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Cuckoldress Crystal claims she and Hef only had sex once and that it lasted only two seconds! She revealed that Hef could no longer get hard and that he was stuck between a rock and a not quite so hard penis, as he could no longer take Viagra since the little blue pill was causing him to go blind. She said he preferred cuddle time in bed, but Crystal wasn’t into cuddles. Gold-digger Crystal had her eyes on the Anna Nicole Smith prize. Marry a jurassic multi-millionaire and if you’re married to him when he dies, cash in, unless of course, you’re left out of the will. Rumors also surfaced that Crystal couldn’t go “without” and had some side action going on, but whether Hefner felt cuckolded or was oblivious or didn’t care as he’d had enough pussy in his lifetime, isn’t known.
Cuckoldress Sara –
I’ve followed your other interracial cuckold blog Sara’s Playroom since 2007 and am a long time fan of yours and your cuckold stories and articles. I’ll cut right to it. I think my girlfriend is a Cuckoldress without realizing it. I have a small dick and there’s no way that I can please her in bed except orally. I know the only way she gets off is when I do down on her first, then I’m in such a sexual frenzy by the time I get to fuck her, I cum very quick. She doesn’t seem pleased about my tiny cock size or inability to last, but what enjoyment would she get from getting fucked by my tiny cuckold cock if I lasted longer anyway? So I can’t blame her. She mostly seeks affection from me, like hugs and kisses and cuddling. I know she enjoys having me in her life, we’re great friends. Hot sex is lacking in our relationship.
Lately, I’ve caught her watching the Flava channel. A lot. It’s a rap urban hip hop music channel which plays music videos. The other night I caught her mesmerized by the black rapper Ne-Yo. I asked her if she liked that song, thinking I might download it to her iPod for her, but all my Cuckoldress girlfriend said was: “Ne-Yo is so hot.” She even texted one of her friends while watching the video of the black bull rapper and I’m sure it was to tell her friend to check out Ne-Yo too.
Earlier this year, I had to buy her Usher tickets when Usher was on tour. When I say “tickets” plural, I mean tickets for her and her girlfriend, not for me, to go see Usher. This was a demand of my Cuckoldress girlfriend. I drove them to the concert and picked them up. During the concert, I wanted to drown my cuckold white boy sorrows, so I drank a few brews at a bar. The bartender was a hot blonde with big fake boobs. I asked her point blank: “Do women really prefer black men over white men?” The blonde laughed and said: “Whenever you have to ask a question like that, the answer is always yes.” She then scrolled thru her iPhone and showed me a photo of her with a black stud, the black stud was grabbing her hot ass cheeks. “Your boyfriend?” I asked. “No,” she replied and scrolled thru her iPhone a few seconds more and showed me a picture of her with a decent looking white guy and said, “This is my boyfriend.” So her boyfriend is a cuckold. “We have an arrangement.” she advised me. I knew this blonde Cuckoldress meant a cuckold arrangement.
Soon I have the feeling, I will be in such an arrangement and that my Cuckoldress girlfriend will begin to cuckold me more deliberately. Dear Cuckoldress, can you tell me why some girls just seem to become a Cuckoldress without realizing they are cuckolding their white boyfriend?
Cuckoldress,
My Cuckoldress wife and I live in an upscale neighborhood in Las Vegas. We both work in the casino industry. This is how the cuckolding began… A married couple moved in across the street from us, a black couple I should note, the husband Daunte works security at a casino and the wife Orianna works from home, running a sex toy business and holding sex toy parties around Vegas including supplying sex toys to Vegas bachelorette parties and divorce parties. Both Daunte and Orianna are very tall and striking. In fact I overheard my wife talking to another neighbor on the phone that Daunte was “built”. It didn’t bother me, I kinda brushed it off. I was just glad someone moved into the house, because it was a foreclosure and all the neighbors had been taking turns mowing and cutting whatever grass or weeds grew out out of the desert sand.
Orianna and my wife hit it off and would lay out by our pool. Daunte and Orianna’s pool was being redone because it had turned dish detergent green with algae and slime during the foreclosure. Sometimes my wife and Orianna would make me bring them drinks when they were out by the pool. I didn’t feel like a cuckold, I just felt like I was being nice and neighborly.
Then Orianna held a sex toy party for all the neighborhood wives. I knew my wife already had a vibrator and a dildo. I never used them with her, I’m not sure how often she used her sex toys. I didn’t ask my wife, just like she didn’t ask me how often I jerked off. I thought our sex life was ok. We had sex once a month. Little did I know I was about to be turned into a cuckold by…ok you’re thinking Daunte…but no…I was cuckolded by a sex toy.
And I still am. A big black cock, the Lexington Steele dildo actually. My wife came home with the Lex the Impaler sex toy from the party. She said she couldn’t wait to use it. I kinda popped a boner hearing that so I said I would lick her pussy and use the big black cock toy on her pussy too. Which I did. OMG my wife never came so hard or got so wet. Was it the interracial sex or the size of the big black cock, I wondered… Then the next nite my wife said, let’s have sex again. I assumed this meant she wanted me to fuck her. No. This meant she wanted me to lick her pussy and use Lex (the name she gave to the big black cock dildo) on her pussy. This interracial Cuckoldress sex continued for months. I’m beginning to think it’s even more pathetic that while I was turned into a cuckold by Lexington Steele’s cock, it’s a lifelike dildo of Lex’s big black cock, instead of the real thing…
Almost every nite, I have to fuck my Cuckoldress wife’s pussy using the black cock. My Cuckoldress wife doesn’t want to have sex with me anymore and when I’ve begged for sex, she has made the jerk off motion with her hand toward me or once even gave me the finger! This is my wife?!?! I feel like such an interracial cuckold. I don’t know what to do about our sex life or cuckold marriage.
I’ve also found my Cuckoldress wife watching interracial sex porn. She even said that Orianna mentioned a porn convention coming up here in Vegas where Lexington Steele is making a personal appearance and that she and Orianna both want to meet him. All I could do was picture my Cuckoldress hot wife and Orianna getting into a mixed interracial sex threesome with Lex. This excited me so much I had to go jerk off to my cuckold fantasy.
So my questions for Dear Cuckoldress are: Should I accept my pathetic fate as a cuckold, cuckolded by a big black cock sex toy and be glad my wife isn’t actually fucking a black guy like Daunte or Lexington Steele? Or should I keep begging for some mercy sex from my Cuckoldress wife? I forgot to mention my cock size is an average 6 inches. Also, I have to mention my Cuckoldress wife has made me suck the pussy juices off of the big black cock dildo a few times and called me “cocksucker”. I don’t know if that’s worse than being called a cuckold? Thank you for answering my Cuckoldress questions and for any cuckold advice you might have for me.
Dear Cuckoldress,
I confess that my wife and daughters cuckold me. Whatever they want, they get. I’m a powerless wimp and beta male. My Cuckoldress wife told me she only married me because none of the real men she was fucking would have made an ideal husband. So she chose me as her cuckold wimp husband and kept fucking other men after we married. She was manipulative and told me that we couldn’t have sex before marriage, so I thought we’d have mad sex on our honeymoon, but then… our honeymoon was a disaster, well, a cuckold disaster for me, but a Cuckoldress triumph for my wife as my wife just told me to go play golf and that she was going to lay by the pool. I’m sure she lay out by the pool and picked up men at the resort, maybe even the black Caribbean islander studs who worked there. Then when I wanted honeymoon sex, she told me to lick her pussy. Since I hadn’t licked a lot of pussy, I didn’t know I was licking Cuckoldress creampies, I confess I should have known, because her pussy was very creamy, salty and cummy, I was just a naive cuckhold.
I’m sure that my daughters aren’t mine, biologically speaking. I did overhear my Cuckholdress wife talking to her sister once that she wasn’t sure who their fathers were, since she was fucking around. I have 3 daughters, 2 are twins, my sperm would never, ever be that powerful. I even had a sperm count done once, and I have low sperm motility. So, I should consider myself lucky that my Cuckoldress wife did take care of breeding with superior males and producing a beautiful family for me to be proud of, because otherwise I would have been dumped and divorced.
So I’m their cuckold daddy. They all take after their mother. They are all Cuckoldresses. The twin Cuckholdress daughters are in college. The twins told me what colleges they were going to go to and that I had to make it happen, meaning to make sure they were accepted there. It was implicit that I would be covering all their tuition and expenses. The Cuckoldress twins have black boyfriends, star athletes at their school and their pictures are all over their Facebook pages. I find my excitement over looking at their sexy photos to be shameful. But my shame and excitement seem to be intertwined. My youngest daughter is a teen Cuckoldress senior in high school who is also making the same demand of me re: the expensive university she wants to attend. She has a biracial boyfriend with dreadlocks who dresses like a thug, but he has a football scholarship to the school she wants to attend so they can be together. The only way I was able to make all this happen financially was to cash in my 401K which pissed off my Cuckoldress wife, who said I need to make more money or else…
So I guess you can tell from reading my pathetic cuckold confession, I have never had sex with my wife. My wife calls sex: licking her pussy then she tells me to go jerk off, so that’s her Cuckoldress definition of sex. Maybe it’s the universal definition of Cuckoldress marriage sex for the cuckold?
From The Cuckoldress: I answer this question about Cuckoldress sex in my Dear Cuckoldress cuckold advice column.
