Make sure to use a lot of lube. And you might want to consider getting a couple of vibrators with one of them being about his size and use them every day for a week or two. Thats about all I can recommend. And why in the heck would you make a bet like that anyways?

What precisely is your question? In what manner do you need to outlast him?

Here's a hint: Let him win, it will be a big boost to his ego. If you actually were to win, he might take it hard and you do not want to deal with the consequences of having his Fragile Male Ego take a direct hit. Chances are greater that you will benefit more in the long run by doing this.

Isn't it pretty much a given.. that a woman can outlast a man? Most of the time?!?!

isn't the bet... if he and her are having sex... who has the orgasm first?

You're assuming "thebet" is female.

EDIT: Also ... if the bet were:
[quote]who has the orgasm first[/quote]
wouldn't painful be an advantage?

[quote=NizeGie;154361]You're assuming "thebet" is female.[/quote]

Ok...here's a question then. How many guys have you seen complaining that sex is painful versus how many women complain about it.

[QUOTE=LittleFury;154381]Ok...here's a question then. How many guys have you seen complaining that sex is painful versus how many women complain about it.[/QUOTE]
I suspect that men who have sex with other men sometimes complain that it is painful.

That actually seemed to me to be where your own first post in this thread was going. But the original question was one of the least understandable things I've read recently, so who knows .....

[QUOTE=demonbuttercup;154337]Isn't it pretty much a given.. that a woman can outlast a man? Most of the time?!?!

i can outlast my girlfriend not sure if its a good thing or not

i can outlast my girl, sometimes i even find myself unable to orgasm unless i finish it. i looked it up and there is this thing some guys have cann retarded ejaculation. its where during intercourse or even head u cant come unles u do it ur self. is this a bad thing??

Yea I know there is "retarded ejaculation"
But for myself, I usually orgasm before my boyfriend, and my b/f is trying to last until I am done.
The whole time I am doing all that I can to orgasm.... and really focusing on the feelings.
Take that away, and instead of getting in the moment, and focusing on the good feelings, think about what you need to buy at the grocery, and picking up the laundry, etc. Probably could last a long time then, lol.

Whats the point in seeing who can last the longest?

Sex isnt about how long you can last, its about how good you can make it within the given time your at it. Its guarenteed that women will get bored if it goes on too long, and so will men! I hate going too long even though I can do it, so i like too cum at a similar time too my girl which providing you give the right stimulation only takes minutes! Thats all thats needed!

[QUOTE=the bet;154310]I need help with something that is very important. I have a bet going with a guy to see who can out last the other. The problem is that I need something that will help me with sex because it is too painful and I NEED to win. Please help me with this I need as much advice as possible. Thank you so much[/QUOTE]

I am unsure as to what is the bet, however to answer the question. If you are experancing pain when having sex, i would suggest lube, products like Wet stuff and what not are very good, also i would suggest practice with a dildo, this will allow you to get used to something that big, however also remember to relax when having sex, if you are tense, you can make your vaginal muscles tense and cause it to hurt when having sex.