John Benson was feeling quite relaxed on his spring vacation, yet the current situation was not as relaxing as he had hoped; Jenna had invited him over to have some fun, considering his past experience with Jenna, he had hoped that this was her implying that they would play another strip game, and they were going to do just that.
Unfortunately, Jenna also invited two more people, his friends Emily and Richard, both of them enjoyed playing strip games with before, however, as much as he enjoyed it, he was hoping that this would be a more private affair.
They had sat around facing each other, in particular, they sat around a monopoly board, ready to be played; this was their strip game for the day.
Jenna had already begun explaining the rules:
Instead of each play starting with $1500, each male player receives $650, and each female player gets $500.
Clothing can (and will) be used as legal tender at the following amounts
underwear: $500
bras, brassieres: $300
pants, shorts, sweats: $200
shirts, tops: $200
socks: $ 50 each
shoes: $ 50 each
No other clothing is allowed to be used as legal tender. That means no hats, no jewelry, no watches, no tampons, no sunglasses, no jackets, nothing else.
Each player is allowed to start off with ONE item from each of the previously listed categories (but two socks, and two shoes), only female players are permitted to start with a bra or a brassiere. (Pants, shorts, and sweats is one category.)
Clothes can be used to buy property, buy houses and hotels, pay debts, pay fines or anything that money can be used for, they can also be sold at a higher than list price and/or auctioned off at any time that the rules allow a player to auction property.
You're not out of the game until you are out of money and clothing. This means that if you land on someone's Boardwalk with a hotel and can't afford to pay the rent, the owner can take everything you have but leave you with one dollar, to keep you in the game.
After a player loses, they must take one forfeit from each of the players still in the game, which means that the first loser must take three forfeits, the second, two, and the third one forfeit.
As the game began, everybody rolling for their turns, and buying whatever properties they could land on, that is, except for John.
John had the exquisite luck of continuously landing on the chance and community chest spots, collecting all manners of small monetary gifts, at first it seemed like a lucky streak for him, though his lack of properties had started to get him worried; everyone else had about three properties already, he was still left with none.
However, he'd managed to finally land on an unowned property, Illinois Ave., unfortunately for him, since it was his first, it was rather unimpressive.
Even more unfortunate for him, the next property he landed on was owned by Emily, and so his recent earnings dropped just a little.
At this point, everyone but John had removed their shoes and socks, on account of the properties they'd managed to buy, Jenna had even removed her top, giving everyone a good view of her bra and ample busom.
The game continued on for a couple of turns, John managing to gain one other property, however, about half of the board has already been occupied by his three opponents, which started to give him a hard time.
And then disaster struck, John landed on the "go to jail" square, meaning that about six turns into the game, he'd been sent to jail with about the same amount of money he had begun with and only two unrelated properties.
At the tenth turn when John was finally released from jail (he'd failed to roll any doubles at that point), the game was well underway; Rich was in his shirt and boxers already and was doing fairly well, while Emily was already down to her pink panties due to some bad judgements, her pink (and hard) nipples were on display, and although Jenna had lost her pants as well, she'd done so well so far as she seemed to be controlling about one third of the board.
This posed a problem for John, for despite his fully clothed state, he doubted that any of the other players would be willing to sell him any properties, as they could simply wait him out and bankrupt him without any effort.
And so it happened, bit by bit, John was hemorrhaging money faster than he could imagine, it didn't take long before he was down to his last dollar, and completely naked even before Emily.
As he rolled on what was probably the 20th turn, John finally landed on a property owned by Jenna, who took his last dollar and declared him the first loser.
"That means you'll be taking a forfeit from each of us, however, we'll leave that until the end of the game." Jenna declared, as John was relegated to the side to watch the rest of the game.
The very next turn was Emily's last holdout, she'd landed on one of Jenna's most expensive properties, and seeing how she was already struggling, this meant that the panties had to come off, leaving her with one dollar.
As to be expected, the next turn was Emily's last, marking her as the second loser, and recipient of two forfeits, one from Rich and another from Jenna.
With only two players on the board, the game was coming to an end quite quickly, Rich was attempting to hold out for as long as he could, but in the face of Jenna's overwhelming resources, it was a losing game to begin with.
It was finally time for Rich to pay up his remaining dollar, sitting there naked with his 8 inch penis that was plainly erect, much like John himself.
John was actually a basketball player, which meant that his physique was a lot more appealing than John's something both he and the girls noticed and appreciated, even the naked Emily had an impish grin on her face as she stole glances at Rich's rigid member.
"Alright, since I'm the winner now, how about we start with the forfeits?" Jenna seemed excited at the prospect of watching everyone performing for her pleasure "Emily, since you only have one forfeit for John, why don't we lead with that?"
Emily looked at John excitedly, but he knew that Emily didn't have much of an imagination for forfeits; she tended to ask for one thing and one thing only: