Tale 6 The First Woman I Met Fishing

When I first started on POF I was a very naive and trusting soul. I had ideas that you would have to go months through many dates before it going anywhere physical. I had a belief that older ladies were mentally stable and made good life choices based on decades of experience.

So if you are laughing your rear end off at that belief imagine how shocked I was when a woman that is over 48 showing her tits and blowing guys on a webcam show. Also some shows had facials and doggy style. I personally never saw the web cam broadcasts with sex but when googling her Web Cam name there were videos that could be downloaded for a fee from the storage site. I was tempted it is not often you can watch porn of someone you had sex with.

I also was raised to be truthful and honest. That is not a bad thing but dating is a lot like talking to the police. Honesty is not your friend. If a police officer asks if you had anything to drink you do not say Nah it was only a Pot brownie. You tell the truth and say No officer I was not drinking. Also it does not hurt if you are honest but creative with the truth. For instance I was in a 2 year relationship. While I was truthful and honest it was 4 months in 2011 and 3 months in 2012 the following year. Which sounds better a 2 year relationship or around 7 months.

That being said I was a little more experienced at this point. I not only still had that new car smell. I have not even run the engine enough that I have had to gas up. This would be Partner number 6. Also out of the 4 women I met on the dating site she would be Number 4 I slept with. The order of meeting and having sex with women are not in the same order. But then again not entirely strange considering I was never looking for sex. It found me easily enough though.

Back to the story. It was 2010 and I was 35. This is the very first lady I met.

#1 was a nice lady. She was older then I was at 57. I was 35. It was a nice meeting and we had coffee and an enjoyable drive and conversation. We would still keep in contact while on POF and meet a year later. She was comfortable talking to me and enjoyed the conversations a lot. Nothing happened even though we got coffee and spent a couple hours talking to each other sitting in the van. Hell never even made out or whatever it is the kids do these days. Then again I went in with no expectations or goals other then talking and enjoying her company. If I was on some of the more adult dating websites I would have known what her breasts and vagina looked like. At the time though I had no idea she was on sites like that and was far too clueless to know that they exist and that local women are indeed looking for NSA sex.

This leads to the eventual second meeting over a year later. We kept in contact on POF and enjoyed talking to each other this story I would eventually call Taking time from a meat and greet.

This was one of my favorite experiences. She was the very first lady I met from POF. She was about half an hour out of town. Things did not really go anywhere because she was kind of hung up on the age difference. I was only 34 at the time and she was 57. I can see how that can be an issue particularly when her son is about my age. Still we continued talking while looking on POF. A lot of interesting stories shared and casual conversation when we popped off and on the site. I tend to be open so I do not mind sharing TMI details as I was learning things.

So about a year passes and she is in town. She said she was staying at a hotel in town with her daughter I believe so she calls me to meet for a while. Since we have been talking over a year I was not expecting anything other then meeting in person grabbing a coffee and chit chatting. I was not surprised when she wanted to go back to my place I started to get a hint. It was a cold night and she was not dressed in anything heavy so just parking and having a coffee was not really an option. But to be fair I was not prepared for what would be coming.

While I was not completely innocent and oblivious this was at a point where I only had 5 partners and no clue I was going to have a sixth partner this night. And also even if I was writing trying to create a story starting with Dear Penthouse forums I wouldn't have imagined that she would leave her daughter at the hotel looking for a hook up.

Well underneath that jacket there was not much of anything but a nighty. She was attractive and in good shape and things progressed. I can not really recall too much.

Do not get me wrong I do remember a lot of interesting things. I remember her riding me cowgirl with a lot of enthusiasm. I remember the 69 to get me up for round 2. The slapping noise every time I went balls deep into her doggie style. It was some pretty good sex. This was a lot of fun between two people that were comfortable with each other.

It is still kind of funny. Even though I know the things that happened I do not really remember it. It was good sex and a lot of fun. She was an attractive woman and in good shape. There was an age gap but it never mattered in any way sex wise and it was not awkward because we had been talking over a year in a friendly matter.

The interesting thing came later. My city has swinger get togethers. I have never personally gone to one but I found out through various people that they stay at the same hotel she was staying at. It explains why she had on a jacket with the nighty under it. It also explains why she was staying at a hotel instead of just driving 40 minutes to home. Also explains how she was able to leave for a couple hours to meet up with me. I do not know how close she is with her daughter but ducking out a couple of hours for a hook up likely would not have been a conversation I would ever have.

As a guy it is not like I would ever say. Mom I am going to go out for a few hours and meet up with a nice lady to get laid. My mother and I were very close and even that is a TMI moment.

It was never confirmed but I still like to think that she left a swingers orgy or as I jokingly refer to as a meat and greet to hook up with me. Makes me feel a lot better that I intrigued her enough for a hook up. Honestly I can not imagine she was there with her daughter and left for a hook up. But heaven knows she could have been there with her daughter and her daughter had her own hook up plans. But even if I thought that it is still hard to imagine someone takes her 58 at the time mother in to town and share a hotel while they both go trolling for guys.

The only regret is I do not remember much about the sex because I know it was good and enjoyable. Being older I was able to piece things together to make sense of things I could not even begin to understand. For instance I had no idea she was on an Adult Hook Up site at the time. If I had of I would have asked for pics after our hook up. Also if I knew about the swinger orgy I might have been invited as a guest. I do not think I would have done well though. I do not have the mindset for buffet style casual sex. It would have been nice to see though.

She later started seeing an old friend of hers and retired from the dating site. I was happy for her and wished her well because we were still in contact after, Took me a little longer to hang up the fishing pole.

In an earlier story I mentioned my standards.

(( When you hit a certain age you have to have standards. No particular order because they are all important. 1: Born Female. 2: Currently Female. 3: Living. 4: Legal age. 5: Able to consent and able to participate. 6: Not Hillary Clinton. Though to be fair I had dry spells where I would at least be open to discussion on rule 5. But I am hoping someone would have an intervention and stop my penis from making a huge mistake. Also if I ever got that drunk I likely should be taken to the hospital for alcohol poisoning instead because I had WAY too much. ))

Also I do not believe in judging a woman by her appearance or other attributes. Rather I wanted to value her for her personality and the conversations we had. But to be honest I had standards that are pretty much the standards I have today. I have gained wisdom and experience in my years nearing 50. I will list them in no particular order. They really are not negotiable.

1: Born Female. No matter how good a constructed vagina is as I near 50 I do not want to have to learn what to do with a constructed vagina. Besides it would be some what demoralizing to imagine a penis larger then mine being repurposed into a vaginal canal. If the foreskin is involved I could not say. I have never researched the topic in any detail. Honestly there are enough things that can cause me to lose sleep I do not have to have knowledge of how a man transitions to a woman. Though I think the idea of fake boobs is not that bad but I have never dealt with any boobs that were manufactured or modified other then a nipple piercing.

2: Currently Female. A variation of number 1 where a female still has a vagina but closely resembles a male. She has a beard and more body hair. If she went into a mens locker room in a pair of shorts no one would bat an eye because there is no sign they were born female aside from the not having a penis. I watch porn and have seen a Female to Male performer getting drilled by a penis. It did not really do anything for me. It was technically straight porn with the male to female socket interaction but when the one with the penis looks like Justin Bieber and the receiver with the Vagina looks like an extra from Duck Dynasty..... Well even the most jaded porn watcher starts questioning their viewing choices. On the plus side it gave me a new standard.

3: Living. I like to think this is a pretty universal standard but there is a place called Florida where a guy had sex with an Olaf doll in a Walmart. Also in the UK there are fire departments giving public service messages not to stick your penis in a toaster. Google "uk firefighters penis toaster". I still have nightmares thinking about it. I do not know what is more horrifying. Getting your penis stuck in a toaster OR thinking the toaster is sexy enough to put your penis into. The toaster burns bread for crying out loud and how in the world does putting your penis in it not ring any warning bells. Well other then the smoke alarm when your penis catches fire. I have never thought a toaster was particularly sexy and wondered what it would be like to stick my penis in it. And for people that like some junk in the trunk would a 4 slice toaster be more attractive.

4: Legal. Since I am not a billionaire or have that mindset that is a pretty basic one. Though there are cases where the partner in question claims to be an adult and even has a fake ID that gets them legally served in bars. It is not always easy to tell if a woman is underage. All I can say is I would never knowingly sleep with a minor and even if I was single I would be avoiding younger women because it is a tad creepy to be old enough to be their father. A tad judgmental of me because I have slept with women that have kids my age. But my decision making skills are not always sound.

5: Able to consent and able to participate. Rules out drinking and being a poor life choice. If a woman does not want to sleep with me unless she is hammered out of her mind that is not a relationship I want. Also I do not want the woman to sober up and have regrets feeling I took advantage.

6: Not Hillary Clinton. Yeah this is mildly political but I wanted to have at least 6 standards. To be honest if I had no idea who Hillary was she passes the first 5 standards I have. But I would like to think if my penis was ever trying to tell me to nail her that my brain would have some sort of intervention. You do not stick your dick in crazy. It is only fair to say you also should not stick your dick in the queen of darkness Lady Voldemort as well. And if I had to choose I would likely rather have sex with the other Voldemort if suicide is not an option.