Marina Shiraishi Talks About the Best Sex of Her Life

Known affectionately by the nickname "Marilyn," Marina Shiraishi debuted as an AV actress in 2013 as an SOD exclusive. With her cute looks and stunningly powerful body, she quickly rose to become a top actress.

After achieving superstar-idol-level popularity, she moved to Madonna in 2020. There too she has shown overwhelming presence as one of Japan's leading married-woman/mature-woman labels, making a rare and elegant transformation from idol to queen.

Now hailed as a "national treasure," a "legend," and "the strongest actress," Shiraishi joins us for this interview. The theme is, quite simply, "the best sex of my life." For a mature woman who has tasted both the sweet and the sour, what exactly counts as "the best night"…?

Whatever couldn't be fully said in the interview, whatever was too intense to put down here — that will be revealed at the talk event on Thursday, October 7th!?

Now, please enjoy the exclusive interview!

Interviewer:- This time we're bringing together three things in one big project — an interview, a live event, and an auction. We're hoping to make this a regular feature for Cyzo Man, so for our very first guest we brought in someone truly major. This is Marina Shiraishi. Thank you for joining us!
Marina Shiraishi (hereafter Shiraishi):- Thank you for having me. "Truly major"… (laughs)

Interviewer:- For this project we want to invite mature women as our guests. And when we think of the most wonderful mature woman around right now, no one but you came to mind!
Shiraishi:- That makes me happy, but also a little embarrassed (laughs). Thank you.

Interviewer:- So, we'd like to ask you about "the best sex of your life." We'll do the interview first, and then save the more candid stories you couldn't tell us here for the talk show. When you hear "the best sex," what comes to mind first?
Shiraishi:- The very first time I ever had sex — when I lost my virginity.

Interviewer:- Your first time? That's surprising.
Shiraishi:- One reason I've been able to keep doing this job is that "my first time was the best."

Interviewer:- Then, this might sound like a question we'd normally ask a rookie actress, but please tell us about that "first time" that was so wonderful.
Shiraishi:- It was when I was in high school. In the summer when I was 17, I was dating a guy who was in college at the time. He knew I had no experience, so even though I'd sleep over at his place, he held off from making a move for something like three to five months.

Interviewer:- He sounds like a real gentleman — especially at an age when guys usually can't wait.
Shiraishi:- Exactly. He really cherished me. Actually, losing my virginity at 17 was on the later side compared to my friends. I'd heard so many of their first-time stories that I'd already built up this idealized image of what my own first time should be like.

Interviewer:- What kind of things were you particular about?
Shiraishi:- Things like wanting the lights dim, or wondering what he'd whisper to me right before — I had all these fantasies, since I only had the knowledge, not the experience. I'd lie next to him ready for whenever "that moment" came. But he seemed to sense how nervous I was…

Interviewer:- He could tell you were still scared of sex?
Shiraishi:- Exactly. So on the days I thought, "maybe today's the day," it just... wouldn't happen.

Interviewer:- How did he hold back so long, lying in bed with someone so lovely?
Shiraishi:- There were a few times I felt something hard pressing against me, but I couldn't even tell if it was "that" or just his bone.

Interviewer:- I guess a virgin wouldn't know the difference.
Shiraishi:- I really had no idea about anything. And then, time passed, and the day finally came. It was a rainy evening — the blackout curtains were drawn, dim enough to feel a little safe but still light enough to see each other's faces. I was lying down for a nap with my back to him, and then it finally happened.

Interviewer:- All of a sudden?
Shiraishi:- No — he leaned in close to my ear and quietly asked, "Can I undo your hook?" But of all days, I wasn't wearing the underwear I'd prepared. I'd worn "the one" so many times before that, but not that day.

Interviewer:- So he finally made his move on the one day you had your "second-string" bra on instead of your "game-day" one?
Shiraishi:- Exactly that (laughs). Nothing sexy about it at all. But I decided I should just accept the moment, and even though I was sweating like crazy, I said "okay" and it began.

Interviewer:- Did it start with a kiss?
Shiraishi:- Yes, my first deep kiss, with his tongue. It felt so strange — something unexpected suddenly in my mouth, a little rough, but also wet and slick. It felt so raw, and somehow that was really erotic to me…

Interviewer:- Even as a virgin, you already felt that?
Shiraishi:- I started masturbating back in kindergarten, so my body already knew what it meant to feel good, to come.

Interviewer:- When was your first orgasm from masturbating?
Shiraishi:- Around age five, I think.

Interviewer:- From clitoral stimulation?
Shiraishi:- Yes. Back then I didn't even know what a clitoris was — I was just touching myself without really understanding it. And that night with him was the first time another person's hand ever touched my bare skin. Just being touched sent a jolt through me — I remember thinking, so this is what people mean by "electric."

Interviewer:- So you had a very sensitive body.
Shiraishi:- I really did. He went from top to bottom in a very standard way, caressing me as he went. I was basically just lying there passively, completely pampered. Touching him wasn't part of it that first time either.

Interviewer:- Since he was such a gentleman, I guess he wouldn't ask you to go down on him on your first time.
Shiraishi:- He never even said "touch me." He kept it hidden from me as long as he could — "because you'd be scared," he said.

Interviewer:- What a considerate boyfriend.
Shiraishi:- I couldn't exactly say, "It's fine, I've seen it in AV" (laughs).

Interviewer:- So you had watched AV (laughs).
Shiraishi:- But seeing it for real still surprised me. He's half-Japanese, half-Canadian, so he was more impressively sized than I expected (laughs). Still, there was a certain "core" to it — thinking back now, that part felt distinctly Japanese.

And then he put on a condom and we moved to penetration — and right at that moment, it hurt, more than I'd been told it would. I remember thinking, "everyone actually endured this!?" — it hurt so much. Seeing me like that, he asked, "Should we stop here for today?"

Interviewer:- I'd imagine any guy would say that, seeing his girlfriend in pain.
Shiraishi:- But I thought, "We've come this far… I can't give up now," so I told him, "Don't worry about it, keep going."

Interviewer:- So you steeled yourself — on top of already having your second-string bra seen.
Shiraishi:- Exactly, exactly (laughs). And somehow, it went in. That's when I started crying. Not from the pain.

Interviewer:- What were you feeling, then?
Shiraishi:- Even remembering it now makes me tear up — but it was the realization, "so this is sex, this is becoming one with someone." I was moved, thinking, this is what it feels like to truly be one with another person. No matter how tightly you hug someone, it only feels maybe 80% fulfilling. But penetration — that's 100%.

Interviewer:- I see. And seeing you cry, how did he react?
Shiraishi:- He thought I was crying from the pain, so he got really worried. But it really did sting, so I asked him, "Can you just stay like this for a bit?" and he hugged me. It was only ten or fifteen seconds, but to me it felt like an eternity — because it was my "first 100%." Then he said, "Okay, I'm going to move," and started very, very slowly — and we finished simply, in missionary position only.

Interviewer:- And so you lost your virginity safely.
Shiraishi:- There wasn't much bleeding, but a warm, throbbing feeling kept building up around my lower abdomen — my tanden — and it just wouldn't go away. So I told him, "Let's do it one more time."

Interviewer:- What!? A second round on the very day you lost your virginity?
Shiraishi:- We did. He was young, so he had no problem with it at all. The second time still hurt a bit, but I started feeling a little pleasure too. Still missionary only, though. And even after the second round ended, I was still throbbing, still worked up, so I asked for one more time (laughs).

Interviewer:- No way!
Shiraishi:- The third time, it was zero pain and ten out of ten pleasure ?

Interviewer:- I see! So all three rounds together made it "the best sex of your life"!
Shiraishi:- I think the process leading up to sex matters a lot too. The trust we built from him holding back and staying close to me all that time, and then his gentlemanly way of handling it once we actually got there — I think that's what made it what it was.

Interviewer:- This is the happiest first-time story I've ever heard from an actress.
Shiraishi:- From that day on I became someone who loves sex, and we started doing it every time we met. Eventually he started showing a rougher side too… (laughs)

Interviewer:- A gentleman turning into a rougher man — now that's an interesting story. Let's save that part for the live event on October 7th!
Shiraishi:- I've had quite a range of experiences since then, so if there's anything you want to ask, feel free to ask me anything at the event.

Interviewer:- I'm looking forward to it. We'll set up a dedicated form here so readers can send in questions and messages too!
Shiraishi:- I'm looking forward to the October 7th event! I hear there'll be a live stream for anyone who can't make it in person, so let's meet online.

Interviewer:- Also, we'll be putting together the photos taken during this interview shoot into a special photo album as a gift for you.
Shiraishi:- Oh! Really!? That makes me so happy! I can't wait. The photos turned out so lovely, so I'm really looking forward to seeing the finished album.

Interviewer:- We'll be making two copies of that special album — one for you, and one for the fans. For the fans' copy, we'd love to include your autograph and a message, so once it's ready, we'd appreciate your help with that. We're planning to auction it off as a signed special edition photo album.
Shiraishi:- Of course, no problem at all!

Interviewer:- And we thought fans would be thrilled if the album also came with something personal of yours…?
Shiraishi:- I'm happy to include anything of mine! But what would be good, I wonder?

Interviewer:- Let's see… maybe something tied to this interview? For instance, you mentioned your first time was on a really humid summer day…
Shiraishi:- Oh! How about a humidifier?

Interviewer:- That's great! Perfect for capturing that muggy atmosphere!
Shiraishi:- Also, I remember sweating a lot, so maybe a handkerchief to wipe it off?

Interviewer:- Wait, not the actual handkerchief from back then, by any chance?
Shiraishi:- No, not that one (laughs). But if one I actually use these days is fine, sure.

Interviewer:- That would be wonderful! Thank you so much. So the auction items will be a three-piece set: your personal humidifier, your handkerchief, and the special photo album.
Shiraishi:- Auctions make me nervous too. But I think it'll be a really special set of items, so I hope everyone enjoys it.

Interviewer:- Thank you for the enthusiasm. The auction will go live the moment this article is published, so anyone interested should check the auction page linked below. It'll be a single winning bidder, but everyone who places a bid will receive a small gift as a token of thanks, so please feel free to join in.
Shiraishi:- This auction ends on October 7th, right?

Interviewer:- That's right. The deadline is 8:15 PM on Thursday, October 7th — right in the middle of the event. If the winning bidder happens to be at the venue, we might even be able to present it to them on the spot. And of course, those joining remotely can enjoy the auction while watching the live stream too.
Shiraishi:- Sounds like there's a lot going on!

Interviewer:- By the way, the memorial album currently in production will be shown as a preview lower on this page, so please take a look. We should be able to hand over the actual album on the day of the event, so we hope both you and your fans look forward to it.
Shiraishi:- Thank you so much!

Interviewer:- Well then, we'll continue this on Thursday, October 7th at the talk show! The event details are listed at the top of this article, so please check there.
Shiraishi:- I'm looking forward to seeing everyone at the event!

(Interview and text: Takehiko Sawaki / Camera: Kazuhiro / Composition: Cyzo Man Editorial Team)