[stockinglover21]

I have mentioned before how we had become friendly with a waitress in our local wine bar. I would love to describe threesomes and riotous sex with her but there has not been any.

However, we have flirted with her shamelessly and she has participated. My secretary, virtually every time we are in the wine bar and it is quiet, hitches up her dress so that she can see she is wearing stockings and suspenders and no underwear and often will stroke me when she is talking to us. Usually through trousers but sometimes she unzips me and fondles my hard cock directly. Never pulls me out but it is obvious what she is doing.

I have fingered her to climax a few times and the waitress has always stayed to watch and has a huge smile when my secretary tries to keep the conversation going whilst she is climaxing from my fingers.

She has told her my fingers could make a stone orgasm and my tongue is amazing. She has told us she is engaged and happy with him but she has said she is fascinated by our dynamic.

We have had one experience with her. It was my birthday and my secretary invited her to celebrate with us. No expectations about sex but she promised her great fun, food and wine. The only condition was that the waitress had to wear a dress and stockings/hold ups and had to prove at some stage in the evening that they were stockings/hold ups and not tights.

She agreed and the night was set. Cocktails at the Savoy, a great dinner in a cosy restaurant and late night drinks were agreed upon.

She turned up in a little black dress and so did my secretary. They had obviously co-ordinated their clothes. They both wore a plain gold necklace and black nylons. I quickly discovered my secretary was wearing black stockings and no underwear but I was respectful of the waitress and did not ask or allow my hands to wander.

Cocktails at the Savoy were superb. We drank three in quick succession and were in a great mood. We had fun. We chatted mainly about our time together and how it had started and the waitress asked many questions and seemed genuinely interested.

We left the Savoy for the restaurant and in the taxi the waitress slid up the side of her dress to prove she was wearing hold ups. We all laughed and the mood was great.

In the restaurant we had a booth and my secretary insisted we all sit on the same side with me in the middle. My secretary went in first and as she sat down she hitched her dress to her waist so I would have full access. The waitress gasped but we reassured her nobody could see. The table cloth was long and we were both next to her.

I explored throughout the meal but made sure it was gentle and occasional so that the waitress did not think she was a third wheel. Two bottles of wine later and the alcohol was affecting all three of us and we were laughing and giggling constantly.

My secretary then said she needed the bathroom and as is usual both women went together. I did too but was back before them. When they returned my secretary said they were changing places and to my delight and surprise the waitress hitched up her skirt to the waist and sat down. I had the briefest of glimpses as she quickly sat down but I still saw that she was wearing hold ups with a lace band, no underwear and there was a thin pencil line of hair leading up an inch from the top of her pussy.

I looked across at her and smiled. She said she had never done anything like this before. She was not going to fuck me or even touch me but she had masturbated so many times to the stories my secretary had told her that she had to experience some of the fun. I could touch her but no kissing. I looked at my secretary who was beaming and mouthed “happy birthday”.

I ordered a bottle of champagne and the conversation continued as before except now my hand was wandering up the stockings of the waitress along the bare white skin to her exposed pussy. My fingers traced her pussy lips. She was already wet. I nibbled her ear and asked if that was allowed at the same time as my finger found her clit and caressed it. Mmm, she said, which I took as a yes and spent the next 35 minutes drinking champagne chatting to both women, stroking the waitress’ clitoris and pussy lips whilst my secretary had unzipped me and was fondling my cock casually. Every time the waitress was building to a climax I slowed down and teased her lips or caressed her thigh. The tables were turned and she was now struggling to maintain a conversation through shallow breathing and the build up to an orgasm.

I had my own issues though. My secretary knew what I was doing. She tried to time her stroking of my cock to my stroking of the waitress’s clitoris. We were all slightly drunk at this point and the timing was out. It was great fun though and we could not quite get off. The waitress squirmed and gripped my fingers but she was not quite there. I stopped. I thought this was just not going to work.

The waitress turned to me and said in a deep slightly menacing voice. Don’t you dare stop. I need this now. That focused me and I renewed my attention to her clitoris. My secretary slowed down my fondling and I concentrated on making the waitress climax. I did not have to wait long. Her breathing became more rapid. Her pussy started contracting. She was stifling a moan and then it happened. She convulsed. She really shook. Her face contorted and she just blurted out F…U….C….K and kind of slumped. She was loud. The people in the booth across heard and looked. But of course they could not see anything.

My climax was building too. My secretary had speeded up and was intent on me ejaculating. I tried not to but it was futile. I groaned and spurt after spurt jetted out of my cock. She caught most in her hand but some was in my underpants and a wet spot quickly formed in my trousers. She took out her hand showed the results to the waitress and then licked my cum off her hand and dried it with a napkin.

We were all silent for a minute and then the waitress said I need another drink. I gave her mine and ordered another bottle of champagne. We chatted as if nothing had happened. We laughed and had a great time.

Nothing more happened. I arranged separate cars to take us to our respective homes and that was the end of a fabulous night.

It was never repeated. We remained friendly with the waitress and flirted but she did not want to come out with us again. She said she had a great time and an unforgettable experience but at the end just before she climaxed she wanted my cock inside her. If we continued again she would want to fuck and that would screw up her relationship and impending marriage.

My secretary also did not want to repeat it. A lovely birthday present for me but she has been there. So aroused by my fingers that only a cock would do and she knew that the waitress would want me to fuck her and she did not want to share me with anyone else.