Category Archive: Cuckolding sex

I want to tell you about my first real time experience with Cuckolding.  I do do a lot of Cuckolding Phone Sex and I always wanted to try it out, and I finally got my chance to do so.  There is a guy who I have been friends with for a pretty long time.  We have this thing that when we are not dating anyone and we get horny we will fuck   Usually it is just a very hard bang session, really quick and hard, then we go out for Pizza or something.

There are no strings attached what so ever.  Once in awhile he will ask me what I get to talk about on the phone.  I tell him about the different fetishes and explain them to him.  I never give details, just a generalization about the fetish, then he googles it and we discuss it.  When I mentioned Cuckolding he was intrigued.

He thought it was silly that a man would watch his partner get fucked and not be able to stop it.  I told him not to judge because he didn’t know about it so how could he know how the Cuck feels. He agreed.  He didn’t mention it again until one time when I was super horny and asked him to come over so we could fuck. 

He wasn’t alone when he showed up.  He had one of his Frat pledges with him.  I asked him what was going on and he said that he wanted to try Cuckolding, but the pledge would be the cuck and he would be the one who fucks. The pledge looked so confused. lol  We took him upstairs then my friend left me alone with him.  I started to undress in front of him.  I had him help me put my lingerie on.

He was getting so hard just helping me.  It was so cute.  I told him to get undressed, then handed him some of my panties.  He just looked at them, I told him if he wanted a treat he had to put them on.  It took some doing since he was already hard, but we managed.  I told him to sit in the chair and just wait.

My friend came in and we started to make out, I had to keep stopping to tell the pledge to stop touching himself. At one point he wouldn’t so I had to tie his hands down to the chair.  I know his cock was aching but that was not my problem.  We went on to fuck, multiple times in fact. 

The pledge was groaning and gritting his teeth, I could actually see his cock pulse.  My friend asked him if he was in pain, and the pledge nodded.  I said, “Well maybe if you fucked better with that little dick of yours you might be the one fucking me and not him.”  Saying that made my friend cum.  I told him not to pull out, to cum inside of me. Then I looked at the pledge and said, “I hope you are ready for your treat cuck-boy because you have a nice cream pie to consume.”

Cuckolding Princess Riley

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