My wife and I have always flirted around with each other's friends but we have never done anything like this! My wife is almost 40 but is knock out gorgeous, she has 36DD breasts that still sit very well, she keeps her body manicured is not afraid to show off a little bit. We will often go out on the town and leave the bra at home, or she will wear a short skirt or both. She never goes too far without attracting some attention, but we never really go very far with it.
On New Years Eve we planned a get together with a couple friends at our house to save the money it costs to go out, let alone the idiots you run into. It was an hour before the other couple was supposed to arrive and my wife was trying on different outfits to see what she was going to wear. I got excited of course and started hitting on her and encouraging her to wear something sluttier. I knew of course that she wouldn't, even though she often flirts with this friend, she didn't want to offend his girlfriend. We both had been drinking which always causes us to push the limits little by little. All of the sudden she walked out of the bedroom with a tight white t-shirt and a short, curve hugging skirt. She wasn't wearing a bra and her nipples were showing through, with the skirt falling just a few inches below her ass! She flirtingly looked at me and asked if I thought my friend would like it. I told her it would look better with some tall boots knowing that she wouldn't have the guts to wear it!
Surprisingly she walked over to the door and started putting on a pair of her boots. Just then my friend walked up to the front door and walked right in, as he normally does. He was nearly an hour early and I could see my wife was in shock! My wife acted now like she was taking the boots off and softly said hello to Brian as he removed his shoes. She was frantically trying to get the boots off so she could escape to the safety of our bedroom before he noticed what she was wearing. Brian quickly slipped his shoes off and turned to give her a hug when his jaw hit the ground! I laughed a little as my wife embarrassingly gave him a hug and told him she was changing right now so she didn't cause any problems, explaining we were just playing a game and didn't expect him so early! Brian lit up and said there was no one to cause any problems with as he had broken up with his girlfriend after finding out that she had been cheating.
Brian clearly had been drinking when he arrived and gave a short explanation of the situation with his girlfriend. He encouraged my wife to continue to wear her outfit and even to put her boots back on. She seemed to feel sorry for his situation and agreed to do so, saying she was going to at least put a bra on. He begged her not to and complimented how great her breasts were. They both came walking toward me and I could see my wives breasts jiggling with each step. She walked over to work on a few things in the kitchen, grabbed us each a beer and seemed to forget about the bra as she sat down at the table with us. We never brought up the situation with his girlfriend but we noticed he had been texting on and off since the time he had arrived. He had continually flirted with my wife, as he always does, and stole several hugs becoming more assertive as he drank.
I could tell my wife was enjoying the attention with her nipples constantly aroused. When she sat down she was slow to cross her legs, likely giving him a little bit of a show. This type of flirting had happened before, but for some reason it seemed to be reaching a new level this night. Suddenly my wife noticed a bulge in Brian's pants and made no secret of her observation! She pointed out to him that his dick appeared bunched up and that it must be uncomfortable! He was initially embarrassed and said he had been trying to adjust without being obvious not wanting to offend me. I told him I knew my wife was hot and given his situation, if she made his night a little better that was fine with me. He reached into his pants and pulled his cock straight, upon doing so it didn't look like he ever pulled his arm back out! This time I could see my wife's jaw drop as Brian also noticed the reaction. He said, "I guess you see why I was so uncomfortable." My wife blurted out "OMG!" and quickly offered him a pair of sweatpants I had to help him be more comfortable. His pants were not that tight, but the tip of his cock was still bent against the waist of his jeans. He declined but said he was getting warm and asked if he could just wear his boxers, stripping down and he asked.