Pushing her limits
I love pushing my wife’s limits by daring her to do things, like when I had her wear a sheer nightgown in front of my father. She almost never refuses, I can only remember twice that she did and it was for good reason, and she often will go even further than I initially dared her to go.
My wife’s sister asked us to go to Florida for a vacation with her and her husband. It would be a working vacation for her, she had meetings to go to 2 of the 7 days we would be there. We agreed and left her to make the arrangements since it was her trip. She booked a room with 2 beds and a living room area. It was a nice resort with a large pool and pool bar. At night, there was as club that drew a number of people with live music. The first night we were there my SIL had a meet and greet and then a dinner with her company.
This was the first dare of the trip. I dared my wife, Liz, to wear one of 3 sexy dresses she had packed, and to wear a g-string underneath. We were going out for a quick dinner and then to a nearby club. My wife’s BIL was going with us so he could avoid the company dinner. Liz agreed and put on her short white strapless dress. It came down to about 4” below her crotch and clung to her breasts nicely. After dinner, I dared her to ask her BIL, let’s call him Scott, to dance several times with her…she did, including several slow songs. When they returned to the table, Scott excused himself to go to the restroom. Liz asked me if I was satisfied, I told her “so far”.
After a bit, we went back to the room where I dared her to change with the bathroom door open where Scott could see. I figured he would get a nice view of her tits when she did. But, to my surprise, when she removed her dress we both saw she wasn’t wearing panties. She was standing there naked. She saw us looking and walked out of the bathroom grinning and asked “What? You never saw a lady wear a dress without underwear before?” Scott was speechless but grinning from ear to ear. She took her time getting dressed and wound up flashing Scott several times on the trip.
That was one of the tamer dares. Since then, I’ve pushed the envelope much further.
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