Midnight
by Sweet Irish
Copyright© 2025 by Sweet Irish
I had just finished my shift at eight o’clock at the steak house where I worked and decided to stop for a drink in the lounge about a block from my work. My husband, Larry, was out of town on another trip, and both of our children were now in school, and my home seemed empty when I was home alone.
Entering the lounge, I took a seat at the end of the bar, and Betsi the bartender greeted me, “Hi Maryanne, glad you stopped by. Did you have a good night, and hope your tips were better than what I have gotten so far?” After Betsi took my order, I looked around and saw the band was one that had played in the bar previously. Betsi came back with my whiskey sour, and she and I spoke for a few minutes. A couple of men at the middle of the bar called for her to get them another round.
A few minutes later, a couple entered the lounge and took stools one up from me. In a few minutes, we began speaking to each other and listened as they told me they were from Chicago and were on vacation. They introduced themselves as Jenny and Steven Fillmore. I judged them to be in their early or mid-thirties. While walking to the hotel where they were staying after eating, they saw the bar had music and decided to stop for a drink. As we spoke, they asked if I worked at the Flame Steakhouse, and I replied that I did.
As we spoke, they had eaten dinner at the Flame Steakhouse and thought that I served the tables next to where they were seated. They told me their server was Diane, and she was an excellent server, and the food was excellent. I informed them Diane and I were neighbors and best of friends.
For the next hour, we spoke about various things, including some general information about sex, and Jenny asked me a question that knocked me off my barstool. “Maryanne, don’t become upset, but Steven has been after me for months to try a threesome and to watch me be bi with another woman. This is something I had indicated that if the person was right and the time was well, and as we are on vacation, thought perhaps you might consider our offer.”
Looking at the pretty woman and seeing that her face was showing the strain of asking the question, I glanced at Steven and saw he was also having trouble with what his wife had just asked me. What my own face looked like, I didn’t know, but I’m certain my eyes were wide open, and I tried to find a way to reply to Jenny’s inquiry.
“I’m ... well ... the question is a shock, and I must say, one I have never been asked before.” Then I thought back to my husband having asked me the same thing on more than one occasion, except he wanted to include another man. “To be honest, I must say that my Larry has asked me to consider such a course of action many times, and so I understand why your face shows the fear in asking me such a personal thing.”
“Maryanne, I’m sorry if I have offended you, as you are the first woman I have ever met that I felt comfortable in not only asking but even considering doing such a thing with. Please forgive me.”
About that time, Betsi stopped by and set us up another round of drinks and said they were on the house, as we seemed to be in some deep conversation. That broke the ice, and Steven said, “No, not deep, but honest in our respect to each other’s ideals.”
After Betsi left, I looked at Jenny and told her, “You know in today’s world, easy relationships seem to be the norm, but believe it or not, I have never been with anyone but my husband, Larry.”
“That is wonderful, and we don’t want you offended by our comments,” Steven stated and added, “Perhaps tomorrow night we can have dinner, and you can be our server.”
Jenny looked at me and asked, “Not to be overly personal, but are you saying you have never had sex with another man than your husband, not even when you were a teenager?”
“It is true, and Larry and I did not engage in sex until my final year in college, while he was going to grad school. So my experiences are limited. How about yourself, have you had a couple of men, or can you say in front of Steven?”
“Steven doesn’t know how many, and I doubt if I will ever tell him, as he would beg me for all the juicy details. He is such a perv,” Jenny laughed and held out eight fingers.
I understood what she was saying with the sign language, and by how we were seated, knew that Steven could not see that Jenny had told me with the number of fingers she held up, meant she had eight other sexual partners. Jenny did say aloud that she first had sex when she was fifteen. I was surprised to hear Steven tell how he had just turned twelve when he first had sex, and it was with a girl who was nineteen.
How the conversation got into the actual discussion of my joining them, I still don’t remember. It seemed to open up my need to speak with someone about the frustrations I was having in my marriage of twenty-seven years. I spoke about how I wondered if my marriage was going to survive. When I mentioned how long I had been married, Jenny asked me if I was in my late forties, to which I replied, “I will hit the big 50 in a couple of months.”
“You look my age, and I just turned 32 a month ago, and your skin is perfection,” Jenny told me.
Within the next hour, I was becoming more in tune with my two new friends, and as I thought of their offer, I remembered it had been more than two months since Larry and I had sex together. Thinking back over the past three years, since Larry and I had the house to ourselves, now that our children were in college, that sucked. I explained how I had become bored and taken the waitress job to have something that helped me pass my time.
Larry, as I thought about our sex life together, had even started getting up from our bed and sleeping in our son’s bed. My mind quickly found the idea of going with Jenny and Steven to their hotel room wasn’t repulsive. Perhaps a night of sex with another man would provide some relief from the frustrations I had been experiencing lately.
In addition to a lack of a normal sex life, I felt my marriage was falling apart. To accept sex with a woman was another problem. If it was only with Steven, I might find the nerve to experience sex with someone besides my husband, the only man I’d ever been intimate with.
Looking at the couple, I said, “Maybe we ought to go to your hotel room, and at least be able to speak without worrying that our conversation will be overheard, as I come here often. Should we go to your room? Please understand, I cannot guarantee you that I can allow anything to happen, but I’m lonesome and need company?”
When we reached the hotel room Steven and Jenny were staying in, I found they had rented a suite, and the small living room area was decorated very nicely. There was a bar, stocked with various airplane-size bottles and beer. I answered Steven when he asked me what I would like to drink and asked him to fix me a Scotch on the rocks.
For another half hour, we spoke about their decision to open their marriage and the lack of sex in mine for the past few years. As I was enjoying the last of my Scotch, Jenny sat down next to me and asked if she could explore my body. Looking at the lovely younger woman, I smiled and told her, “Perhaps just a little, but I would like Steven to be included.”
Within a few minutes, I was being kissed by Steven, and Jenny had unbuttoned my blouse and slipped it off my arms. When Jenny unsnapped my front fastening bra and removed it, now my breasts were exposed. I wondered if I could go all the way in a threesome.
Then my mind seemed to get lost in the sensations of Jenny kissing and sucking my nipple. Steven moved his mouth down and captured my other nipple in his mouth, while he was removing my skirt. Jenny broke the spell and suggested we move into the bedroom. I was only wearing my pantyhose and panties at this point, and after we were all completely undressed, we became comfortable on the bed.
Looking at the sight of my breast being nursed by two people at the same time, and the feeling of the suction on my nipples, had me ready to forget my wedding vows. For reasons of unknown factors, I said, “OK, but I can’t promise I won’t have to stop when things might become hot and heavy, but I enjoy feeling your mouth on my breast, Jenny.” While I was speaking, Jenny had moved her hand down onto my stomach and soon had her fingers playing over and inside my vagina.
The feeling I was receiving from Jenny fondling my body was certainly different than I had always felt when Larry played with my sex, even when we were in college. Jenny seemed to caress me with a gentleness that left me wanting something more. What that something was, I don’t know, unless it was the fact that over the years, Larry had always touched me with a hardness and that was what I wanted, instead of the soft caresses Jenny was giving me.
In the bedroom, we undressed ourselves, and when I removed my pantyhose, Steven looked at me and commented on the hair covering my mons. For some reason, the hair on my mons had commenced to turn silver, and it was likely half reddish and half silver. I kept my hair trimmed at the junction of my thighs, and knew that it was longer than most women’s pubes.
Moving over to me, Steven kneeled down and studied my pubic hair intently, and lightly stroked and tugged it before standing back up. “I love the sparkle of hair covering your femininity,” Steven said as he rose to his feet.
“You have lovely breasts,” I said to Jenny, as she became nude, and looking at her pubic area, saw that the hair on her mons was blonde and sparse. When I looked at Steven, I was surprised that he was erect. The size of his penis was at least twice as thick as Larry’s, and it must have been ten inches in length. Could a woman take something that large inside her body without pain?
When I felt Jenny take my hand and lead me to the bed, I moved with her, and then the two of us were lying side-by-side. Jenny moved her lips on mine, while holding my right breast in her hand. Never in my life had I considered kissing or being kissed by another female. Feeling the softness of Jenny’s lips kissing mine, I wondered if she had kissed a woman previously.
“Jenny, have you kissed another woman before? Tell the truth,” I asked as I broke our kiss.
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