Strap-On Fun

(Part 1 from 1)

With the exception of some clumsy (although enjoyable) boy-boy experimentation in my teen years, I have always been a red-blooded heterosexual male, enjoying immensely the pleasures a woman’s body has to offer. An open-minded, even adventurous lover I have been fortunate enough to have enjoyed some very exciting and thoroughly fulfilling heterosexual relationships both long and short.

However, for no apparent reason in my late 30’s I began to allow thoughts into my head of how much fun the ‘clumsy encounters’ with other boys had been in my teens. Initially, it would just be the occasional mind-drift back to one of those naughty events but gradually, thoughts of the undressing, touching, rubbing, sucking would pervade my fantasies until I found myself quite regularly wanking off whilst reliving those occasions.

Each time I would be wracked by guilt for allowing myself to be turned on by ‘gay’ thoughts but each time I couldn’t deny that my orgasms were more powerful when thinking about nervously releasing my stiff cock for the first time in front of another boy for him to touch or laying naked side by side as 13 year-olds wanking each other off until we came on our bellies, or the time aged 14 when I sucked another boy’s cock in a school toilet making him cum in my mouth in about 10 seconds flat.

At times I’d even find myself watching my girlfriend sucking my cock and couldn’t help thinking how good it would be to be doing it myself again – I even occasionally got a little jealous that she should be having all the ‘fun’.

I had an excellent relationship with my girlfriend and we enjoyed a very active and adventurous sex life; we were able to share fantasies with each other and did so regularly but I stopped short of confessing that really what I wanted was to introduce more cock into our relationship for both me AND her! I desperately wanted to share these thoughts and fantasies with her as I found them such a huge turn-on but I was supremely worried she’d just think I was ‘closet gay’ and totally lose interest in me.

However, somehow over a long period of time (if you asked me how, I honestly couldn’t tell you) I gradually introduced the idea into our fantasies and to my amazement after a little initial confused astonishment she got on board with the idea and began to find it a turn on as well. Over time, we had some frank discussions from which it became clear that she was fine with the idea as part of our fantasies as long as the extra unspecified cock didn’t replace her and as long as it remained a fantasy and didn’t become reality.

Unbeknownst to me, she had bought a strap-on which she surprised me by wearing one evening when I came over to her house. It was a fantastic experience as we had been texting on my journey over and so I was already mega aroused when I arrived. Kate collected me at the train station and drove me to her house on entering she took off her coat to reveal her gorgeous body clad in black Basque, stockings and suspenders but with a massive pink cock protruding from her crotch.

I gasped in delighted amazement as her demeanour changed and she ordered me onto my knees and to suck her cock. I’d never experienced anything like this with anyone before but dutifully obliged taking the tip of her cock into my mouth. She grabbed the back of my hair and rammed her cock deep into my throat causing me to choke a little.

She continued to fuck my mouth quite forcefully sliding the huge dick in and out. I feigned resistance a few times which only made her fuck harder and all the time she was telling me to admit that I loved cock; that I wanted to suck a real cock and for just a moment or two I wasn’t 100% sure this was part of the role-play but I of course happily admitted it to her and it seemed to turn her on even more.


As I gripped her cock and continued to suck it and lick like it was real, my fingers occasionally felt the gorgeous wetness of her pussy and I never lost sight of how much I wanted to plough my own meat deep into her. “Tell me again how much you love sucking my big dick.” She barked. “I do.” I replied. “I love sucking it and it’s so big and hard it’s choking me.

How I wish it would shoot hot cum deep into my mouth so I can swallow it.” I added. At that moment, Kate produced a Turkey-baster filled with warm cream and squirted it all over my face and into my mouth. The sensation was incredibly realistic and I purposefully swallowed as much as I could and lifted my face to her so she could watch me lick the ‘cum’ from around my mouth.

Kate removed the strap-on and, still on my knees, I slid her panties to the floor. Daintily she stepped out of them and stood before me with her stocking-clad legs slightly parted and her hands on her hips. She smiled down at me and said. “Well. Did you enjoy that? It sure looked like you did. I did too but now I’m very, very wet.” She reached down and parted her pussy-lips slightly so that I could see she was as wet as I had ever seen her before.

I moved my face closer to her pussy barely brushing my mouth over her lips, I looked up at her and watched her close her eyes and throw her head back with pleasure as I thrust my tongue deep into her hole and swallowed a mouthful of her beautiful wetness, licking my lips I went back for more darting my tongue in and out of her, licking up and down her swollen lips pausing momentarily to lick and gently suck her clit making her shudder and her knees buckle slightly. I smiled as she moaned with pleasure and said. “I’m sorry I just have to have your cock in me right now!”

I removed my clothing as we climbed the stairs to her bedroom, she entered and lay on her back on the bed still clad in Basque and stockings as I stood naked in the doorway stroking my erection and smiling at her. “God I so want you to fuck me, and fuck me hard right now.” She said lifting her knees and parting her legs, her hand reached for her pussy and she started to rub her clit as I watched.

“Come on hurry up and get that massive cock inside me now!” The tone of her voice became more urgent and pleading. Her legs parted wider as I approached her on the bed and began to kiss her from her feet, up her legs, inner thighs pausing momentarily before once again licking her sopping wet pussy.

My mouth travelled upwards over her belly and onto her pert c-cup tits and I licked around each nipple which became visibly more erect as I did so, gently biting each one in turn I could feel the tip of my cock make contact with her pussy lips causing her to moan and grab my dick tightly positioning my swollen, glistening helmet it at her pussy entrance.

She begged me to push myself deep into her but I wanted to tease her a little. I moved her hand away and looked down as I rubbed my stiff cock – dripping with pre-cum – all around her pussy until neither of us could bear it any longer and I plunged it deep into her welcoming hole. In one single move I buried all nine inches inside her until I could feel her pussy juice leaking onto my lower stomach.

Slowly, I slid all the way into and out of her aching pussy causing her to squeal delightedly and wrap her legs behind me as if to make sure I didn’t hold back any of my cock from her, clutching me tightly on each inward stroke. Gradually, I increased the pace of my movement until I could feel my balls slapping against her arse cheeks and our pubic bones colliding.

My pumping became more and more frantic until finally I screamed out that I was going to cum, I felt her pussy grip my cock tighter and tighter as she orgasmed and seconds later my cock was pulsing and twitching as it filled her juicy wet cunt with the biggest load of my spunk I had ever shot.

Exhausted and drained we both fell soundly asleep, deeply satisfied.

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