This is hard to admit.
I regret not fucking all the girls that wanted me really bad in college. It was like over 20 girls in 2 years. Well actually there were like 6 or so the first two years before I transferred. They had the greatest tits too. Cute girls all of them. They were all there before I met my wife. I love that my wife and I were both virgins when we started dating because we wound up having some very acrobatic, wild, hot, super wet sex with each other daily, sometimes more than once a day, month after month for years and years. But damn, all that other pussy, I kinda wished I had experienced it all, as a man, I feel like I missed out on a part of life.
I regret not fucking a few of my girl friends too. I kinda wanted to date them, but they wanted me really bad, more than I wanted them. They actually hated on my wife when I started dating her, because they wanted to date me, and I never did. Super jealous girls. I always wanted to know if they were good fucks or not. I would guess they probably weren't. But I wish I had known.
There were a few times when I feel like I could've had sex with some very close female friends of mine, older and younger than me. One I'm sure has had a crush on me for over 20 years, well it was stronger the first couple years, by now its probably not there, but recently she admitted to me that she's really good at giving blowjobs, so there's that. She's like 18 years older than me but alluring and sexy as hell. My younger friend I felt like the sparks were there when we first started hanging out. She's very touchy and handsy when talking and laughing and especially drinking. I gave her a weed oil pill one day and it took her days to take it but when she did she texted me in the evening that she was doing great. Then around 11pm she texted me freaking out that she was kind of losing it and needed some support maybe. I almost got out of bed and raced over to her place (I was staying at a friend's house out of town for nights on end every week while I was in grad school). I wrote her some calming things and I thought it worked. The next day in class she was like "I thought you were gonna come over, I really needed some company last night I was out of sorts and freaking out!" Well, my "I'm married" radar was going off like crazy and my friend, who is 13 years younger than me, is too hot to be around if something like that is going on. This happened back in 2015 or 2016. Just a year or so ago I was hanging with her and we brought that weed oil incident up, and she very matter of factly said "you should've come over that night" and I feel like I had the one and only chance to hook up with her. I feel like it was certain it would've happened, and I'm glad I didn't go because she's my very best friend in the whole world and we've cried and laughed and shared so much with each other, but the one thing about it is that I would love to know how great of a fuck she is. I know she's wild. We've talked about sex here and there, and she's hinted at some things that for sure let me know she's a keeper in the sack. I wish I didn't regret this, but there it is. I'm a man with a raging libido and there are parts of my brain I cannot shut off or say "don't do that" to no matter how hard I try.
