I used to work with a nice, good looking kid named Shaun. He was 22 and I was 41.  We got along well. He knew I’m gay and had no problem with it. Sometimes we’d go for a drink after work and talk for a few hours. One day he mentioned that his dad used to paddle him, so I told him my mom had spanked me. He snickered. 

A couple months later we were out drinking and he told me about some of the things he did with his girlfriends. Mild kink, mostly. One thing led to another and I told him I like to be spanked. He snickered. ( He had the cutest snickering laugh ) Told him a lot of my stories. He thought they were hilarious, and said things like “oh, man, I wish I could have seen that.”  He was taking it well and obviously enjoyed the mental image of me naked over some dude’s knee getting my bare butt spanked. So, the next time he said he’d have liked to see it, I said “what makes you think I wouldn’t let you do it?” 

Snicker. Big grin. “Are you serious?” “Sure, I’d let you spank me.” “No sex, right?” I told him spanking doesn’t have to mean fucking. Then he laughed his ass off, but finally just said “This is gonna be fun.” 

So, we went to my place. I handed him a beer. He asked if I was really sure about this. Oh, hell yes! He sat there, sipping beer and snickering. then said “Okay. Get naked.”

I stripped while he said “Ricky’s gooo-nna get a spaaa-nn-king” Then he cracked up when he saw my little dick. Took him a while to stop laughing, while I just stood stark naked in front of him.

Big grin. “Get over here, boy!” He grabbed my arm and pulled me down across his lap. WHACK!

Seriously, I thought he’d just give a few swats light as someone’s grandmother, but I was wrong. He really let me have it. Probably about 50 swats and they were hard. 

After I got up and stood there rubbing my sore bare butt for a while to the sound of snickering, we had a couple more beers. He didn’t mind that I stayed naked. 

On his way out, he said “uh,….maybe I could spank your ass again sometime?” Oh, hell yes! Six more times.