Having been married for close to 25 years, I have found that the love and excitement has fallen out of my marriage. After repeated attempts to rekindle that spark we seem to always fall back into the old routines.
Life isn't all that bad, I have a good job, a loving daughter and a lovely wife. It would be nice if we had more passionate sex, currently we are just getting off together. I stick it in her every week or two, we fuck till we both cum. There is no kissing passion or foreplay, I can't remember the last time I got head or ate her pussy. Just a fuck, a cum and sleep.
So rewinding a bit from today and where I am now, everything happened when I placed a personals ad on double list.
I wasn't looking to date or find a new relationship, I was just looking to find someone in the side, we could get together and have some passionate sex together now and then when we both felt like it. There was no harm in that, was there?
I decided one day that I would take the plunge. I logged onto the site, created a user and posted my ad.
"51yo make, married but looking for some fun on the side.
I am clean, sane and healthy, been told good looking too.
What I am looking for is a woman in the same position, looking for some fun outside in her bland marriage.
Discretion is a must!"
It was probably not a great ad, but I was just looking for sex. I skipped the picture since I knew I couldn't put one of me up there and hit the post button. Let's see what happens!
Over the next couple of days I got a few responses but nothing seemed to pan out. The other women either wanted commited relationships or seemed so crazy they should be committed. Other ones out conversation just petered out, not really going anywhere.
After a couple of weeks I was thinking this wasn't working out at all when "collegegirl4" sent me a message.
"I saw your ad and wanted to say hi, I am dating, but not in a committed relationship. I am younger than you and just looking for some no strings fun.
Let me know if you might be interested?
Ashley"
I had been replying to everyone who sent me a message, I was curious, how much younger?
"Hi Ashley
Nice to meet you, I am Robert, thank you for replying to my ad.
I am good with no strings fun with someone not in a relationship, I put that in my ad since I know we would both be discrete since that is paramount for me.
As I said in my ad, I am looking for some fun outside my marriage.
And one last thing, I am curious how much younger are you.
Robert."
There was about a day with no reply and I was thinking that Ashley like others had lost interest. Then there was a bing at my inbox and a reply from Ashley.
"Hi Robert
It is nice to meet you as well. Let's start here, I am 19 so a lot younger than yourself, not sure if that is an issue. I can be discrete since I don't want my boyfriend or anyone else finding out I am fucking around on the side. A married man works for me since I want that discretion too.
Ashley.
"Wow! Wholy shit!" I thought to myself, a 19 year old that wants to have sex with me? I am 51!
My mind was racing at the possibility of sex with a hot young woman, she is probably fat and ugly I thought, but still 19. I replied to Ashley right away.
"Hi Ashley
Thank you again for getting back to me. I do have one question I need to ask.
Why an older guy like me? I am over twice your age.
Robert."
Very soon there was a response.
"Hi Robert
Well to be honest, I have had sex with a few guys around my age and they don't really know their way around a woman's body. I want an older man who does, who will take his time and pleasure me, make me cum and make me feel like a woman.
Ashley"
Ok I was thinking, that makes some sense, I knew when I was 19 I didn't know much really about how to give a woman pleasure, I would like to think I am much better at it now. I know my wife said I ate pussy better than anyone ever.
"Hi Ashley
Ok I understand where you are coming from, when I was 19 I know I didn't know much about pleasing a woman.
Hopefully I have learned a few things along the way, I know I won't stop until you are completely satisfied.
I don't like endless chatting online, do you want to meet someplace public for a coffee, see if we get along and want to go to the next level?
Let me know
Robert"
I hit send but was worried about the last part of my message, there was another lady I was messaging with who when I put forward meeting them I never heard back. Mind you if they didn't want to take that step better to know sooner than later.
And not much later I had a new message from Ashley.
"Hi Robert
I agree, I don't want to write endless messages, meeting is a good idea to me.
I have classes till 6 tomorrow, want to meet at the Starbucks in main at say 7pm?
Ashley"
Wow I thought, this might actually happen, meeting a woman just to have sex.
At that point my wife was home from doing the groceries and I was popped back to reality.
"Can I get some help." She called from downstairs.
"Coming mom." My daughter answered and I saw her walk past the office and head downstairs.
I opened my messages again and hit reply.
"Hi Ashley
It is a date then, I can't wait to meet you.
Robert"
I hit the send button then headed downstairs to give my wife a hand with the groceries.
We put everything away and I gave Karen a hand making Sunday dinner, we had a nice time chatting.
When everything was ready I called Katie down for dinner, she had been working on homework all day getting ready for a test tomorrow. I have to admit I had my sights on tomorrow evening.
After we cleaned the dishes, I excused myself and said I needed to finish some work and headed up to the office. I really wanted to see if there was a message from Ashley.
I logged onto double list and there was a message waiting for me.
"A date sounds lovely, I hope you will treat me right."
I hit reply. "I will treat you like a princess, I will show you all those things that the other guys didn't. I want to make your toes curl."
Soon there was another reply.
"I would like that, I have been told I taste very good."
Oh wow I thought a 19 year old girl telling me she tastes good, almost inviting me to taste her pussy. My cock was growing at the thought of that possibility.
I replied. "I bet you taste amazing, I would love to burry my head between your legs. Sucking and teasing your clit while I massage your gspot with a finger.
Thinking of that is making me hard."
I hit send my hand going down and rubbing through my pants, I am hard and excited I thought.
A few minutes later a reply.
"That is so exciting know that you are hard thinking of licking my pussy. Hearing you say that is making me wet too."
I scroll down and see there is an attached picture, she sent a snap of her pussy, holding her nice full lips open a little bit. She was shaved bald and you could see the wetness inside of her.
My hardon was raging now, I went to the bathroom and took a picture of my big hard cock, it was a nice one, above average for sure, my wife always said she enjoyed how thick it was. I was going to send that to Ashley but first I had to jerk off looking at her pussy.
It only took a couple of strokes looking at that hot honey hole before I came. I stayed quiet when I came and cleaned up.
Back in my office I hit reply and attached my picture.
"Omg that is a hot little pussy you have, I am thinking how good it will feel with this hard cock is deep in it."
I hit send and waited.
There was a bit of time and then a reply.
"That looks so nice and big, I hope it will fit in my tight little pussy.
I have to go now Robert, I need to finish something for school, but I can't wait to meet you tomorrow.
Xoxo Ashley."
Ok that was hot I thought to myself, I can't wait to meet this girl. I did some work for about the next hour and headed to bed to read. I fell asleep quick and dreamed well about a hot little pussy that I might get to fuck.
The next day work seemed to creep by and when I got home Karen was in a mood. Things were not going well at work which made her extra grumpy at home.
After the dinner dishes were put away I asked. "Where is Katie tonight?
She is staying late at school finishing up a project." Karen replied. "she called me at work this afternoon."
I nodded in acknowledgment. "I am going to get a coffee and go for a walk." I told Karen. "I need some fresh air."
"I wish I could join you." She said "but I have a pile of work to do tonight."
Karen gave me a kiss on the cheek and headed upstairs, I was having some second thoughts but figured there was no harm in just meeting someone.
I got in the car and headed to the coffee shop, I would be there a bit early but no harm in that.
I placed my order for a latte and then grabbed a table off on its own away from a lot of people.
Starbucks was busy as always with lots of people coming in and out, a good place for a public meeting for sure.
The next thing you know I see Katie come in through the door and looking around, I see her and wave and she comes over.
"What are you doing here dad?"
"Just having a coffee and then going to go for a walk." I replied, saying the same thing I told my wife. "How about you?"
"Just meeting a friend for coffee." She replied. "Have fun dad."
"You too." I said as she left and got in line waiting for a coffee.