Jobs were hard to come by all those years ago, I still lived at home, had a few friends and sporting interests but me and my best mate Stan were in the same ‘bored’ boat.
We used to go out places, walk in the countryside etc to keep occupied. One day we were out walking through fields and woods when to my total astonishment he told me to drop my shorts and lie on my stomach. We’d never ever talked about sex etc so this became a shock as he pulled my pants down and lay on top of me. He’d got his cock out and had it between my bum cheeks fucking the crack. I just lay and took it in a bit of a state of shock. I heard and felt him cum, he lay on top of me for a little while before rolling off and cleaning his cum off my bum with grass. We dressed in silence and got up to continue on our walk. As we set off again I remember him saying ‘There, we’ve got something else to do with our time now’.
We got back, went our separate ways. When I got home, no one home yet, I went to my room, got my cock out dead fast and wanked furiously, cumming in no time at all.
Now I’m a bi cd so that told half of the story. Not the next time, but I think the third time Stan came to my house, everyone out either at work or shopping. We went to my bedroom, Stan asked could he see my parents room. In there he checked the drawers and found my mothers underwear. Strip and put these on he said, holding a pair of her satiny sort of pants out. I did as he said. Oh my god how good those smooth silky pants felt against my body! Stan had me down on the bed and pushed his cock up the leg of the pants and fucked between my bum cheeks like crazy. He shot his load with such force, we lay a little while, got up took off the cum soaked pants and I lay there. He took the wet pants wrapped them round my cock, oh god the satin feel!! And he wanked me off nearly tearing my wet hard cock off.
A bit to tidy up, had to hide and wash the pants but that did it for me - wanted cock, needed to dress and so part of my sex life was shaped with Stan.
Glad I’ve shared my story for the first time, maybe I should try and recall and tell how Stan kept us both occupied during those times