Recent content by cuckold in Chicago

“You are such a dick” she joking shot my way as she unbuttoned my pants and pulled out my cock. Kim, my friend for years and now ex-girlfriend was on her knees in front of me stroking and lightly kissing me to hardness. I looked down and watched as she parted her lips to make way for my head...

Congrats on the possible upcoming marriage! As a now married guy I say kudos to you and him for the honesty and fun in your relationship! It IS about the love and partnership...and if you just happen to enjoy the same thing (sex) then that makes it even better! I'd love to hear more..enjoy...

Jill put on her 2 piece suit and her breasts looked great! “I need a drink!” She laughed. We headed to the kitchen for a drink and shortly thereafter heard the knock on the door. It was Doug. After a quick drink refill for all we headed out to the pool for a midnight swim. Jill was...

So the four of us are doing everything together…they girls are chatty kathy’s talking about everything and one weekend we are sitting around drinking and playing cards we start talking about the previous night’s sexual activities…it slips out that Tina wont’ go down on Doug cause he’s too big...

So about a decade later I learn what ‘cuckold’ is and how, it seems, I have wanted to be one all my life. A true story..yeah.yeah..I know..but really..this is so please read on…Disclaimer I’m telling this story, more as a confession and I think the realness will be enjoyable to you. If...