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Virgin boy readying for first time. Kinda scarred

J

Jon1992

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Ok I think I might be bisexual and I just turned 18(finally legal) and am still a virgin. I wanna be ready for my first gay experience and don't know how to prepare. What should I do to prep myself for my first time??? What type of toy should I get??? Plz help
 
Hiya John1992... welcome to JUB :wave:

Okay.. let's start from the top. You think you're bisexual? That's not a problem itself... so relax on that point, ok? lol.

As for preparing yourself for the first time... I have one piece of advice for you (from experience) .. take your time, and only go through with it when you are well and truly ready. After all... your first time is meant to be special, and enjoyable.

To start with... try lubing up your hole, and slide a finger in. When you feel comfortable with that, try two fingers. Maybe after that, you could try a penis shaped (mens) Dildo? It would be another way of preparing you too. Don't rush it!!

Anyhow, I wish you well in your search... and may your first time be GREAT!

Good luck ;)
 
Jon1992 said:
Ok I think I might be bisexual and I just turned 18(finally legal) and am still a virgin. I wanna be ready for my first gay experience and don't know how to prepare. What should I do to prep myself for my first time??? What type of toy should I get??? Plz help
Click to expand...

The word "virgin" doesn't have the same meaning for gay men that it has for straight females, so does that mean that you haven't done anything with a guy or does it mean that you just haven't gotten fucked by a guy?

First thing that we should tell you: gay sex isn't all about ass fucking.

There's a lot of things that gay guys do. Assplay is just one of them.

How should you prepare?
  1. Date.
  2. Find a guy that you like and feel comfortable with.
  3. Date.
  4. Buy lube and condoms.
  5. Make out. Kiss. Explore. Have a good time.
  6. Get comfortable enough to where you can talk about sex. Let him know that this will be your first time.
  7. The first time you get fucked, don't do it with a stranger. Don't do it when you're drunk or high. Use the lube and the condoms. Don't rush into it. If it hurts, stop. Don't expect to do everything all in one session.
  8. Use the lube and the condoms.

You can buy a toy and play with it to get used to the feeling. But it's not the same. You'll be more turned on and more nervous during the real thing than you will be when you're alone at home with your toy. That's why it's better to pick the right guy for your first time and not get into the "I'm 18, time-to-get-it-over-with" mode when it comes to sex.
 
By virgin I meant sex. I've only made out with a couple of guys that wanted to go all the way but we didn't cause I was scarred
 
Don't hurry.

The only thing I have to add that others haven't said is: masturbate and fantasize. Having some idea what things turn you on conceptually will help when you finally get down to it. (They aren't the same in real life as they are when virgins fantasize about them, of course, but it's a jumping-off point.)
 
Will you be the top, bottom, or will you be versatile?

From a bottom perspective, buy a regular-sized Dildo and a medium-sized buttplug. You will need some lube too.

Start with playing with your ass with your fingers. Finger fuck yourself with one, then two, then three fingers. This may take some time (days/weeks) getting comfortable with this.

Then substitute the Dildo for your fingers. Fuck yourself as hard as you can withstand because some tops really like to pound hard. This will give you an indication of how much intensity you can withstand.

This will also inform you if you need to douche before bottoming. If there is poop on the Dildo go douche. You can purchase Fleet enemas for a few dollars at Walmart and most drug stores.

Begin wearing the buttplug a few minutes each day until you can wear it for about two hours comfortably. This will train your ass to accept a cock and diminish that need-to-poop feeling when you are being penetrated.

You will be nervous when you hook up with a guy, this is normal. Take deep breaths and try to relax. Concentrate on the top and how hot he is to you. Once you get started, all the nervousness will subside.

It is best to get a top with some experience. There is more to fucking than just sticking your dick into a hole and start pounding. An experienced top will know how to prep you to get as much enjoyment out of it as he gets. Sex is a wonderful experience when both participants enjoy the experience.

Always use condoms when hooking up with a guy, even if he says he is clean or HIV negative. Guys lie and most just don't know their true status. Protect yourself, demand condoms to be used or walk away. I hope this helps.
 
Jon1992 said:
By virgin I meant sex. I've only made out with a couple of guys that wanted to go all the way but we didn't cause I was scarred
Click to expand...

...Scared of...?
 
Jon1992 said:
That it Might hurt
Click to expand...

My first time did not hurt. I prepared myself, see my previous post above, and had a wonderful experience. It is important that you relax and use plenty of lube. An experienced top will know this.

Begin with kissing, cuddling or cock sucking. This will help you relax before you are actually penetrated. I remember my first time. I was so high from the kissing, cuddling, and rimming (a natural high with no drugs and no poppers) I was begging him to fuck me.

Also, when he first penetrates you, push out as if you are trying to have a bowel movement. This will dilate your hole and make it easier for you to be penetrated.
 
Ok I'll try that. I've tried relaxing by making out and when I was given head but when it comes to going all the way I'm still real tense
 
Jon1992 said:
That it Might hurt
Click to expand...

Hmmm. Well, it does kinda. At least at first. It's important that the other person know that you're not a power bottom so that they will go slow. Preparation is important- both in lube and in learning to relax.

Most guys will tell you that it's always a mix of pain and pleasure but when you get going, you're with the right person and you've gotten into the zone, somehow the pleasure seems to win out.
 
Anal sex may hurt on first or 20th time. There is no cherry to pop to devirgenize you and "break you in" like people think about virgin vaginas. Best advice is to AVOID random hookup that will be a one night stance. You want to be very comfortable with a guy and who will be patient with you. Do other sexual stuff with him for some time before you move on to trying anal, that way you will get comfortable to try it with that person. It's hard to find that type a guy if it's just a random one night stance. Be patient, don't rush into anal sex just to lose your virginity. You're 18 not a 40 year old virgin. And don't expect or allow yourself to be fucked like you seem them do it in porn. Of course don't forget lube and condoms and all that stuff.
 
Jon1992 said:
Ok I guess I'll go buy a couple of toys today them
Click to expand...

I just bottomed, never used toys or did anything to prepare. Had a top who was patient, loved to rim and prep me, that was it. Didn't hurt and was a great experience, and he was 9" long!
 
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