Everyone has that story. The story where everything goes right. It is the greatest day of your life and when you retell the story it sounds far fetched because things just went unbelievably well that day. You can not even believe the story and you were there.
Time for the set up.
I was going through the meat grinder and being treated like.... well a piece of meat. Not that I can complain too much. While on the Dating Site and while there were plenty I was only fishing for a relationship. I landed far more in the boat then I had any right to with the lack of experience I had.
Lady Number 8 would become a dear Friend and frequently a friend with benefits. Then there was 9. There was 10. Then there would be number 11. Lady number 11 would be the last one I met before I found my first girlfriend. Ironically Lady number 11 blowing me off with an insult saying she does not date mamma boys gave my first girlfriend the opportunity to meet me.
Before Lady Number 11 I was doing pretty good only striking out 3 times out of 10. Though 2 of the 8 ladies I was with there was no Coitus. But I did get a lot of work on the breasts and in the case of one of the two got my tongue into her pants. That was the Eat and Run Lady from a previous story.
In my opinion I was pretty good at the foreplay. Before I ever saw my first naked woman in person I did a lot of research watching lesbian porn. I wanted to understand what worked and why it worked. Sure some of them fake it but there are common techniques and pacing. The gentle teasing stroking of the vaginal lips. The light touches with the fingers and tongue on the clitoris. And you have to be patient enough to watch for the changes in breathing and the dilation of her vaginal canal. Watching it grow wider and moisten more and more. When you hear the breathing quicken and see the hips start tensing you have a decision to make. Do you get her off or keep her on the edge of orgasm building that pressure up to the point where it goes from a light orgasm to an eye crossing explosion. And do you work the G-Spot with a couple fingers at that time. It looks easy but there are a lot of things to pay attention to.
Lady number 11 was interesting. I tried here but she had a few problems. She would go from affectionate to being mad at me. I could not figure out her moods or the triggers for her moods. It led to one of my favorite memories because on that day I was at my best the peak of my performance. She was Partner number 8. When we went to my house we started making out. I kept slow walking the bases. You have heard of First Base. Then I went to Second Base. She was still receptive and I went to Third Base. I was not pressuring her to go farther I just kept walking towards Home Base. So our first meeting I got laid. It was not the goal or the objective but after complaints on not taking the initiative and not feeling the excitement I decided to start slow walking the bases instead letting the chips fall whereever she wants to stop.
I caught a bit of crap from my FWB that seemed a bit flabbergasted I had sex with her. It is not like I have a playbook or a manual to go by. I do not go for the groping and kissing I am too passive. I get laid I am going too far.
(Shrug)
Not sure what I should have done or should not have done. Enough of the set up for the story. Though there has been kind of spoilers here that I get laid here. This is one of the biggest successes I had. I was Ahab and Moby Dick was in the boat. This is the story on how a humble Fisherman of Plenty landed the whale and had one of my greatest nights.
This is one of my favourite stories.
Sometimes you just have one of those days where you are doing everything right. Before this day we met a couple times and we had sex already. She wanted to meet. She just put on PJs and had on no underwear so that cut out actually going anywhere other then her getting out of the house and going to my place. I was still new to dating but I was not as naive. My FWB told me that just because she is not wearing underwear and PJs does not mean she wants sex. Still I never went over to the house of any friend with PJs and no underwear. I know if I showed up at my best friends house in PJs he would not be opening the door. This is the same best friend of almost 3 decades and I was a pall bearer for his father. I was one of the six his mother and 2 sisters wanted to carry the casket. He helped me make funeral arrangements for my mother. When I had my Gall Bladder removed he stayed with me a couple days. If I went to his house in PJs with no underwear on that friendship would be suspended until I put underwear on. Must be different rules for women.
Well things started out with us eventually making out. I do not force things but I progress through the bases at a methodical clip. I was at whatever base it is when I get access to her breasts. I was really confused because they no longer were pierced. It confused the hell out of me when I saw the piercing the first time. I did not know what to do. I was worried about hurting them. She puts metal through them and I am worried about hurting them? I was so young and inexperienced back then. After stabbing steel through them as long as I am not gnawing on them like beef jerky I should be fine.
She had nice breasts. Not too big but a great mouthful. I am getting worked up and she was squirming a bit. I was really hard so I pull those pyjamas down. I position my head between those legs and I start licking. I barely started before she started moaning. I was pretty sure she wanted some stress relief and she was already breathing hard and fast.
I had a painful erection but I was not in any rush.
I was done testing the water. She was breathing hard and I could tell she was close. I started licking her clit and finding her most sensitive spot on it. She was coming. I was licking that sweet spot. She twitched again. With my free hand I was putting on a condom. I licked up and down the length of her slit and again started lightly licking that spot where her clit was the most sensitive. I felt she was tensing up and I increased the pressure and speed of my tongue. She was coming again.
At that point I got her to her feet and turned her around. I bent her over. I did not really have to aim too much. She was gaping from the orgasms. As soon as I felt the head of my penis at her pussy I knew what I was going to do. I grabbed her by the hips forcefully and drove the link of my shaft into her with one hard thrust. She came before I was balls deep. I knew she liked doggie style and standing was one of my better positions. At that point I gave it to her as hard and fast as I could. I am pretty sure she came again but to be honest I was too busy concentrating on what I was doing. I was trying to delay my orgasm, go as fast and hard as possible, and keep my balance. It took a lot of focus. I came pretty hard and pulled her hard against my hips.