A little bit of background - my first boyfriend had a large penis, especially lengthwise, but that was always an issue of just being turned on enough and having it work. This is an issue that goes beyond being turned on enough for it to work, so if that's your advice, know that it doesn't apply to this case (seriously, I want it bad, and it still doesn't work, just sayin').
My current boyfriend, as luck would have it, is much larger, huge, even. I don't really have a good comparison to use for size (bigger than a half-dollar, smaller than my wrist?) and is just as endowed in length, again, more so than my previous experience.
We tried lubricated condoms the first time, which was an idea quickly thrown out the window as they just made it worse and more difficult. We've actually had successful sex many times now, but the problem lies in taking breaks.
Every time we have to take a break for more than a day for any reason (can't see each other, soreness, yeast infection, period, etc.), it goes right back to being extremely difficult to have sex and taking days of trying (and soreness) to have me loosened up again to where we can have pleasurable and comfortable sex.
He's had more sexual experience than me and confirmed what I already knew before we even had sex the first time - that while he has an exceptionally large penis, I also have a smaller-than-average vagina. Even for some of the women he's been with in the past - none of which have been as small as me - he's been too large to be able to have it work without trouble starting out.
So, as you can imagine, it's especially difficult for us with our conflicting body types. Does anyone have this same problem, and has anyone found some really good solutions? We're going to buy a lubricant as soon as we can afford it; however, I have a feeling that it won't solve everything. One of our already tried tricks is having my spit lube him up, which helps it go in, but doesn't cause the pain from the size difference to actually go away. Another trick is having a few "starter positions," but even that didn't help this time. He already enters slowly and stretches me one part at a time, but the further in he gets, the harder it is to do this without it simply being too much. Foreplay is a tricky thing, too. We usually stick to oral foreplay because using fingers has an even chance of making me too sore (even though it feels good) by the time we try to switch and insert his penis.
Finally, I just really don't want to have to go through days of trying to make it work again (and the pain involved in it) every time there's a break period for whatever reason. Any helpful experiences and solutions would be appreciated.
The following 2 users give hugs of support to: TooTight Brook88 (06-22-2012), Tysmom1 (06-03-2012)
Finally, I just really don't want to have to go through days of trying to make it work again (and the pain involved in it) every time there's a break period for whatever reason. Any helpful experiences and solutions would be appreciated.
You have identified the issue of the break period bringing your own size back down to your normal size. May I suggest the age old remedy of using a ***** ( or a few of them -- progressively larger) as a way of Keeping You Stretched and In Shape for the real thing. They might cost a few bucks, but you probably do not need expensive ones that are 'life like' .. just smooth/tapered tubes and of a larger diameter.
Give that a try and see if it works. (I am pretty sure this is how porn gals get stretched enough for some of those guys ...).
You have identified the issue of the break period bringing your own size back down to your normal size. May I suggest the age old remedy of using a ***** ( or a few of them -- progressively larger) as a way of Keeping You Stretched and In Shape for the real thing. They might cost a few bucks, but you probably do not need expensive ones that are 'life like' .. just smooth/tapered tubes and of a larger diameter.
Give that a try and see if it works. (I am pretty sure this is how porn gals get stretched enough for some of those guys ...).
R
my present boyfriend is large also and we used a toy to stretch me when we first became intimate.
I was going to suggest some form of stretching, something like speculum play or good toys.
Otherwise, one that works for me and my parter (we are over a foot different in height with matching anatomy) is to have him enter me only half hard. It takes a little bit of fiddling to get it in, but having him get hard inside me helps with the stretching part, less painful than trying to push it in. We still have all the foreplay, he just goes down a little when it comes time to grab a condom, or I just don't touch for a little if that bit is a problem
it gets easier as your vagina gets used to the larger size. I still have a little pain when we're apart for a while, (work) and we have sex. He gets really excited and pushes in to fast
Huge penis/small vagina - Please help! 
Re: Huge penis/small vagina - Please help! 
