Literotic asexstories – Holly Says Goodbye by Jmilesd4,Jmilesd4
In hindsight, I might have been the only one of my group of friends doing that. The rest seemed pretty settled, but none of them openly questioned me when I would bring a different woman out every other weekend. But honestly, most of my friends trend prudish, so maybe they were the outliers.
Anyway, the two women I was seeing during that time period were Stacy and Holly. They both vaguely knew of the other, and neither had a claim to exclusivity, so I didn’t think much of it. But, again, it may have been awkward for my roommates not knowing which they would be seeing in our kitchen wearing my tshirt on a Saturday morning.
Stacy, I knew, was the marrying type. She was blonde and curvy. She found work as a kindergarten teacher right after graduation, and came from a stable nuclear family. She was on a broad path that lead to a house in the suburbs, 2.5 kids, a 401k, and all the rest.
Holly was a little more mysterious. She had dark hair and wore dark clothes. She had the same curves, but dressed a little more provocatively. She had less job stability, but worked in a more creative field. Her family relations were strained, to say the least, and she openly asserted her lack of desire for ever having kids. Rather than a house in the burbs, Holly’s path lead to a cool apartment in a trendy neighborhood and a real urban existence.
Surprisingly though, or maybe not, their sexual habits didn’t quite match the external assumptions. Stacy, while coming across as the girl next door, was very open to experimentation and trying new things. She judged the kinks of others, but when alone wanted to try them out for herself. In the time that we were together she started expressing a desire to be with other women and to have group sex, which I never would have expected when I first met her. Holly on the other hand was more self-conscious, more nervous when it came to sex. She liked to keep the lights dim and dirty talk to a minimum.
This is all prelude to the last time Holly and I were together, when we decided to call it quits.
Her new job was sending her to a three-day training course in a city a few hours away. That meant that they were putting her up in a nice hotel, and even letting her stay an extra night after the training was completed. She was going on a Tuesday, and invited me to join her Friday afternoon, staying until Saturday. While we’d had many overnights together, this would be the first out of town trip, and the first hotel stay. (Staying in a hotel always got me very excited. Surely I’m not the only one…)
But a few weeks earlier, Stacy and I had had the conversation. We decided it was time to make it exclusive. That meant that it was time to say goodbye to Holly. I told her this the weekend before her trip, that I owed it to Stacy, and that I hoped we could still be friends. She took it surprisingly well, and insisted that I still come to visit her for that overnight. As friends.
I took that Friday afternoon off work and, with an overnight bag packed, drove the two hours to where Holly was staying. She finished her training for the day at 3:00 and suggested that I meet her in the hotel bar. I had just finished my first drink when she came in. She was wearing blue tights, a dark gray tweed skirt, white blouse (showing a black bra underneath) and black framed glasses. I had never seen her in glasses before. It was as if she intentionally chose this outfit to drive me crazy, which was a real possibility.
She sat at the table with me and we gave a friendly kiss of greeting. She ordered a drink and we talked about her new job and the training she had been undergoing. “Mostly corporate brainwashing,” she called it.
“But I’m really excited about this job. I think it’s gonna be great. And it seems like a lot of the people working here are like me.” That was when I noticed a small diamond stud nose piercing, also new and also very sexy, in my opinion.
“Hey,” I said, pointing it out. “That’s new.”
She smiled and playfully batted my chest. “I was wondering how long it would take. I did that yesterday. One of my new co-workers has one and I decided that, since this company wasn’t afraid of stuff like that, I should go for it. Do you like it?”
If she only knew. I collected myself and replied “I really do. I’m actually really enjoying the whole outfit. Even the glasses. Corporate life suits you well.”
She blushed a bit, then put her hand on mine. “I’m glad you like it. I don’t think it’s a secret that I like that you’re attracted to me.” I wasn’t sure how to respond. I put my other hand on top of hers, gently caressing her hand and wrist. She continued “Being alone in this hotel the past few nights has let me think about a lot of stuff. I was thinking about how much of my life was about trying to make others happy, my parents, professors, employers, past boyfriends, and it just never seemed to be enough. Being with you, even though we kept it casual, I was always worried that I wasn’t keeping you happy, that you’d be disappointed too, and blame me for everything missing in your life.” I started to object but she stopped me and kept talking.
“No, it’s ok. I’ve finally come to that clichéd realization that you can’t please others until you please yourself. And I’ve got that now. I know how to do that, and I’m not going to be afraid anymore of being a little selfish and putting myself first.
“And that’s the real reason why I asked you to come visit me. I know what I want now, and I’m not worried about whether you want it or not. Tonight you’re going to do what I want, and after tonight we will say goodbye for good.”
At this point, my other brain had fully taken over. Outside I kept calm, but inside I knew that I was in for a night of crazy sex with Holly, and I was totally ok with that. I eventually came up with a response that I felt met all the needs.
“I’m glad to hear that, and I want you to know that I’ve always been willing to do whatever it took to please you, even if I didn’t always make that clear. That was my mistake. And I appreciate one last opportunity to show you how wonderful and special I’ve always thought you were.” Maybe laid it on a little thick, and the slightest arc of her eyebrow indicated that she might think the same, but that didn’t matter anymore.
We paid for our drinks and I grabbed my bag. She lead me to the elevator and pushed the button for the floor that she was staying on. We were alone in the elevator, and she silently stepped up to me and kissed me, first an innocent peck, then a nibble, then a hard bite on my lip. I flinched at the pain, and she laughed. “It’s about what I want” she said.
We exited the elevator and I followed her to her room. She walked in ahead of me and set her purse down on the dresser. I heard the door click closed behind me as I sat my bag down next to the closet. The room was dimly lit, with the north facing window showing the downtown skyline but not taking in any direct sun. She hadn’t turned on any lights, but there was just enough from the open window to navigate. There was a large bed, already made up by housekeeping, and a large chair in the corner, just big enough for two to cuddle up close. The bathroom featured a large walk-in shower with a corner seat.
She took off her glasses and set them next to her purse, then turned and stepped back toward me. She still hadn’t said a word. She paused just short of me, inches from my chest. She looked up at me with the same smile I always enjoyed, accented in my favorite dark red lipstick. Then to my surprise she reached back and slapped me hard across the face.
Before I could respond she slapped me again, harder, then pushed me back against the wall and pulled herself up my body, biting my lip again. Her hand grasped my groin through my jeans and her other hand pressed one finger to my lips. “You don’t speak unless I tell you to speak. Understand?” I nodded.
She took a step back and lifted her skirt up her thighs. The blue tights were actually thigh high stockings. She reached up and pulled down her black panties. She stepped out of them and balled them up in her fist. “Open.” I opened my mouth. She shoved them in my mouth, then gave me one more slap. “Don’t move.”
Not gonna lie, the taste of her panties in my mouth, the entire new attitude had me really excited. Which I guess was what she was going for. The only question in my mind was whether this was all part of an elaborate tease for my ending things with her, or if this really was going to be a wild, fun night.
She moved past me and took a small black bag out of the closet. This was separate from her larger suitcase which I also spied when I entered the room. She moved to the other side of the room and unzipped the back, using her body to block my view. She withdrew four black straps and tossed them onto the bed. “Attach one of those to each of the bed’s legs” she commanded. I stepped toward the bed and she immediately moved back, staying as far from me as the room would allow. I picked up the first strap and made sense of it. One end attached around the leg, the other end had a strong Velcro cuff that would go around a wrist or ankle, and there was a strap to tighten it to allow for as much or little range of motion as desired. I quickly attached all four, then moved back to my corner.
She was sitting in the chair in the corner, her legs curled up beneath her, a few buttons undone on her blouse. The small black bag lay on the floor next to her. “Good. Now strip. Then lay down.”
I did as I was told, slowly undressing and placing my folded clothes on the dresser. I laid on my back and spread my arms and legs, waiting for her to bind them. When I was settled, she got out of the chair and came to the bed, tightly binding first my feet, then my hands. I couldn’t move any of them more than a few inches.
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