Introducing Rose Winters

Rose Winters Talks with Captain Jack

Rose is a bit of a wild child but she knows what she wants out of life. And she wants to fuck and suck in a safe environment and that’s what brought her to porn! She has lived a fun life and is ready to show the world just what she’s made of! Enjoy this introduction to Rose!

Captain Jack: Tell me about Rose Winters.

Rose Winters: I grew up in Reno, Nevada. My life was pretty average, other than the fact that I found out my mom was lesbian very early on. I have a really open family. My mom is my best friend. In fact, she’s the first person I told when I joined this industry. I’ve had a good home life, it wasn’t the easiest, necessarily but it was good.

CJ: How old are you?

Rose: I’m 20 years old.

CJ: How long have you been in the industry?

Rose: Since 2018 but I didn’t really start flourishing until last year.

CJ: When did you lose your virginity?

Rose: At 13.

CJ: Is there a good story behind it?

Rose: Yes, it’s actually the story I told on Backroom Casting Couch at my first scene. I told them I originally lost it to a girl at first then I lost my male virginity to two guys.

CJ: Let’s start with your lesbian virginity, how did that happen?

Rose: I was at a sleepover at my friend’s house and her mom was out of town. I got the ok to go over there and it was my first time watching porn with another person. It was Disney porn, believe it or not. Things got a little passionate and she said, ‘You know what? I think I want to try it!’ I said, ‘OK, we can do that.’

CJ: First, I have to ask, what is Disney porn?

Rose: It’s cartoon characterized version of Disney Princess’ getting fucked by other Disney characters.

CJ: Were you still friends with the girl after that?

Rose: Yes, we were friends for quite a while. I still talk to her off-and-on.

CJ: So you lost your male virginity to two guys, how long after the girl did this happen?

Rose: It was when I really started engaging in sexual activities. I lost my virginity at 13 to both genders. It was about 6 months later and it was my 8th-grade summer. There was this guy who was in my neighborhood and he got off the bus. His friend was over and he said, ‘I think you’re really cute!’ It’s actually a super funny story. I was sucking on a Blowpop, the candy, and he got off the bus. He asked if I could eat another sucker. I said, ‘What? Why?’ And he said, ‘You’re just really hot when you do it.’ Then he asked me to come over and I told him my parents weren’t home if he wanted to come to my place. He asked if his friend could come too. I said sure. It was a typical teenage night. We played Spin the Bottle and all that. And then it progressed to me sitting in one of their laps. One of them gave me a kiss and I kissed back and we went to my bedroom. He said he was a virgin and I told him I was too. So we had sex and then his friend came in to join and that was my experience with trying a double vaginal penetration.

CJ: At 13????

Rose: Yeah.

CJ: You said “tried” so I assume it didn’t work?

Rose: It didn’t. His friend was too thick.

CJ: Since you tried that, did you try a DP?

Rose: No, not at that time. I tried it later on.

CJ: Did you become really promiscuous after that?

Rose: No, I actually kept the guys who came over to talk to me as friends. We talked all the time then we elevated it to friends with benefits. He would come over every day after school.

CJ: Sure, at 13, I would too. Why not?

Rose: (laughs) He was quite a bit older than me. He was 16.

CJ: You said, later on, you tried a double penetration. When did that happen?

Rose: I was at a lingerie party at one of the local casinos. And the two guys were there and they tried to get with me. I said that I wasn’t interested in fucking either of them, I had my eyes on two other people. They asked if they can film it. I said sure and we took it to the shower. We turned the shower on and I didn’t like it at first. It was my first anal and the guy was shitfaced and had no idea what he was doing. So that was a really bad experience for the DP.

CJ: That was the two other guys you had your eye on, right?

Rose: Yes.

CJ: Were you ever successful doing the double vag?

Rose: I actually haven’t tried it since. I’m planning on it in the industry.

CJ: Do you have a count of how many guys you were with before porn?

Rose: I was at 16 guys. I wasn’t sleeping around with everyone, I just kept it to one guy at a time.

CJ: What about girls?

Rose: Oh my God, there’s too many to count!

CJ: Why did you decide to get into the adult industry?

Rose: I’ve actually been curious about it since I was 16. I don’t know, I just thought it would be a good confidence boost because I wasn’t a very confident kid growing up.

CJ: I find that hard to believe because you had all these guys throwing themselves at you!

Rose: My bad habit was guys with girlfriends. It wasn’t even me knowing they had girlfriends. They would come about later on. The girlfriend had found out and I was, ‘Shit! I genuinely didn’t know!’

CJ: And then the girl would get pissed at you even though her boyfriend fucked around on her.

Rose: Yeah.

CJ: How did you come up with your stage name?

Rose: My last agent was throwing out name ideas and I told him my middle name was Rose. He thought that was pretty. Then I mentioned that I hate the season of winter and then thought wouldn’t it be ironic if it was Rose Winters.

CJ: So what was your first scene like? You were sexually experienced but it’s different with all these people around. Were you intimidated? Nervous? Turned on?

Rose: Honestly, I was a little intimidated at first because of all the lighting. As soon as I stepped into the lights, it was really hot. After the first couple of minutes, I got excited that other people would be watching this.

CJ: What’s your favorite position?

Rose: Honestly, I don’t have one. It depends on who I’m fucking.

CJ: Have you ever been in an inappropriate sexual relationship?

Rose: Yeah. After I turned 16 and dropped out of school, I ended up having sex with one of my female teachers from grade school. (laughs) She had messaged me on Facebook Messenger. She said her husband wasn’t home and asked if I wanted to come over. Sure. I wasn’t expecting to go over and fuck her! Her husband came home in the middle of it and I had to hide in the closet.

CJ: How long was that for?

Rose: I think it was a minimum of 2 hours.

CJ: Did you ever go back and finish the job?

Rose: Yes. If it wasn’t for the fact that she was going to have a kid, I would have kept doing it. So we did it twice.

CJ: She messaged you on Facebook and you had no intentions but did she know you were interested? Or was it out of the blue?

Rose: I don’t think she ever knew. I was in 4^th grade when I first met her. It was an odd, out-of-the-blue thing. Was I dreaming? Was it a dream come true? But I went over there super wide-eyed. I thought she just wanted to talk. But that obviously wasn’t the case.

CJ: Was that the only one? Or did you do something else inappropriate?

Rose: I did fuck my gym teacher. He was our gym teacher and our weight teacher so he was a very attractive man. I did start flirting with him at gym class, at first. Little flirts here and there. And then it was after I left high school and I messaged him. I told him if he ever wants to hang out, I was interested in weights. So that’s how that started.  We fucked off-and-on for about 3 years.

CJ: I love how you go after what you want.

Rose: I blame my Zodiac and my mom for that.

CJ: A lot of the guys in porn are older. Does it ever bother you to work with older men?

Rose: No, actually.

CJ: What’s the oldest guy you’ve been with off-camera?

Rose: He was 45.

CJ: You have good stories so where’d you pick this guy up at?

Rose: I’m a member of FetLife and one of my kinks is doms and DDLG (Daddy Dom, Little Girl). I started messaging him and he told me where he lived and it was a block away from me. We met up and I hung out with him. At first, he was just a fetish mentor. And then it turned into something a little more serious. We ended up fucking. We were a dynamic for about a year-and-a-half.

CJ: So you’re more submissive than dominant?

Rose: Yes. I am a switch, I can be dominant, I just don’t prefer to.

CJ: What do you like sexually? What gets Rose wet?

Rose: Honestly, it’s weird because I’m not super into vaginal penetration. It’s more like clitoral stimulation. That’s what turns me on. Or watching the person get off on me getting off.

CJ: How often do you masturbate?

Rose: Constantly. (laughs) When I’m not busy doing work.

CJ: Favorite method?

Rose: Actually, it’s the jackrabbit dildo.

CJ: What was your favorite genre of porn to watch?

Rose: It was stepdaughter with her dad.

CJ: Now that you’re in it, have you played that role a lot?

Rose: No but I’m super excited to in the future.

CJ: Did you have any favorite stars?

Rose: My biggest muse in the industry is Adriana Chechik. She’s amazing. I really look up to her.

CJ: When a guy pops, where do you prefer it?

Rose: It’s kind of bad because I have a pregnancy fetish so I love being creampied. If it’s not internal, I’d say my face.

CJ: Are you a swallower?

Rose: Depends on the person. He has to be really attractive. I’ll give you my mouth but it’s not very often that I swallow but I do swallow.

CJ: So knowing your fetishes, is your big one an older guy that you call daddy fucking you and he cums inside you.

Rose: Yes, that’s my biggest fantasy that hasn’t been fulfilled yet!

CJ: Going back to the teacher, since you have a pregnancy fetish, did you fuck her when she was pregnant?

Rose: Yes, that was the very last time we had sex. And it wasn’t me being uncomfortable, it was because she was starting a family and getting her life together. So I stepped away so she could have time with her family instead of being in a love triangle.

CJ: Are you going to do anal on camera?

Rose: Yeah, I’ve actually done quite a few already. My first scene with Backroom Casting Couch was anal.

CJ: Do you have any other fantasies you would like to live out on camera?

Rose: Yeah, actually I do. I’ve had this on my head for a really long time. I like girls and you just consistently see stepbro porn. I think about the twist of two stepsisters fucking.

CJ: Since you’re really into girls, what do you look for in a girl off-camera?

Rose: I’m not much of a tit fan; I really like ass. So I lean more towards thicker girls. There’s more to love there. It’s not like I don’t like skinny girls but I prefer a little more meat on girls. Mainly, it’s brunette, big ass, colored eyes.

CJ: Now you’re petite yourself, aren’t you? How tall are you?

Rose: I’m 5’8” and I weigh 122 pounds.

CJ: What do you look for in a guy off-camera?

Rose: I like more alternative type of guys. Grungy, messy hair, jean jacket. But I also like fairer-skinned guys. Tanned but not overly tanned. And built. The typical gym rat.

CJ: If you weren’t in porn, what would you be doing right now?

Rose: Probably just doing the same stuff I did back home. I like to street race, I’m really into cars.

CJ: Do you fix them up too?

Rose: Yes, I like getting my hands dirty because it keeps me busy. So when I’m not working, I’m working on cars.

CJ: What kind of music do you like?

Rose: Everything but reggae, classical and jazz.

CJ: Do you have any favorite movies?

Rose: No, I’m not that big of a movie buff but only because I can’t sit still when I watch them.

CJ: What are your favorite TV shows?

Rose: Riverdale because I was a really big comic book fan.

CJ: What’s your favorite food?

Rose: El Salvadorian.

CJ: You’ve told me a lot already but what’s the kinkiest thing you’ve ever done?

Rose: I had sex in the backseat of a convertible. We were going down the freeway. We were partying earlier that day and there was a guy I had a crush on. So we ended up fucking with the top down on the freeway.

CJ: And how can the fans follow you on social media?

Rose: On Twitter, I’m @liltrippyrose. OnlyFans is littledollrose.

Rose Winters Movies, Photos, Talk

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