Well...I've got 2 specifically that always pop into my head when I think of most memorable.
1. A younger girl I worked with (I was 28 at the time, I believe she just turned 20) and apparently she was making it known to a mutual friend that she's wanted to hook up with me for a while. Anyway, she comes over, after some chatting and hanging out we take it to my room.
I'm laying down, she takes my pants off. I hear the oh so flattering gasp when she sees my cock. At this point i'm hard, but not rock hard. She starts stoking me, and she's doing it right with a nice firm grip. A minute or two of that and I'm feeling pretty good, so she puts her mouth around me. Starts off nice and easy, then on one of the times down my shaft she doesn't stop. She just keeps pushing, making my cock slide all the way down her throat. This was the first time I had ever been deep throated and I almost lost my shit I got so turned on by it. And she just held it in, and licked my balls with her tongue.
I was in absolute shock. She proceeded to fuck ride my cock with her mouth just knowing how to tease me with that incredible deep throat.
2-Total opposite situation. It was my 27th birthday, I was absolutely shit faced drunk with my friends at a bar. I turn around, and I see a woman in a pink zip up hoodie with a shot between her tits. SO I dive in and take the shot...not knowing it wasn't for me. But thank god I did, because that sparked a conversation that lead to her and I going back to my studio for a little fun. She was 40, and for some reason feeling a little self conscious, so she didn't want to have sex but she said she had felt my cock through my pants while we were making out and she'd love to suck it. So I sat down, feeling a little nervous myself because I was really really drunk so I was half expecting old whisky dick to show up. She takes me out, I'm completely flaccid, she starts going to work. Tugging away on me, and she some how knew every right way to do things for me because I slowly started feeling that rush of blood, and with every beat I got a little harder, and a little harder. Now it was kinda cold in my studio, so I wasn't really showing on this particular night, so as the smallest representation of my flaccid cock started to grow in her mouth to its full erect size could feel her starting to be challenged by my girth. I could feel her trying to deep throat me, and making that ever so sexy sound of a good sloppy blowjob. She had the right grip, the right motion right everything for me. Using 2 hands and her mouth she was making sure I was getting everything I wanted.
What a great birthday.