Mishaps Sometimes Happen When You're Horny

This happened a really long time ago but I can't actually remember the year. My roommate's brother Cody had just finished his first year of college, we lived pretty close to his school so he was staying with us for the summer so he wouldn't have to give up his part time job.

Cody was a cute nerd that tried to pull off a punk persona, he was tall, lanky and super skinny, with long limbs, 19 and about 6’3". He had super pale skin, short spiky brown hair with bleached tips and bright green eyes. He wore silver stud earrings in both earlobes, had a silver hoop cartilage piercing in his left ear, a silver hoop piercing on his left eyebrow and another silver hoop piercing on the left side of his lower lip, he's piercings were finished off by silver bars in both nipples. He typically war a lot of silver rings and leather or woven bracelets, he usually war sleeveless shirts that were slightly oversized to slightly hang off one shoulder, showing off whatever necklaces he was wearing at the time.

I was in my room reading what I heard a knock at my door, I was slightly surprised because I thought I was the only one home. The knock was immediately followed by Cody calling my name, I answered him and he said he needed my help with something but it was embarrassing and I couldn't make fun of him. When I opened my door he was standing there, completely naked with a juice bottle on his dick. I was very surprised and asked him what he was doing, he told me he had tried to make a homemade toy and had gotten stuck.

His dick was pretty long, about 8 inches, it started off pretty narrow at the base but get thicker as it went up before starting to narrow again slightly at the head.

He had put his dick inside the bottle before it was fully hard, he had coated himself with lube first, the liquid kind but it had dried up and when he try to take himself out to apply more he realized he was stuck.

I got on my knees to get a closer look and I saw that he had plenty of room around the base of his dick, the bottle wasn't completely around him that far down so I told him to just wait till he gets soft and pull out. He told me he'd already waited about 10 minutes before he came to get me, we waited about another 10 minutes and I was trying to distract him hoping that if he wasn't focusing on it his erection would go away. When he stayed hard we decided to try and get more lube inside the bottle to slide him out, he held the bottle at an angle so I could squirted in, we made sure it covered the entire mouth of the bottle but it just wasn't slippery enough to get him out.

We went with Plan B, I cut the bottom of the bottle off and covered his entire dick with a lot of lube, I thought for sure the bottle would come off after that but unfortunately me touching his dick actually made it harder. We went with plan C, hoping if he came he would get soft afterwards. He tried to do it himself but couldn't get his hand inside the bottle from that angle and we were both a little concerned about an accident if I tried to cut more of the bottle away so I ended up sticking my hand inside and very awkwardly jerking him off, there wasn't a lot of room to maneuver in there.

The whole time I was jerking him off he was just staring down at the bottle, obviously getting more and more nervous. I told him it wasn't going to work if he didn't try and relax, I had him lie down on the bed and warmed up some of the lube in my hand before going back to work. I told him to close his eyes and just let himself feel good, eventually he started moving his hips, touching his chest and licking his lips. Once he got into it it only took about five minutes before he was cuming in my hand, he started to soften about a minute after he came and I was able to remove the bottle. 

It was definitely a strange experience for me, he looked insanely hot during the whole thing but having that bottle stuck on himself was just so funny that my own body didn't know whether to be amused or aroused.