Surrender Sunday: The wife sent me on a date with her father!

 

Source: Just A Wicked Taste

My wife told me that her dad has had me pegged as a crossdressing sissy since he met me. 

After her mom finally left him and he promised my wife a better deal in the will if she 'lent' me to him for one night only. After some convincing and how it would benefit us financially and making me feel guilty, she assured me that no one would ever know, only her, me and my father-in-law. The following night my wife got me in a dress and made me over crossdressed to a country club on the other side of town. 

He found me there with a bouquet flowers and a grin on his face. The deal was for a 'one night experience' with a 'woman'. Seeing the lube, the condoms and a hotel key in my purse that my wife had given me, made come to the realization what the 'one night experience' meant. 

'This is going to help us get out of debt and set us up financially,' I repeated in my head as my father-in-law led me into the hotel room. Our future would be secure financially, but the price was surrendering my masculinity.