Daniel97 said:
I am Daniel and my gf name is Jennifer, jen for short.
Hi Daniel....
Daniel97 said:
We both are 18. ..... We still haven’t done anything sexual .....
18 is supposed to be when male sexuality is maximum — meaning, you're probably having more frequent orgasms (via masturbation) now than you'll have at any other time in your life. Women, by contrast, apparently attain maximum sexuality when they're in their thirties. Thus.... given that you have a woman.... you might consider the question of whether you're wasting your sexual potential.
Daniel97 said:
I am super beta and can never initiate anything. Even when prom was coming close I was unable to ask her out, but Jen asked me if if have bought cloths for prom and which color would I like her to wear — but, me being an indecisive fool, I told her she should wear what she likes.
So, what happened....? Did Jen take you to the prom...? If so, what did she do with you afterwards...? Whatever she wanted to do, I hope you compiled with her wishes....
Daniel97 said:
Now, lets talk about our current situation. We have just started at different colleges, but in the same city, so we can meet each other every weekend.
Very nice....
Daniel97 said:
We are both living off campus... she lives with her high school friend, who seems to dislike me because she thinks Jen is out of my league and deserves someone better than me.
Don't worry about Jen's room mate. Worry about your relationship with Jen.
Daniel97 said:
.... For the last year I have been into cuckoldry and netorare( Japanese cuckoldry). I masturbate every [night] thinking about Jen having sex with some other guy, even having sex with my roommate. I just can't stop thinking about it and I am masturbating multiple times a day even more than when I first discovered masturbation.
See my comment above. Before you encourage your woman Jen to fuck other men, you need to establish some sort of sexual relationship with her yourself.
Daniel97 said:
I don’t want to lose Jen, but I just cant stop thinking about Aaron and her. I don’t know how to proceed with this but I would love to see Jen date Aaron and lose her virginity to him. Kindly give advice how can I get her to date Aaron.
My advice is, if Jen starts dating and fucking Aaron, you will probably lose her. The college years are traditionally a time when people date around, hoping to eventually find someone they're compatible with, sexually and otherwise.
Next time you're with Jen, get her hot by making out with her (wherever you usually do that). Then, whisper in her ear that you want to kiss her thighs... then begin by kissing her lips. Then, get down on your knees in front of her, slip down her stockings or pantyhose (if need be), and begin kissing and licking her inner thighs, working your way up to her pussy. Then, slip down her panties and use your tongue and lips to give her cunnilingus until you bring her to orgasm. (If you aren't sure how to do this, google how to give cunnilingus.) It's important to suck and lick Jen's pussy to orgasm, because Jen might not be able to attain orgasm via penetrative fucking of Aaron (and/or other men). In this way, you will demonstrate to Jen that you are willing to satisfy her sexually in a way that does not involve cumming yourself. If Jen wants more, continue sucking her cunt until she orgasms again. Be gentle and sensual about it, and don't stop until she indicates she has had enough.
If Jen is on some form of birth control and she indicates she wants to fuck you (given that you're a beta male), tell her you want her to be on top so she can move to satisfy herself. Then, position yourself so you're in a male-inferior (i.e., so Jen is in a female-superior) position, and let her fuck you. Try not to cum yourself until (preferably) Jen has had another orgasm, or until you sense she has had enough.
Alternatively, if Jen is not on birth control, suggest you would like to fuck her up her ass.... then, using plenty of lube (bring it with you in a tube).... go ahead and do it.
Then.... having established a sexual relationship with Jen, and having demonstrated you can satisfy her (with your tongue, if not with your penis).... you can talk with her about the possibility of her fucking other men, possibly Aaron, while she's at college — as a practical matter, since that's where she is all week — not because you're afraid to have sex with her yourself, and afraid you won't be able to satisfy her.
This approach, I suggest, will make it less likely Jen will abandon you for Aaron or some other man at her college.