Briefly describe this fundraising event:
Advertise by flyers and posters around your school asking team sports players (baseball, basketball, etc.) to sign up for a auction where they will be the items to bid on. They will submit information (i.e personal discription, personality, hobbies, etc.) which will be used to announce each player during the event. On the given date that you choose for the auction to take place, you will auction off each individual player to the highest female bidder. (Make sure it is well advertised around your school and if you have, for instance, two lunch periods, you divide the players up so that there are enough for first and enough for second.) The female will then give her class room numbers or teachers' names to that particular person that she bid on. He will then be required the following day to escort her around school between classes and accompany her during lunch for that day. He should be given five minutes excuse before class and at the end of class to make sure he has enough time to go to her classroom before the bell rings. This is a very fun event and it will raise a modest amount of money.

Organizing the event:
Make sure that it is approved by your club, as well as teachers and administration who will be letting the guys out of class five minutes ahead, as well as a five minute excuse after the tardy bell. Make sure that you advertise it properly as well as choose a date where enough time is given for them to sign up for the event. Advertise first a poster getting the guys to sign up, and then on another date, advertise the auction date with posters. This should all be done during school and advertised at school.

Capital possibilities:
Depending on the amount of people that sign up, anywhere from $500 to $2,000 minus the cost of paper for advertising.

Degree of difficulty:
Moderate, organizing is a key factor as well as advertising. This is almost pretty straightforward.

Other suggestions or comments:
Try doing the same thing with the girls, and having the guys bid on them. This really improves sociality among students and is really interestingly fun!