James Dean
“You can call me James Dean… or Daddy like the rest of them do.”
I never went out with the mindset of getting laid cause it was just a given that I’d get ass at the end of the night.
I’d rather go to her place so I can leave on my own time. A good hookup would start with me pouring a drink while she took her heels off, changed, whatever. I’d take my shirt off (I don’t know why but 90% of the time we’d immediately start hooking up.) Make out for 5-10 minutes. Feel around. Take her shirt off. I’d slowly slide my hand down her pants—making sure she was okay with that (95% of the time they were.) The worst thing is when you get down there and they say “wait no I can’t, I really like you and want to take this slow.” Okay then fuck that, I’m out.
If she was into it though, I’d put my hand down her pants and finger her. Once my hand started cramping up, I would stop, pull her underwear down, and they pull my boxers off. Then, I would really hope she gave me head. It’s kind of fucked up if they don’t, I’d be pissed. At least do it for a few minutes.
If she’s already on top me, I’d go straight for her being cowgirl; Otherwise I’ll just go for missionary and then hopefully at some point we’ll do doggy—my favorite position. Then I pull out, ask them where they want me to finish. It’s either on them or their bed. I used to cum on my ex-girlfriend’s face all the time, got all in her eye. Girl was like a porn star I swear it.
What’s my routine? If I see a cute girl, I walk up, say what’s good, what’s your name, what house are you in—most girls I slept with were in sorority houses; I’d ask of a mutual friend so I could relate to them and gage a trust barrier. They wouldn’t think I was smooth talking into going home with me – even though that would happen anyways.
The exit strategy is the hardest cause girls have all control. It’s easier for a girl to have sex than a guy; Guys usually lack the confidence to go forward or seal the deal. In my perspective, it’s a yes or a no. Either way, I’m just gonna go find another hot girl, go out for a drink, mix more alcohol, and bam–people get horny and make a connection for at least the night.
Personality is the selling factor, though. I’ve fucked really hot chicks, but in bed they’re like dead fish cause they’re so insecure about themselves and how they act. You have the best sex when you find someone that’s outgoing and doesn’t care because they’ll say whatever they want and not feel bad about it. Sometimes they’ll even say the weird kinky shit like “stick a finger in my ass.”
I don’t wear a condom a lot and it scares the hell out of me. That’s why I get tested every three months, and luckily have never had an STD scare. If a girl tells me to put a condom on, I will. Otherwise I think it’s the girl’s responsibility for a condom.
I don’t really want to know how many guys a girl has been with; I just care if you have an STD or not. If Becky ever knew how many people I’ve actually had sex with, we wouldn’t be dating. She thinks I’ve banged like 8 people.
How many girls have I banged? 28… that I know of.
I’d never fuck a girl if she’s slept with 30 guys though. Yeah, it’s unfair cause plenty of guys have higher numbers than that but word of mouth gets out about these girls and their rep and taking the [STD] risk just isn’t worth it – I’d rather masturbate.
I peaked in my sex game when all the girls knew that I was fucking around and they still came – literally. Most people are scared for people to find out who they’re fucking around with and try to keep a secret. Even when girls say “no I’d never fuck him,” it’s a lie. Complete bullshit, cause they still end up doing it.
My splurge went from my sophomore year to early senior year. There was a two-week span one summer when I slept with 7 or 8 different girls in two weeks. One day I even had three girls in one day – breakfast, lunch and dinner. I woke up with someone from the night before–morning sex. I got booty-called at like 3 o’clock from someone else. Then I went home with someone else that night. I’m most definitely not a sex addict—I just have a lot of sex.
Most times when I’d sleep with these girls, I was so drunk I’d just pass out after I finished. Sure I’d cuddle but I don’t really sleep well when I’m drunk so I’d wake up early and leave. If they’re still sleeping I just let them be and say a quick, “Hey, I’m going” – I’m pretty courteous that way, I guess.
Why do girls sleep with me? For their reputation obviously.
I like to keep a good reputation. I like pleasuring women but I didn’t realize how different it can be for women. Clitoral stimulation is how most women orgasm, not penetration. I didn’t really understand or grasp that until I did my field research.
I don’t think of girls that sleep with guys to boost their reputations differently because I think people always try and climb the social ladder. But at the same time there’s a point when it’s kind of like... when are you going to grow up?
As weird as it sounds, I’m more of a relationship guy. It’s more fun in some aspects, it’s more challenging in a lot of aspects; but I’ll tell you what, the sex when you’re in a relationship is way better. Way better because you’re so close with that person. When you fuck some random girl, you don’t know if they wanna be choked or wanna do anal; you don’t know the way they orgasm. I didn’t make Becky orgasm until like 3 weeks into our relationship.
Being in a relationship is great because I don’t have to wake up and feel remorse for what I did. I don’t feel usually feel remorse but sometimes you just feel empty. It’s fun to share your life with someone; and yeah, you’re gonna have memories you regret because your friends are going around getting pussy, but then it’s like, is there more? Sex is displayed in our society right now as something invaluable. When people used to do it, it was something important. Sex is supposed to be an intimate thing. And I do think I have intimate sex with people but sometimes I just want there to be more meaning behind it. I think that’s just a part of growing up though.
That’s what took me down a different path, like where do I stand as far as my morals? My spirit?
You can go to bed with someone Thursday, Friday, Saturday and feel great. You wake up and it’s funny or cool but at the end of the day, what are you doing Sunday, Monday, Tuesday, Wednesday? You’re either with your friends or you’re alone; But you’re scared to be by yourself cause you don’t know where your thoughts are gonna take you. Your mind is so powerful that you play games with yourself. You trick yourself and think too deeply sometimes. I don’t know, being alone is just scary sometimes.
That feeling of loneliness goes way further with girls. I’m good at reading people but sometimes I wish I wasn’t so good at it. I can definitely sense loneliness in girl and if I go home with a girl, as bad as it sounds, I’m always be able to manipulate it for my benefit. I know that the girl don’t need me, at least not yet. I’m gonna build this relationship, relate to her on a personal level, talk about friends or family, anything that they don’t share about. I’ll do that by telling them my story first so that they can trust me. After that, I’d be able to do anything.
I’d be intimidated to date the girl version of me because I know what they’re capable of. I know several people would want to have sex with and be with them. At the same time, that all comes down to my confidence to say hey, I’m that person too; but if it’s just fucking around, then it’s honestly a power fuck since we’re both the same.
I wouldn’t date a girl like me for a very long time. If they make mistakes, like cheating or flirting in a way that they’re being promiscuous to the point that people don’t think we’re dating, see ya. Loyalty and trust are key. If you don’t have trust, you don’t have anything in a relationship. I think that’s what freaks Becky out—that she knows what I’m capable of. I don’t think Becky trusts me but I’m gonna continue to try and prove it. Blocking shady girls on Snapchat, not talking to my exes. Breaking that communication is healthy both for myself and my relationship with Becky. But I’ve also been very loyal.
Do I think I could ever date and trust a girl that’s exactly like me? No.
Wow. That just really threw me off. I answered that way too quickly… and that’s tough because I do want to be trusted. I think that I could trust someone like me at a certain point I guess. Definitely not right off the bat though.
*disclaimer* Some names and identifying details have been changed to protect the privacy of individuals.