There were five men at dinner with Annie. It was a recent Thursday night at a good city hotel. I sat across from Annie. She was looking as sexy as usual. She was wearing a black jacket and no bra. I'd insisted. She had a nice knee length skirt. I'd chosen a suspender belt and stockings, a nice black pair with tiny, ornate flowers on them. I knew Annie would lose the jacket and skirt later that night and I'd decided on stockings and suspenders to frame her freshly waxed cunt. For the time being she was wearing knickers to soak up the juices that flowed during dinner.
Annie didn't just look sexy at dinner, she was glowing. She'd been worried for so long that she lacked the stamina for a marathon of cock sucking. Finally I had convinced her that the men would be so turned on by her that they'd cum whether she could suck them or not.
Now I could see that she was a little nervous and also incredibly excited. This was the night she would live out one of her most extreme and challenging fantasies. It was a desire that she had fought against for a long time. Finally she'd given in to her desires and her curiosity and found the courage to confide in me.
So I had approached this night as a very important one. To fit the occasion all the men were in suits. Ties were optional. Annie was going to end up naked but the men would stay clothed. They would have their flies open and their cocks out for Annie. We wanted this night to feel more naughty, illicit, as if her pleasures would be stolen.
During dinner the guys seemed almost as excited as Annie. On one side of her was Damien. We met him some years ago at a sex party. He was younger and inexperienced (until he met us!) and had cum in Annie's mouth only minutes after meeting her for the first time. Somehow she'd taken a liking to him just as quickly.
Gary was on the other side. An old friend of mine -- of ours. Annie has fucked him a few times now, only once in front of me. Until this night he really had no idea of the extent of our sexual interests. Gary hasn't had a girlfriend as long as I have known him and is always grateful for the opportunities he gets with my Annie.
Andrew was a first timer with us. A little pudgy and with short red hair. He'd seemed nice on email and the phone and we'd quickly decided he was a perfect 'stranger number one'.
'Stranger number two' was Joseph, a Sri Lankan man about my age and quite tall and bulky. His would be only the third dark skinned cock Annie had ever enjoyed.
Of course the dinner was a strange affair. Conversation was a little stilted. Everyone was thinking of the dessert. Damien and Gary were touching Annie throughout. I knew what was going on. Annie kept her hands to herself but she lapped up all their lusty attention.
In fact, Annie was in her element. She had five very horny men all focussed on her and her physical charms. We all wanted her and Annie knew she was going to oblige. She was the centre of attention and about to live out one of her favourite porn scenes. The anxiety about her performance later that night only added to her thrill.
Everyone skipped the cake and coffee. I'd arranged with Damien that he would escort Annie upstairs. We were trying to not be too conspicuous. And walking out with Damien would help to keep Annie nice and calm. I watched them leave the restaurant together. Damien would provide a little foreplay for Annie, just some kissing and fondling once they were in the room, and that would help Annie to get into her groove.
The rest of us paid for dinner and headed for the lifts. One last time I checked with everyone, especially the new guys, that they understood the ground rules. Upstairs we knocked gently and Damien let us in to room 1210.
My Annie was standing in the middle of the room, obviously in heat. The time alone with Damien had done the trick. She refused to make eye contact with any of us, however. I gave her a small kiss and gently rubbed my hands over her shoulders and back. I whispered to her that I loved her and was proud of her.
'This is going to be a great night. You are so sexy and these guys won't believe how good you are.'
Then I stepped away. This wasn't about me. No matter what Annie was feeling, this was only going to work if she was focussed on the other men.
I gave a silent signal to Damien and to Andrew. They moved in on Annie and the others followed immediately. Now my sexy, horny woman was surrounded by four equally horny men. What an incredible sight.
Damien embraced Annie and they kissed again. The other guys started to touch her and rub her through her clothes. Joseph put his arm around Annie's waist and she turned to kiss him next. Soon she was turning and turning, trying to kiss each of them. She was giving no resistance as the men touched her through her clothes. The four men were stroking her hair, her shoulders and her arse. Annie was smiling softly now as her long held fantasy began to come true.
I could see that she was warming up nicely. There was no need to wait any longer. I gave Damien another signal and his hands went to the buttons on Annie's jacket. I'd briefed all the guys carefully on how the play should start. So now the four of them began to undress Annie in the middle of the hotel room.
Being naked in front of us wasn't a challenge for Annie but she was excited about being stripped bare. She knows she has a hot body and she enjoys the responses it gets. But having the group remove her clothes had an element of submissiveness in it and just highlighted how hungry we all were for her.
The jacket was off quickly. The two new guys responded loudly to the sight of Annie's slender body and her bare skin. I heard Andrew murmur. 'Oh look at those nipples. Man, those are amazing!'