After we had a few dates with Alex, with me just watching, we decided to ask him if he would be game to us both sharing Michelle in a threesome.
We made similar arrangements to what we had done on dates, but we made little pretense about the dating aspect this time - in terms of dinner, dancing, etc.
Michelle and I checked into the hotel and let Alex know that we were there. We met in the hotel lounge, as usual. Michelle, for the first time, asked Alex if he had a request for what she would wear. When Alex arrived she came downstairs and she once again shocked me. She was dressed like a hooker. Think of Julia Roberts in the movie "Pretty Woman." She had on a low cut tank that showed her midriff, an obscenely short leather mini and thigh boots.
She came in and sat at the bar, while Alex and I ogled her from a distance. Men kept coming up to her and hitting on her. She smiled but declined each one. The few women in the place were shooting looks that could kill at her. At one point, Michelle turned to us and smiled. She uncrossed her legs and crossed the other way and I thought I could see that she was pantiless. She sent a waitress over to Alex and me with drinks and instructions for the waitress to tell us that Michelle would like to get to know us better. The waitress also slipped us a bar napkin with her name and cell number on it.
After we raised our glasses toward her, she stepped down from her perch on the bar chair and strutted over to us. She stood before us, her back to the rest of the room, and slightly lifted the front of that microscopic miniskirt to show us her freshly shaved pussy. Her nipples were more than readily apparent through the thin top she was wearing.
Alex and I stood up, both trying to conceal our erections, but knowing it was pointless to try. We each had Michelle on an arm as we walked out the lounge and through the lobby to the elevator - getting looks from everyone in sight. Unfortunately we had to share the elevator with some others. The men kept leering and their wives kept elbowing them in the ribs for doing so - with looks of disgust on their faces. Alex and I just grinned along with my wife.
We had quit booking two rooms for us when we met with Alex. We went into the room and Michelle turned to me and pinned me against the closed door and kissed me with passion like I had seldom witnessed before. Her tongue hungrily sought mine and her one hand was rubbing my cock so much through the front of my khakis. Alex, on the other hand, had lifted her skirt and was rubbing her wet slit with his hand. I felt her moan into my mouth and saw her eyes open wide as he slipped two fingers into her and started fingerfucking her. I cupped her beautiful titties and squeezed them, toying with her rock hard nipples. Michelle was humping back on Alex's hand, working to get more of his fingers into her pussy.
Leading up to this threesome, Michelle had been watching a number of videos with double penetration and she had emailed Alex that she wanted to try it, but that his cock was too big for her ass, and that I was the one who was going to fuck it. We had had anal sex in the past and she enjoyed it, but this was taking it to another level. I suggested we move a bit, thinking the bed, and before I knew it my wife had turned and moved Alex about 2 feet and knelt down and worked his cock free and started sucking it. With the practice she has had she had become good at sucking a large cock deep - and was doing that now, looking up at him as she sucked him deep into her throat.
As I was undressing she pulled off Alex's cock and motioned him to the chair by the desk and told him to strip. He was down to his socks in world record time and he sat down, with his big dong sticking up. My wife sexily crawled across the room, wiggling her ass for my benefit. She went back to work on his cock with her hands and mouth and then turned and told me to come fuck her pussy.
I move in behind her, on my knees, and as I slid my cock past the opening I could feel her wetness drip and I slid in to the hilt in one swift thrust. My thrust forced Alex dick into her throat and she moaned loudly. I slowly withdrew and then slowly worked up the pace of my thrusts until my wife was screaming into our young friend's cock.
It only took a few more thrusts and I was about to blow, so I pulled out and put my load on her bottom - jet after jet of cum on her pretty white skin. Seeing this put Alex over the edge and he pulled out and spewed copious amounts of cum onto my wife's gorgeous face, with cum dripping off her nose, cheek bones, and chin. As she turned, I snapped a pic with my cell phone and commented about how she looks like a real pro with cum on her face and ass. She smiled and licked up what she could before feeding the rest of it to her mouth with her fingers. Remember my wife was still dressed when we fucked her.
Alex and I smiled and we went to the cooler we had brought with on the trip and opened a couple of beers and turned on the television to some sports while Michelle cleaned up.
After cleaning herself up, Michelle came out of the bathroom wearing a sheer, black negligee, matching crotchless panties, and stiletto heels. She came over to me first and leaned down to kiss me, rubbing my cock hard through my boxers. She snaked my dick out through the fly and knelt down to suck me to full erection. She looked up at me and told me how much she loved me as she deepthroated my cock.
As she was sucking me she motioned Alex to come stand beside her. She pushed his underwear down and was giving him a hand job while she sucked me to my full length.