Over Easter my boyfriend and I were both off work so we decided to drive to Chicago over the long four-day weekend. Unbeknownst to him I made contact with a bi-sexual man and woman via the internet, several months earlier. The trip to Chicago was my idea since they live there. I was not sure how he would react but he has always been pretty kinky so I thought he would be pretty receptive, even knowing that I kept it from him until now.
After we got off work Thursday evening we made the three-hour drive to Chicago so we would be there to begin our weekend on Friday morning. When we got to the hotel it was only ten o'clock in the evening so we opted to go out for a drink at a club. When we got to the club I excused myself to the restroom and called the other couple on my cell phone. They had seen a picture of me so I was not worried about them recognizing me when they arrived at the club. I reminded them that my boyfriend did not know about them so they were to act like we were just meeting them when they came up to us at the club. They confirmed and said they would be there soon.
I returned to my boyfriend who was sitting at the bar. He smiled when I approached him, "There you are. I missed you baby," he spoke lovingly.
"Aww, I missed you too honey." I smiled before speaking again, "It is so wonderful to get away for the weekend."
He took a deep breath, "Yeah, it really is. I enjoy the fast pace of the city now and then."
I saw his eyes on a cute waitress, and commented, "I think there are a few others things you enjoy about the city too."
Shrugging and letting his eyes linger there a bit longer, he turned to me, "You would think I was dead if I did not look."
Laughing, I agreed with him, "You are so right. I am glad you enjoy looking but I am even more happy that you enjoy having an open relationship with me."
"Ah yes, well that works both ways," he reminded me, "I enjoy allowing you to find a little strange on the side but I also enjoy fucking someone different once in a while too."
I sat and thought a moment while he continued to check out the scenery. After being together for five years I know what he likes in a woman. I have noticed that some of the women he has chosen are more on the dominant side. My inner core is submissive but when he is in the right mood I am able to take on a more dominant role to please him.
One evening when we had too much to drink our conversation drifted to fantasies. A fantasy that he shared, after some hesitation, was the fact that he would like a Mistress to fuck him with a strap-on. At the time I was heavily intoxicated but his admission brought me to a state of awareness that trapped his confession in my mind forever. On occasion we have played with butt plugs. One time he took a rather large bulbous plug in his ass after a very long time of stretching and preparation. I remember when the plug finally slid in and his sphincter muscles slammed shut around it. He moaned deeply while he panted. Within a few minutes he was driving his cock into me hard and deep with the plug still buried in his ass. His climax was earth shattering because of the added anal stimulation.
I felt a shiver run over my skin, remembering that time while contemplating what this get-away weekend would produce, with the bi-sexual couple coming to meet us. He touched my arm, making me jump, "Are you ok? You seem a million miles away."
Looking at him, I reassured him, "Yes I'm fine. I was just remembering a special time that we shared."
"Mmmm, really? What time would that be?" he grinned.
Someone tapped me on the shoulder before I could answer. It was the woman I had talked to on the internet and her boyfriend. She did not let on that she knew me when she asked about the two barstools beside me, "Are these seats taken?"
"No, not as far as I know." I answered her.
She extended her hand to me, "Hi my name is Anne. This is my boyfriend Peter." She waved her other hand toward him.
I reciprocated, "Hello, my name is Jane. This is my boyfriend Richard."
She chuckled, "How ironic, I have a peter and you have a dick."
Richard could not help laugh at her comment, "Yeah, I was thinking that myself but glad you were the one to say it."
I watched Richard as he took in the image of Anne. Her dark brunette hair cascaded over her shoulders. She stood at about six foot wearing black boots that came up to her knees. Black Capri pants settled at the top of her boots. A crisp white button-down shirt was gapping slightly to reveal a fair amount of cleavage... enough to wet any mans appetite.
Peter seemed to shadow her but was very handsome in his own right. I reached my hand to his, "Hello Peter."
"Hello Jane," he replied before stepping toward Richard to greet him. "He reached to shake Richards hand, "I don't think I have ever seen the two of you here before."
"Oh, we are from out of town," Richard confessed.
"Really, what brings you to the city?" Peter asked to play along with the ploy and get to know Richard better.
Richard hesitated a moment while his eyes continued to drink in Anne then he turned toward Peter. "It was Jane's idea, but I can already see that it was a great plan."
We sat and talked for a while, primarily Anne and myself spoke while Richard and Peter talked alongside us. I told Anne that I knew Richard was attracted to her, which made her smile. When the band began playing a slow song I asked Richard if he would like to dance. We made our way to the dance floor. Peter and Anne followed and danced beside us. I knew why my back was toward them, almost the entire dance. Richard was looking at Anne. I let him look all he wanted, knowing that it would only aid the upcoming evening with them.
When the song finished they began another slow song to complete the set. Richard looked down at me, "Do you mind if I dance this one with Anne?"
"No honey, that's fine. I will dance with Peter if you don't mind."
"That's cool," he spoke while smiling at me, "I think we may have some fun tonight."
"Mmmmm," I purred, before he passed me off to Peter.
Peter wrapped his arms around me and we began to sway. He whispered in my ear, "I think your Richard is smitten with my Anne."
"Yes, it appears he is." I reinforced his statement.
Peter looked down into my eyes, "And I am left with delicious little Jane, who I would love to ravish right here on the dance floor."
I felt the heat rise in my cheeks. "Soon Peter, soon." I reassured him with a wicked grin.
He leaned to whisper in my ear again, "Richard has a nice thick chest and narrow hips. I do hope he lets me fuck him tonight. Do you really think he will go that far?"
"I honestly don't know Peter, but I do know that he enjoys anal play. My involvement with you and Anne is to find out if he may enjoy more. If not from you at least maybe he will let Anne use her strap-on with him."
