Just to preface, I’m mostly homosexual, but have sex with women often enough.
I guess, for me, having sex with a woman is more about “play” than “fuck”, so there tends to be tons of foreplay. By LOTS of foreplay, I mean, an hour at least. Let your dick throb and dribble while you get her soaked and open. My 5.25-5.5 girth is enough to make women who haven’t had kids want to have lots of foreplay and, as is often requested, “Let me get on top and get used to you.” I suppose, given the lots of foreplay, that’s just more play. Anyway, what I’m suggesting here is that lube is needed for some women and not for others, but the real difference is lots of foreplay. Get her really wet. And make sure to use her juice to slick up your cock, too. Get her so hot that she gets annoyed at why you haven’t put yourself inside her, yet. I have been with women who started out so tight I had to be gentle with two fingers… at first… and ended up fucking them real hard. Women who have had kids are pretty easy for me to fit into, but again, lots of foreplay to get her wet makes everything better. One women I’ve had multiple encounters with have taken my cock, another smaller dildo in the pussy at the same time, and another up the ass. (Yeah; we get DOWN.) Almost every time, I make her orgasm at least once before penetration. There is a thing about the orgasmic vagina - it kind of “tents” open, inside. Something about muscles relaxing or something right after orgasm. One young woman who I just flat could not get into, though she kept trying real hard with her on top, was able to take my entirety once I brought her to orgasm a few times - and that’s just how she was, every time. (This was my just-after-high-school girlfriend.)
One more anecdote, parts lifted from my personal journals - A buddy of mine got married at age 35 to a younger woman, 22. She was a virgin. And this buddy of mine has a fat dick - I figure about 6.5 girth, at least. I used to give him head from time to time. Now, a thing to know about him is that he came from a home with an abusive father. As a result, he is SUPER into being kind to women, gentle with women, an he really hates men who beat women. If he ever hurt a woman, he’d about kill himself over it. So, with that in mind it was no surprise when he asked me how to help her take his cock without hurting her. He hadn’t even tried, yet, but was kinda worried. I had told him “dude, that’s a big fat dick” enough. And when he found out she was a virgin, he almost broke up with her. She really wanted to stay a virgin until their wedding night, and expect to just be able to do it. I gave him the best advice from my experience both with women and as a gay man:
1) Trim your nails and file the edges nice and smooth.
2) Use hand lotion every night before bed. Make sure you don’t have any callouses.
3) LOTS of foreplay. Use your fingers and mouth. Make her orgasm at least once.
4) If she insists on your fingers not penetrating her before your cock, ask her to sit on you, to slowly take you inside.
5) Be ready to stop, at any moment. Be ready to try again, after making her orgasm again.
So, wedding, cake, etc. They head off to their honeymoon suite. Next morning we of the groomsmen and bridesmaids gather for brunch and the two of them join us to lots of hoots and hollars. At some point my buddy and I went to go piss; he said, “I gotta tell you - that was the best sex I have ever had. I’ve never eaten a pussy that long before. I kept licking her hymen, trying to loosen it up. I shot my first load when she was trying to sit on it. She tried to take me in, but it hurt so I had her lay down. I just kept doing what you said, make her come. She was nuts, and at one point she grabbed me by the neck and said, “JUST GET INSIDE ME!” So I put her on her back and just slid into her. It was like a door opened up. Yeah, there was blood, but she was so wet she says it never hurt bad.” I asked if he got all the way inside. “Oh yeah. She came when I got balls deep.” He was a very happy man - apparently, she comes easy. He said he never thought he’d have a virgin, or if he did he’d pretty much have to hurt her.
A few weeks later she and I were out shopping (I’m kinda her gay friend, now) and she told me that she knew that I had given her husband head from time to time. I was surprised that he told her. She said, “Well, I wanted you to know that he told me what you told him about our wedding night. Thank you. It might have been really painful!” After some more talking and joking about how big his dick is, she said, “Well, I just want you to know that when decide to have children, it is OK with me if you suck his dick when I’m pregnant. It’s the LEAST I can do to say thank you… BUT, other than that, that big dick is MINE!” I laughed and laughed. So awkward! I told her, “IF he asks me, I will check with you again before anything happens.”
I guess what I am saying is, “Take your time; don’t just try throwing that school bus down the hallway right away.”
Gay Stuff Follows; skip if you don’t wanna know…
As a man who likes to get fucked, I can PROMISE you that the more time a big-dicked guy takes to get me loosened up, the happier we both are. Obviously, lube is needed. I have taken some rather fat cocks; way fatter than mine. I’ve had two pretty-good sized dicks up my ass a few times - both a bit smaller than mine, but together, you get above that Monster number cited. The way to get there is to just “play” a long time. And yes, my ass returns to normal within a day; thanks for asking.