My name is Brian, and I am a self-assured professional in the tech world. I would normally say that I’m a self-assured “young professional”, but that’s not so true anymore. I’m getting a bit older now at 38 years old. While that’s not old in general, it’s definitely deemed “older” for the tech industry.
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Many of my co-workers are younger than I am. However, I’m very good at my job, and my ever-graying hair gives me a halo of gravitas at work.
But I have a secret that I’m hiding… Some might say I have BDE in work meetings, but I certainly don’t have the big dick to go along with it. I’m decidedly average when it comes to the size of my penis. 5 and a half inches when I’m so horny and hard that I’m bursting, but probably closer to 5 inches on average when I’m hard. And most importantly, I have been slowly working my way down an obsession that started when I was 18… an obsession with hung men and what they can do to women.
Obviously, this obsession started with pornography and seeing well-endowed men fuck women, but it slowly evolved over the years. Eventually it precipitated into a cuckold fantasy. I would watch cuckold porn online, I’d read stories on literotica about men being cuckolded by a big dick neighbor, and I would secretly dream of what it would be like if I had a truly large cock that could fill a woman up. There’s more to my cuckold origin story, but I’ll save that for another post.
Now let me introduce Jodi-Ann, or as most of us call her, Jodi. Jodi is a tall, gorgeous Jamaican-American woman. Jodi and I started dating almost a year ago after I got out of a tumultuous 8 year relationship.
I immediately realized Jodi was different from my ex. Jodi and I have very high sex drives. My previous relationship had been largely lackluster when it came to sex, so this was a huge change for me.
Immediately, the sex with Jodi and myself was amazing. Both of us are giving lovers. I hadn’t eaten much pussy. As I got into my 30’s, the stigma of eating a girl out that pervades many men in their 20’s (myself included) melted away, but as I mentioned, my ex rarely wanted to have sex, and as a result, I didn’t get much oral practice in.
But when I met Jodi, I dove headfirst into that pussy. As a result, both of us realized I had a gift when it came to oral pleasure. Jodi and I immediately had electric, mind-blowing sex. Part of that was my oral skill, and part of it was the newness of the relationship. Regardless, we just clicked sexually. And more importantly, we fell in love.
The only downside was that Jodi lived in the city, and I lived about 2 hours outside the city. As a result, we spent a lot of time chatting on the phone when we couldn’t be together. Those phone conversations ebbed and flowed between sexual and non-sexual things, but eventually, my cuckold fantasy came out. I trusted Jodi, and while I had not confessed this fantasy to virtually anyone, I felt comfortable telling her.
As I opened up about the fantasy, I became curious about Jodi’s sexual past. Jodi had been single in the city for over 3 years. For anyone who has dated in any big city for that long, you know the reality of the situation. There are not a lot of committed long-term relationships that stem out of dating in a big city, but there’s a lot of sex.
As a man coming from a sexless relationship, I was obsessed. I wanted to know everything. How many guys had she fucked? What was the biggest cock she had fucked? How did I rank among the guys she had fucked in the city?
It became quickly apparent to me that this gorgeous, ebony goddess had her pick of the litter when it came to men she had been with. And with that, Jodi had plenty of opportunities to fuck hung guys. As she told her best friend, she had a string of big-dick blessings from the sex gods.
Based on forums and penis size “studies”, I had already thought I was about average (maybe a little above on a good day), but Jodi gently broke it to me. With a few exceptions, virtually every man she’d been with was bigger than me. And many of the men she’d slept with were significantly larger than me.
She sent me a few dick pics she had received from men she’d been with recently, and they were all hung. One guy in particular must have been 8 inches and incredibly thick. And when I say 8 inches, I’m not exaggerating. This cock was truly 8 inches long. It was a pornstar-sized dick. Even guys she fucked who weren’t that big were at least an inch or 2 longer than me, and virtually all of them were also thicker than me.
Jodi never complains about my size because she is a loving, caring woman, but now I knew that she could take a far larger dick than mine. And on top of that, she was willing to tell me about those past experiences in depth. I fucking loved it.
Then, the cuckold fantasy entered our bedroom. I wanted to know how she would react to the feeling of being filled up by a real man’s cock. I bought two different penis sleeves (one that was 8 inches and super thick and another that was 7 inches, but still quite thick). I’d put those on, lube them up, and fuck her with them.
Seeing her eyes roll back as I fucked her with a sleeve on was addictive.
“I need a real man’s cock” she would say to me through her moans as I would fuck her with the sleeve, “You’ve got a boy’s dick, and I need a man’s dick”
I’d get her close to an orgasm with the sleeve on, and then right when she was on the edge, I’d tear off the sleeve and fuck her stretched pussy with my penis to take her over the edge. She’d have these explosive orgasms, and I was absolutely hooked. We’d lay there in post-coital bliss and then she’d stroke my cock telling me about how good it felt to be filled up, and I’d have these explosive orgasms myself thinking about the wild sex we’d just had.
And for both of us, the fantasy was enough. Our sex life was amazing, and there was no need to actually bring another man into the bedroom.
But then I got a job in the city, so I was going to be around a lot more. Occasionally, I’d have Jodi visit me in the office on a Friday afternoon and then we’d have a wonderful Friday evening and night exploring the city.
Then, one Monday after Jodi had visited me in the office, everything changed.
I was having lunch with a co-worker, Nick. Nick is a handsome man, and he’s taller than me by a good 4 or 5 inches.
“Was that your girlfriend in the office with you on Friday,” Nick asked gently (but firmly).
“Yeah, she was just popping in to see the office, and then we had a nice evening in the city together,” I responded.
“Oh, that’s nice. You’ll have to introduce us next time she stops by the office,” Nick said with an innocent smile.
But there was something behind that innocent smile. Something I couldn’t quite place. And that was the beginning of my fantasy turning into a reality…