text: any advice on getting back $2000 loaned to boyfriend 18 months ago? no longer going out but he refuses to pay? i've emailed him requests for payment but he refuses, i even sent him a letter of demand, but to no avail.  is is worth taking him to the small claims court?  i have nothing in writing, apart from a receipt for the golf clubs he brought with the money. do what you need to but honestly the amount you will spend trying to get it back could be more than the actual amount owed to you. you could have a lawyer speak with him but if you never signed a contract or anything of that nature he could say it was a gift. just let it go. i know its alot of money but even if you win a court case, he may never pay a dime and you will be out even more money.