I’ve secretly been in the sugar dating world for seven years. The reason I’ve kept it hush-hush so long is because I come from a really religious family. We’re talking Jesus painted life-size on the wall at home, and no Saturday sleepovers. I legitimately fear that if my parents find out I have major sex work fantasies (let alone that I’m living them out), I’ll find them dead with shocked looks on their faces à la The Ring. Hi, Mom! If you’re reading this, stop now…for the love of (your) God.
But aside from that fear, I feel excited to talk about sugar dating now! It has empowered me to live out desires I thought would remain fantasies forever, and man, oh man, has it paid the bills (and then some). I’m happier and healthier than I’ve ever been, and I’ve quite literally fucked the religious shame away.
Recently, I went on a couple dates with this potential sugar daddy. We’ll just call him “Bozo,” because overall, that’s what he was: a bozo. But he was also early-40s and hot (in a mobster-chic sort of way), confident and charming (in an oops-he’s-probably-a-narcissist sort of way), and he had a nice house with a pool and a hot tub in Palm Springs (enough said).
He was fun but not the best fit for me—I like a generous giver and Bozo could be a little stingy plus he used degradation as humor, which isn’t my speed. I had this close friend, Lola*, though, who was craving some “sweets” (our term for sugar daddies and mommies) and I thought she might like to give Bozo a try. Maybe they’ll be a better fit, I thought. And what better way to transition the relationship than with a threesome? We’ve shared clothes, food, and playlists before, so why not a man?!
Lola was horny and optimistic. Like me, she was a queer artist with a high IQ and a higher libido, and she was DTF my SD in PS.
Bozo invited us out to his desert oasis for the weekend, and my friend and I hatched a plan. I took penetration off the table for me and we spun the setup as a lady-in-waiting role play. I was the queen and she was my lady-in-waiting, here to test this man’s cock out for me over the weekend so I could make my “final decision” on whether or not to keep him around. If all went well, she had my blessing to run off with Bozo. As for me, I was ready to go back to the drawing board on Seeking (the dating site where Bozo and I met).
He picked us up in his rental, a white Mustang convertible, just like one of my favorite Lana Del Rey songs. Thanks for the wink, universe-or-whatever. It was early July in Los Angeles and the night was warm. Lola and I smiled at each other knowingly as we drove out of town with the top down, glowing city lights sparkling above.
The next morning, back at his place after a fancy brunch and a trip to the weed store, (all Daddy-sponsored, of course) the three of us decided to strip down for a swim. We shared a joint, floating around naked. How great is this? I thought as I looked at the two beautiful beings completely bare in the water with me. The dry desert air, the crisp wetness on my naked skin, the floral taste of the weed, and the taste of power knowing that Bozo bought it for us—it all felt so delicious.
Bozo swam over to me and started kissing me, pushing his chest into mine and pinning me against the side of the pool. He was a good kisser, I’ll give him that. I was breathless; someone had finally broken the seal and a threesome was imminent. I felt giddy inside as Bozo got out of the pool and grabbed his towel. Lola and I looked at each other, then followed suit. A few minutes later we were all in the shower together, lathering each other’s bodies to clean off the chlorine.
“Get in the bed, you two,” he said, drying off his semi-hard erection and shaking out his shaggy hair.
“Yes, daddy,” we said like good girls and got in the king-size bed, all clean now. It was midday and the sun was spilling in around the shutters, making the room feel cozy and sexy. When he joined us in bed we each communicated our boundaries about penetration, condoms, and where kissing was okay. Great, everyone’s on the same page. I let my nurturing domme self, my way of topping from the bottom, take over from there.
“Daddy, lay down,” I said. “She has to test your cock for me.”
“Yes, baby,” he said. “I know I can’t be inside you yet, so I’m gonna have to fuck your friend.”
Then Lola chimed in, “Daddy, can I please suck your cock first?”
How lucky was this man, right?! My friend loved deep throating, and Bozo’s cock was no joke. He was above average in both girth and length—think Coke can vibes but even longer.
He gave a resounding, “Yes. Good girl.”
Her favorite thing to hear! She got right to work on him, sitting between his legs with her head in his lap. I encouraged her from beside: “Such a good girl for your Queen!”
I stroked her head as she slid him in and out of her mouth, making his shaft as wet as it was hard.
“I really want him to slap me with his cock,” she said to me, coming up for air, all submissive and doe-eyed.
When everyone gave the okay, we tried it out. He stood on his knees and I took his cock in my hand, using it to slap my friend’s Vogue-modelesque face over and over. I’ve never seen her smile so big! My brain watched the whole thing in slo-mo to an imaginary soundtrack of happy, triumphant music.
Bozo moaned. He couldn’t wait much longer to be inside her, I could tell. And I was getting so wet touching myself that I decided to grab my vibrator.
That’s when the absolute best moment of the whole weekend happened, one I still masturbate about to this day: It was time for my lady-in-waiting to be penetrated.
“Make sure she’s nice and ready,” I told Bozo as I pumped a bunch of lube into his hand.
He instinctively massaged the lube all around her pussy, over her lips and mound, and at her opening. I could hear how soaking wet she was. It had been a long time (relatively) for her and she needed some daddy dick now. After a bit of finagling, we got the Magnum XL condom on him and everyone was good to go.
“Are you ready, good girl?” I asked her, petting her lower back as she hovered above his cock.
“Yes, my Queen,” she replied, perfectly in character.
“We’ll go slow, just try to relax,” I told her as I gently positioned her hips so the head of his cock was pressing against her opening. “You’re gonna feel a little pressure at first, okay?”
“Yes, my Queen.”
I took my right hand and grabbed his cock near the top, using my left to gently start spreading her lips open. Slowly, she began to let gravity pull her down on him.
“That’s it, you’re doing great. Keep relaxing. Good girl,” I murmured, moving him in gentle little circles to massage her as we pushed him in deeper.
Inch by inch, she was sliding down, surrendering to his size. Then, ahhh, I could almost feel him in me vicariously when she finally reached the base of his cock. He was as deep as he could be inside her. And she was taking it all for me.
I turned on my toy to the suction mode and used my fingers to move my wetness up to my clit. As she got into rhythm bouncing on his cock, I felt myself start to ascend. I put my free hand on her ass and helped her ride him as we all moaned in ecstasy. I was right on the edge, so I got into my favorite position: facedown, ass up, and legs spread.
With my face pushed into the mattress next to his chest, I listened to her heavy breathing, all of us getting more and more aroused.
“Daddy, can I come?” I asked when I couldn’t take it any longer.
“Yes, good girl, come for me!” He shouted, still fucking her beside me.
I completely let myself go—tumbling through outer space, pleasure pulsing through my entire body as I screamed sounds of rapture into the mattress.
When I returned to Earth, Lola was mid-orgasm herself. I opened my eyes wide just in time to watch her come on top of daddy. And thus, the Sisterhood of the Traveling Dick was formed.
JK! But we did successfully transition Bozo from “mine” to “hers” (whether he’d realized that yet or not).
The whole thing was a resounding success—physically and otherwise. In fact, Bozo was the only one who didn’t come during our threesome, although I’m told he did in subsequent rounds when just he and my lady-in-waiting got busy.
While they did that, I watched Everything Everywhere All at Once alone on a 10-foot projector in Bozo’s bachelor-pad-chic living room. As I basked in the afterglow of the hottest threesome I’ve ever had, visions of future sugar daddies danced in my head. The next morning, like a true queen, I rode home with my lady-in-waiting in my white Mustang chariot, driven by my royal boy toy. I gazed out the window, remembering the moment when I drove him right into his new queen.
*Name has been changed.
GG Sauvage is a writer and all-around artist on a mission to f*ck shame away and empower people with self-love. She designed The Sexiest Deck Alive: Erotic Oracle Cards to Turn You On & Help You Turn the Corner, co-hosts the Basic Witches podcast, and wrote the audio drama Sex and the Synchronicity. See her work at Refinery29, Vogue Italia, Vulture, CollegeHumor, and WhoHaHa, and check out her website for more!
