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Chubby guy, first time


Steve-O

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For all of my chubby counterparts out there who don’t think it can or will happen :)

I’ve always fantasized about barebacking. Being a chubby guy though, I’ve always been self conscious about my weight. Because of this, I would never go out to social events, bars, etc. to try and meet someone. Sure I met guys online now and then. They were always out of the state or way too far for travel. The couple of guys I did meet were only interested in me giving them head, which was cool. I totally dig that as a bottom. I’m masculine, but definitely a sub-bottom who has always wanted a cock up in me. But giving head those two times was the extent of it. Nothing ever worked out. So time and time again, I lived my barebacking fantasy through Internet porn. That was until last week.

About 3 months ago, I discovered rawTOP’s bareback site. I read through the blogs and the stories. I read rawTOP’s blogs which, by the way, were the hottest things I’ve read and totally made me feel I was right there with him. Resulted in a lot of loads being shot by me too. So I wanted to know what I was doing wrong. I know there are guys out there who like chubby guys. I’m sane, work full time, own a home, and am cute, so what was I doing wrong, or, what was I not doing? Did I need to go to a porn shop, find a glory hole and give it up that way? Hook up on CL and risk getting held up or my vehicle stolen from whatever seedy motel I was at? Did people not believe I was a virgin, or did it turn them off? Hey, I’m clean. I’ve got a virgin hole I’m ready to give away. What gives?

So I contacted rawTOP to get his advice. He got back to me with this. He told me to be attentive and available to tops that were interested in me and always be willing to travel. He also told me I’d get more loads from a regular fuckbuddy than a bunch of 1-on1’s. I was always looking for someone close who could also host. I was being too narrow on my search and inflexible.

Not three days after his advice I was contacted by a hot cub who told me he wanted to be my first. I immediately knew this was it. Something about it. This guy is an hour away and the message was not some bot spamming my e-mail. So we exchanged photos and the guy was hot as hell, toned, nicely trimmed, tan and everything I wanted. And he was really into me.

After about three weeks of communicating and getting our schedules to work (had to take place on a weeknight) we set the date. I got a really nice deal on a place that turned out to be really, really nice actually. Nice and clean, big room and king bed in a safe location where I didn’t have to worry about coming out the next morning and finding my truck up on blocks or not there at all.

I checked in at 4:00 PM, showered and got squeaky clean for him. He told me he’d be there at 6:00 PM, so I got there early to relax and take my time to be sure I was extra clean. I’d practiced a few times at home over the past week so I knew what I was doing. Do not show up and do this last minute. I don’t see how it would work for someone who has never done it before. Your top will be happy and you won’t have to worry about being dirty. Plus, I planned on sucking them after they shot their loads in me, so even more important to be clean. Practice with what you have. I have the power shot bulb which worked fine for me. After cleaning up, I got my jockstrap on, pulled on my basketball shorts and my UnderArmour shirt and relaxed. He loves jockstraps.

5:45 PM. My cell phone rings. I answer and he sounds as hot as he looks. I’m tingling now. He’s right down the road and will be there on time.

6:00 PM. He’s not here. 6:05 PM. Nothing. The butterflies are really flying now. Then I remembered. Damn! I put my phone on silent right after he called so we wouldn’t get interrupted. I see his missed call and called him back. He said he was standing outside my door. He knocked, but it was very gently, so I didn’t hear him. A little embarrassing, but no problem.

I looked through the peephole and was like, holy shit this guy is hot as fuck!! But I noticed a big bear dude too. Also hot as fuck, but I’m like…hmmm. They going to rob me or something? My ass was saying let them in, so I did. I cautiously opened the door and let them both in. We shook hands and I was stammering and nervous as hell. They sat down on the couch and I was at the desk. I kept thinking, holy shit! This is it. These guys are in my room and are looking at me like, oh yeah. We’re taking this slut’s cherry...and robbing him. So I found out this bear was the cub’s boyfriend and wanted to come along at the last minute for a little tag team action. He couldn’t pass up a virgin. So I was like, hell yeah. I could totally tell they were both cool after the first couple of minutes.

There was some awkward silence and then I complimented them both. They returned the compliment. The cub got up and remarked at the room and then came over to me. He was definitely the dominant of the two. I knew then he’d be the one who was going to take my virginity. Dang he was hot. Nice fuzzy face. Definitely the punk rock, skater look which was melting me. His bear was a linebacker looking guy who melted me just as much. They were exactly what I was looking for. They were both clean and had great breath. Hey, that’s important when there tongues are going to be all up in your mouth.

So the small talk ended. There was a virgin with a tight hole that needed filling. So the cub came up to me and gave me a hug and pressed his dick right up against me. We embraced. I started kissing him behind his ears and his neck. Kind of awkward. I’m 6’2” and he’s probably 5’8” or so. I had to break my neck damn near to get to his “spot” he really liked. And he bit my ears too which drove me insane. The bear was about my size and was watching us. He was stroking his cock through his clothes. I could tell the cub had just showered and I was so fucking ready by this point. He grabbed my dick through my shorts and gave me a squeeze. I grabbed him and he was nice and hard. I told him it was great to have someone take control and be gentle at the same time. He said he knew I was nervous and that we’d all have an evening to remember and not to worry about anything. He played with my belly and kept looking at my ass in the mirror. That was another thing about this hotel. Mirrors everywhere.

I pulled off my shorts and shirt and was there in my jock. The cub absolutely loved it and stripped down followed by his bear. Both were wearing boxer briefs. Another huge plus. Their dicks looked great in them too. The cub was about 7” at least and the bear the same. The cub and I moved over to the bed, climbed in and made out. I was stroking him getting his cock super hard. We were kissing, licking, sucking. It was great. I didn’t question why the bear wasn’t in bed with us. I didn’t mind. I knew at some point I was getting his cock too.

After only 5 or 10 minutes of making out, I wanted their dicks so bad. The cub’s boxer briefs were tented and needed to come off. I asked if I could go down on him. When I pulled his shorts down, his cock was hard as a rock. He was nicely trimmed and smelled great. I laid down next to him and took his entire length. He let out a moan. His bear was playing with his nipples too. I sucked him nice and slow. Played with his nuts and deep throated him as best as I could. 7” is for sure my max for giving head. He loved it. He bucked his hips and was stroking my back and head as I sucked him. His bear was there with a cock as hard as steel. I started to suck on the cub too fast I guess. He told me to ease up or I’d get his 4 day load in my mouth and not my ass. I was like…4 Days!!? So I asked if he was ready.

He told me to get on all fours and slide to the edge of the bed. His bear got onto the bed and in a position to be the front end of a spitroast. I was in slutsville. I had lube on the nightstand. The cub told me before we met up that night to bring it in case, but that his spit was the best lube and he wanted to try it. I wasn’t so sure until that point. As I’m sucking his bear, I feel him getting me ready. He’s rimming and fingering me. It felt unbelievable. He asked if I was ready for it. I stopped sucking his bear and told him to please take my cherry and shoot his 4 day load in me. I went back to sucking his bear and felt him rubbing his cock head up and down on my hole. He was right. His spit was perfect for lube. His cock head was tickling the hell out of me making my toes curl. I giggled a bit too…and then felt it.

He pushed his head in a little and popped back out. The pain was slight. Not at all what I expected. This guy definitely knew what he was doing. He pushed back in and popped it back out. In and out. About the 5th or 6th time, he got it in. He knew he was in too. Once he was there, he pushed all 7 inches in. I stopped sucking his bear as I was euphoric. No way in hell a toy can compare to this. He pushed all the way in and held it there as I moaned like a whore. He asked if I liked it. I told him I loved it. I felt a slight pain as he got all the way in. That was it. He took my cherry at that very moment and verbalized it so I knew he owned part of me. His cock was buried in me to the root.

I went back to sucking his bear. I wished I had gotten the cubs e-mail that morning to bring my hood so he could’ve recorded this hook up. He didn’t want to record it unless I had my hood though. Next time. He fucked me in long deep strokes and short fast ones. He’d pull all the way out and slam it back in. It was fucking great. He knew what he was doing for sure. I could taste his bear’s precum now. He was getting off at seeing his cub annihilate my cherry. Plus, I was matching my sucking with his cubs fucking. I loved that the cub was grabbing my jock the whole time he was nailing me. I could feel his fingernails and he moaned and gripped the waistband of my jock. He used it to pull me towards him from time to time.

The cub pulled out and had me get on my back. He was sweating a little which was fucking hot. He got me on my back and shoved in. Holy shit!! This is DEFINITELY the position for me. He put my legs up on his shoulders and pounded the fuck out of me. Nailed my prostate every time he hit bottom milking a little out of me each time. My jock was getting damp at this point.

He got me onto my side and fucked me for a few minutes before getting me back into doggy. Before he shoved back in, he told me to look at his cock. He squeezed it and a drop of precum came out. I knew the time was imminent. There was no going back at this point. I could definitely feel a little pain when he shoved his length back in, but it wasn’t like it is with a toy. It’s hard to explain. It felt great. I began to suck his bear again and the cub tells me he’s close to breeding me with his wad. He tells me it’s going to be a lot cum. He knows this is what I want because we’d discussed it. His bear is encouraging him. The bear pulls his cock out of my mouth as I’m moaning constantly now. He wants me to enjoy what’s about to take place. My face is buried in the bed between the bear’s thighs. My legs are spread far to make sure the cub is in me all the way when he unloads. The cub grabs onto my jock and shortens his thrusts now. I know he’s close. His short thrusts quicken. No pulling out, no stopping this, no going back. His nut sack tightens like a spring ready to release as the moment is here. He suddenly lets out a deep and guttural groan and shoves all the way in hitting bottom. FUCK ME I’m euphoric! I feel a slight pain as this 28 year old cub unloads his 4 day load deep inside me knocking up his virgin. He grunts and groans as his cock pulses the fertile cub sperm into my guts. After the load is delivered, he slowly begins fucking me again. He’s panting and tells me he can feel me clenching my ass. I did that to get every last drop from this cub. He’s clutching the waistband of my jock. I can feel his fingernails scratching me as he hangs on to it. I clench my ass as tight as I can while he withdraws. He’s sweating a lot now and breathing heavy. He’s done what he wanted. He wanted to be animalistic with and breed me and he’s done it with a massive load. I feel warm and overcome with pleasure knowing he took part of me and gave me part of him. He blew a load in me. For real. Not fantasy. I just got the seed of this 28 year old, fine as fuck cub.

At this point I immediately turn around and start sucking him. He trembles because his dick is so sensitive. I’m very gentle with him. I squeeze out a little bit of his load. Yep, he’s bred me for sure. No doubt there. When he pulled out I could feel a little bit run out too. I was in pig slut heaven I tell you. I asked him how big a load he left in me. He told me his cock pulsed at least 5 times. He said based on what he’s blown before with four days saved up, I just got a huge wad.

By this time, the bear is climbing the wall to fuck me. Like a caged animal. I though his dick was going to explode. So he rubbers up. Hmm. I don’t ask questions, but I wanted his bare bear cock. But I wasn’t going to say anything. Thought it was strange though. I wanted his load mixed with his cubs. I was in slut heaven and wanted it, but was not disappointed in the least that this sexy as fuck bear was prepping to put his bar of steel in me with a rubber on it.

The cub kicked back, recuperated and watched his big bear get ready to dominate me. The bear started out by fingering my ass which was leaking the load from the cub. I was super clean. The cub told me later that I did a great job cleaning out and that by the end of three hours, it’s not always like that. The bear mounted me from behind. It felt great having a big, hairy, 6’2” man giving it to me from behind. A nice contrast to the cub. He then got me on my back, my legs spread and did me missionary. His body was so warm pressed again me. He shoved his tongue in my mouth and was very gentle with me. I think he was making love to me. Very different from the cub, but both hot as fuck.

He told me he was getting close. He got me back on all fours. I was leaking the entire cubs load out and was very slippery. The bear shoved in and fucked the hell out of me. I was clenching his ass each time like I did with his cub. That sent him over the edge. He couldn’t pull out fast enough and as he was grabbing the rubber to pull it off he was unloading his seed into it. Huge ass load by the way. He filled the rubber damnit. It’s okay. It was my fault I kept clenching down as hard as possible. I sucked on him and got him to give me some as his dick was still pulsing a bit. I loved it. I was ready to take these guys home and do whatever they wanted. Funny, rawTOP told me this could be an addictive, one way street. I’m definitely hooked.

So we rested for a while and talked. The whole time I was glowing. I kept thinking of the cubs load inside me. I could feel it. My hole was warm from being fucked twice. Slight pain, but in a great way. After about 30 minutes, I asked the cub if he was ready to go again. I didn’t expect him too, but needed him really bad. He said hell yeah.

He got back up on the bed and I sucked and got him hard. The bear was content watching us. I was totally turned on by the bear watching his cub breed me. This time the cub did me doggy style. He fucked me so hard his first load came out. I could feel it running down my thighs despite me clenching my ass as hard as possible to hold it all in. I wanted it inside me. He told me not to worry. He said everything was clean and the feeling I felt was normal. He was totally getting off on it by the way. It soaked my jock where the two straps come together with the pouch. The whole evening I had kept it on. Before long, he shoved in deep and held it there grunting that deep guttural noise he did earlier. He pulled out. He said it wasn’t as big as the first one, but I got some more of his cub sperm deep in me.

By this time, I was getting worn out. It was two and a half hours by now and my muscles were aching from all of the positions I’d been in. We relaxed and talked. I told them about some of the other things I’m into involving uniforms. They were very interested in that, so the next time we hook up, I’m bringing mine and my gear and fulfill some of there fantasies with a big guy in uniform.

I really wanted to taste their loads. I asked the cub and he said he was pretty much spent, but that he’d love me to worship his cock and his bears cock and they’d give me what they had left. So I did. I gave them both head for the next half hour and finally got a little bit more from them. We were all spent. I grabbed some drinks from the mini bar for us. I told them they were welcome to shower. I got to talk with each of them while the other was showering. These guys are not only hot as fuck, but both are college graduates, very well spoken and super nice. I scored huge with them. They are my type for sure.

Before they left, we talked about hooking up again with my uniforms and gear. So that’s the next blog for down the road. We kissed, hugged, did and little crotch grabbing and I walked them to the door. After they left I showered and got into bed. Let me say this, I won’t go into details, but later on that night I found out how much cum that cub shot up in me. Fuck me it was a lot!! I had no idea his balls had that much in ‘em. It’s funny because I asked him before we hooked up how big a load he gives. I wanted a really big one for my first time. He said he has choked guys before and can overflow a guy’s ass. He told me he can keep his hand off his dick for days to save up loads. Godamn this guy is a stud and a half. I understand and am very aware how fortunate I am to have found these guys.

So I crashed for the night and ended up oversleeping the next day and was late to work by 2 ½ hours. I had to pack and drive to work which was an hour away. I thought about it all day and ended up going home early as I was still pretty tired. It was funny because one of the office girls said I was in a really good mood. I told her I’m always in a good mood. Then she said no, a really good mood emphasizing “really”. I know my face was turning red but she had already gone and was none the wiser. It was something I’ll never forget. I got what I wanted. Bred by a hot ass cub and took two loads from him. And was surprised with his bear mate who was hotter than fuck too. I can’t wait until we meet up again.

So, thank you to rawTOP first and foremost. I took his advice and lost my cherry. For any other timid chub bottoms out there, go for it. And, follow rawTOP’s advice. Be attentive to the top and be willing to travel. I changed my work schedule around to leave early to get to this place in time to have a nice evening. So you have to be willing to do this. And be willing to get a place. No one can ever host. Well, you know what, bite the bullet and get a place, or you yourself host if you want a raw cock and load of cum. I wanted this guy really bad. Get a nice place. Don’t hook up in a dive. So, I wish you luck. If you’re a virgin, you’re going to love it. I had no idea what I was missing out on. You won’t forget the actual moment either when your top is actually shooting inside you. You can hear him and feel the connection and his pleasure as he bones a load into you. So get out there and fuck!

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