I Lost My Virginity To A Daddy Guy In His 50s When I Was 16

He’s a British bottom with a raging Daddy fetish. Tom, 26, reveals why older, hairy men ignite his deepest desires, transforming him from shy boy to insatiable sub. From his first 11-hour screw with a 50-year-old to craving ruined orgasms and public toilet cruising, get ready for a raw, unapologetic plunge into his world of paternal power and primal pleasure.

MasterMarc: Hi Tom! I know you’re absolutely consumed by older and hairy men. Tell us, when did you first discover your undeniable love for Daddies, and what was their magnetic attraction?

Tom: Hey MasterMarc, I think I’ve always been into older men. Even at school I never had crushes on the boys in my class, it was always the teachers or my friends’ dads that gave me butterflies. I definitely have daddy issues and you could probably link it all back to craving a strong male role model when I was going through puberty and realising I was gay. I think it’s the difference that turns me on – I’ve always been short, slight and naturally smooth, so a big, beefy, hairy man that towers over me was always a big turn on.

MasterMarc: It sounds like you were pretty young when you unlocked your queer truth. Tell us, what kind of feelings did you miss by not having a strong male role model, and what kind of impact did that gaping hole leave?

Tom: So my family were super accepting of my sexuality. I came out to them when I was 15 and they soon realised I like older men. They’ve met most of the guys I’ve dated and several of them still send my mum a Christmas card every year. I don’t think I’ve necessarily missed out on anything by not having a male role model growing up, but I do have trouble approaching and talking to men. Guys my age are easy enough to talk to, but beautiful beefy daddies twice my age are intimidating as fuck. I’m terrified of making the first move and making small talk can be super awkward – but fucking is easy.

My First Daddy: 11 Hours of Bliss

MasterMarc: Isn’t it just a universal truth that most of us, even with killer self-confidence, get tongue-tied when faced with someone who ignites our deepest desires? So, why talk, if fucking is just so easy? Speaking of fucking… when did you have your very first real experience with a Dad, and how did that delicious encounter unfold?

Tom: I actually lost my virginity to a guy in his 50s. We met online when I was 16, he said he was 40. We spoke for a few months and ended up meeting in a Travelodge (classy) and screwing for like 11 hours. It was a good first experience but he wasn’t really a “daddy”.

A year or so later I started dating a beautiful, tall, Italian daddy in his mid-40s. I’ve always classed that as my entry into daddy/son roleplay. He allowed me to explore my sexuality more – and since he came out later on in life he was able to experience new things with me, while still being caring and fatherly. He’s a lovely bloke and we still speak occasionally.

MasterMarc: Do you have experience with guys your own age or younger? And can you unspool the electrifying differences in sensations and feelings you share with Daddies versus these younger men?

Tom: I could count the number of guys I’ve slept with that are my age or younger on one hand. It’s just never been the same. Older men tend to be more experienced, more direct, know what they want and know how to do it. There’s also an element of teaching that’s often involved when hooking up with older men, I enjoy learning from an older generation. To be honest if I’m trying out a new kink, I’d feel much more comfortable trusting someone with twenty years experience than someone who’s tried it a handful of times. I guess that ties in with the whole role model thing.

Having said that, my boyfriend is only a few years older than me. He’s the youngest person I’ve ever dated, but he’s more of a long-term investment – he’s sexy as hell now, but in ten to twenty years he’s going to make a beautiful daddy!

MasterMarc: It sounds like you revel in the natural feeling of inferiority you get when dating Daddies. Is that the delicious truth?

Tom: It’s more about comfort and security for me when it comes to dating. If it’s just a hookup I love to play on the power dynamic, especially if there’s verbal role-play involved. But after a heavy scene, there’s nothing more comforting than snuggling into daddy’s big hairy chest. It’s the best kind of aftercare.

My Kinky Playground: Spit, Piss, & Public Toilets

MasterMarc: The tender moments after a brutal session are indeed divine. But now, you must rip open your soul and tell us: what are you truly into? What kind of raw action and roleplay makes your world spin?

Tom: I love spit and piss in a passive role, there’s nothing that makes me feel submissive faster. Verbal roleplay is always hot if you’re both in the right headspace: dad/son, teacher/student, anything with an age gap. I also really enjoy rubber, leather, pup play, tit torture, CMNM, cruising, wetplay, body hair, beards, piercings, and screwing dirty old men in public toilets. I’m versatile so the kind of sex I have tends to depend on my mood, the person and the risk. (I’m not going to bottom if I have anal fissures, but I’ll happily guzzle as much piss as you let me) There are a bunch of other kinks that I’d like to explore later on in life, but with the right people and in the right circumstance.

MasterMarc: Oh, what kind of tantalizing kinks are brewing in that beautiful mind of yours?

Tom: So I’ve met a lot of new people over the last year that have exposed me to kinks that have been hard limits in the past. Going to kink events, meeting new people, and using twitter as social media (rather than just a place to repost porn) has opened my eyes to that heavier, darker side of kink that has always interested me, but I have no experience in.

Sounding, heavy bondage and fisting are all things that I am curious about now and plan on working on, but like I said, I’d like to find the right teacher before committing. Saline infusion is another that never used to appeal to me. It seems to be a big trend at the moment, and it’s not something that I’d come across much in the past. It’s fascinating to me, and who doesn’t love a big bulge on a daddy?

The Daddy Debate: Age vs. Attitude

MasterMarc: I understand your craving for expert teachers, especially with kinks that are as exhilarating as they are risky. Yet, I’m seeing more and more guys in their twenties daring to call themselves “Daddy.” What’s your take on this youthful appropriation of the title?

Tom: Personally, I don’t get it, but that’s because a large part of my daddy fetish is the age gap. To me, a daddy is a mixture of things – part aesthetic, part state of mind, part mentor and part age (ideally 40s/50s/60s).

I think the terms “daddy” and “mummy” were popularised in America by teenagers referring to boybands, singers and drag queens and it gets lost in translation a lot online. Think less Harry Styles from One Direction, and more Bob Hoskins in Who Framed Roger Rabbit.

MasterMarc: I’m 40 now, and some boys dare to call me “Daddy,” which still feels incredibly strange. I’m more accustomed to “Master” or “Sir.” So, I completely get what you mean. But do you believe guys in their twenties or early thirties can possess genuine “Daddy” attributes? Beyond age, what are the defining characteristics of a true Daddy?

Tom: Yeah totally! Embrace your inner daddy, mentor younger guys, have crazy stupid sex with someone who looks up to you and snugglefuck their brains out. I don’t think you just become that kind of person overnight. It’s definitely a mentality that you grow into so it makes sense that guys in their 20s and 30s might feel paternal. It’s always meant as a compliment, take advantage of it and try something new. It’s a lot of fun.

As for classic characteristics, in my experience most men who identify as daddies tend to be hairy, bearded, exclusively into guys at least a generation younger than them. Other than that there aren’t many typical attributes, like any kink it depends largely on the person and what they’re looking to get from it. Some are looking to relive lost years, some just like to get fucked by younger guys and others really get off on to power dynamic it brings.

Topping Daddies: My Fluid Role

MasterMarc: You’ve told me you can even top Daddies. Isn’t that a little… weird… to dominate older, paternal figures?

Tom: I’ve never found it weird, the majority of men that I hookup with happen to be bottom or versatile. You can still be paternal and caring as a bottom or a submissive and if daddy wants to teach me how to fuck by letting me stick my dick in him, I’m more than happy to comply. I just want to make him happy. It makes sex easier and more enjoyable for me if my role is fluid, plus you’d be surprised how many daddies want to get buggered senseless by a horny little boy.


Tom has ripped open his soul, revealing a captivating world where Daddy issues transform into a passionate pursuit of paternal power, raw submission, and fluid sexual roles. His journey from shy teen to a proud bottom who loves to make Daddies happy is truly exhilarating.

What aspects of Tom’s uninhibited confessions about his Daddy fetish, his kinky explorations, or his insights into age dynamics resonated most with you? Does his fluid sexuality or his passion for both serving and taking charge spark your own curiosities? Share your comments below!

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