Most degen things you've ever done/witnessed

Some funny ones I've heard of:

I've paid $6 dollars in fees to gamble $20 numerous times.

I've went all in on late night NBA totals/sides numerous times and probably watched an ESPN gamecast on some of them. Very Degen

Was in a bar in bumfuck upstate NY one playoff weekend.. And couldn't get any action in..was looking for a bet in the bar, no one would bite..offered 3-1 on first score..nothing..4-1.. Nothing 5-1, one bit who wanted to lay 100. Didn't wanna do it but I already shot my mouth off, so I had to..money was on the wood..felt like it the whole bar was against me..anyway, I won in the first drive, bought one for the house. Dude was pissed I wouldn't keep going 5-1..thought I was gonna have to fight him and his buddy's, lucky I had a friend a big old corn fed NY boy with me & no one wanted any part of him..dude ended up going to the ATM 3 times to pay me, but I bought all of his drinks..all ended well, & had a fun night. 

Had a buddy who was hard up for money and would do anything... He ate boogers on french fries, took a crap on a public bench, and he was going to eat my shaved pubes for $15, but when I threw in the stipulation that it got recorded he wanted an extra $50.  I said no deal...

I remember this kid buy extra books with his University ID, billing his parents of course. He'd then return them for cash and buy coke. This kid lived next to me and we hung out a bit outta circumstance.

Anyways, this kid was able to get in the pants of this girl that was WAY out of his league. He really corrupted this girl and brought her down in the trenches. I wonder if she ever bounced back.

 Cocaine is a hell of a drug.

The most degen thing i've done was when i went to the indian casinos to donate money on the roulette tables that pull out cards instead of having a ball and yelling out when we would lose OHHH NO THERE GOES MY PIZZA MONEY. LOOKS LIKE ITS GONNA BE MILK AND CEREAL hahahahaha.

Most den time for me was the period when the public library was my betting headquarters, I would research, place bets, play black jack. One time lost my entire account on black jack, I'll never forget walking out of that library, feeling debestated.

Most den thing I've seen, some dude feeding the slot machines in Vegas for hours and hours, same fucken slot machine. He had picture of what I assume was a family member in a frame, on top of the slot machine

I did not witness this, but I trust the person who told me about it. Stardust....long time ago.  It was Christmas Eve and back then, there was NOTHING to bet on sports wise.  They were looking to air SOMETHING even remotely similar to a sporting event so they had on a downhill ski competition involving disabled participants.  The book didn't have lines up, of course, but a group of what looked like major league regulars were making side bets among themselves as they nursed their drinks.  

4 Days after Knee Surgery I Crutched across a Snowy(from Buffalo to Fort Erie)  Peace Bridge on a Wild Card weekend to play $105 of  Pro-Line 

I remember after I got my DUI about 10 years ago and I was sitting in the drunk tank at the jail. They had sportscenter running in the main lobby and I was trying  to make out how I did on my huge bet Alabama minus  51/2 in some college basketball game. I remember looking and looking on the bottom line for it to come up.. they won 65 to 60 and I slumped back down and waited for somebody to bail me out...

Had some scumbag try and pay me with a check. He said take the check or less cash. Took the cash. Worked with the guy so I couldn't do anything to him.

Won a suicide pool at work. $1,000. Well, the guy running the pool used the money for cocaine. Wrote me a check that bounced so I somehow got in touch with his wife. She was pretty hot and started telling me about how she loves to be gang banged and other weird crap. She paid me $500 and asked me to toss her a bone. Said no thank you. This dude was one ugly mofo; how he got her is beyond me.

My brother stole my parent's ATM card to pay off a gambling debt.

Had a kid who lived next to me come and ask my dad for $5,000 to pay off a gambling debt. Needless to say he said no. Kid ended up with a broken hand. That will teach him.

Everyday brings a new experience.

Today, I am waiting on a gal to come by to visit. Never been with her before but she is friends with my cousin and she sent me a message on Facebook about 8-9 months ago. She found out her baby's daddy has been cheating on her. Long story short she is ready for some salty D.
The degenerate part is she is coming by the gals house I am staying with while I'm in town. She is at work but when a woman wants it. I do not want to deny her.
I may sh i tting the bed but I gamble in more ways than one.

I should be fine but my only concern is she will show up with tons of perfume that will stain the pillows on the couch or on the bed. Women tend to pick up a strange perfume scent in their own house! Lol

Salty you are the redneck Brad Pitt.

updates, salty?

I watched 2 of my degenerate friends bump lines of pepper, and then bet each other which one would sneeze the least in 1 minute.  This went on for about 15 minutes.  Ridiculous.

Saw my buddy lose 20k one Sunday betting NFL.  For normal guys like us, that's a lot of money.  It was sickening.  He pretty much stopped betting sports shortly after that (at least seriously, anyway).

Me and a degenerate bud were at a Jai Alai fronton.  Down on our luck and out a few hundred apiece, we skipped the next race and headed for the urinals to say goodbye to a few beers.  While pissing and cussing away, and wondering what to do with the few combined dollars we had left, this drunken High Roller comes stumbling into the head.

He was clearly quite drunk and angry.  He had fistfulls of small bills that he was throwing into the urinals and flushing into the catch below.  We watched him do this to about six urinals before he stumbled out of the mens room cussing and swearing as he went.

I looked at my bud.  He looked at me.  We both bolted to the urinals to rescue the small bills.  Over to the sink to wash them out and dry them as best we could.  Mostly ones, with a few fives and tens and even one twenty in the mix.

We decided on a trifecta box long shot and took the damp bills to the window.  The trifecta hits for a little over $500 and we were gone from that fronton before you could blink an eye.

Always remember... You are never a loser until your behind is in the car seat and you are driving home.  Anything can, and it will happen.

When I started uni, I had to share a computer with my older brother and he wouldn't let me use for long times, unless it was for school work. Instead of going home after class, I went to the library and installed full tilt poker and playing $5 tournaments. I remember my best mate saw me from uni at 9pm and saw what i was doing, he was laughing his head off. 

The most degen thing I've done was probably betting Skins on a Hot Shots Golf video game for the PS2.  My buddy and I were gambling $25 a hole.  Ended up winning $375 that night.