Teen Cumhole

I spent the night at my boyfriend’s last night (we’ll call him Jeff). Anyone who has read my previous posts knows I’m a submissive boy and will do just about anything as long as it ends with my hole dripping sperm. I knew that Jeff didn’t have a problem with me taking loads from strangers, but if things are going to be serious between us I would prefer for him to be in control of who breeds me, when they breed me, etc.

So yesterday afternoon Jeff posted on Craigslist advertising my ass and made it very clear that I was looking for loads from experienced men. He got a ton of responses, a lot of them seemed fake and weird, but there were a few serious guys that seemed eager to fill me. Jeff made plans for two of them to come over within the hour (but he didn’t tell me which ones…not knowing which men were coming over made it a lot more exciting), but only one of the guys ended up showing up. More on that later.

To pass the time I sucked Jeff’s cock on the couch and he rimmed me. I never get tired of sucking dick or getting my hole tongued, so I could have done that all night, but eventually the first guy showed up. He was about 40-something, decent body, clean shaven and kinda shy. I’m not particularly attracted to the whole shy type, but this guy really came out of his shell once we got going.

Jeff lubed my hole with some Astroglide to start things off. Let me just say I love this stuff in gel form. It’s not too runny, not too thick, and it’s kind of sticky and makes everything feel silky smooth. Plus I only need a tiny bit of it for my hole to be ready for use. I sucked the other guy off for a while Jeff got me warmed up and then he flipped me on my back and pushed my legs up. He invited the other guy to come try out my hole, which he did, and then they started doing this thing where Jeff would push his dick in, then pull out and the other guy would put his in and pull out, and they kept taking turns dipping into my hole sort of. It was cool to feel how different their cocks were… Jeff’s is very thick to begin with, but the other top had a pretty big mushroom head on him. So the different sensations were interesting, and each of them stimulated my hole in different ways.

At one point our guest was grunting really deep and Jeff goes, “It’s nice isn’t it?” I don’t know why but I really liked that… It was like Jeff was letting another guy use me, showing him what a good cumhole I am. The guy randomly pulled out in the middle of fucking me though and kneeled in front of my face and, for lack of a better term, started choking me. He wrapped his hand around my neck and squeezed pretty firmly, then started tapping his dick on my lips as if to ask me to open up and suck it. This was impossible because 1) I could barely breathe and 2) his hand was in the way. After about 5 seconds Jeff told the guy to get off (thank god) and he went back to fucking me until he came. This guy had the most obnoxious orgasm ever…I’m pretty sure he woke up the neighbors with his grunting and moaning, but who am I to judge. From what I could feel it was an OK sized load. Didn’t make me feel super wet but still managed to drip a little from my hole. Then Jeff finished me off with his own load and I was a happy boy. Hopefully Jeff will do this with me on a pretty regular basis. I’m not opposed to getting fucked by other men, but at the same time I want to make sure it’s under Jeff’s approval and that he’s there with me.

Last night I went over to a new top’s house. This guy is a daddy, I guess you could say. He’s probably in his late 50s, muscular, hairy, really nice deep voice and he just seemed like such a top. He had been texting me these really hot but borderline cheesy messages for about a week now so I finally decided to head over and let him load my ass. He had told me on the phone that he had three little girls and that they were sleeping, so I thought that was a little weird but I didn’t care that much. When I got there he smelled a lot like cigarettes which turned me off at first. But he seemed like a good guy and he was very up front about wanting to fuck a load up my ass. He told me before we fucked that he wanted to thrill me. He said just about anyone can hurt me, but it takes a real man to thrill a boy like me. That made me think a little…

Let’s just say this guy really did end up “thrilling” me. Yeah, he made it hurt a little just because of how forceful he got, but I loved it. He sat in this big leather chair and told me to sit on his cock, and then he just fucked me like a piston or something. I had to hold onto his dick with my hole so tight so that I wouldn’t go flying off. This hookup was great because I never knew what he was going to do to me next. He was constantly switching up the positions and it really kept me on my toes. He fucked one load into me while I was on my side from the spooning position. We were kissing while he bred me and it felt really amazing…I felt my hole getting wet with his sperm and we were making out and it was just really intimate.

I thought that for a guy his age he would want to stop after cumming the first time. But he just kept going, fucking the load deeper into me and he stayed hard the whole time. I was impressed. I called him daddy the whole night and he really seemed to like that. He would grunt in my ear in his deep guttural voice and all I could think about was how primal it all was. We were just going at it with no inhibitions and I had never experienced anything like that. He flipped me onto my stomach and continued fucking me until I felt him squeezing my ass really hard and he started panting even harder and I knew he was busting his nut for the second time. He got really sweaty from all the fucking and he just laid on top of me with his dick still in my hole until it kind of softened up and slid out. I only had two loads, but damn it felt like more.

We laid in his bed for a little while and he kept rubbing his fingers up against my wet hole (without taking any of the cum out). Eventually I decided to leave, but it was a very good hookup overall. Not only did I feel totally used but I felt like I had truly satisfied this guy in every way. That’s something that I’m trying to be better at. Pleasing my top unconditionally and not even thinking about myself. This guy is organizing a gang bang for me tonight at his place between him and his four friends, so expect a story on that soon…

I headed over to my regular top’s house last night but wasn’t sure what was in store. I thought maybe he would take me to the bathhouse, or maybe he would just fuck some loads into me by himself, but I wasn’t quite sure. When I arrived he told me that he wanted one of his buddies to breed me. I got kind of excited by this, but I didn’t ask any questions and soon enough we were in the car on our way to his place.

It turns out my top’s buddy is actually a married man. We met up in his guest house while his family (I’m assuming) was asleep in the main house, but I didn’t want to ask any questions. So soon enough we got down to business and I had my top’s friend, Alex, telling me to get on all fours on the bed. I took my clothes off and did just as he asked, making sure to make myself completely available to him but having my ass straight up in the air. They tied my wrists together so that all I was capable of doing was supporting myself with my hands on the bed. Alex got out the lube and moistened his fat cock while my top kneeled in front of me so that his dick was at my eye level. I sucked it while Alex rubbed his raw cock up against my hole, and every time he stroked up against me I wanted it in my hole that much more.

So after a little while my top started fucking my face, holding me by the back of my head and thrusting down my throat. My gag reflex isn’t the greatest and I haven’t been able to deep throat before, so I would choke a little here and there which got Alex, who was still behind me really hard. Without warming me up or anything he stuck his dick up inside me in one quick and very deep thrust. I’m sure you can imagine what this looked like… I had my top on one end fucking my throat, and Alex right behind me slamming my raw hole. Every time I choked on my top’s dick my hole would tense up a little bit, probably just from a natural reflex. And the more I tensed up, the more Alex seemed to be loving it. It got to the point where the two of them were communicating; they were egg each other on.

“Make him gag again a little,” Alex would say. And my top would fuck my face harder. “It feel amazing.”

“Do you like this boy’s little cunt? Are you gonna knock him up?” said my top at one point.

I was basically being used as nothing but a hole, and I was loving every second of it. Both my holes were completely filled and I was craving each man’s sperm. After a while Alex busted his nut in me and pulled out for me to suck the excess cum off his dick. While I did this, my top took Alex’s place and fucked me from behind. It only took him a couple seconds to cum because I had been sucking him for so long, so then I had two creamy loads sitting inside me. I cleaned off my top’s cock too and he took me back to his place soon after.

Overall, the night was good. I had a nice spit roast with a hot hairy married man and got two nice-sized loads in my cumhole. By the end of the evening I was just about satisfied…well, almost.

Just a few weeks ago I had my first experience taking anonymous loads. A top I had met on Craigslist wanted to take me to a local bathhouse for the afternoon, and being the good cumslut that I am, I complied. On the way there my top told me that he wanted to whore me out, which is something that I assumed he would be doing anyway. In my mind, this was going to be an excellent way to start taking loads, so I was excited but at the same time really nervous. Let’s face it: I’m a bit of amateur when it comes to this sort of thing, so I was glad to have my top with me to sort of take care of things. We started off in a small private room where my top spent a good ten minutes rimming my hole. He then pushed me flat on my stomach on the bed and started fucking me…I was glad he was warming me up because I’m still at the point where I wince for a few minutes before I loosen up and get into it. He didn’t cum in me though, so we went downstairs to the sauna room. About four or five guys in the lounge area saw us walk past and they must have known what we were doing because about two minutes after my top and I entered the sauna they came trailing in, too.

While I was at the bathhouse I got the vibe that the place is more popular with the 40+ crowd, which I’m fine with because older men (especially older tops) are fucking hot and know exactly what they want. Needless to say I had my top inside me within seconds, and two of the four guys who had followed us in formed a sort of line waiting to fuck me. This turned me on big time. My top pulled out and another man took his place…I remember his cock was a good deal thicker and took some getting used to. A few minutes went by and finally my top told the guy to breed me, so he did. Load number one

The second guy started fucking me and he was a bit rougher…got into spanking and stuff. He came in my hole pretty quickly and gave me load number two. My top then finished me off and blew his load deep inside me. Load number three.

By the end of all this my hole felt kind of tender and sore but I was satisfied. Overall, it was a successful day. I had taken several loads and it felt good to know that there are tops out there who want to breed me. I did return to the bathhouse very recently, but I’ll save that for another post…