I have been fortunate to have had a number of liaisons and relationships with older ladies and each of these relationships has been different in its own way.
The following story however represents a new direction in relationships which gave me as much pleasure as all the others and was again a rewarding experience.
I had been invited to the Open Golf at Liverpool in 2006 by one of our funding banks and they had requested that I went up on the Saturday night so as to get an early start on the last day (Sunday). I joined my hosts at an excellent hotel and we had a good dinner and then on the Sunday spent the day at the course and enjoying hospitality.
Most of the guys worked in Manchester so they were leaving on the Sunday night. I was staying for a second night due to the distance I had to travel and the considerable amount of alcohol I had consumed steadily during the day.
In the evening the guys went their various ways and I was left alone in the hotel. I showered and changed and made my way to the bar where I enjoyed a very large Gin and Tonic whilst contemplating what I would have for dinner.
In the lounge of the hotel there was a woman sitting o one of the chairs on the other side of the room. She was in her sixties (as I found out later 67), well dressed and reading a magazine with what looked like a gin and tonic in front of her.
She had immaculately coiffed grey hair which was tied back and she was wearing a calf length skirt, brogue shoes and a white blouse under a blue cardigan.
Our eyes met and she smiled at me which was all the encouragement I needed.
I wandered over and asked "do you mind if I join you?"
"Certainly" came the reply "please sit down"
It transpired that she was divorced, was a keen follower of golf and had also been to the tournament returning earlier as the day had worn her out having travelled up on her own on the Wednesday night and spent all four days at Royal Liverpool.
We swapped stories about the days play and when I asked her if she wanted me to join her for dinner she said she though it would be lovely – we went in together.
We had an excellent meal with (after much persuasion) two bottles of very good wine and a couple of brandies back in the lounge with our coffee.
She was also persuaded to a "nightcap" of a further brandy which we ended at about 10.30.
We had been talking a great deal about manners and common courtesy during dinner and therefore it was no surprise to her when I offered to walk her back to her room. She welcomed the offer and admitted she may be unsteady on her feet.
We stood, she took my arm and we wandered out of the lounge, through the courtyard and into another building and up the stairs to the first floor where her room was situated.
When we got to the door I said I had enjoyed our chat and I kissed her on the cheek. I started to walk away and she asked me if I wanted "one more drink" before going off. I accepted intrigued by her invitation and we found ourselves in her room.
The hotel was of excellent quality and the double bed in the room was very large, complemented by a large settee and two TVs, one by the bed and one in the lounge area.
She opened the mini bar and returned with two brandy miniatures which she handed to me – I found two glasses and filled them and we sat down together on the settee.
We continued to chat and drink and as I was in much closer proximity to her in he room I could smell her heavy perfume – I was hoping that I hadn't misread the signals so I put my glass down and half turned towards her – she looked back at me, glass still in hand.
I put my hand under her chin and leaned in towards her and kissed her very softly on the lips – she responded and we continued to exchange kisses in a very formal way.
I took her glass away and put it on the table and put my arms around her and kissed her quite passionately. She responded and my hand moved round to the front to cup an ample breast which was very heavy and full.
At once she removed my hand and stood up. I must have looked surprised as she smiled and reach out for me to stand up also.
She pulled me into the middle of the room and let my hands go. Then she walked a complete circle around me as if she was looking at me from all angles.
She knelt down and took of my shoes and my socks. Then she stood up again. I made as if to go towards her with my arms out but she pushed me back with my arms at my sides. Al this time she never said a word.
She walked round me again.
Then she lifted my shirt out of my trousers from the back, pushed my arms up in the air and took it off me returning my arms to the downwards position again.
She walked around again this time running her hands over my back and my chest – I took her hand and tried to kiss it but she forced me to stand with my arms by my side.
She arrived back in front of me, undid my belt and pulled it out of the loops in my trousers putting it on top of my neatly folded shirt. She then undid my trousers and unzipped my fly opening them out but not pulling them down – the suspense was becoming unbearable.
She walked across to the other side of the room and took a drink of her brandy. Then she came back and carefully pulled my trousers down opening them at my feet so I could step out of each leg. She folded them and added them to the pile of clothes. I was now standing in my boxers and finding this activity extremely stimulating.
Again the trip around me only this time my legs front and back were rubbed squeezed and given attention.
She kneeled down in front of me and reached her hands up to the waistband of my boxers – slowly, very very slowly she peeled them off me and again opened up the legs so I could step out of them.
She got up and stood back looking at my hard large cock which was swaying like a serpent – she still never said a word.
Round the back again she went this time cupping my buttocks and rubbing them and putting her hands up my back and down my legs over my arse.
She stood in front of me and lent forward her hand extended and she touched my hard cock not a grip but just lightly allowing her palm to slide over it without really gripping. She got to the bottom of the shaft and gently cupped my balls, teasing them in the palm of her hand.
She then took two hands and wrapping them around my shaft just below the tip slowly pulled back my foreskin all the way until the huge helmet was fully exposed. A small drop of pre-cum had formed and she touched it with her finger and pulled it away watching it stretch until it snapped back to the tip of my cock.
The first words were spoken then for almost 15 minutes –
"Your turn" she said
She stepped back from me and stood with her hands by her sides. This was unbearable but at the same time a real turn on – I was naked in a hotel room with a fully dressed 67 year old woman and now she wanted me to do to her what she had been doing to me!
I stood back and walked around her, got to the front and knelt down slipping off her brogues – I noticed that she was wearing stockings.
I removed her cardigan and neatly folded it – then undid her blouse all the way down the front and eased it out of the waistband of her skirt – she was wearing a petticoat slip underneath – the blouse was again neatly folded.
I walked round the back and looked at her broad shoulders, came round to look at the large breasts covered with the slip and the underclothes.
I unzipped her skirt and slipped it down the silk petticoat round her ample hips and behind, again opening it up on the floor so she could step out of it.
After another inspection I gathered the base of the petticoat and after lifting her arms up removed it by lifting it over her head.
With all these clothes removed I could see that she was wearing what could only be described as a foundation garment, a one piece white combination of bra and corset which had suspenders built into it and over this she was wearing a sizeable pair of white lace knickers.
I ran my hand over her back feeling the smoothness of the nylon material and walked around the front where I did the same to her ample breasts and stomach.
I again knelt and this time slid the lace panties down getting a brief glimpse of a copiously hairy bush. Around the back two buttocks freed from the lace panties showed at the base of the foundation garment and I ran my hands over them and between her legs briefly – still no sound from her.