Individuals. Individuals use Form 8949 to report: The sale or exchange of a capital asset not reported on another form or schedule, Gains from involuntary conversions (other than from casualty or theft) of capital assets not used in your trade or business, Nonbusiness bad debts, and Worthlessness of a security. If you are filing a joint return, complete as many copies of Form 8949 as you need to report all of your and your spouse's transactions. You and your spouse may list your transactions on separate forms or you may combine them. However, you must include on your Schedule D the totals from all Forms 8949 for both you and your spouse. https://www.irs.gov/pub/irs-pdf/i8949.pdf https://www.irs.gov/pub/irs-pdf/f8949.pdf https://www.law.cornell.edu/uscode/text/26/165# There is another way, sell it to your buddy for $1 and take the capital loss. Have a contract and stock power executed to support the transaction.