This story is a couple of years ago from a bet my gf & I made with another couple. A friend, her husband, myself & my gf all particpate in fantasy football together. After we completed our teams there was some drinking & trash talk etc. This lead to the four of us making a bet where the one who ended up last had to spend a night as a cuck/cuckquean.
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Fast forward several months & it's me who ends in last. The dread I felt as time went on knowing it would inevitably be me was maddening. I'd even accepted my fate & jerked off a few times at the thought of it.
Once it became official the couple in question started sending texts often teasing me about my loss or my gf about all the things they wanted to do with her.
The woman friend we will call her Angie. She's a busty brunette, pretty fit, medium hair length & a really dirty mind, even mentioned recording it so I could watch it back.
When the day arrived my gf was pretty excited with butterflies, while I tried my best to compose myself & hide my own as I was simultaneously full of shame but anticipation. My gf (blonde, blue eyes, long hair, big booty) wore this crazy red shirt that really showed off her cleavage & some tight jeans. She was pretty excited since it had been awhile since she had a cucked me.
We arrived & at first it was chill, with some talk & light flirting, even had Angie give me a short handy to get me going (little did not she know I was already going). We set off to the bedroom, where it really hit me when I was shown my seat & attire. They had a chastity Belt for me to wear.
I stripped down nervously as my gf applied the cage to me & I could barely contains my lust for her by now. Once I was fastened in the most embarrassing part was watching Angie put the key on a chain around her husband's neck. With my freedom now.tied to the person who was about to cuck me. I honestly found it hot, despite how much I wanted to be free.
Quickly my gf was stripped down as she became sandwiched between them kissing each of them while Angie rubbed her pussy & my friend sucked on her tits. Her moans turned me on even more as I tried my best to jerk off through the cage.
Shortly after Angie pulled my gf to the bed & pushed her down spreading her legs & getting between them. I was called over to get a good view as my gf got her face fucked by my friend while I was teased by Angie who started eating out my gf.
What sounds my gf did make were primal as she gurgle on my friends dick (which did surpass mine by a bit). She was absolutely loving it especially with Angie "instructing" me on how to please her as she showed me everything she did.
After several of this minutes they traded places with my gf pulled to the edge of the bed & getting her legs spread while Angie grabbed her phone & recorded it as my friend slammed inside her. I definitely felt my frustration now as I fought against my cage to jerk. Something about seeing my gf's eyes roll back in pleasure while the key to my freedom clanked flying around from intense fucking was sending me. A fact they all pointed out.
Soon after getting a close view of my gf's body glistening in sweat as she got railed I was pulled over to Angie who looked at my gf & told her that she needed to return the favor & dropped her pussy right in her face demanding she eat her out.
By now I'm losing it &.begging for my freedom, but they refused saying I.had to earn it. I told them I'd anything. "Anything really, then lick my feet & clean up your girl when we are done" is the offer Angie made.
My.desperation took over & I agreed. Crawling over I started kissing & licking Angie's feet while my gf ate her out & took a pounding. It was so humiliating but crazy hot too. Every moan & smacking of flesh, her jiggling body made me go crazy until all three of them came. My gf getting her pussy filled & her face covered.
After I walked over to finish my duty. My gf smiled & nodded as she spread open & told me I made a deal. So I dropped down & got in her pussy. My face was so red with shame as I started pushing my tongue inside her & had the bitter taste of defeat on my tongue. My gf was very loving & encouraging as I humiliated myself before an audience.
While I spend a few minutes cleaning her up, Angie pulled out her strap, fastened it up & prepared. Shortly after I finished, I was freed & Angie smiled as she admitted she always wanted to do.this as she bent me.over the bed & spread my ass. Across the bed my gf was also bent over as he peneteated her & started fucking her roughly doggy style. She was shaking as i.saw her get her hair pulled & spanked many times.
My focus tried to stay there until my friend Angie began pegging me. I squealed as she put the work on me her rough thrusts wrecked my backside as I reached out to hold my gf's hands & we finished up being their bitches.
It was a fairly quite Aftermath, the girls talked, but I was mostly silent contemplating it all. The ride back home my gf teased me some, but I simply told her I wanted to fuck her stupid once we got home & she smiled undid my pants & blew me on the ride over. Then we ended up having some of the best sex ever.
A night to remember. Thanks for reading, until the next one.
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