I spoke at a tech conference earlier this year. After my talk, a guy walked up to me and said he had a new idea that he wanted to run by me. We talked for 15 mins or so and he introduced himself as Steve. We had a nice exchange and I thought that would be the end of it.
Then, by a strange coincidence, a couple of months later, I had just left work and I hear my name. I turn around and see Steve waving me down. "I am only in town for a couple of days. Will you let me buy you a drink." We found a nice bar about 2 blocks away and sat down.
Steve and I hit it off immediately. There was an affinity, but only an intellectual one; rather like colleagues or buddies.
I'm 48, 5'11" and straight (maybe a bit curious but don't let that out). He's a bit younger (42 yrsold), he's 6'1", of Indian origin. Both are in good shape and both separated. 4 months ago, I split up a relationship with a girlfriend. Steve and his wife split about a year ago.
He lived across the country but had come to town for a corporate roll-out party of some new product they were launching. He had set up some meetings so he could stay in town for a couple of extra days on the corporate dime.
As we got to know each other better, I slowly directed the convo to his sex life. He told me he sometimes tries to pickup women but it never works out. He hasn't had sex in 3 yrs; that he and his ex weren't into each other but stayed together due to 'cultural obligations'.
I began to tell him about the relationship I had with my delightfully kinky ex. We were still good friends and one night after a bottle of wine, she divulged to me that she would love a 3-some or have sex with a stranger, when we were together. After I described her, Steve says he would love to be that stranger.
Karen is about 5'8", athletically slim and has a great c-cup rack that is very pert for a 48 yr-old. "Would you do an anonymous 3-some?" I asked.
"You get me laid tonight, I'll give you a BJ as a bonus." said Steve smiling as he got up and went to the washroom.
Immediately I banged out a quick text to Karen.
"Karen, if you follow some directions tonight, you are in for a really exciting treat" I text.
About 3 mins later."WTF? Is it safe? It is 9:30 and I am just saying bye to a dinner guests. What is it? Will I like it? I am dying of curiosity. Get back to me, ASAP."
One of the things that attracted me in the first place was her curiosity. She has always been excitable and impatient. Steve had just come back but I told him that I had work thing that needed some attention so I quickly texted while Steve ordered another round.
"Do you trust me? Will you follow my every direction? This is going to be so much fun." My point was to tease and get agreement. 20 seconds later there was a one word text,.
"Yes".
"You get rid of the guest and I will send directions."
"If you want this surprise, leave the light on over the front door and leave the door unlocked at 10:30 exactly. Get dressed in your 'baby doll' PJs. Put on your wrist restraints and your eye mask. Put yourself to bed and wait...When I come in, only talk when I ask you to. I assure you, nothing will happen without your permission."
I turned to Steve. "Good news. But you have to buy the next round, and if all goes well, you will owe me a blowjob." I winked and smiled.
We had two beers in the next 1 1/2 hours til the Lyft arrived. By this time, Steve and I were good buddies. He was a bit of a gym rat so was in pretty good shape for 42. I was athletic when I was younger but carry about 15 lbs extra. But despite being his senior by 6 years, I could still hold my own.
10 o'clock came around so we paid up and hopped into the Lyft to head uptown. I casually pointed out some of the local sites for my traveling companion during the 1/2 hour trip, trying to pass the time and not get too excited.
Karen was always getting noticed when we went out. She always has one button extra open on her tops but doesn't think she is good looking. She seems oblivious to the others glancing at her. I didn't tell her when we were going together, and in retrospect, after her revelation about the threesome, I probably should have. The possibility of Karen getting fucked by another man in front of me, was a huge turn on for me.
We turned the corner on what must have seemed to Steve, like any random residential street in any city on the eastern seaboard. Sure enough, there was one house where the light was on. We got out of the car and approached the door. My heart was racing in anticipation.I reached for the handle and with a small push, the door swung open. There was always a squeak in the hinge so it served as an alarm to let Karen know the show was about to begin.
Following my instructions, Steve and I took off our shoes to be very quiet as we moved down the hall. I told Steve that it was very important to let me do all the talking. I opened the door to her bedroom to discover Karen had followed directions
