Imagefap Cuckold Ass Worship Caption Stories

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Wife's Exploration

by cpandy on Jul 5, 2009
Cheating Spouses

John sat in front of his PC trawling through Imagefap, his latest search for cuckold captions had uncovered a goldmine of unseen pics and his cock was stiff in his pants as he immersed himself in their delicious humiliation. He clicked quickly to those of a well built blond that paid a passing resemblance to his wife Doe. Stroking his cock through his pants...

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Crossing the divide

by reaper13 on Dec 3, 2016
Interracial

It’s all messed up. During the run for the white house tensions between races in the US have been escalating. Arabs are being profiled, Asians got accused of faking climate change, unarmed black men got shot by police, Mexicans have been called rapists and native Americans protesting in the freezing cold had water cannons used against them. What is this coun...

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Black Cock Fantasy Ch. 04

by mdp_2004 on Sep 14, 2017
Loving Wives

[Note to readers: I thank you for all the feedback and especially the emails. Please continue to express your opinions and requests if you have them. I've enjoyed reading and considering your ideas. Keep them coming. In this chapter, I took a detour and am giving you Donna's story as well as the introduction of some new characters, two of which represent one...

2020 - WIC

by Rekki on May 10, 2020
Miscellaneous

WIC, short for „Weekly Image Captions“, is a project I started this year to post an image caption each week. The characters, scenes and kinks are often different from piece to piece but there are some reoccurring themes like Timestop and Mind-Control, since these are my own favorite kinks. Since March, it‘s possible to choose the character for an upcoming we...

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Kissing Crossdressers Pt. 02

by Candyboi on Sep 13, 2017
Transsexuals & Crossdressers

I awoke the next morning still dressed in Carla's purple panties, stockings and matching bra. The rampant rabbit and the dildo were beside me on the bed. There were traces of the lip-gloss on the duvet and the heady, pungent smell of cum. Carla's panties were stained with the stuff. I figured I had a lot of cleaning and clearing up to do. I felt a sense of...

What is This on Your Computer

by mgablea on Sep 25, 2017
Loving Wives

"Barry, what is this on your computer?" My startled wife Lori asked. Oh shit! Oh shit! Oh shit! I had royally fucked up. How could I have been so stupid? I had been browsing through my collection of pornographic pictures with cuckold/hotwifing captions and had accidentally left a picture up showing a blonde woman, who looked a lot like Lori. The woman was...

Lilly

by CumSlurpingCuckold on Sep 16, 2017
Loving Wives

My name is Louis. I'm White and I love my Vietnamese wife so much, but Lilly calls me "Daisy Lou, a Dick-sucker" nowadays, and she's 8 months pregnant from a Nigger-man named Jerome. She keeps me in her panties; it makes me feel good, feminine and servile. Since she doesn't wear panties anymore, now that she's a Nigger-loving wife, she told me I should wear...

Fighting for his Wife Ch. 02

by johnjasper100 on Oct 12, 2020
Fetish

Continuation of "fighting for his wife". You should read that one first to have the full context about the characters and how they got here. The fight had just ended, Blake won and he had just walked away with Kate, John's wife, as his present for winning the match. John was still on the floor of the ring catching his breath... It took a couple of minutes...

How I Became a Cuckold

by Rjt72088 on Feb 6, 2018
Fetish

This is the 100% true story of how I became a cuckold. It took about 10years to get to this point so if It is your fantasy to be a cuck be patient. Sometimes it just takes waiting for the right situation. A little back story. I'm 31 my wife is 32 and we have been together since JR year of high school (2003) she is very attractive and has always been able to...

Teach Me Professor Ch. 02

by janey16 on Sep 14, 2017
Fetish

This is the continuation of my higher education! Please read part 1 to see how I realized that you're never too old to learn! This chapter continues to explore various themes of kink, younger-older sex, group sex, a little bit of guy-guy stuff with women watching and , of course, some pussy to pussy fun! I was finally feeling better from my hangover o...