He’s our first FTM transsexual guest, a sweet, submissive boy who loves to be used hard. Olly, 21, reveals his journey from discovering kink in porn to embracing pup play, degradation, and the thrilling reality of being a guy with three holes. Get ready for his raw confessions on identity, pleasure, and the joy of being a “good boy.”
MasterMarc: Hi Olly! It’s magnificent to finally have you with us. You’re a nice, submissive boy who absolutely loves to live your kinks. When did you first realize that there was more to sex than vanilla, and that being used hard was your ultimate turn-on?
Olly: I think I realized that I love to kink around the age of 18, when I started exploring my sexuality more. Watching different kinds of porn was definitely an influence in this, as when I see something new, I want to try it immediately to see if I like it! Luckily at that time I had a long-term partner, so trying new and exciting things in sex wasn’t scary at all as we trusted each other a lot, so I was able to explore kinks and fetishes to my heart’s content!
MasterMarc: You were truly a lucky guy, having a partner ready to plunge into your kinks with you. A trustful environment really does fling open new gates of desire. What were your very first steps, and how have your hungers evolved?
Olly: My first steps into kink were fairly vanilla compared to what I like now; I believe it was just basic bondage with handcuffs! I just love the feeling of being helpless and entirely for someone else’s use. While I definitely still enjoy that, I’m excited by other kinks and sexual activities too, such as spanking, choking, being degraded, and wearing a collar. That leads into probably my biggest kink, which is puppy play. It’s something I’ve only discovered fairly recently, but I’ve absolutely fallen in love with it and can’t wait to do more with that community.
When I started to gain more confidence, I started making videos, and found that I love the camera, and the idea of people watching me is very hot!
Pup Play & Praise: The Good Boy’s Ecstasy
MasterMarc: Tell us, what’s the magnetic allure of puppy play for you? Why do you revel in acting as a pup?
Olly: I love the praise aspect. While I do love being punished and degraded, being praised and being called a good boy or a good pup just really turns me on like nothing else. I also love the loss of control; when I’m told to do something, I have to do it. Puppy play is something that can exist outside of sex as well; it’s not just sexual, it can be very affectionate and intimate. If a partner calls me “pup” casually, it makes me incredibly happy to know I’m their pup, both inside and outside the bedroom.
MasterMarc: When a fetish conquers life outside the bedroom, that’s when things get truly magnificent. I understand you completely. Some pups might call petplay a role-game, but one that’s deeply intertwined with your true self. Yet, it’s not the biggest role you’ve ever played. Perhaps, it’s too simple to say, but your past role as a “girl”—a fact your body documented, but your heart vehemently denied—was the ultimate performance.
Olly: I don’t think of myself as ever having really been a girl; only that for 16 years, I believed I was a girl, but then I finally figured out that that wasn’t me. I’m just a guy who happens to have been born with a vagina and breasts! I’m a lot more comfortable in myself now that I look the way I want to, with more masculine features, a low voice, and a flat chest. Everybody I meet sees me as the man I am, and that’s very important to me.
My Male Body, My Male Vagina
MasterMarc: I fully understand the crucial importance of being recognized as your true self. But I can only imagine the sheer struggle you faced to reach this point. Did you ever grapple with doubts, and how did your world react to your profound transformation?
Olly: It definitely wasn’t easy! As soon as I realised that I was transgender, I didn’t have a doubt in my mind that I was male. For the first couple of years after I came out, my parents still treated me as a girl – I don’t resent them, as it’s a hard thing to go through, realising that your little girl is actually a boy. They’re absolutely fantastic now, though, and were very supportive after my top surgery. High school wasn’t much fun after I came out, because teenagers will pick on anybody different! But since I’ve been at university I’ve really become confident in myself, as even though my friends know I’m transgender, people there have ONLY known me as a man and never as a girl.
MasterMarc: You told us about your partner who was eager to explore new sexual realms and kinks with you. How did your trans-sexuality play into that intimate exploration?
Olly: They were also transgender, so it was totally fine! I’m bisexual, and have had both male, female, and nonbinary partners from all walks of life. Since that first kink experience, I’ve been with a lot of people who have never had sex with a transgender man before, including a lot of gay men who loved it. It’s always a risk I take, as I never know quite how someone will react when I tell them I’m transgender, but on the whole it’s been good experiences. Gay tops love fucking both my holes; at the end of the day, I’m a guy who just happens to have a bonus hole to play with!
MasterMarc: So, ultimately, you’re a boy with three glorious holes. That’s undeniably intriguing! Perfect for a foursome with three tops, wouldn’t you say? 😉 By the way, how do people react when they encounter your vagina—a word many guys can’t even spell?
Olly: Haha, no, it’s definitely an interesting factor for me! I’ve had several threesomes and really enjoyed them. I love the feeling of being used by one guy, so being used by two is even better! I’d definitely like to try a foursome, three tops fucking me would be amazing, and I’m sure I’d enjoy it a lot.
I’ve never had any complaints about my bonus hole! Several guys have even said they prefer it to fucking my ass, as we don’t need to spend time prepping or using lube, we can just get straight down to fucking!
MasterMarc: Hehe, that’s undeniably an advantage! But what’s your personal relationship with your own vagina? I’m asking because you identify as a man, yet there’s a part of you that, to some, might seem to contradict your birth, a lingering “female body.”
Olly: I like my vagina, especially now that a few years on testosterone has made me grow down there! Every transgender person is different in their beliefs and feelings about their body, and the way they think about it, so I definitely don’t speak for everyone in the trans community – but I believe my body is male. I know that sounds odd! But since I am male, and my body belongs to me, therefore my body is male. It just happens to have a vagina. And since that vagina is mine too, it is also male!
MasterMarc: That’s a profoundly powerful perspective, and such unwavering self-confidence is truly essential. So, you won’t be pursuing any surgeries in that particular body region?
Olly: Having confidence in myself and my body is incredibly important to me, so thank you! I’m not sure yet; my mind might change later on in life, and I’ll be able to ask for more procedures if I choose to, but right now I want to keep my vagina. Later in the year, I will be asking for a referral for a surgery called a clitoral release, which will make my dick (what I prefer to call my testosterone-enlarged clitoris!) stand out more. I definitely want to keep the hole – why get rid of something I like!
MasterMarc: You’re remarkably open about this topic, and even your Twitter showcases you with breasts. How vital is it for you to be such an outgoing individual, and is that why you’ve plunged into porn?
Olly: Very important! I started putting up nudes on Tumblr and Twitter, so I could feel better about my body – I already knew at that point I was going to have top surgery to remove my breasts, but I also knew there was nothing wrong with feeling good about myself. When I started to gain more confidence, I started making videos, and found that I love the camera, and the idea of people watching me is very hot! A huge part of the reason I do porn is to spread some of my confidence. I know I’m incredibly lucky to feel good about myself in this way, as body confidence is a huge issue in the trans community, and a lot of trans people genuinely hate every inch of their bodies. If I can show that you’re allowed to feel sexy, you’re allowed to feel wanted and desired; if I can help trans people to take control of their sexuality, through porn, I’ll be incredibly happy.
Dominance & Desire: Beyond Stereotypes
MasterMarc: I think your self-confidence gives you a huge advantage over other transsexuals. Would you say that, as a trans boy, you’re a natural-born bottom boy? And what’s the magnetic allure of dominance for you?
Olly: For sure, as my confidence has allowed me to go to Spain to film with BoyNapped, and I’ve met some amazing people there!
There’s quite a common misconception that all gay trans guys are bottoms, but this definitely isn’t true. Trans guys can be tops, bottoms, or versatile, just like cis guys. I know trans guys who are exclusively tops, and won’t bottom for anyone! Personally, dominance for me is about pleasing my sub. As a submissive, I like to please my Dom – I guess I’m just a pleaser! I want to create an environment where my sub can be however he wants to be, with a Dom perfectly suited to what he wants and needs at that moment, whether that’s an intimate and caring Dom who tells him he’s a good boy and he pleases me, or a Dom who makes him feel used and only there for my pleasure.
MasterMarc: Is this craving for dominance purely a sexual desire, or does it encompass something deeper, more profound?
Olly: I think it’s definitely something a little more. I like to feel looked after, like I’m not totally alone and looking after myself – there’s someone there, at the very least looking after my sexual desires. I can’t be dommed by a random stranger – there needs to be at least a tiny bit of connection there, a little bit of trust, because I’m giving them my body and letting them use it for both of our pleasure. I have a huge amount of respect for guys who can do random Grindr hookups, especially when they’re kinky! My favourite kind of sex is when I’m being dominated by someone I’m close to, as we can push boundaries even further, because there’s that level of trust.
MasterMarc: Trust is the bedrock of good SM, and for me, SM cruising usually isn’t my scene. What do you mean by “a little more”? Are you a slave type when you find the right Dom?
Olly: By “a little more” I mean it’s about that trust and care aspect, not just sex. And I’m not much of a slave, I’m not really into the 24/7 servitude stuff – I really like to have my own time to focus on myself and not be at someone’s beck and call, but I can fall into a submissive puppy state of mind when I want/need to, and be totally willing to submit to my Dom when we’re in a sexy mood.
My Hottest Night: Pup Noises & Double Penetration
MasterMarc: Now, you must unleash the raw details of your hottest experience ever as a submissive!
Olly: Oh, man! That’s a really hard question… I’ve had quite a few experiences that stick out in my mind as exceptionally hot. But the one I’m choosing was with an ex-boyfriend. He had been visiting friends abroad for a week, and as we lived together, I missed him very much… and I really missed sex. We were sexting and sending nudes to each other all week… sometimes even in public, like he would tell me to go to the bathroom and send him sexy pictures. When he came home, I picked him up from the airport late at night, and he didn’t even wait to get home to start touching me. He was playing with my dick (clitoris) on the car ride home… I had to try hard to not be distracted from driving, I was going crazy for his touch! When we got into our bedroom, he told me to strip and put on the new underwear he’d bought me, an Armani jockstrap that’s still my favourite. He told me to sit on the bed, and that I was only allowed to make pup noises, then he fucked my mouth. Then he flipped me over, tied my wrists to the headboard, and fucked both holes until he came in my ass, all the while he was calling me his pup, his good boy, and I still wasn’t allowed to make “people noises”—and I loved every second of it. After that he sucked me off until I came too. It was probably the best night of my life.
MasterMarc: Sounds like a magnificent night! Are there still any raw fantasies or sexual practices you’re burning to explore in the future?
Olly: Absolutely. I would love to try rope play, I think it looks really beautiful when done properly, and if I meet someone who’s into some more extreme stuff… well, I wouldn’t say no to trying some more out-there stuff. I’m pretty adventurous and I’ll try anything once.
MasterMarc: I’m sure you’ll find the perfect partners to fulfill your desires and dreams, as you truly seem to be a strong man who knows what he wants. We wish you a lifetime of luck and pleasure in your kinky adventures, both in your private life and in front of the camera!
Olly has bared his soul, revealing a complex, exhilarating world where identity, submission, and raw desire intertwine. His journey from self-discovery to a confident FTM porn star, embracing every inch of his unique body, is truly captivating.
What aspects of Olly’s raw confessions about his trans identity, his love for pup play, or his explicit sexual experiences resonated most with you? Does his pursuit of authentic self-expression spark your own curiosities? Share your comments below!
