and hole just like before, he slides his long finger inside me and then another. He broke the silence and told me what a hot cummy hole I had. Love that you have a lot inside you. He then handed me poppers and told me to hit it, I did, and he finger fucked me and slide another finger inside me and my hole opened for him. He twisted his fingers around inside me and I had never thought about how hot it would be to take a fist but suddenly, I was hot for it.
I just moaned as he played with my hole and he spoke. “I see you like ass play, fuck you are going to a lot of fun.” He made me moan with his fingers for another two to three minutes and then he pulled out and told me to hit the poppers again and then I felt it. I huge dick at my hole and he pressed forward and the hand that had been in my ass came around and covered my mouth as he pressed that thick fat cock inside me and I whimpered and asked him to pull out and he said he could not hear me as he pressed deeper and It hurt like fuck, I tried to pull forward but he held me with his other hand and finally my ass gave away to his thick dick and he was all way inside me. I was not sure I could breathe it
I'll be in Miami starting Thursday, Jan 07 until the following Thursday, Jan. 14.
I'm a complete cumdump and willing to take any load - NO LOAD REFUSED.
Not yet sure where I'll be staying - I'm working out those details now. I'm flexible the entire time I am there, and will be able to host at my hotel, most likely near one of the beaches. I am also willing to travel within reason.
This erotic fiction is a continuation of my story, The Broken Jock, that started in the "General Bareback Sex Stories" section that now, at Part 3, seems to belong in this section instead—for reasons you will soon discover. Check out Parts 1 and 2 to see how far this young, gay, safe-sex only, softball player has fallen. Enjoy.
The Broken Jock by @ButtB4iGo, Part 3
The next Friday afternoon, Hank texted me.
Hank: Hey boy, I have plans for that hot little hole of yours tonight. Be at room 228 at the Folsom Motel at 11.
It had been almost a week since Hank fucked me last and I was feeling really horny. I had made plans to meet friends at a Castro bar at 8, but I figured I could excuse myself around 10:30 and head to the motel to get another one of Hank's anonymous fucks. I still don't know what he looks like.
Me: OK, sir.
When I got to the motel room door, the hall lights were dimmed by so many fluorescent tubes being out with one or two flickering. I’m in a horror film, I thought to myself with a grin. But since the typical motel had its hallways outside under the lights of the surrounding city, it actually wasn’t as dark or menacing as all that. I knocked on door number 228.
“Who’s there?” I heard Hank say.
“It’s me. Adam.” I heard lamps being turned off and then the door opened.
“Get on the bed face down, boy. Push down your pants, too.” I felt my way to the bed and laid down on my chest while opening the fly to my jeans. Hank closed the door, came up behind me and helped push my pants down. “Nice white jock, boy. You know what gets my dick hard.” He then pushed his soft leather cod piece against my bare ass. “Let’s get this blind fold on you.”
My cock was rock hard in anticipation for Hank to plow my hole again. Did he bring more anonymous used condoms like last time?
Hank got on top of me and licked the left side of my face in one long upward lick. “Your going to get some more of ol’ Hank’s cock tonight. Plus, I’ve invited a few friends over from that hook up site, BareBackFuckers.”
“Yes!” I didn’t use my inside voice.
Hank explained more, whispering in my ear. “I found your profile on that safe-sex only site you are still on, and I took a screen shot of it. Then I went to BareBackFuckers and shared that screen shot with some select tops that I want to see get inside you.”
Hank shoved his hand under me to feel my dick. He easily felt the precum I was leaking into my jock pouch. “Fuck, boy! Already leaking. I knew you needed some more raw cock in you.” He continued rubbing my cock head through the cloth as he went on. “I told these select men that safe-only ShortStop91 is now taking all loads. There are two men coming here tonight to fuck and load up your hole while you suck my cock. These guys will only have one mission: to breed that nice newbie hole of yours. Then you’ll get fucked by me. Understand?”
I nodded. “Yes, sir.” Hank seemed especially intense tonight, but I wanted it, and Hank knew just how to use me.
Hank got up and unsnapped the leather cod piece. He walked around to the other side of the bed and I felt the mattress take on his weight in front of my blindfolded face. His cock was rock hard as he rubbed it on my face and in my hair. His P.A. was cool on my lips when he told me to open up. He pushed his cock in forcibly to the back of my throat and he held the back of my head as I squirmed and gagged on the P.A.
“Fuck yeah, jock boy. Take my cock in your throat. I know you can take Phil’s cock in there.” I relaxed my throat to help Hank invade, and I breathed through my nose the way Phil always commanded. Hank said he wanted to skull fuck me before the other men got there. I did pretty well, I think. I tried to forget about the scary P.A. in my throat and just focus on Hank’s cock head.
About every minute or so, Hank would push all the way in and keep it there while I gagged. As he pulled out I got some air again, recovered, and opened my mouth to let Hank to do it again. “Good boy, Adam. Let me have that mouth and throat!”
A knock on the door. “Who’s there?” Hank yelled.
“Ahhhh… I think we’re both from the site,” came from a man’s voice from outside the door. “I’m Coach4Jox and this other fella is…”
“Pops9in!” the other man’s voice finished. They must have arrived at the same time.
"Come on in, guys." The door opened and I heard the men enter.
"Turn on that one lamp, too. I’ve got him blindfolded.”
I heard the click of the lamp and shortly thereafter felt a hand feel up my naked ass and another hand in my hair.
“Shit! It really is you!” said the man near my face. “I’ve been checking you out on the safe-sex hook up site for two years. Your ass looks so good in that softball uniform pic! I’ve messaged you, too. But I figured you didn't answer because I’m a lot older. I see you at the bars sometimes, too. I have fantasized many times about fucking your gorgeous butt, and I have schemed in my head about how I’d pull the damned condom off without you knowing. I can’t believe I get to finally put my cock in that butt of yours—although I have to admit, a good stealth breeding of your jock ass would have been truly amazing.”
As the guy near my head was talking, the other guy was already trying to push his cock into my hole. He was about a quarter way in dry.
As Pops9In was taking my hole I realized that I recognize the other guy’s handle from the safe-sex site. Coach4Jox was a white-haired man, mid-60s, who was constantly trying to set-up a fuck date with me with messages like: “I have condoms. I would love to shove my daddy cock into that very nice jock butt of yours.” But, I have had lots of men trying to get in my pants who were hotter than Coach4Jox, so I just never really gave him much thought.
Hank pushed his cock back into my mouth and announced to the other men that ShortStop91 is going bareback today and that they should "fuck me up.”
“As my handle indicates, I’ve got 9 inches of raw cock I’m going to shove up his 'safe-only' butt.” He kept pushing into me. "Fuck, this hole is tight!”
"There’s lube next to you on the bed,” Hank offered. “I brought the oil-based stuff this safe-boy has always avoided.” Hank was playing like I was being offered up for barebacking for the first time to these men. Close enough for me. In my head, I was still in the process of being fully used and violated by my Hank. A man who started fucking me into bareback whoredom only two fuck sessions ago.
I thought to myself, Pops9in and Coach4Jox will be men #11 and #12 to shoot their loads inside my hole.
“Ahhhhh!” I gasped. With a lubed cock, Pops9in entered my hole.
“Nice! We have penetration!” Hank said.
The man’s large cock filled my rectum as I gripped Hank’s leather-clad thighs. Hank pulled his cock out of my mouth and put an opened poppers bottle under my nose. “Take a good hit, boy.” I took about six hits as the cock inside me pushed in some more. I felt the inner tingle and static from the poppers.
“Mmmmm,” I moaned as Hank pushed his P.A. and cock head back into my throat.
“He’s lit,” Hank said. “Go ahead and try to fuck him now.”
“He’s really tight,” the man said. “Take my cock, son. And no fucking rubbers, safe boy. This is raw cock inside you. This is what taking a man’s cock is supposed to feel like. Damn, I’m all the way in.”
The man, Pops9in, bucked so that his cock head nudged the deepest part of my hole. “Oh, yeah. Fuckin’ sweet hole here. Can’t fuckin’ believe my luck today when you messaged me.” He then started fucking in long strokes. Grunting and telling me to take it. Telling me that I loved raw dick now. “And my cock is not pulling out until every one of my fucking sperm is inside your young" —thrust— “jock” —thrust—
“Do it!” Hank’s cock got extremely hard in my mouth as he watched the man fucking my ass. “Let me see you shove that poz cock up that jock ass. Fuck that neg jock ass.”
Was that just hot talk? Did I hear Hank say “poz”, “neg”? It began to sink in how Hank might be violating me tonight. All the years of getting fucked with condoms to avoid HIV infection, and was it true? Was I getting fucked bareback by an HIV positive top? Was it just fantasy talk? Hank held the poppers under my nose again, and I surrendered.
“Yeah boy, take another hit. Poz9Inch wants to load up your hole tonight. Take his poz cock and let him load you up.”
I realized then I had originally misheard the handle on the man whose huge cock was now pistoning in and out of my hole, a poz cock without a condom. The poppers had taken over my head, so I gave in. Hank put his hard cock back in my mouth and told me to suck on the head. A wave of poppers-induced electricity went right to my groin and asshole. I found myself using my mouth and my ass muscles to milk the two cocks that were inside me. I was going to knowingly have a raw anonymous poz cock unload inside my ass for the first time.
Once Poz9In heard his HIV status revealed to me, he started fucking rougher, grunting as he landed his cock head deep in my hole.
“Fuckin charge that hole, man,” I heard the Coack4Jox say. “Breed that safe-only ass!”
“My pre-cum has been lubing him up for the last 15 minutes, so this neg jock is getting it already. Might as well load ‘em up.” I heard the men wickedly cheer as Poz9in was building up to unload inside me.
“Do it, man,” said Hank. “Unload in his hole, he’ll take it. Won’t you, boy.” I nodded.
“Fuck yeah, kid. Here is comes.” Poz9in made guttural grunts as his cock shot his warm toxic cum into my rectum. “Yes! There is it boy. All my sperm having a party inside your hole right now. Ah! Ah! Fuck! Yeah! Let me fuck that in.” Poz9In fucked me hard for about a minute. His cum was so battered in my hole that I could feel some of it leaking down my nut sack and into my jock.
“Fuck!” I cried. “Fuck!!!”
“That’s it, boy,” Hank coached into my left ear. “Take the man's poz load, Adam. I knew you’d be a good submissive boy for me tonight.”
Poz9in pulled out of my ass and I felt the cool air of the room on my exposed jock-strapped ass. My legs had been kicked wide apart by him as he bred me, maniacally trying to shove his cock as far in as he could. I felt completely open as the white-haired old man got in place between my legs.
Coach4Jox entered me quickly and began hammering his good sized meat into my cum-slicked hole. He fucked in and out of me as he talked. “Fuck yeah! For so long, I’ve fantasized about doing this to you, Adam. Maybe you haven’t noticed, but I’ve stalked you at your softball games and watched you get drunk at the bars, hoping you’d get wasted enough to need someone to walk you home. I’d imagine promising you that I’d wear a condom if you’d let me fuck you. Thinking about how I could use a condom and wait until you’re passed out drunk on your bed to rip the condom off and slide back in, stealth pozzing you when I unload shot after shot of my toxic cum inside that young jock butt of yours.”
Coach4Jox kept fucking my hole and promising me another poz load as Hank, listening to the man’s perverted confession, climaxed. “Damn! I’m cumming in your mouth, boy! Open up that throat.” I let Hank’s cock head into my throat again and immediately felt the warmth of his sperm in my throat as I swallowed. I took Hank’s load like he was a familiar lover. He kept his dick in my mouth as he watched and listened to the old man fuck me. Hank pushed my head to the bed hard. “Now’s your chance, Coach. You’ve got him passed out on the bed now. Fucking stealth that young jock ass. Fucking breed that neg hole with your poz cock."
“Fuck! Here it comes, you fucking neg shortstop tease," Coach4Jox said. “Take my load up your sweet butt for good.” Coach4Jox unloaded a hot torrent of poz cum into my hole. The men celebrated my violation with profanity and slaps on my ass. The old man pulled out of my ass and told the other men to look at my hole. “Fuck! This is what two poz loads up a hot young bubble butt looks like.
Poz9in added, "Fucking hot jock boy, getting knocked up by anonymous men like that.” He slapped my ass.
After the rustling sounds of men getting dressed, Hank said, “Thank you, gentlemen, for helping me out tonight. This was a safe-only boy who submitted fully to me only recently. As far as I know you two are his first poz loads. I am hoping to get him introduced and used at the bathhouse soon, and I think tonight should ease that transition.”
I could hear, “sure thing, man” and “anytime” from the outside corridor.
With the door open, I could feel the cold San Francisco air on my wet asshole. I heard Hank put keys on the night table by the bed. “Check out’s at noon. You can stay until then, if you want. You were great tonight, boy. Let’s consider meeting up again mid-week. I’ll text you.”
My violation would continue. “Yes, sir.”
“That’s what I like to hear. Keep that blindfold on for five minutes!”
I heard the door close and listened as Hank’s footsteps faded. I fell asleep in that position: facedown, bare assed, legs spread. My asshole felt wet, open, used and empty. I slept soundly, dreaming only of sex. I wanted more.
Edited July 31 by drscorpio
Put a link to the first 2 parts in 37