Well time for the origin story.
As you get older you reflect on the things you have done and will never do. Some times you have good experiences and bad experiences.
I am 7 foot tall and my penis is 14 inches uncircumcised and I think has a girth that can be compared to a decent sized baseball bat. Oh yeah I have 6 pack abs and wavy blond hair and a chiseled jaw that can be described as both rugged and manly.
Seriously though even though this is a story does anyone even believe that is remotely true?
I am an average guy. A bit over weight but not horribly bad. The wavy hair part was true but that was when I was a teenager. It was the most glorious naturally wavy hair. I washed my hair and as soon as I blow dry it it looked like it was professionally styled. By the time I hit 35 I had a bald spot and started getting brush cuts.
(Shrug)
Not much you can do about it. Naturally being overweight and having a bald spot I was not exactly brimming with confidence and did not start dating until I hit my mid 30s. If you ever hear of the movie 40 Year old Virgin it is not a life goal. So I decided to start dating meeting people on Plenty of Fish.
I would become a Plenty of Fisherman.
There was a slight problem. It was 2010 and I was 35. I never dated so obviously I was going into it without ANY experience other then what I have seen in videos and read in books. If I had that colossal meat bat of a penis I would have been set. I would have been able to spray her face and body with such an enormous ejaculation I would make Peter North look tame.
For those that are not in their 40s and 50s back in the 80s there were only about 5 guys in every porn movie. As I remember it was most often Tom Byron, Peter North, and the Hedgehog himself Ron Jeremy. Peter North was well known for making ladies look like they were hit in the face with a bucket of paint. Not that I judge but man that must have been a pain to clean up for a lady.
There is a small bit of set up for this. I was over a friends house and found out escorts worked in my town. I had no clue. I was not naive enough to think they did not exist in my town. I even knew the street they frequented. There was even a Tim Hortons I could go to while I looked. There was a slight problem. Sure there were prostitutes but I was not experienced enough to tell a woman dressed like a prostitute from a woman that actually was a prostitute. So I asked about the escorts. He was a bit shocked I did not know but I was kind of straight laced and face it I knew next to nothing.
After a few days of thinking on it, I went through the yellow pages and found a section and found out the rates. A bit steep but I wanted to have my first time with a lot less pressure. I mentioned it was my first time as a customer and first time period. I can not honestly say it mattered but the lady might have been informed by the person I talked to on the phone.
A short time later she arrived at my house. From what I have been told it is generally 1 hour of her time or until you cum. It was pretty awkward but she was really nice about it. So after the payment was dealt with there was a bit of small talk as we got undressed. I offered foreplay because I wanted to make sure she had a good time. Also I was new to having sex so I had the belief that the more you pleasure the partner you are with the more effort they will put into making you feel good and hopefully more then once.
I am a pretty laid back and polite person. When I was talking to her she probably felt that I was telling the truth about this being my first time and wanted to make it a great experience. Or at least she seemed to have the interest and the patience. It is not very often you get to be the first time of someone so there is kind of an ego boost of being the standard that all future partners will be measured by.
I learned a bit there and actually felt good that I actually had good technique orally. Then again I had decades of watching how the women approached oral and figured they knew what they were doing so I should follow their example. Watching porn does not explain that you really need to do more work before going to the fingering. I did not know and sure as hell Ron Jeremy never said anything about it. Even Nina Hartley did not really make the warming up process noticeable in her scenes of bonding between a woman and another woman. After finding out and getting her warmed up properly things progressed very well. Orally my technique was very good so I was able to get her warmed up and I assume off a few times.
By progressed that meant me getting on the bed. She was in charge putting on a condom and then getting me ready for a good ride. That was probably the best way to start off. They were not the largest breasts but honestly who the hell cares. She sat down on my penis and she controlled the depth and the speed. I held out a pretty decent amount of time. But it was good for the both of us. To be honest the length of time I held out was likely due to her skill at adjusting the speed and depth to keep me on the edge without sailing over it. But I can always think I was a very skilled natural.
Now this is the part that is a bit wild. After the Escort gets the guy off it is generally wham bam thank you maam on to the next customer. She instead opted for the full hour.
It was likely because she was enjoying herself and possibly because she actually having some fun. There were likely a lot of other things that went into her decision to stay. Some women dream of taking the virginity of a guy and being their very first. The one they will remember forever. I am a decent looking guy a bit over weight but not bad looking. Plus I treated her decently and was concerned about her enjoying herself. Most guys would have just wanted to get off and call it a day. I can imagine that would get a little old. Sure she was getting well paid for it but no one likes having bad sex when they can have a good time instead. Possibly I was over thinking it. No idea. Though it is worth noting that she wanted to stay the full hour and made my first time as good as possible.
We got into a 69 and she told me she does not do oral without a condom. She then started doing it without a condom. She never said it was because she wanted to do it without one but when she started blowing me and she swallowed telling me she wanted to. That was a bit mind blowing to me.
While she was getting my penis hard she was telling me it was the perfect size for anal. I honestly never even thought of it before typing this. That could have been a hint to see if I was up to giving it to her up the ass. I was clueless so even if it was a clue I did not recognize it as one. Did not really matter though because we got another condom on my cock and then it was time for me to take the lead. It was a standing doggie with her bent over. I was worried about my knees and not doing it properly so was wanting to do it standing where it would be a lot easier. I grabbed her hips and started giving it to her. My technique was probably crap but it is hard to screw up doggie. Plus with her being fully warmed up and me cumming 2 times before that I am pretty sure I did a good job.
After that the hour was pretty much off and we parted ways. As first times go there are definitely no complaints. And I did a pretty good showing so I did not have to worry about disappointing a woman if I was having sex. I had a good oral game and could get it up multiple times with decent staying power and technique. Sure I probably was not the greatest in the word at Coitus but I could feel I was at least average with a good handle on foreplay.
