Andy then asked how far did I think she needed to be pushed and I responded by saying I thought very women had a fantasy to do a strip tease in a safe and comfortable environment. He immediately asked her if she had such a fantasy, and although she reluctantly agreed, she didn't think she would ever actually act it out in real life.
I then reminder her that she agreed to go a little farther on this trip, and now certainly seemed like a perfect time. She was not sure how serious I was and asked Andy if she could speak to me in private for a moment. He immediately said he was stepping out to the mens room and would give us some time to ourselves.
As soon as he left she told me she didn't think I was serious, at which point I told her an agreement is an agreement and she should uphold her end of the agreement. She then asked me again, if I was sure, and how far did I expect it to go. I told her we should go upstairs to our room and she should take off her top and skirt, she need not go any farther then those two items. She thought about this for a while and said, maybe since this appeared to be a long standing fantasy of mine, she may reluctantly go upstairs just this once and she made it clear, if she did, she was not going any farther then her top and there would not be any touching permitted by either myself or Andy.
Although she did not agree to take off the skirt I thought if she was willing to take her top off we were making progress. She when asked that I order her another glass of wine because she needed a few more minutes to think about it. I agreed, after all that seemed reasonable, yet very naughty and fun for all.
Shortly after this Andy came back from the bathroom and was delighted to hear we may head upstairs. At first he could not believe his ears, he thought the idea was incredibly hot and couldn't wait to get to our room.
He quickly ordered a new round of wine and I proceeded to tell him she was wearing a garter under her short skirt. This immediately embarrassed her a little more but, but I could see the idea and the wine was starting to have an effect, she was starting to get a little turned on. Andy asked if he could see a little of her garter and I suggested we move to a set of couches they had set up off the bar and near a fire place.
The lounge was dark and there were no one around us, so I suggested all three of us sit on one side of the real long single couch. Sally sat in the middle and I directed Andy to sit at the far end of the couch so that she could lie against me and stretch her legs out towards him.
I knew this position would allows him a nice views up her legs, possibility showing the tops of the garter and I also knew Sally loved to have her feet massage. Half way through the next glass of wine, I suggested she kick off her shoes and let Andy give her a foot massage. I knew she gets so turned on when I give a foot massage and I knew this would give Andy a better view right up her skirt.
She reluctantly agreed and kicked off her shoes. It was not more then a few minutes and she began to relax. At home when I massage her feet she let out soft little moans and I could see she was fighting to hold back from letting any out now to either encourage Andy and I to continue. I few minutes later with Andy massaging her feet, the action lead to her skirt slowly rising up her thighs, exposing the tops of her stockings and a little bit of her garter.
Each time this happened she would pull the skirt back down to cover herself up but I suspect the situation was beginning to really take its toll on her. Andy took full advantage of the foot massage and continued to compliment her on her beautiful legs. It wasn't much longer then I started to hear her moan from the foot massage and her effort to pull down her skirt started to become less and less frequent.
Andy took full advantage of the situation and was beginning to get a really nice view of her upper legs and it appeared he might also be able to see her panties from his angle. I know from giving her foot massages at home how turned on she gets and her moans really get my cock rock hard. It was clear she was trying not to moan and when she did she was trying to keep it as low as possible, but the circumstances were clearly working on her.
Andy then told her that her panties looked so cute and I thought she just might have an orgasm right there in the lounge. The scene was really getting very hot and I encouraged her, while Andy was massaging her feet, to push then down slightly on his cock, so she could feel how hard she was getting him. Andy then asked her if she was enjoying the foot massage and she immediately responded by saying - please don't stop.
It was at this point that she realize how exposed and turned on she was and sat up trying to make sure she still maintain some control of the situation. She then told us she had to go to the ladies room. She pulled her skirt down, and walked off trying to retain some control. At this point Andy could not believe his luck and commented on how beautiful she was. He asked me if I thought we could get her upstairs and I told him I was unsure, but we could try.
A few minutes after she returned and she seemed very embarrassed about the whole situation. I asked her if she wanted Andy to continue and she indicated although it felt great, she thought maybe she should reframe and that she might have had a little too much wine. I told her to sit back down and relax, no pressure, but to take a moment to gather her thoughts. She did and within a few minutes, and despite her minor protests, Andy once again was massaging her feet and she was moaning a little louder this time around.
It was clear to Andy and I she was getting really turned on and wanted to use it to his advantage. He asked her once again if she was enjoying herself and she responded she was and please don't stop.
He told her he wouldn't stop as long as she agreed to stop pulling down her skirt each time it rose up dangerously high on her tights. You could clearly see she was tore between the two and she did not respond either way and her skirts was getting once again dangerously high on her thighs. I whisperer in her ear to relax and enjoy herself and she responded by saying she was getting really wet and felt we had to stop soon. I ignored her response and I continued to massage her shoulders while Andy worked her feet a little farther apart over time.
A few minutes later, after her skirt raised yet again dangerous high, Andy noticed she slowly reach and grabbed the bottom of her skirt to pull it lower and he immediately stop massaging her feet. She froze and whispered, please don't stop and he told her to leave her skirt where it was. At this point she was so turned on she didn't know what to do, but after a short pause, she left her skirt where it was and Andy proceeded to rub her feet. He also started to rub her feet against his cock and this was clearly having an effect on her. After a little while she started to push her feet into his lap and was rubbing her feet up and down his now very hard cock. At this point he lifted his hands off her feet and she continued to rub her feet against his cock and it was apparent to us both she was enjoying it as much and we were. As soon as he resumed she let out a series of moans, which were growing a little louder, and she turned to me and said she couldn't remain in the lounge so exposed. I suggested it was time we went up stairs and I could see she was seriously considering it.