It happened a couple of years ago, at the end of the term in college when a bunch of us chipped in to get a couple of kegs and enough munchies to get us through the night. We knew each other and hung out together on a regular basis but I wouldn't say we were all good friends. There was John - straight 'A' student by day but party animal at night except he couldn't hold his booze, Peter - a fairly regular guy who always seemed to have a girlfriend but never for long, Janet - a very pretty girl who acted hot and slutty but from what I heard never went all the way, Denise - the opposite of Janet, ok but not great looking and a real slut, Debbie - another really good looking girl who just went with the flow, had a few relationships but nothing long term and myself, Dave - average looks, getting decent marks but working for all of them, not a huge partier but I enjoyed letting go once in a while. Dave & I shared a two bedroom apartment which is where the party was being held.
As usual when you get a bunch of guys and girls together there was a fair bit of sexual tension in fact I'm pretty sure that Denise had fucked both John and Peter and I'd fucked her a couple of times at other parties. That night wasn't any different once the alcohol kicked in things got even raunchier when Peter threw a porn DVD on. I'm not sure if he was trying to gross the girls out or get one of them to bed with him but they were too drunk to get upset and too sober to fall for his advances. We all pretty much sat there watching them, drinking, making comments about either the acting or the script and at least for myself, getting hornier and hornier.
Things kind of came to a head (no pun intended) when the actor blew his load in the woman's mouth and she made a big deal of showing it to the camera before swallowing. At that, Peter said, "oh ya, that's it - swallow his cum".
I'd never really seen Janet get pissed at anyone but she got right in his face, "That's right, just another guy who thinks it's cool to cum in a girls mouth but I bet you won't even kiss your date after she sucks you off, let alone if you cum in her mouth!"
"Of course not - I'm not queer, why would I want to taste my cum?"
"Exactly, it's ok for the woman to taste it but no guy is ever going to man up and taste his own cum!"
I likely should have kept my mouth shut but the alcohol wouldn't let me so I said, "Don't be so sure, just 'cause he's paranoid doesn't mean every guy's the same way." As soon as I said it, I wished I hadn't 'cause both guys looked at me with a "what the fuck are you saying?" look but said nothing and Janet just said, "Ya right" and let it drop which was fine by me. As the night wore on, Peter and Denise disappeared with a not so subtle, "we're going back to my place to fuck" as they left the apartment. Not too long after that John suddenly got up, went to the bathroom and we could all hear him puking his guts out. Being the only guy left I was nominated to go and make sure he was alive. Thankfully he'd made it there on time, hit the toilet and passed out on his side - cool!
When I came back to the living room to let the girls know he was alive but asleep, I heard them talking but what surprised me was they stopped as soon as they heard me coming. When I asked what they were talking about, Janet hesitantly said, "Debbie asked what I thought you meant by your comment earlier about guys tasting their own cum and I said you were likely just trying to get on our side but wouldn't be any more likely to taste your own cum than the other guys."
Now I'm sure I'm not the only guy that's ever done or said something they normally wouldn't but because they were a bit drunk, all the filters were gone and that's just what happened. I thought about it for a minute, pulled out my wallet and threw a $20 on the table. "Tell you what Janet, you suck me off until I cum in your mouth and then we'll kiss and I'll take my cum from your mouth. If I do, you owe me $20, if I don't then the $20 is yours."
"Ya right, do you think I'm stupid? You'll shoot in my mouth then tell me to keep the $20"
I thought about that for a bit and said, "Ok, then let's up the ante and I put four more, $20 dollar bills beside the first one. There ya go match that, if you're right and I don't go for it, you get $100 for a bj and if I'm right, I get your $100"
She was pretty much caught and knew it so she tried to get out of it by saying she didn't have any money. Surprisingly Debbie jumped in and said, "I'll put up the $100 Janet, he'll back out anyway so we can split his money between us." Obviously Debbie wanted to see her go for it as much as I did because when Janet still looked unsure she said, "ok, never mind splitting it - if he backs out the money's all yours and if he doesn't you only have to pay me back half of it. Come on, I'm sure you've given a blowjob for free so here's a chance to make some money."
Debbie's urging seemed to make the difference because Janet looked at me and said, "ok, if you're willing to pay $100 for a blowjob then let's go." Now that she'd made up her mind she was obviously in a hurry to start because she pulled me in front of her on the couch, undid my pants and pulled them and my boxers down in one pull. I already knew I was hard but I don't think she was expecting me to be fully hard or maybe just not that big. I'm not huge but when I'm totally hard it's about 7.5" long and 1.5" across. I was pretty sure I even heard a bit of an intake from Debbie but when I looked over, her face didn't give any indication.
I'd often wondered just how much real experience Janet had sexually and while she may not have fucked a lot of guys, from the way she gave head this definitely wasn't the first time. She teased the head which was already really sensitive, slowly running her tongue further down my shaft each time. On the way back up, she'd nibble and kiss it and when she got back to the head she'd take it in her mouth and suck gently on it before going back to the licking.
Just when I was getting used to the feel of her tongue, she changed tactics and when she finished sucking on the head, she clamped her lips around the shaft and started taking more and more of me into her mouth. I'd known a few girls who could take the whole length in without gagging but they usually had to work up to it but not Janet. She just kept sliding down my pole like a hot knife into butter until her nose was right against my pubic bone.