My bro n law was very shy. At the time he was in mid 20's, never had a girlfriend, still a virgin, and I'm pretty sure he hadn't even seen a girl naked at that point.
He used to come over to our house a lot, at first he wouldn't say two words to me the whole time he was over... but over a few months, he broke out of his shell, and it was hard to believe it was the same guy.... A girl I worked with was the same way, shy at first, but once she got comfortable around you, she was a hoot.
I finally talked them into going on a date, it went ok... but they were both two shy around each other, and I had to set up the second date as well... They finally loosened up around each other a little, and he did eventually ask her on more dates... So they had been dating for about 3 months. As far as I knew, I don't think they even shared their first kiss yet.
One night I invited them over for dinner. We had a few drinks, and it was great, both of them were loosening up and having a great time... After dinner, we decided to play some cards... It wasn't long before I demanded we play strip poker. His date had no problem with it, but my bro n law was very hesitant.... but eventually agreed to it.
I lost the first hand... I elected to ditch my pants (shocks and shoes didn't count.)
His date lost the second round, and also elected to loose her pants.
Bro n law lost the 3rd round, and lost his shirt.
I lost 4th round, and ditched my shirt...
His date lost the 5th round, and again, she removed her shirt.
My husband lost the 6th round, and took off his pants.
I lost the 7th round, which was the first real exposure of the night, I ditched my bra.
His date lost the 8th round, and also ditched her bra.
Bro n law lost the 9th round, and lost his jeans...
I lost the 19th round, had to ditch my panties, and was out of the game (but couldn't get dressed or leave the room until the game was over.)
My bro n law lost the next round. Since he didn't have a bra, it was deemed fair he could remove his socks.
My bro n law lost the next round, and we had our first penis exposure. He reluctantly removed his boxers, exposing his uncut penis. It was thick, but stubby. I kind of felt bad for him... He was out of the game, but couldn't leave the room or get dressed until the game was over.
My husband lost the next round, and removed his shirt.
His date lost the next round, and had to remove her panties, giving my win to my husband.
His date sat back down by my bro n law, and leaned her head over on his should, and put here hand on his upper thigh, right next to his junk... He instantly got hard, proving he was a grower not a shower. I pretended not to notice. My husband, now good and drunk, got up and pulled down his underwear and yelled out something like "now its a party" before walking into the kitchen for another beer.
I followed him... when we got to the kitchen, my husband gave me a high five and thanked me for getting the ball rolling for his brother....
After a minute or two, I looked into the living room and they were gone, but their clothes were still in the living room floor.... about 30 minutes later they come up from the basement and there was evidence that they had fucked... They picked up their clothes and thanked us for dinner, and then left....
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