Hannah* held my legs apart and kissed me, distracting me from the pleasurable pain of her husband pushing his giant cock past my opening. A fire alarm was blaring inside me and I had no interest in turning it off—I just wanted to burn, baby, burn.
If you’ve been paying attention, then you remember a certain adventurous married couple I wrote about in a previous Confessay—the one with the wife who stole me away to Shanghai all for herself. Well, before I became Mayor of Sapphic Sexland, I was a nervous newbie, about to explore my first threeway, first vajayjay, and first big pay day all in one shot.
I connected with Brian* on Seeking (formerly Seeking Arrangement), shortly after my first-ever boyfriend dumped me right out of our eight-year relationship. I hadn’t yet explored my bisexuality, I’d only dreamt of kissing girls—I hadn’t even been to a sex party! But once I’d sobbed hard enough and blasted Sam Smith long enough to warrant a deserved noise complaint from my new neighbors, it finally hit me: I’m not just single—I’m FREE! Free to do whatever or whomever I wanted—which in my case, was sugar dating.
After a couple of covert lunch meetings (trust me, you never know what the people next to you are discussing over their Nicoise salads), the three of us came to our arrangement. I would receive my allowance of $5,000 per month paid bi-weekly, just like a real job (except in cash-ola, baby), and in return, I’d take Hannah to workout classes a few times a week, occasionally hooking up with them both.
I was nervous and, of course, fucking excited beyond belief. I’d fantasized about being a high-end call girl for almost 10 years and, while this wasn’t exactly that, it was gray-area-sex-work-ish enough to stroke my hard, throbbing money kink. What will it feel like to have more than enough money for rent?! I dreamed, knowing that power was right in front of me for the taking, even if I didn’t quite know how to take it. Meaning: I wasn’t sure I knew, technically, how to be with a woman. I’d innocently rolled around with girlfriends when I was little, even to the point of orgasm, but I’d had no queer experiences as an adult…yet.
Luckily for me, I’d fished a pair of genuinely kind people out of the sea of scum that can be the sugar-dating pool. Hannah and Brian never pressured me to rush into our first threeway, letting our tension build organically and, I suspect, strategically spoiling me (read: arousing me) to the point when I suggested it myself. I mean, $25 Kreation smoothies every time we hung out, new clothes whenever I wanted (on top of my allowance), and the best beauty treatments money could buy? I was wet for them, alright.
“Well, I don’t have anything coming up after class today...” I said softly to Hannah about three weeks into us sweating our asses off together. “Will Brian be home when we get back?”
“Yeah, he will.…” She looked at me, gathering how ready I was. “Let’s go shower together at our place and see how good we can all make each other feel.”
“Oh, but I didn’t bring a change of clothes.” I nervously side stepped.
“You can have anything in my closet,” she said with a wink. “Let’s go.”
I felt my heart rate double, and it wasn’t from the workout we’d just finished. I threw my hoodie over my spandex onesie and we hopped in my car.
My sugar parents’ bathroom was the size of my bedroom, and Hannah wasted no time getting naked and stepping into the steamy shower. I still think of her every time I smell Oribe products—she had the whole-ass line in there. I stole glimpses of her curves as we lathered ourselves. She was in her late-40s and totally taut from all the working out (goals), with DD implants that looked surprisingly natural on her 5'7" frame. Well, I’m definitely not straight, I remember thinking to myself.
Just then, Hannah grabbed around my waist and took a handful of my ass in her grip.
“You’re so nice and juicy,” she purred, lifting my cheeks up and down. “Brian’s gonna love sticking his big cock inside your little pussy.”
To this day, I have yet to find a better dirty talker than Hannah. It’s not like she invented any new terminology, it was more in her delivery—she was always in control, always shaping the narrative, and in many ways, I owe my sexy speaking skills to her early influence on me.
“Let’s get you all clean so you can take it like a good girl, okay?” she suggested, giving my ass a light smack before squeezing some body wash into her hands. She got to work between my thighs, making sure I was good and ready to be fucked by her husband.
“Mmhmm,” I nodded, allowing myself to slip into my submissive comfort zone as she washed me. I knew I was going to be taken care of—she was going to lead me right through to the finish line in our three-legged race, and I was going to take all that cock in me so she didn’t “have” to. I let myself relax.
As we dried off, Brian came into the adjoining primary bedroom finishing up a work call. It was so hot hearing him work—after all, their joint business success was what provided me with my life-changing allowance.
Hannah silently motioned for me to come to their king-sized bed, where she opened a jar of coconut oil and started rubbing some between her hands, melting it to liquid.
I noticed her look up and away from me. She was making eyes at Brian, who grabbed his erection through his slacks and smiled, still talking numbers on his call. It was like she was telling him their good little girl was almost ready for his huge dick. When he undressed moments later, I saw why we needed all that oil—and why Hannah could really use a friend to help take it.
Brian’s cock was ridiculously huge. (An Irishman—who knew?!). His length was equivalent to a tall can of Venus shaving cream, his girth a Barbasol.
“Lie back, good girl,” Hannah instructed, “I’m gonna check to see how ready you are.”
She warmed her oiled hands for me as I reclined into the lush pillows. It felt like being at a luxury hotel and a doctor’s office all at once, opening my legs to be inspected by my gorgeous authority figure. Then, using her knuckles instead of the tips of her fingers, Hannah started gently pressing at my opening, circling around and pushing into me ever so slightly. Every cell in my body was lighting up, electrified by this first-time female touch.
“She’s getting there,” Hannah said, turning to face Brian who was stroking his shaft at the foot of the bed, off the phone now. She grabbed some more coconut oil and added it to my wetness. “Try to relax. He’s big, but I’m gonna help you get him in, okay?”
“Okay,” I said with puppy dog eyes, spreading my legs a bit further apart and leaning into the comfort of her curves.
Hannah’s perfect tits grazed my face as she put one hand on my knee, encouraging me to stay open as she massaged my pussy. Once I was audibly wet, she nodded for Brian to join in. He, and his honking boner, crawled towards us on the bed as I sunk back further in surrender. I grabbed Hannah’s free hand and held it tightly, using my other to help her spread my lips apart for him. He started slow at first, and then:
“Ahh!” I yelped as he pushed past my opening and deep inside my pussy. Hannah leaned over and kissed me, distracting me from the painful pleasure I was receiving. Brian was, and is, the biggest I’ve ever taken, and the pressure of his thickness against my walls was both satisfying and shocking.
“I want to taste you,” I told Hannah a few minutes into Brian banging me. I wanted to really experience a full threeway, and if I wasn’t with her, it felt like this wouldn’t “count,” so we rearranged ourselves. Hannah laid back and opened her legs, and I faced her and slid down so my mouth was at her mound as Brian got behind me, picking up my hips to expose my pussy for the taking. He slathered extra oil on his cock and pushed back inside. Lucky for him I was on birth control, giving him the freedom to explode wherever we wanted when the time came—and that time was coming. Soon.
I steadied myself as much as I could while being pounded and opened my mouth wide. Here I go—my first taste of pussy à la mode! I attached my face to Hannah’s lips, lapping up her brackish waters as I licked and sucked, genuinely enjoying how soft and supple she was compared to all the swords I’d swallowed before. Her hips tilted toward my chin and soon she was writhing in rhythm with her husband, fucking my face while he took me from behind.
We were a well (coconut-)oiled machine and I’d found my groove, too, rubbing my clit while our joint pleasure headed toward the peak.
“Mmm! I’m so close!” I murmured into Hannah, her juices spilling down my jawline. It was enough to set her off, and she, being the leader that she is, initiated our trio of climaxes. She gasped and squealed and squirmed in my mouth while I kept my tongue pressed all the way flat against her clit until I was sure she had finished.
I was next, jumping into the orgasmic abyss thanks to Brian’s pounding, my steady pressure on my clit, and Hannah’s near-constant verbal approval to the tune of, “Oh, that’s our good girl.” I burst into a million pieces of joy—elated and elevated above us all, power tripping on the money, the threeway, and the satisfaction of a job well done.
Brian finished last inside me, filling me with a healthy Irish cream pie before he collapsed next to us girls on the bed. When we’d cleaned ourselves up, Hannah held true to her word, giving me full access to her designer closet. So if you catch me in my white Ralph Lauren sundress, you better believe I was a good girl to earn it.
*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!
