Bi-Sexual Male / 19
Last year I got a job right out of high school for the summer that involved traveling on the road for a couple weeks assisting another guy as he gave presentations. It was kind of a training thing because normally the guy goes solo, I guess. There were only 5 or 6 places we were going and so we often had a day or two at each stop to chill. My partner, I'll call him J, was a large man. Not fat, though he did have a beer gut, but much taller and broader than me. He kind of looked like a biker, but minus the leathers, and I would guess was in his early 50s. We weren't on the road maybe 10 minutes and he's stressing to me the #1 rule: what happens on the road stays on the road. We chuckle and all about how cliched it is but he pulls out a joint and lights it up. He passes it to me and I have never done that before but I figure "what happens on the road..."
As we drive we get to know each other and the conversation quickly turns sexual. I confess to being single, a virgin, watching porn, that sort of stuff. And then he asks me if I prefer guys or girls or if I would ever consider doing stuff with a guy. I'm really high so I just kind of say that I didn't know, probably if I was in the right mood but confess that I don't know what I am yet as I have no experience with anyone.
Our first destination was only an 8 hour drive so we made it pretty early on. J left me in the truck while getting the room set up. He left me with half a joint to get good and baked off of while he did so. By the time we made it into the room I was feeling really good but tired. We get in the room and I see it's a single bed and J is bitching because he said he told them double, but then relents and says we'll make the best of it and that he's going to take a shower. I turn on the TV and change into basketball shorts. After 10 minutes or so J comes out of the bathroom only wearing gray boxer-briefs and there's a very noticeable bulge. He walks over and climbs into bed next to me and he looks at me and just says "You have to be feeling pretty good" and I just smiled and went "yeah." After a couple more minutes I notice he's running his hand over the bulge and he asks me if I want to try it. I look at him, then at his bulge, and just mutter "I, uh..." J turns off the light casting the room into darkness save for the flickering of the TV, which he also then turns off and it's silent save for the AC buzzing and he says "What happens on the road stays on the road." I was pretty toasted and I was curious and with the room dark it did seem appealing. "Just between us?" I asked and he said "Who would I tell? My wife?"
So I gave in. I reached over and felt the bulge and could tell it was thick. J put his head back and said "Just relax, have fun." I didn't wait too long to pull him out through the hole on the boxer-briefs. And he was definitely thick (like a beer can) and uncut. I was already as hard as I could get. I asked if we should undress and J quickly pulled his underwear off. I undressed, too. By this point our eyes adjusted to the dark and he could see my erection and he laughed and said "Looks like someone is enjoying..." but I put my mouth on the tip of his cock and he gasped in the rest of the sentence. J was very vocal during my first time giving oral, muttering a lot of "Oh fucks" and "Yes" and "fuck that's so sweet". I was really into it. And then he orgasmed.
J pushed my head down, his hand on the back of my neck, as he groaned out variations of "fucking suck it" and "swallow it all slut". And I did. Some got out around my mouth as it just kept flooding out of him but I got the majority of it. Afterward he had me clean him up and then he leaned over so his bulky frame was practically hovering over me and told me to jerk it. I was clearly intimidated and just went "What?" He told me "Your cock. Jerk yourself off." So I did. And between the turn on from the intimidation and how aroused I already was I came in a couple minutes. J then told me to clean myself up and when I went to get a towel he pushed me down and said "With your mouth." I swallowed my own cum.
Afterwards he had me cuddle with him, keeping my hand on his cock. He asked me what I thought of it so far and I told him I could get used to it. He asked if I wanted to do more, if I had any reservations, wanted to be his bitch for the trip. I just laughed. He told me I gave better head than his wife, which since it was my first time he was shocked. I confessed I was nervous about doing anything else because of his size. He told me not to worry about it.
We got dressed and went out to the truck and got ripped again and as soon as the door was closed and locked J had me on my knees, half naked, taking his meat in my mouth again. I was getting so turned on by how forceful he was, like he was just beyond horny and needed to release urgently. But he didn't cum this time. Instead, he turned me over onto the bed and put the tip against my asshole. He pushed it in and I screamed into the bed as it hurt, but then I instantly relaxed and pushed slowly back against him. I took more than half of his thick cock before I just couldn't anymore and he worked what he had in there, loosening me up. I was so hard and was going to jerk off but every time J pushed in a little deeper it sent these shivers through my cock that felt really good, and then when J started speeding up and thickening as he neared orgasm, I had a flood of pre-cum pouring from me. He shoved it all the way in as he came though, moaning loudly as he did so. It hurt, but felt good, especially when I felt the flood of cum erupt into my ass.
That was the first night and J fucked me every single night and I sucked him off every day. A few times we had a threesome with a girl we picked up or he'd pick up a couple for us (we used condoms with them, not each other). By the end of those three weeks both of us probably couldn't produce anymore cum if we wanted to. Hell of a way to spend a summer before going off to college.
What prompted this was J contacted me and asked if I wanted to join him for a few more weeks this summer. Definitely could be a good time. After all, what happens on the road...
As we drive we get to know each other and the conversation quickly turns sexual. I confess to being single, a virgin, watching porn, that sort of stuff. And then he asks me if I prefer guys or girls or if I would ever consider doing stuff with a guy. I'm really high so I just kind of say that I didn't know, probably if I was in the right mood but confess that I don't know what I am yet as I have no experience with anyone.
Our first destination was only an 8 hour drive so we made it pretty early on. J left me in the truck while getting the room set up. He left me with half a joint to get good and baked off of while he did so. By the time we made it into the room I was feeling really good but tired. We get in the room and I see it's a single bed and J is bitching because he said he told them double, but then relents and says we'll make the best of it and that he's going to take a shower. I turn on the TV and change into basketball shorts. After 10 minutes or so J comes out of the bathroom only wearing gray boxer-briefs and there's a very noticeable bulge. He walks over and climbs into bed next to me and he looks at me and just says "You have to be feeling pretty good" and I just smiled and went "yeah." After a couple more minutes I notice he's running his hand over the bulge and he asks me if I want to try it. I look at him, then at his bulge, and just mutter "I, uh..." J turns off the light casting the room into darkness save for the flickering of the TV, which he also then turns off and it's silent save for the AC buzzing and he says "What happens on the road stays on the road." I was pretty toasted and I was curious and with the room dark it did seem appealing. "Just between us?" I asked and he said "Who would I tell? My wife?"
So I gave in. I reached over and felt the bulge and could tell it was thick. J put his head back and said "Just relax, have fun." I didn't wait too long to pull him out through the hole on the boxer-briefs. And he was definitely thick (like a beer can) and uncut. I was already as hard as I could get. I asked if we should undress and J quickly pulled his underwear off. I undressed, too. By this point our eyes adjusted to the dark and he could see my erection and he laughed and said "Looks like someone is enjoying..." but I put my mouth on the tip of his cock and he gasped in the rest of the sentence. J was very vocal during my first time giving oral, muttering a lot of "Oh fucks" and "Yes" and "fuck that's so sweet". I was really into it. And then he orgasmed.
J pushed my head down, his hand on the back of my neck, as he groaned out variations of "fucking suck it" and "swallow it all slut". And I did. Some got out around my mouth as it just kept flooding out of him but I got the majority of it. Afterward he had me clean him up and then he leaned over so his bulky frame was practically hovering over me and told me to jerk it. I was clearly intimidated and just went "What?" He told me "Your cock. Jerk yourself off." So I did. And between the turn on from the intimidation and how aroused I already was I came in a couple minutes. J then told me to clean myself up and when I went to get a towel he pushed me down and said "With your mouth." I swallowed my own cum.
Afterwards he had me cuddle with him, keeping my hand on his cock. He asked me what I thought of it so far and I told him I could get used to it. He asked if I wanted to do more, if I had any reservations, wanted to be his bitch for the trip. I just laughed. He told me I gave better head than his wife, which since it was my first time he was shocked. I confessed I was nervous about doing anything else because of his size. He told me not to worry about it.
We got dressed and went out to the truck and got ripped again and as soon as the door was closed and locked J had me on my knees, half naked, taking his meat in my mouth again. I was getting so turned on by how forceful he was, like he was just beyond horny and needed to release urgently. But he didn't cum this time. Instead, he turned me over onto the bed and put the tip against my asshole. He pushed it in and I screamed into the bed as it hurt, but then I instantly relaxed and pushed slowly back against him. I took more than half of his thick cock before I just couldn't anymore and he worked what he had in there, loosening me up. I was so hard and was going to jerk off but every time J pushed in a little deeper it sent these shivers through my cock that felt really good, and then when J started speeding up and thickening as he neared orgasm, I had a flood of pre-cum pouring from me. He shoved it all the way in as he came though, moaning loudly as he did so. It hurt, but felt good, especially when I felt the flood of cum erupt into my ass.
That was the first night and J fucked me every single night and I sucked him off every day. A few times we had a threesome with a girl we picked up or he'd pick up a couple for us (we used condoms with them, not each other). By the end of those three weeks both of us probably couldn't produce anymore cum if we wanted to. Hell of a way to spend a summer before going off to college.
What prompted this was J contacted me and asked if I wanted to join him for a few more weeks this summer. Definitely could be a good time. After all, what happens on the road...
- That's Juicy! 10
- Remove It! 0


