This question brings back an intense memory. I've gone about 5 days before voluntarily, though usually I'm a once-a-dayer.
The longest I ever went was 12 days after I got hit by a car on my bike a few years ago. I was all sorts of fucked up, broken collar bone, dislocated shoulder, broken wrist. I'd have had a concussion (at least) if I didn't have a helmet - take note anyone who thinks bike helmets are for dorks. Anyway, I had no upper body mobility for a while (at least not without kill-me-please pain). Percocet was my friend.
Anyway, when my then bf got back from abroad he stopped by to check on me. I was super hard the whole time, but I think that became my normal state at that point. I was in a cast and sling and had half a bottle of wine in me, so he decided to take advantage of the situation.
He put on some porn and then did this slow striptease, talking dirty the whole time. Truly evil. He'd really lightly suck my cock, just enough to make me crazy, but not enough pressure to make me pop. I started begging him to let me cum about 3 minutes into this, and didn't actually cum until about 20. He was very turned on (I have a submissive streak in bed, he has a dominant streak at all times) and kept torturing me, kissing my stomach, lightly stroking and sucking my cock and balls, fingering my hole, and using the filthiest language. TRULY EVIL. :tongue:
He told me he was going to fuck the cum out of me. I told him I didn't want to fuck (probably for the first and only time) because I was afraid of getting hurt. Plus I wouldn't be able to get into it. He told me to relax and trust him and that he'd be gentle. I was petrified because nothing about him was ever "gentle."
He spread my legs and bent my knees so I'd be comfortable, and he positioned himself over me so that he wasn't on top of me - no body contact, he didn't want to create any pressure on my back or shoulders. When he slowly slid his cock up my ass he went all the way to the hilt. I don't know if it was the heavy foreplay or the wine, but it went up me so smoothly it actually took my breath away. And that's when I came. One thrust, and cum just started spurting out of my cock. I don't remember how many streams (it was a LOT), but I do remember it being the single most intense orgasm of my life. I shot all over my chest, my chin, the pillows, it was everywhere. I've never shot that kind of volume before or since.
He just looked at me and said, "Holy shit." Then we started laughing, which made my shoulders hurt, and he pulled out and got some towels to clean me up. Now that I think about it that was the only time we had sex where I got off but he didn't. He said he jerked off thinking about it for about a month though. :tongue: