Bike Trip Roomate

I had signed up for a group bike tour through Northern California where we would be riding about 40 miles a day through small towns and staying in inns every night. My wife had originally signed up to go so that we would be sharing a room even though she isn’t much of a bike rider. We are both in our late 50’s and while I am pretty physically active and love riding, she is more a hard worker who doesn’t have many opportunities to get out of the house.

About a month before the trip, my wife decided that she just wasn’t prepared for such a trip and begged off, but insisted that I go ahead since she knew I loved riding so much. I was happy about that, but the tour company said they would have to assign me a roommate for the trip or pay a pretty large fee for a private room. I didn’t mind having a bike buddy at all, so that wasn’t a problem for me. Of course, I had no idea at the time how much of a buddy I would have by the end of the trip.

I met Steven when the group met up the first morning for our initial ride. He was about my height at 6 feet, and I would say was about 160 pounds to my 180. He was in his mid 40’s and had such a humorous disposition that you just had to like him. On the van ride to the bike trail, he told me that his wife wasn’t a biker, either, being more of a runner, but was happy he had the opportunity to go by himself. By the time we got to the trail and started our ride, I was feeling very comfortable with sharing the week with Steven. 

The first ride was a tough 40 miles with more hills than I anticipated or was used to, so when we wrapped up, I wanted nothing more than a hot shower and some good wine at dinner. First, though, I figured I would download the video from my helmet cam so I could spend a few minutes checking out what I had recorded. 

When I got to our room, Steven hadn’t come back yet, so I peeled off my shirt so I could evaporate from of my sweat, and sat down at my computer. I got so lost in watching the playback that it was about 20 minutes when Steven came into the room, sweaty and a bit out of breath from the ride. He asked if I had showered yet, but I told him I got so involved with the video that I hadn’t and that he could go ahead.

He began rooting around his luggage, pulling out clean clothes and making a stack to take into the bathroom with him. Seeing that, I said, “you know, I’m at the gym every day, changing my clothes, showering with other guys, so it won’t bother me one bit if you want to change out here. It’s much better than trying to not get your clean clothes wet in the bathroom.”

He paused for second and cracked a grin, saying, “I’m so glad to hear that. Honestly, if I’m at home and this hot, the first thing I do is strip off my clothes and stay naked for a while.”

“Well, that’s no problem for me. It’s your room, too.”

Steven set his clothes on the bed and stripped off his shirt and biking shorts. Then, to my surprise, he said, “so you don’t have to take any peeks, you can have a look right now.” I looked up from my computer to see him standing, hands on his hips. He was in good shape with some light brown chest hair and obviously trimmed pubes over his soft, thick cock. 

“Yep, that’s a penis,” I said, which made him chuckle and then head into the bathroom.

I really didn’t think anything of any of this, just guys being guys, so I went back to my video. Soon the water cut off and in a few minutes Steven came out naked, carrying his towel. “Your turn… I saved some hot water for you.”

I stood up and dropped my bike shorts and presented myself. “See, I’ve got one, too.” He grinned and said, “And it’s longer than mine.” “Well, you’ve got girth on your side. Your wife appreciates that, I’m sure.” With that, I hopped in the shower, feeling glad that I had a roommate who was so relaxed.

Once I was done, I dried off and wrapped my towel around me by habit. When I came out of the bathroom, Steven was lying naked on the bed looking at his phone. I started combing my hair in the mirror, but could see that his cock was plumped up considerably. Not really hard, but certainly thicker than before. I thought I’d kid him about it and said, “You must be looking at something pretty hot on your phone.”

He looked over his phone at me with a huge grin on his face and said, “My wife just send me some, uh, fun texts, including some pics.” I immediately thought how cool it was to have that kind of bond. My wife, though very loving, is very conservative and would not come close to sending pics to me. Steven snapped me out of my thoughts by saying, “want to see?”

“Man, I don’t know. Would she be ok with you sharing those pics with a stranger?” 

“Shoot, she recommended that I share them with you when I told her how chill you were. Come over here and take a look.”

Still in my towel, I walked over to his bed. He scooted over so I could sit on the edge and turned his phone to me. He first showed me the text that said, “see if your roomie appreciates these panties.” He then scrolled to a very fit blonde wearing a red thong, looking over her shoulder at us over her well-sculpted ass. The thin line of the thong did nothing to cover the pouting lips of her pussy or little pink asshole. My dick suddenly was feeling the fabric of the towel against it as it stirred.

Steven reached down and squeezed the tip of his cock slightly, which just seemed to make it plump up even more, slowly moving up his thigh to his belly as he showed me another picture of his wife now on her back, holding up her small breast with huge nipples, and the panties pushed aside to see her shiny pussy.

My cock was definitely getting hard, but I still felt uncomfortable about the pictures. I said, “You’re making me have to get back in the shower.”

“Hey, man, no problem. I’m going to rub one out, too, so no need. Let’s put on some porn and jack off.”

Now, while I had been around naked men for years, I’d never done anything like this with a guy before, although at times it had been tempting when some guy was sporting a hard cock in the gym shower. When Steven saw my hesitation, he said, “hey, I’m not into anything oral or anal… I just love stroking my dick and I think it’s cool to have a buddy to stroke with. But if that’s not for you, no worries.”

“No, it’s all good, man. I just felt weird getting off on pictures of your wife, so put on some porn. I like group sex scenes if that’s cool with you.”

“A must,” he said. At this point, his cock had thickened up and was pointing straight up his belly, bouncing slightly. My own dick was tenting my towel, so I stood up and unwrapped myself. My cock popped out hard and I sat back down on the bed with it pointing straight up. 

“You are definitely longer than me,” Steven noted, wrapping his hand around his thick cock, moving the skin up over the head. His balls were hanging low onto the bedspread but pulled up a bit with the motion of his hand. 

I laid back and grabbed my cock, giving it a good stroke and squeeze. It felt so good and natural to be jacking off together that I didn’t even noticed that he had not put on any porn. It seemed that we really didn’t need it since we were both staring at each other’s cocks. I watching him slide his hand up, rub the fat head of his cock, and then pull the skin down. He was moving slowly where as I was keeping a steady pace. 

I noticed the first drops of precum beading up on the tip of his cock and then slide down the side. He began working that into the skin on the underside of his cock head as he stroked.

“I’m jealous that you leak so much precum,” I said. “It takes me a while just to get a bead out of my cock.” I pointed my cock in his direction to show him the tiny amount at my tip.

He reached over and ran his finger over the tip of my cock, smearing the small drop over my cock head, and I felt a shiver run up from my balls to my cock. Caught up in the touch, I reached over and put my hand on his thigh and asked if that was ok. Steven said, “I’d hoped we’d be able to help each other out. I’m super horny.” With that, I slid my hand down to cup his heavy balls and began given then small squeezes.

He let go of his cock and I watched it twitch with each squeeze, the precut coating the head. Then, for the first time, I slid my hand up his wet cock, pulling the skin up over the head liked I had seen him do. I really wanted to make his dick feel good, and began stroking with a tight grip and I began really jerking my own cock. 

Steven began to squirm on the bed and that made me really want to make this a great cum for him, so I got up on my knees to his side and began steady stroking his cock while lifting and squeezing his balls.

My own cock was pointing nearly straight up, and Steven wasted no time taking a hold of it and rubbing the head. It felt so intense, but I was really concentrating on getting him off. 

“I want to see you blow your load,” I said. “I want to see how far you can shoot it.” “You keep rubbing my balls like that, I’m going to shoot soon.”

The precum was flowing freely and his balls began pulling up tight, so I knew he was close. He suddenly tightened his grip on my cock, and his thick dick suddenly got very hard as he began to grunt as jets of cum shot out of his dick up to his neck. He continued to writhe back and forth as the cum slowed to small spurts and then drizzled out. I kept squeezing and stroking to make sure he felt every last bit of his orgasm., but then started to feel the head of my own dick get super sensitive as his hand rubbed it.

“Keep jacking me,” I grunted. He reached over and cupped my balls tight. That made me start squirting across his stomach and onto his softening cock and I bent over from the intensity of it all. He continued to squeeze my cock and milked out the last few drop before letting go.

Looking down on himself, he said, “What a hot mess. I may need some help cleaning this up in the shower.” I laughed and said, “it’s going to be a fun week.”