Do the prisoner's "+1 iron rod of thunderous penetration" overpower my "+2 copper pantaloons of exit-only"?
If you quickly equip "Rainbow armour of ultimate willingness +5" the prisoners sometimes loose interest. However, you will only have that equipment if you tried to kiss your step-dad earlier on in the game.
Or you could avoid the whole transaction by keeping a grip on your soap.
Sometimes I drop it on purpose because I am such a flirt.
Luckily I found a +4 dagger of heinous exsanguination in my cellmate's bunk so I can defend myself against the other prisoners, now I just need a +3 cigarette pack of menthol venom to trade to the level boss to reduce his health by 4/5ths to make him beatable, since I'm way underleveled since I refused to hit up the gay bar for the mini-games and their massive EXP boosts. But he has such a high damage resistance that I figure I'll have to increase my dirty-fighting skill so I can get the "Below the Belt" skill to rank 3 so I can use small weapons with it, making my aforementioned dagger very effective against him what with his low agility and dodge stats.
I just activated my "Abused and silent" perk and waited out the prison level without even having to fight the boss. It's longer and you can't run fast or laugh throughout the rest of the game but, I couldn't be bothered with all the micro-management and exp grinding.
I made up for it later on when by getting the secret EXP heap when I re-visited the park and ate a baby.
That's amazing. In a random brawl I got a +5 fancy cigarettes of the red death and gave them to the boss. He lost 99/100ths of his total health and his damage resistance was reduced to 1/10th of its normal value. Then after he dropped 3 +5 Shiv of Sadistic Exsanguinating Death, 1 +4 Deadly Dagger of Prison Justice, and 1 +6 Armor of intimidating presence, which automatically debuffs and saps enemy stats so long as they're beneath your level. It's for Medium body-types, which is why he didn't have it equipped I guess.
Then I got out by stealing a Guard's gun and plowing my way through to where they store the rest of the guns, then slipping out while sending my "Partner" to distract them, and by distract them I meant take a bunch of lead while I drive off in a getaway car.
Then I faked my death, stole a social security number, and settled down with an NPC in a loving relationship. I saved during the 3-years later screen rather than continuing. I wonder what's next?