I'd know Tom Avery since I don't know when. We'd been through school together and even had some of our prepubescent explorations together. We knew what each other looked like in the shower and even how Sally Grover looked naked. That little exploration cost us three Mars bars and a packet of smarties.
Tom and I live about three streets apart so getting from one house to the other wasn't hard. Big difference, Tom lived in a very nice neighbourhood where mine wasn't too great. His house was much bigger than the one my mum and dad rented and had a great back garden. I liked going to Tom's house and in later years it had one great big advantage, namely Mrs Avery or Amanda as I was to know her.
It was a Saturday. We, Tom and myself were into programming at the time. We had a game we were developing. Looking back I have to admit it was naff but it kept us interested. Tom was at the computer typing in some corrections. I was looking over his shoulder. I needed to pee.
"Got to go mate or I'll pee myself."
"You know where Jack? Don't take all day."
So Jack, that's me if you haven't already realised, half ran to the toilet. Handle down and the door swung open. I stopped dead in my tracks Mrs Avery was sat on the toilet. I froze. To this day I have no idea why she was naked. Her tits were magnificent. I stood and stared.
She looked at me and then spoke, very loudly, "Out, get out out."
I was gone, any thoughts of peeing no longer existed.
I was back behind Tom in a flash. "Just seen your mum. She was sat on the toilet."
"What she say to that?"
"Just told me to go."
"Go use the toilet downstairs in the annex."
Off I went this time I was in pain needing to go. Door closed, seat up and cock out. A stream of hot piss splashing the water. A relief and I was in heaven. That was until I washed my hands and opened the door.
A fully clothed Mrs Avery stood.
"Sorry I shouted at you just then. Shouldn't have, caught me by complete surprise. Look you won't say anything to Tom or his dad will you."
"No Mrs Avery, cross my heart."
I made the sign. She moved in closer and kissed me on the cheek.
"Off you go and remember."
A kiss from Mrs Avery and I could feel a tightness in my pants as I walked away. I dare not look back as I climbed the stairs.
"All's well now?"
"Yes, fine."
"So we can get on with this can we?"
Trouble was I couldn't and it was a few weeks before I could get the picture of a naked Mrs Avery and the kiss out of my mind.
Being sixteen and having a crush on your best friends mother wasn't something I could share with anyone. I'd secretly be looking out for Jill every time I was around Tom's house.
The spell was broken one Thursday afternoon science when Megan Gallagher came up to me.
"You want to take me to the pictures tomorrow night?" I couldn't speak. This was Megan Gallagher, not just the prettiest girl in the class but in the school.
From what I remember the film was crap, although I never told her so. Made better by the hand on my knee all the way through. She was rubbing my hard cock down the side of my jeans. I in turn was stroking her mound through her pants. We didn't kiss until we were on our way home. We sat on the bus and kissed. Not sure about her but it was my first time kissing a girl. Being that age and in that situation even the touch of a girl and I was hard. A fact she played on, touching and stroking my thigh all the time. I in turn took the opportunity to touch her breast. She never objected. We nearly missed our stop and had to rush to get off.
Hand in hand I walked her to her door, stopping to kiss. At one point she stopped us in a space off the pavement where the street light were dim. We kissed and she undid my zip and pulled our my erection.
"It's big isn't it?" I just kissed her and said nothing. I adjusted myself and we walked on.
Her mother was waiting for us when we arrived.
"Pictures has been finished half an hour ago." A statement yes but a telling off for me.
"Sorry Mrs Gallagher, bus was late setting off."
"You should get an earlier one. Megan you come on in."
She turned away and I was left standing.
Next day at school we met in the corridor. Megan smiled as we came together.
"Mum's very protective but you'll get used to her ways. She said I could invite you for tea."
"When?" I asked.
"You could come Friday if you like."
"Friday would be good." That was it I was in and my feet were under the table or so I thought.
Tea was a simple affair. A few sandwiches and tea. Megan's mum interrogated me on my family and where I lived. I could see from her face she wasn't too pleased but there was nothing I could do about that. Tea over and Megan helped her mother clear away.
"Jack and I are going up to my room to listen to some records"
"Very good but leave the door open."
The cow didn't trust me to keep my hands off her precious daughter. If I were her neither would I.
When I wasn't with Megan I was around at Tom Avery's house which was most of the time as Megan would make excuses as to why we couldn't go for a walk or come to my house. I was never again invited to tea. We were still together but I wasn't getting closer to my goal. I worked hard at getting into Megan's knickers, a slow process, so slow I turned eighteen by the time I fingered her for the first time. I'd played with her tits plenty but it was my first time in her underwear. She'd held my cock but only for a moment of two So I'm thinking there are other fish in the sea, more mature and more able.
Amanda Avery was top of my list. The delectable, delightful Mrs Avery set my heart beating and my cock to swell. That last part was nearly my undoing. It was a Saturday night and I stayed over at Tom's house. Nothing unusual there as I did maybe three weekends out of four. Mr and Mrs Avery had been out of the night. They had been to a restaurant with friends. Tom and I were watching some porn when we heard noises downstairs.
"I'll just knock this off. One or both are bound to come up and poke a head around the door," said Tom as he shut the laptop.
We lay on his bed. Both of us were in our underpants
Sure enough Amanda poked her head around the door.
"You boys okay. You need a drink before going to sleep?"
"No mum we're fine thank you."
All the while Amanda and Tom were talking I was looking at her tits. Amanda was leaning into the room still holding the door handle and her wonderful tits were all but spilling from her top. I was worried my erection would give me away. She closed the door.
"Silly cow flashing her tits," said Tom.
We both laughed, he must have found it funny. I laughed to cover my embarrassment.
We sat listening for a while.
"Dad's going to be drunk again you'll see in the morning."
"Your mum drives him?"
"Yes she hardly ever drink and never when she drives."
That concerned me as I might have tried to get her tipsy before making an advance. Now I had to think in another direction.
"This one you'll like," said Tom as we restarted our porn watching session.
The house was quiet. The noise of someone stumbling about, flushing toilets and running water done.
"These two guys fuck this young blond and cum on her face, you watch."
I did and the one on the screen turned into Amanda Avery. I was one of the men shooting cum over her face, except I wasn't. All I wanted was to make love to my best friends mum.
I had no idea what time it was when I felt the urge to piss. Tom was sleeping soundly as I pulled back the covers. I stood, I was hard and I was naked. I crept to the door and quietly opened it. I stepped into the corridor. I slowly pulled the door closed. Luck they always left a light on. I turned to walk toward the bathroom and there was Amanda. She was naked apart from a pair of skimpy briefs. She put her finger her lips.
She came to me. "You've seen me and now I've seen more of you."
She looked down at my cock.
"You wanting the toilet?"
I nodded.
"We can go together."
I followed her into the bathroom. She placed herself next to the toilet and dropped her pants. Unlike last time I got to see her cunt as she sat. She lifted her pants and held them while she pissed. She waved me over and I stood with my cock pointing straight up. She took hold.
"No way young man are you going to piss with that while it's hard.
She started stroking me.
"Tell me when."
It didn't take long before I was close.I mumbled something. Quick as a flash she held her pants over the end of my cock as I shot my load. I had to reach out and steady myself on her shoulder.
She stood, wiped the last of my cum from the end of my cock and kissed me on the lips.
"I think you need some training with that thing."
She winked and was gone.
Over the next couple of weeks I was to see Amanda's naked body quite a lot. I never got to touch her. She would be coming out of the bathroom after a shower as I was coming up to Tom's room. She'd open the towel she was wrapped in and smile looking down at my hardening cock.
Tom and I watched porn. I dreamed of Amanda.
"I want to make love to you." I said to Megan as we walked through the woods.
"Not yet, I'm not ready for sex."
"When will you be ready?"
"I don't know."
"You don't think enough of me do you?"
"Yes I do but I'm not ready."
I stopped and she stopped.
"I don't think you do. I get to touch your tits. I finger your pussy but never for any length of time. I've never seen you naked in all the years we've been together. Not the way eighteen year old act anymore. I think we should end it all."
Megan looked sad. I was just about to cave in when she said.
"Okay when do you want do it?"
"My period is due on Thursday. You come with me after school. Mum and dad won't been until after five so we have time."
I can tell you honestly my first fuck was a complete disaster. Megan was blushing as he stripped. She had a beautiful body which soon got covered in the duvet. We kissed for a while. I tried to get her to hold my cock but she kept hugging me. I was down with my head between her legs. The smell was so over powering I almost shot my load. I made her cum which was a triumph.