2003, I'd not long turned 18 and was returning from London by train having spent the day at a works training event.
The train was insainly overcrowded and I settled into my standing position in luggage class, I noticed this absolutely gorgeous older woman manovering herself into the last standing space available which happened to be right in front of me, 2 inches from my crotch.
She was in her late 30's to early 40's. She had soft silky black hair, huge brown eyes freckles along the top of her cheekbones. She was wearing a figure hugging fitted skirt suit. She had an amazing pair of boobs that just looked large enough to squeeze my cock between. She had enough cleavage to capture my imagination and leave me desiring more.
She had a gorgeous hourglass waistline and belly that perfectly matched her breasts. She had a gorgeous pair of broad hips that extended out to the width of her shoulders.
At this point she caught me checking her out. It was the first time I'd knowingly been caught checking someone out, I had a million apologies going through my head, but I don't think any of them made it as far as my mouth.
The look of disgust on her face left me thinking that this only going to be a happy wank later in the day, but little did I know.
The only standing space left was right infront of me and as she turned her back, holy f##k her arse was amazing. It was as big as it could be without sagging. It was right there about 2 inches from my crotch.
There was no feeling that my cock was getting hard or starting tingle in any way. It was a zero to 100mph instant erection. I'm not exactly of a discrete size, but that day I was wearing some quite flimsy suit trousers that really did nothing to hide it. I think part the look on her face came from her seeing it to.
I really had no surplus capacity to even notice if Paddington dropped his marmalade sandwich as we pulled out. I was trying to be sensible and avoid being the one to accidentally bump into her but as we crossed the points she accidentally bumped into me. There was now no doubt she knew how hard I was for her.
She apologized very firmly. I tried be respectful and say it was ok as if nothing happened, however what came out of my mouth was "f##k that felt so good' as I panted trying to hold my orgasm back.
I was reasonably experienced at this point. I'd slept with around 10 partners, I had a regular playmate who id spent the night with before going to London and having a hotel room in London I took full advantage and had a one night stand.
I wasn't in anyway desperate to have sex with someone, but the desire to have sex with this gorgeous stunning milf standing right in front of me was so strong that no one else could have satisfied it. The excitement at this time was so much more than every previous experience put together.
I'd completely lost my sense of time passing at this point. Anyway she very slowly, gently and pushed her hips back making the gentlest of contact with my cock.
She did this over and over, each time pausing for a little longer. She then worked around in small circles until the first passenger stop where she straddled my cock with her cheeks giving a firm squeeze so I didn't go anywhere. How I didn't explode in my pants I shall never know.
With each station we passed she pinned me little more firmly until we reached her station. She told me to follow her discreetly. I had no idea where we were going but I 100% wanted to be there. A few minutes later she stopped around a corner so that I almost accidentally bumped into her. We were overlooking a hotel and she told me to wait until she'd finished checking in and then to meet her in the lift.
In the lift she was standing there facing me, the resting bitch face had melted away. I could see how excited she was. She then put a finger over my lips so I kept quiet.
We entered her room and she immediately pushed me onto the bed pinning me down by my shoulders. She explained in considerable frustration that she only wanted to make me to go the toilet for wank. She explained that she was going to spend that evening playing with herself at the thought that she could still have an 18 year old if she wanted to.
She then proceeded to give me a lecture about playing cool, even though felt I anything but cool that evening. After teasing me for however many hours the train ride lasted I decided to get my own back.
I grabbed her by the hips pulling her onto my my face pushing my lips firmly up against her lips through her nylons and panties. She was already soaking wet.
Each time she got close to climax, i stopped and purposefully removed an item of clothing before going back down on her again. I dragged this out for several hours when we both started fucking like rabbits for all of 10 seconds until we both exploded.
After we'd come back down to earth we had a shower together and went out for a bite to eat. During the meal we sat opposite each other both with one shoe removed and teasing the other.
We made our way back to the hotel. In the lift we started taking each others clothes off. Walking from the lift to the room, I had my hand down her top squeezing her nipple between my fingers, in my other hand I was holding her g string. She had my cock fully out and was holding it in her hand. I really have no idea if anyone saw us.
As soon as we were in the room, I pinned her face first against the wall removing her clothes, kissing her neck rubbing my cock between her perfect arse cheeks.
I then walked her over to the full length glass window pressing her breasts against the cold glass as I eased my self inside her for round two.
During round 1 I was so excited that I didn't realise how amazing her pussey really was. It was one of those super rare treats of a pussy that feels like it's pulling you in rather than pushing you out.
I layed her down on the bed, sucking hard on her now cold nipple's. With them both fully standing to attention, I flicked them with every thrust balls deep inside her. The look on her face was amazing. She was so deep in the moment I just wanted to hold her there forever. As I continued thrusting I could feel her next orgasm building so being the tease I am, I held back. I moved one of her legs between mine and took her close to another orgasm before repeating with the other leg.
With my legs around her legs I'm thrusting a little more up up and down rather than in and out. My cocks rubbing her soaking wet clit with every thrust. The look on her face is getting deeper with every thrust. I took her to edge of orgasm once more before just going for it and we both exploded together.
I stayed balls deep inside her was we both floating back down to earth. We were both experiencing aftershocks which fuelled the others after shocks.
Before long I was getting hard again, she couldn't believe she still had it. This time she climbed on top and rode me till I finished.
It was about 3 in the morning and we passed out pretty soon after.