His Penis Wouldn't Fit!! HELP Guys!

[Anonymous]

I'm a virgin and I was gonna have sex with this guy.(He knew I was a virgin). I was a little nervous so he said he would try and "loosen" me up by fingering me first. He started out with one (which did hurt) and then to two (which hurt even more). Then after a couple of minutes he put on a condom (b/c I would never have sex without protection) and attempted to insert it in me. Right away he was like it won't go in your really tight. I mean like he tried and he couldn't. So then he suggested that I try inserting it myself by being on top. So I got on top of him and as soon as I tried inserting it he lost his erection-which he got embarrassed about it, but really I felt just humiliated because I'm too freakin tight. I told him that and he was like its ok we can just try sometime later. I don't know what to do. I don't want to be a virgin for the rest of my life. I've heard you can stretch it yourself by masturbating but I don't masturbate at all. I'm afraid that next time it won't fit again. And I think his pens I pretty big. Its definitely bigger then 7in. What do I do?!

[jake911]

Ok ok chill out - you won't be a virgin for the rest of your life. When you are saying that it doesn't fit, do you simply mean that it is too large to be inserted into the vaginal "canal" so to say, or is it too painful? I am 9 Inches, and the first time I had sex, she was very tight, and in the beginning we just couldn't because my size combined with the fact that her hymen was still in tact, meant that it was very painful and she was too tight. This meant that we had to take it extremely slow and the first couple times and it hurt her quite a lot, but eventually she was fine and now we have sex very often. So yes, it is true, in some context you need to loosen up. But first, discomfort may be due to the hymen still being unbroken. If you are unsure what I mean by that, you can google "Hymen" and you will see it. This is a thin piece of skin which needs to be broken the first time you have sex. This is not necessarily always present the first time you have sex, due to the fact that it can be broken through strenuous exercise or masturbation. The hymen is the reason you probably felt discomfort though when he fingered you. The best advice I can give is to take it slow, be very patient, and use lots of lubricant to loosen the pain and let his penis slide in easier... then eventually it will work out.

[Asker]

My hymen is broken because I use tampons, and its not that it hurt its that he just could not insert it in my vaginal canal. I guess its a mixture of me being tight and him being really big. We'll just have to be reeaally slow I guess

[jake911]

As Mr. Anonymous said, its simply girth. So use some fingers, throw on some lube and take it real slow :)

[Johnfl]

U can start with me I have a small penis 😀

[CheetahJen]

FYI... Tampons don't break your hymen. The hymen is located deeper than a tampon is inserted. And for the girls out there that don't know this... you can use tampons even if you are a virgin. (You just may want to start off with a smaller size.) Lubrication is REQUIRED for vaginal penetration. Your body's natural lube works best, however, several things can dry you out. 1. Not enough foreplay (or too much time getting condom on). 2. If your periods aren't VERY regular & reliable, your hormones are still fluctuating. 3. Everyday Stress or even the natural nervousness of your 1st time. 4. The first few days after the end of your period, your vaginal "chemistry" is a little off. So, if you don't have these issues and aren't VERY wet ( I am assuming you are young.), invest in a good sexual lubricant... NOT MASSAGE OIL... NOT BABY OIL. Also, with lube, U get what U pay for. Don't go cheap! Also, most guys don't know that the vagina is at an angle. Perhaps since you use tampons you have a better idea of how to insert it then he does.

[Anikaj]

Wow you gotta realize that a lot of girls who have already had sex have issues taking on bigger guys if you get me lol. Its not all you but probably mostly him, you might have a problem having sex with that guy for a long time. Some girls prefer average sized guys because the abnormal guys hurt way too much or at least that's what I've heard

[Asker]

Thats what I'm afraid of, so I've just been trying to keep him satisfied by giving him bjs. that's all I can think of.

[Anikaj]

Umm are you in love with this guy or are you guys just like messing around with a light relationship?

[Asker]

Ok..I'll be honest, he said he was interested in me but then it just evolved to being friends with benefits.

[Anikaj]

I could be wrong but I think I remember the movie kinsey that his doctor told him doggystyle would make it easier on his wife.

[Asker]

So I should suggest doggie-style?

[Anikaj]

I think you may need another FWB because it seems like he is the only one reaping the benefits rite now lol

[Anikaj]

Yea try that and see how that feels

[Anikaj]

I mean it can't hurt to try or at least I hope it doesnt

[Asker]

Thanks for the advice, I'll try it out. :)

[Anikaj]

Sure no prob

[Anonymous]

Use lube. Of course its going to fit. You just need to be more slippery so it will go in easier. Get a good water-based lube. Do not use oil-based for anything internal.

[ggazelles]

USE LUBE. Seriously, it's that simple. Buy the KY tingling kind (the warming ones cause more friction), go slow, and eventually you'll get it in there.

[l-hedoniste]

We're going to try this again. Only this time, you control how many fingers go in, and when, and how deeply. Then, when the time comes to get on top (good idea, that) same thing--you control when, how quickly, how deeply.

My guess is, she's rushing it.

[Anonymous]

Really, it's the girth that is the problem here, so his length is irrelevant. And yes, they come short and fat, and long and skinny.

Anyhoo, do a lot of foreplay, buy some lube and use it, and yes you should get used to putting things up there. Your fingers would be a good start. Oh, and if he's a big guy, he should already know this--but tell him to go slow.