I have a boyfriend who has been so curious about butt stuff for years. But he’s always felt too shy to try it out. He knows I love getting fucked in the ass, and has picked my brain about it for the past few months. What it feels like… how to relax into it and let it feel good… And now he craves to loose his anal virginity already. I have a trans girlfriend who is coming over for a hot threesome with us, and he is finally going to get his cherry popped from behind tonight!
My girlfriend Jenny shows up in a lacy red dress that hugs her waist perfectly. I know my boyfriend is nervous, we can both see it on his face. So I take control, as he’s always secretly hoped I would, and guide him onto the bed. He’s on his back, head propped up on the pillows, and I kneel beside him, kissing him until he melts. I can already feel his cock pressing hard against me. This isn’t like impulsive car sex, I take my time to loosen him up and get him so turned on he just leans fully into the pleasure of losing his anal virginity.
Jenny and I steer him onto his stomach and knead his lower back, circling thumbs lower and lower, coaxing him with small talk and silly pet names until the tension in his hips melts. He’s so responsive and shy, trembling when I trail a fingertip just past the base of his spine. I tell him how cute his little noises are, how much I love that he’s letting us do this. He laughs into the sheets, face turned, and I see the tips of his ears flushed dark red.
Despite his nerves, he is getting obviously turned on, so it’s time to kick it up a notch. Jenny deserves some love and attention too, of course. I let him lie back and watch, as I crook a finger into Jenny’s bra straps and tug her toward me. Our lips meet, tongues exploring each other’s mouths. As I feel her cock making a tent under her dress, I hike the hem up her thighs until I can wrap my hands around her length. I hear my boyfriend moan softly, already twitching to loose his anal virginity to her gorgeous erection. He is such an eager audience, as I suck her off to get her nice and hard for him.
“God, that’s so fucking hot,” he whispers.
We both turn to look at him. His fingers are already lubed up and pumping inside of his asshole. Jenny grins, winks at him, and pushes her dress down so her tits spill out, nipples flushed and hard. I suck her off a little more, working slow and deep, and then I pull back, using my thumb to smear spit all along her shaft.
“Looks like it’s your turn,” I say to him, my eyes trailing from his face, down to him finger fucking himself. His face goes crimson but he nods. He’s so eager to give over his anal virginity I can’t help but grin from ear to ear. He shuffles to the edge of the bed, lying between Jenny’s legs. I lean down to kiss him while Jenny positions herself with the tip of his cock right at the edge of his eager hole. My hand trails down his chest, over his belly button, and gently grips his cock. Jenny slowly slides her cock into him. He gasps, his head lolling back onto my shoulder as he finally loses his anal virginity in a hot threesome.
It’s always easier to do something new when you have someone like a sexy Goddess of phone sex guiding the way for you. What kind of tantalizing fantasies have you been wanting to explore lately? I’d love to hear all about them…
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Megan is extremely open minded. Plays along with even the most taboo fantasies. Close your eyes and enjoy!
Jamie has gotten insanely popular, so she is often “busy” or “offline,” but a call with her is well worth the wait. Sweet, attentive, and often funny as well as dirty, she has raised my fantasy role-play into something hotter than I ever imagined it could be.
Paris is incredible! She has such a sexy voice and an open mind.
My first call with Dixie was so fantastic! Unbelievable voice! So soft, so sweet, so nurturing, so Southern! Dixie is everything I ever wanted in a Southern lady. Her voice will leave you shaking and breathless as she weaves her Southern charm and teasing into your mind. Dixie is the one I have waited for my whole life! Five big stars for this sweet, classy Southern lady who touched something very deep within me. I LOVE Miss Dixie! The Southern Belle of my dreams!
Brittany is the best! She remembers and always engages. Others sometimes guide the call through a generic script and don’t really listen. Brittany ALWAYS shows up and makes you feel like you’re special and important!
Brittany knows exactly how to get me as turned on as physically possible. She is amazing.
I have been calling PSK for well over 10 years. This was my first call with Skye and she was amazing. She is beautiful and her voice is so sexy. I laid some frame work for a nurse role play and Skye took it from there. I will be back every 2 weeks for my follow up appointments and physical therapy. Thank you, Skye.
I just finished my second call with Skye, and she is such a sweetheart. She’s easy to talk to and made me feel very comfortable. I’m very much looking forward to talking with her again.
Jesse is incredible, a true professional!! I love talking with her.
Yesterday I was honored again to be in Aileen’s presence. What an amazing call. We touched on the 10 tenants of Aileenism that I have written for Her. Call Her and perhaps She will share them with you. I love ❤️ and worship Aileen. As it says in Aileen’s Holy Scripture chapter 13 verse 15: Though She slay me yet will I trust in Her.
Roxy is awesome, especially if you like to roleplay. You will not be disappointed when you call her. Her oral skills are insane. She likes to blow more than your mind.
I can’t say enough good things about Raven. From her sexy voice to her storytelling skills, she’s outstanding. She definitely pays attention and follows along in roleplay. Definitely one of the best.
