I blush deeply as she laughs, and he walks into the centre of the room, turning to take it all in and nodding approval at the huge mirror.
“I think you should undress him,” she says to me. “Slowly.”
He stands with his arms apart invitingly, and I slip his jacket off his shoulders, before loosening his tie. I fumble with the buttons of his shirt, beginning to expose the hair on his chest, then she’s there whispering in my ear.
“First time experiences are rare at our age, and are too often rushed and disappointing. This will be neither of those; now slow down and undress him carefully. Your first time being fucked by a man will be indescribably memorable if you take your time. Good boy.” She pats my arse, and sits back down.
I take a deep breath, and calm myself. I’ve undressed many women, and none of them in this nervous and clumsy way. At least not for a couple of decades, anyway.
I start again, and kiss his neck as I undo the next shirt button, then kiss each triangle of skin as it’s exposed. He hums appreciatively, then his hand is on the side of my face and his fingers in my hair. Our lips come together, and his tongue is against mine instantly, and he tastes of excellent whisky. I push aside the desire for a glass of the same and concentrate on kissing him back.
He pulls off his shirt, and starts on my clothes, and soon we’re shirtless and pressed together. I pull together the courage for the next step, with her words about new experiences filling my head. My hands find his belt, and slowly unbuckle it. Then his zip, and I ease his trousers down over his thighs. My jaw drops when I discover not only that he’s wearing no underwear, but that he’s also wearing an identical chastity cage to the one that my own cock is straining against.
I look over at her, and the look on her face can only be described as pure glee as she dangles a ring with two keys from her perfectly manicured finger. “You can unlock each other when I say so,” she says in a tone I recognise as the one she gets when she’s so horny she humps the furniture.
He wastes no time in slipping my own trousers off, then grins at my lacy underwear before peeling them down. His fingers wrap around my cage, and he guides me to do the same to his. His balls are smooth and heavy, and suddenly I have the urge to explore his body. I’ve been close to other naked men of course, but never let myself think about them sexually. Now here I was with complete (well almost complete) access to the body of a willing and enthusiastic man.
I push him towards the bed, and climb on top of him, kissing my way down his body as I’ve done countless times with hers. His thick collarbone, then his hairy chest, tickling my nose before my mouth finds his nipple. I bite it gently, and he squeaks, then I kiss my way down over his stomach. I look up at her again, and her focus is absolute as I kiss a line down into his pubes, then along the cage to the precum that formed a little drop on the end. I look into her eyes as I extend my tongue and lap it up, and he moans.
His precum is thicker than mine, which is the only comparison I have, but similarly tasteless. I lick again, looking up at him this time. Then I kiss my way down his thighs, noting the muscle tone and the patterns of the hair. Embracing the new experiences, savouring the new sensations as I’ve been reminded to do.
I slide back up and lick his shaved balls, enjoying the softness of the skin, and his reaction to my touch. My own cock strains in its matching cage as I drag my tongue along the bars and feel his doing exactly the same. Then she’s there next to me, licking the other side of his cock. She kisses me, then she has the key in her hand and is unlocking him. Click goes the little lock, then she slips it out of the loop, then she grips his cage like she has mine and separates it from the base ring, and eases the ring around his balls and along the shaft.
She was right, his cock was remarkably similar to mine, but so much closer than I’d ever been to it. Oozing precum and waving gently right there in front of my face. She kisses my cheek, then whispers right in my ear, “Go on, I know you’ve wanted this for a very long time…”
Her fingers are in my hair, gently guiding me as I open my lips and wrap them around the tip of his cock. It’s hotter than the strapon that I’ve sucked, obviously. It’s also so much more real, and the taste of him fills my mouth. I bring my hand up to circle the base of his shaft, then ease down his foreskin and press my tongue against his frenulum. After experiencing this from the other side so many times, it’s fascinating to get the opposite perspective.
I decide to try and suck him into my mouth, working out how to not drag my teeth as I get my lips fully around the head. Then I pull back quickly as I feel my gag reflex. She seamlessly leans in and her red lips surround him instantly.
I’ve watched her suck cock from many angles, but never so close, never like this. I’m in awe as I watch, noting the movement of her mouth and the way she sucks. She gives the best blowjobs I’ve ever experienced, so I try and learn her technique. Why have I not made careful notes before? His groan and his hands suddenly gripping the sheets remind me why.
Then she comes up for air and it’s my turn again, and she leaves me to try out what I’ve attempted to learn. I feel her hands on my little cage, and then the weight of the steel being removed, followed by her soft tongue lapping up the string of precum.
I don’t need to be told to copy her actions; it’s a fantasy we’ve shared over and over. Even so, I struggle when she goes deep, but he doesn’t seem to mind. His hands find my head and he guides me too, and I feel suddenly well taken care of. A first time experience I’ll never forget, without a doubt. Then she’s sucking me harder and faster again, and I try to keep up. Soon he’s moaning, and only my concentration on what I’m doing prevents me from relaxing and letting her finish me.
I keep the pressure on his shaft with my hand while sucking and swirling my tongue around the head. She suddenly stops, and is right there with me, cheek to cheek, as he gets close. Then he grunts, and his legs tense, then his cum fills my mouth. I slide my hand down and cup his balls as three, four spurts spray my tongue and the back of my throat.
I manage to keep some in my mouth, and the second his cock slips from my lips it’s replaced by her tongue and I feel her hunger for cum in a new and different way. We kiss passionately until the taste of his cum fades away, then we each rest a head on his thigh and grin happily at each other.
Source: reddit.com/r/eroticliterature/comments/109aaus/first_time_experiences_are_rare_and_should_be