This is a true story, the affair lasted over five years, I have changed the names but every word is true.
I was shaking with fear, trepidation, looking through the trees for her arrival. Caroline had been the "it" girl at my old school, everyone wanted to date her. I would've done anything to be seen with her on my arm.
We were 40 now and last week had the school reunion do in a local pub in the town of our old school. It was a good turnout as over 30 ex pupils had turned out for the evening. It was an awkward affair, we had all moved on with our lives and after a five minute conversation with someone the chat tended to run dry. It ended with most trying to outdo each other with our successful lives now. Of course most were lying but it didn't stop the exaggeration of old school friends.
Through the crowd I saw Caroline walk in with Wendy Carson, my god she was still as stunning as ever. She was wearing a tight buttoned up yellow wool jumper, the top three buttons open and black pencil skirt with high black heels. Her hair was midnight black, long and straight to her tiny waist. She looked like a movie star, every guy's head turned as she walked in. Much to my pride and ego she glided through the crowd and headed directly to me, her arms outstretched she pulled me into an embrace and kissed me. Her ample breasts were crushed between us and I felt like I grew in stature as others watched the scene.
"I have been telling Wendy here about you."
Wendy was her partner in crime at school, they were inseparable and were still best friends even 24 years on.
"Hi Bobby, long time no see."
Everyone in the pub, all our old friends were looking at us or more like at these two gorgeous women. I felt like the king of the world with these two hanging off my every word. We sat at a corner table and Caroline kept touching my arm as we spoke. I felt her foot on my leg throughout the night. Wendy mingled with the crowd coming back every now and the to see us. I had never had the courage to ask Caroline out at school. Something I have regretted ever since especially seeing her now, we were not unaware of each other though, we did talk back then.
The times that Wendy did leave our table her foot travelled up to my groin and the sole of her foot traced the outline of my rock hard cock. She leaned across to me and whispered,
"We can't tonight I am being picked up in a minute from here by my hubby but I AM going to fuck you, you know."
I managed to get one more kiss in before our goodbyes, it was the most sensual kiss I have ever experienced. Her hand squeezed my cock before she spun on her heels making for the door. She turned, looked over her shoulder at me and blew me a kiss
"Later lover." And disappeared out of the door.
We had been chatting on Friends Reunited, the old Nineties app for the last month or so and found we had so much in common. It wasn't unusual to have us talk on there for 4-5 hours at a time, mostly during the day because both of us were married. I worked nights at the time so I had the days to myself as Sally my wife was at work and the kids at school.
The chat started to get sexual over that month and I had never been unfaithful to my wife ever but this was so illicit, SO exciting. Here I was talking to the sexiest woman on the planet and it sounded like she actually wanted me. We exchanged phone numbers and pictures and as we became more confident in each other we started to talk of fantasies. She was the first to actually ask.
"Are you as excited as I am?"
"Yes."
"Are you hard?"
"Yes."
"Is your cock in your hand?"
I didn't want to tell her but I was as hard as I had ever been in my life, I had been slowly wanking for the last 30 minutes.
"No....do you want me to take it out?"
"Yes, wank for me."
Oh my god, the woman of my dreams was asking me to wank off for her, this was the stuff of dreams.
"Do you have a webcam?"
"Yes"
"Show me, I need to see your cock."
I angled the camera to just see me from the neck down and loaded it up.
"Nice, you have a nice cock. Play with it for me."
I ran my hand up and down making sure I didn't come too fast but I was on the verge so close.
"God, its so wet, so big, fuck I wish I was there sucking it."
That set me off, my spunk flew from the head of my cock all over my chest some actually hitting my face, 7 or 8 powerful spurts and I was covered in it.
"My god, that was so awesome, fuck me you come gallons! I am going to enjoy you when we meet."
In my euphoria did I hear her right, "when we meet?"
"Shit," I heard the front gate.
"Fuck, fuck." I rushed to get myself covered. I grabbed my dressing gown as the doorbell rang. It was my mum.
"Fuck it." great timing.
I rearranged my gown and opened the door to let her in. She looked at me strangely.
"Sorry, did I interrupt anything, you look wet and flustered."
"No, no, come in...wet?"
"Yes, your cheek is a bit wet."
I had quickly wiped the cum from my face but must've missed some, my dressing gown was feeling uncomfortable now too, wet and cold sticking to me.
"Give me two secs, I'll get dressed."
I disappeared to my bedroom to clean and dress when I heard my mum talking.
"Yes, he is such a good boy....Oh yes, I know I am lucky."