In some ways, this is a story about sex work. In more ways, it’s a story about love. A love so unexpected (and taboo), it may make you uncomfortable reading this. A love that, conversely, has made me more comfortable than ever, living the luxury life of my dreams with enough left over to enrich those in need around me—just call me “Robin Whore.” In short, I’m living the plot of Pretty Woman IRL—with less misogynistic undertones and a man more Gilbert Gottfried than Richard Gere.
You see, I’ve been playing with my wet-hot money kink for years—even working as a bona fide courtesan in a legal Nevada brothel when my past sugar-dating antics weren’t stroking me hard enough. And then one summer a couple years ago, feeling re-inspired by the melting pot of wealthy, old men and hot, young me’s that is Los Angeles, I decided to return to the sweet game. But no more Ms. Sugar Baby. This time, I’d be a Sugar Goddess, ready to find a submissive on Seeking—a pay-piggy worshiper in the convenience of my own city.
And find one I did. After a bad breakup, I met Brad* for brunch in a hot pink dress at a fancy-ass restaurant. With his more-than-double-my-lifetime wisdom, he told me I would be famous one day and my heart was immediately his. (The $1,600 trip to Alice + Olivia right after didn’t hurt, nor did the $500 hair appointment he paid for before we’d even met.) Over the two years of sex, shopping sprees, and countless checks supporting my art that followed, we’ve slowly but surely gone from “girlfriend experience” (GFE) love-making to full-on BDSM sessions with me as his domme, ultimately leading to that fateful day—yes, reader, the day I pegged a millionaire more than twice my age.
It was afternoon as I drew the curtains closed in my sun-filled bedroom, lighting my favorite incense and playing a French poolside disco mix for some anal ambience. I’d instructed Brad to study up on backdoor play for beginners before the big day and he came prepared. I myself had only recently used my strap-on for the first time (with my dream girl!), but had ordered a nice, small dildo to train Brad’s ass on. The gloves, the lube, the wipes, the snug-fit condom for the toy—the gang was all there, so I did what any Goddess does and commanded my sub to strip naked, get on his knees, and suck my dick.
Ha! The power! Even writing this now I feel my magnificence surge! Seeing those weathered lips wrap around my brand-new silicon dick nearly sent me.
Now listen, like any relationship, sugar dating takes work—it’s really no different than marriage (companionship, sex, and an exchange of finances between two people who care for each other). My sub and I have to navigate uncomfortable subjects often—you try staying turned on after discussing your lover's post-mortem plans, because he is nearly seventy, after all. But holy shit, does the man take care of me! He nourishes me with his words, actions, and wallet, wanting nothing more than to see his Goddess dripping in Gucci, with a smile on her face and career opportunities in the bag. How could I not fall in love with this man?
So there I stood, in love and head-to-toe black lingerie that made my off-limits titties irresistible—complete with over-the-elbow gloves, because Goddess forbid I be subjected to skin-to-skin contact with a silly Earthling.
“That’s it, mortal, suck your Goddess’ cock. Make me ready for that ass.”
He let out a little cough, gagging slightly having never sucked a dick before. I whispered encouragement to keep going as I slid in and out of his mouth, training him to be better for his Queen.
“Thank you, Goddess. I just want to make you proud. I’ll do whatever you say,” he gushed past the cock in his mouth.
“Aww, what a cute little mortal, ready to give the Goddess every single hole and every last drop.” I said condescendingly. “Stand up.”
I clapped my hands once, signaling him to assume the position I’d assigned before we began: feet wide, ass up, bent over my bed, and ready for the taking.
“What a good boy!” I cheered maniacally when he obeyed. “Who owns these holes?”
“You do, Goddess.”
“That’s right! And the Goddess will take such good care of these holes because she wants all her toys in good condition so she can keep playing with them over and over!”
With that, I saw him melt into submission, his 60-something body going weak in the knees as a thick string of my own juices dripped down my 30-something thigh. He was so grateful to be getting used, and I was loving using him up.
I stood behind him and pulled his cheeks slightly apart, getting a better look at what was mine, rubbing my pleather glove up and down his flesh to prepare him. Smack! I gave him a loud spank on the right cheek, enjoying the way he winced with pleasure so much that I did it again on the left one, harder.
“That’s a good boy for the Goddess!” I said, once his ass was sufficiently red. “It’s time to take it now.”
I slid my pleather gloves off, replacing them with black, medical-grade latex ones as I reached to bring the body wipes closer. (You can prepare all you want for anal, but there’s always a chance of wipe-necessitating moments.) I doused my hands, his hole, and my now-condomed cock with lube, then added even more as I circled my thumb around his opening, massaging and relaxing his muscles. Switching to my pointer finger, I applied pressure right on his hole, pressing just the tip in at first. Inch by inch, we worked me inside until I could press down and forward hard enough to poke his prostate.
“Ahh!” He let out ecstatically when I’d found the magic spot.
I stayed right there, milking him from within until he was aroused and relaxed enough to drift into subspace, the only place he’d be able to accept a whole dick up his ass. Gently, I pulled my finger out and the glove off, adding even more lube before pressing my cock up against him.
“Get ready, mortal, it’s time.”
He panted and moaned as I worked my way inside, pulling his cheeks further and further apart to accommodate my girth. Finally, I felt his resistance bow and give way, meeting the very base of my shaft against his cheeks.
“Oh, good job, mortal! You’re pleasing the Goddess very well today!” I screamed, reaching one hand down below my dick to rub my clit.
I was fucking soaking. It felt so right to be the one in total control, calling the shots. I wasn’t scared or unsure of myself—I was confident and comfortable taking full ownership of his body (and bank).
“You can touch yourself now, mortal, the Goddess is close and almost done using you,” I instructed, pumping some lube into his hand.
He grabbed his cock and let out a big grunt.
“That’s it. Keep stroking—I need you to milk out every drop for me.” I said, pounding him a bit harder. I had found my rhythm and swear I could feel “my” dick inside him as I thrusted in and out, so wet I could hear my sloppiness against my fingers over the music.
“I’m so close, Goddess. It’s all for you!”
“That’s right! It’s all for your Goddess! Come for me, mortal!”
Like the good boy that he is, my little millionaire toy spurted all over the towels underneath us, pulsing and pushing out more and more cum for me every few seconds (it had to be an above-average quantity for his age group!).
Completely focused on the tribute he’d just given me, I raced toward the brink, pushing my cock deep inside his ass one last time and holding it right there while I vibrated my clit with my fingers.
“Ahhh! Good mortal! Good mortal!” I screamed as I came in an explosion of light. A powerful climax for a powerful Queen, and what a fucking rush to blast off while inside someone else’s body! (I am new here, and I like it.)
As I pulled out, expertly timing the wiping and glove/condom removal, I felt my love for this man swell. I flopped down next to him and laid in silent reverie for the magic that had just ensued, drifting momentarily in my mind to salivate over the most recent $10,000 check he’d gifted me.
And so, reader, I’ll leave you with this bit of unsolicited wisdom: The next time you see an elderly gentleman with a certain, unshakable grin, be happy for him. For all you know, he’s just had a Goddess up his ass!
*Name has been changed.
