First Time (Shameful Question)

[terrible ted]

Friendly brothers of SBF,

I am a 26year old virgin, no lack of girls to potentially hook up but zero attempts to commit the act.

Why?

The first time I tried penetration, I reckoned it will slide in like a fucking piston and boy was I wrong. It felt painful. The girl's love box was dripping and I could not fathom why.

Then I tried with a different girl. Same Shit. It was boner killer when foreplay reached its zenith and there was no closing act.

and another girl. Ended up, I turn out to be a stud in foreplay department, connoisseur in Blowjob directorship. The girls were very patient but hell!

Btw, this is not a troll. My dick is so clean that it squeaks on glass. No dickcheese.

So why?

[talismann]

Sorry to hear about this unfortunate handicap of yours. What kind of pain and where does it originate? I was wondering if your foreskin was being pulled too far back during entry that would have caused the discomfort.

[Ayers]

Some guys have a condition that causes them to have pain during sex. Don't know what it is called, but I think it is curable. You can just check out the condition online.

[digdug]

So, it's painful when you try to enter the pussy. Does your dick remain stiff or it bends? If it bends, thus causing the pain, maybe you have some medical problems (eg. not enough blood pressure into your dick).

[pOtato]

Try using a condom with the help of some lubricant .

[pachyderm]

Maybe you are too excited. Try to relax.

[terrible ted]

My good brother, it is stiff and straight.

Medically, I have checked. It was alright. I thought the girls were not wet enough but that point is void.

Should I get KY? or anything to sub?

[timeagle]

Im not sure what your problem is. Do you lose you erection when you try to get it in or its too painful when you try to get it in?

KY is definately a good option.

[icy_boi]

see a doctor, seek professional help instead of hearing all kinds of advice which may or may not help u~

[Olduncle]

Originally Posted by terrible ted

Friendly brothers of SBF,
Then I tried with a different girl. Same Shit. It was boner killer when foreplay reached its zenith and there was no closing act.

and another girl. Ended up, I turn out to be a stud in foreplay department, connoisseur in Blowjob directorship. The girls were very patient but hell!

Btw, this is not a troll. My dick is so clean that it squeaks on glass. No dickcheese.

So why?

uncle no doctor but i tink you have a tight foreskin or medical term "Phimosis"
please read this
Tight Foreskin

[peanut123]

Dude, a dick does not just "slide right in" unless her pussy is super loose or your dick is super lubed.

Add some lube. That definitely helps. Dun just poke it in like a finger. A dick is too thick for that. Try pushing gently to get an inch or so in. Then pull out slightly, and push forward again another inch. Repeat. Your dick will be fully in after just a few pull-out-push-in cycles. After that, its all pleasure.

Good luck.

[spready]

Originally Posted by Olduncle

uncle no doctor but i tink you have a tight foreskin or medical term "Phimosis"
please read this
Tight Foreskin

Originally Posted by terrible ted

Friendly brothers of SBF,

I am a 26year old virgin, no lack of girls to potentially hook up but zero attempts to commit the act.

Why?

The first time I tried penetration, I reckoned it will slide in like a fucking piston and boy was I wrong. It felt painful. The girl's love box was dripping and I could not fathom why.

Then I tried with a different girl. Same Shit. It was boner killer when foreplay reached its zenith and there was no closing act.

and another girl. Ended up, I turn out to be a stud in foreplay department, connoisseur in Blowjob directorship. The girls were very patient but hell!

Btw, this is not a troll. My dick is so clean that it squeaks on glass. No dickcheese.

So why?

Hi TS,

Please refer to uncle's reply.. I believe that explains why..
Actually my i got 1 camp mate last time who got the same prob and he went to circumsize and that solves the problem..

This is my experience
Or u can try mastabating(i know i spelled it wrong) that will loosen the skin.. Try to pull it back when errect. Push ur skin back to a limit until u can feel abit of pain then release back to original position.. after a few tries should be ok already..
Or like what other bros here u can try apply KY and relax abit..
that should do the the trick..

Hope it helps..
Cheers...

[Ilikehootest]

Beside KY, maybe can try using Extra Safe condom for that "extra" protection. the thicker ones will isolate the feeling from your partner, this may help.

[tigerprawn]

TS, may I ask:
1. Do you have any problems masturbating and cumming without any pain?

2. Is your foreskin able to retract fully during masturbation?

3. When you say you experience pain during penetration, more specifically where is the pain? Is it a sensitive kind of pain on the head of your penis or pain when your foreskin is trying to retract?

4. If you have no problems masturbating and your foreskin can retract fully during masturbation, and the pain you experience during penetration is the sensitive kind of pain on your penis head, then may I ask did you try to penetrate with your foreskin fully retracted or with your foreskin covering your penis head?
Reason being that for some uncircumcised guys, especially those who have not much sexual experience, their penis head may be ultra sensitive when exposed, so if you try to penetrate with a fully exposed penis head with foreskin fully retracted, then that may cause great pain which may prevent you from even successfully entering.
The solution would be to cover back your foreskin and try to penetrate with your penis head covered with foreskin, as your cock enter the vagina, the lubricated walls will automatically push back your foreskin as you enter. Once you are inside should be no problem. And if you change position, likewise pull back your foreskin first to cover your penis head before entering again.

Does this help?

[starmexboy]

or did you try to enter the wrong hole? the other hole did not have lube