Building a Life in Chicago

The day after I got dominated by Vance at his house, only to be caught off guard by Owen attempting to surprise me at my apartment, I made plans with Owen to go out to dinner with him.

Or so he thought. As much as it hurt me to do so, I actually was going to tell him that I didn't deserve him and I was just going to hurt him in the end. I had to tell him that I was so turned on after our last date because of the woman that taught it, not him. Not even with as good as the sex was that night. I had to tell him that while he was gone, I went over to somebody else's house and let them fuck my mouth, my pussy, and my ass. Owen deserved so much better.

I had told him that I would meet him outside the restaurant, although he wanted to pick me up. I had decided to let him down before we even went in, as much as it was going to hurt both of us.

Instead, as I waited outside for him, I was starting to have second thoughts. If I were smart, I would vow to never see Vance again, forget about Rachel and the way she makes me feel, and just focus on Owen. And as soon as I saw Owen carrying a bouquet of flowers for me and saw the smile on his face, I decided to stick with him.

Dinner was amazing that night, and we ended up back at my apartment, where we slept together. As I lay on my back in my bed, with him sucking on my breasts while his cock went in and out of me, I was truly happy.

Until that Friday, when I received an unexpected text. It was from Rachel, and it said, "Hey Kourtney, are you and your boyfriend planning on another dance lesson this weekend? If so, is there anyway me and you could meet before hand?"

I texted her back and said, "He hasn't said anything, so I doubt it."

Hesitating for a second, I texted her again before she texted back to say, "And he's not my boyfriend."

"Oh, that's good to know. So, any chance we could still meet up? Ever since I saw you last week, I keep thinking about you," she texted me back.

I knew that I should say no, that I should block her number, and call Owen. Instead, I told her that I didn't have plans that night and that I would meet her for a coffee.

The last time I saw Rachel, besides at the dance lesson Owen took me to, we got into a major fight, where I accused her of just using me for my body and taking advantage of how I felt about her.

I ordered a coffee and sat down by a window. The last time I was supposed to meet Rachel for coffee, she stood me up, and I was half expecting it to happen again. But I was happy to see her walking down the sidewalk, past me sitting inside, and opening the door to enter the coffee shop. She didn't look around; instead, she walked up and ordered a coffee. She finally turned around after getting her cup, spotted me, and waved as she walked over, sitting down across from me.

"Can I just start out by saying how sorry I am? After our fight, I started thinking about all the things I had done to you, and I realized why you felt the way you do. I was such a jerk to you, despite me thinking that I was being nice to you," she said immediately.

I took a big gulp of my coffee before responding and saying, "Thank you for saying that."

"No, it should be me thanking you. What you said really opened my eyes up and made me think about how I was treating people, especially those I care about. I really did and still do care about you and like you. I was just going about it the wrong way," Rachel said. "Can I make it up to you?"

"How?" I asked.

"My place is just up the road, and all my roommates are gone. We can do whatever you want," she said.

I laughed and said, "Rachel, since our fight, I've had some of the...ugh...you know what? If it's just going to be all about sex for you, forget it. I'm out."

I gave Rachel a second to respond, but when she didn't, I grabbed my coffee cup, got up, and left the coffee shop.

By the time I got back to my apartment, I could feel the tears coming. I went into the bathroom and looked into the mirror, trying to force myself to not cry and to smile. I had had my brown hair in a ponytail, but I pulled it out. As I shook out my hair and combed it, I thought that it was time for a change and vowed to go get it cut and dyed the next day.

I went to lay on my bed, trying to distract myself from what had just happened with Rachel. But the more I tried not to think about it, the more I did. I finally convinced myself to call Owen, but he didn't answer. I opened up my messaging app, thinking about texting Danny or Jessica to see what they were up to that night.

But, before I could click on either one of their names, I saw the text thread I had with Rachel. I had a picture of her face as the profile icon and stared at it. She was incredibly pretty. As I stared at it, I could feel myself starting to get wet.

Before I knew what I was doing, I was opening up her messages and sending her one that said, "Hey, I'm sorry for what I did. You didn't deserve that. If you want, I can still come to your place, and maybe we can make it up to each other?"

I didn't have to wait long until she texted back to say, "I'm actually still out. I'll come to you."

I anxiously waited the few minutes it took for Rachel to make it to my apartment. I let her in after she knocked, and we sat down on two different couches I had in my living room, sitting across from each other.

"Can I finish saying what I wanted to say at the coffee shop?" She asked me, and I nodded my head yes. "Thanks. I have meant everything I've ever said to you. I don't like just hooking up with women. I was looking for a relationship with you. But I misguidedly thought that I should show you how to please a woman what I thought was the right way instead of letting you explore and learn on your own. I never meant to, wanted to, or thought I could or would hurt you the way I did. I would be so thankful if you gave me a second chance and we could see what happens."

"What about when you go to Europe? Then what? I just sit here and wait for you?" I asked her.

"No. God no. But I would hope that I could at least make an impression on you that you'll be happy when I get back," she said.

"When do you leave?" I asked.

"A week from tomorrow," she said, a tinge of sadness in her voice.

I stood up from the couch and said, "Then I guess we better make up for lost time."

I closed the gap between us and climbed onto Rachel's lap as she leaned back on the couch. I leaned down over her, moving until our lips met and we began to kiss. Rachel had her brown, curly hair pulled back into a ponytail and was wearing a white t-shirt with a deep V cut into it that showed off her C-cup-sized breasts, along with a blue jean skirt that ended just after her groin. She finished off her outfit with knee-high black boots.

Not wanting to waste any time or give her a chance to change her mind, I moved my hand up over her stomach and rested it on her breast, giving it a squeeze as we kissed. When she didn't resist or stop me, I slipped my hand into her shirt, cupping her breast through her bra, and continued to kiss her as I started to roll my hips on her groin.

Rachel moaned into my mouth as we kissed, our lips opening to let our tongues swirl together. She wrapped her arms around my waist, moving her hands down to her butt, where she cupped my cheeks and squeezed them.

After squeezing my ass, she moved her hands up and grabbed the bottom of my t-shirt. Starting to pull up on it, I lifted my arms up above my head and briefly broke the kiss as she pulled my shirt off. Going to unhook my white bra, she said, "I want to feel your tits on mine."

She threw my bra behind us, exposing my B-cup-sized breasts. Before she could reach for them, I grabbed onto the bottom of her shirt and pulled it, along with her bra, off. Seeing her breasts naked for the first time, I wasted no time before my hands were all over them. I squeezed her bare flesh, rubbed her nipples with my palms and fingers, and leaned down far enough that I could flick her nipples, one at a time, with my tongue.

I made eye contact with Rachel, her mouth slightly agap as she let out soft moans, and wrapped my lips around her left nipple. I sucked it into my mouth, flicking it with my tongue, as I continued to squeeze her right breast with my hand. I closed my eyes, enjoying the sounds of her moans and her nipple in my mouth.

As I kissed over to her right breast and took that nipple in my mouth, Rachel grabbed onto my ass again, this time sliding her hands inside the leggings I had on. She grabbed my bare ass with her hands, squeezing tight and pushing my groin into hers, as I continued to lick and suck on her nipples, switching back and forth between the two.

I moved one of my hands between us and raised up my hips enough to rest my palm on her groin. She started to push her hips up as I slipped my hand under her skirt, and I began to rub her wet vagina over the underwear she had on.

Rachel moaned louder as I sucked hard on the nipple I had in my mouth, pinched her other nipple at the same time, and pressed my finger against her groin. I let go of her nipple, moved up to briefly kiss her lips, then got up off her.

As I stood above her, she was leaning back on the couch, her upper body exposed, her dancer's legs spread open, her skirt slightly pushed up, and she was breathing deeply, staring up at me with lust-filled eyes. I smiled as I kneeled on the floor in front of her, placing my hands on her knees and pushing them even farther apart.

Rachel may not look like it, but she was pretty flexible, able to do the splits, so I was able to spread her legs pretty far open. I moved inside her thick thighs and grabbed onto her underwear. She lifted her hips up as I pulled the black underwear off her groin and down her legs, throwing them behind me after they were off. I leaned forward, smelling her sweet scent off her clean-shaven pussy, before sticking my tongue out and licking up and down her slit.

"Fuck, Kourtney," she moaned as I licked and kissed all over her pussy. I brought my hand up next to my mouth and used my fingers to spread open her pussy. I pushed my tongue inside her, licking all around, and started to dart it in and out of her.

"Oh yes," she moaned. "Fuck, I never should have waited."

I briefly pulled my tongue out of her, sliding my finger inside her in its place, and said, "I don't know. Maybe it was a good thing I got some experience with another woman first."

"Oh, you did? She is a very lucky girl, because, fuck, you're great," Rachel moaned, leaning her head back against the couch and closing her eyes.

As I pushed and pulled my finger in and out of her, I flicked her clit back and forth with my tongue before wrapping my lips around it and sucking it into my mouth. I reached up with my free hand and grabbed onto her breast, squeezing it over and over.

Her breathing started to get more and more shallow as I kept my finger in her, making a "come here" motion with it, and continued to suck her clit with my lips as I pressed my tongue against it. "Yes, yes, yes." I heard her moaning, letting out a much louder moan as she pushed her hips up into my face. I could feel her orgasm hitting as she used her hands to hold my face in place and covered my finger with her juices.

As she came down from her orgasm, I licked her juices up from around her pussy before sitting back on my heels and calfs. I looked into her eyes as I licked my lips and my finger. "Fuck, Kourtney, I'm so sorry for making you wait," she said.

I laughed as I said, "I had to show you what you were missing out on."

I sat down next to Rachel, and she asked, "So, who was the other girl? When?"

"Are you jealous?" I asked her.

"No, not at all. Unless I have to be worried about her," Rachel said.

"No, you don't. Do you remember me telling you about Danny and Jessica? My ex-brother and sister-in-law who are now dating?" I asked as Rachel told me that she did. "Well, they came out for a weekend a few weeks ago, and we all slept together."

"All of you?" Rachel asked.

"Yes. I blew Danny and fucked him; Jessica and I ate each other out and played with some toys, and then he fucked me in the ass before they went home," I explained to her.

"Wow. Have you slept with anybody else since then?" She asked.

I started to think about the last few weeks and could feel a tear coming. I turned away from Rachel and wiped it off but felt her moving and sitting up next to me.

"I'm sorry, Kourtney, did something happen? You don't have to tell me; it really isn't any of my business," Rachel said as she placed her hand on my lower back and rubbed it.

"No, it's OK," I told her, wiping another tear away. "I've just really been struggling the last few weeks and have felt like I've been ignoring my true feelings by sleeping around, even though I tell myself I wouldn't."

"Oh," Rachel said, sitting back on the couch. "Is tonight one of those times?"

I whipped around to face Rachel as the tears started to fall. "No. Yes. No. I have no idea any more." I started to cry, putting my head in my hands and leaning down into my lap.

The last thing I saw before I did that was a look of anger on Rachel's face, and I was expecting her to get up and leave. Instead, she wrapped her arms around me and pulled me back into her body. She turned my head into her shoulder, letting me cry on it as she held me.

"Thank you," I said as I stopped crying, wiping the tears away again.

"You're welcome," Rachel said, holding me tight. "I know what it's like to struggle, especially with mental health, and turn to something else expecting to fix it.

I sat up more, reaching for a tissue and blowing my nose. "It's just that I moved to Chicago to get away from drama in my life. Instead, I'm just bringing more and more into it. I was lonely, so I slept around some. I met you and was feeling great, but I blew that by getting mad at you. And after Danny and Jessica came out, I vowed to get myself back on track and focus on why I was here. So, I called one of the guys I met on Tinder, one who really cared and wanted more with me. He's the guy that took me to your dance studio," I told her.

"Oh, him, he's cute," she said, listening intently to me.

"Super cute. Friendly and attentive. He actually went to visit some family from where he's from and came back early to surprise me. And you know what I was doing?" I said, feeling the tears coming again.

"What were you doing?" She asked.

"I was at another guy's house, getting dominated," I said, starting to cry again.

"Oh wow. Did you tell him?" Rachel asked.

"Of course not! I wanted to. I was going to meet him for dinner the next night and break off everything. I wanted to tell him that he deserved so much better. Instead, he surprised me with flowers, and we ate dinner together and slept together afterwards," I said.

"Oh no! Now what?" She said.

"I have no idea. Because I was going to call him after I walked out on you at the coffee house, but instead, I called you, and now we're sitting half naked on my couch," I said.

"Oh, Kourtney, I'm so sorry. I really wouldn't have come over if I had any idea," she said.

"I know. But how could you? It's all my fault. I'm like a guy, thinking with my dick. And now I feel like I've just taken advantage of you, when that's exactly what I want to stop doing," I said.

"No, Kourtney, you need to stop that. Seriously. I've been there before. I was part of a cast for a show, doing a part I hated. And instead of using it to grow and learn, I started to sleep with the male lead. And as soon as the performances stopped, he left town, and I never heard from him again. And what did I do once he ghosted me? I went and slept with somebody else! Sometimes, a girl just needs sex, no matter what else is going on in our lives," Rachel said, making me laugh as she said it.

"Oh geez," I said. "You're not kidding. Making you orgasm felt so good."

"I bet. It made me feel good too," she said, wrapping her arms around me again.

I cuddled up into her body, leaning my head back against her and resting my hands on her arms. "This feels nice too," I said.

"Yes, it does. This just might be my favorite part," she replied.

"Can you stay with me tonight? Will you? I don't want to be alone," I asked her, almost begging.

"Of course," Rachel answered, kissing the top of my head with her lips.

"Thank you," I told her.

We cuddled together on the couch for a while, sitting silently in our own thoughts. At some point, Rachel leaned down and started to kiss my neck, making me moan and my groin start to tingle. "We can move to my bed if you want," I said.

Rachel sucked the skin of my neck into her mouth before releasing me and unwrapping her arms from my body. I stood up off the couch and offered my hand to help her up. I looked her naked body up and down and smiled before grabbing her hand and leading her down to my room.

Once there, I wrapped my arms around her neck, she put her hands on my hips, and we started to kiss. She moved her hands around to my back and squeezed my ass before using her hands to pull down the leggings and underwear I had been wearing. As we continued to make out, she moved her hand to my vagina, using her fingers to rub around it as I started to get wet again.

I ended the kiss and said, "I've missed your fingers."

"What about my mouth and tongue?" She asked.

"Yes," I moaned as she slipped a finger inside my pussy. I walked backwards until I hit the bed and sat down on it, Rachel falling down to her knees at the same time. She spread my legs apart, keeping her finger inside me, and started to kiss around it.

I leaned back, using my hands to support myself, and moaned as Rachel licked around my pussy, continuing to push and pull her finger in and out of me. "Oh, Rachel, yes," I said, closing my eyes as she used her fingers to spread open my pussy and dart her tongue in and out.

She used her fingers to start to rub my clit, making me moan even more. It wasn't long before I started to cum, pushing my hips up into her mouth and covering her face with my juices. Rachel eagerly licked it up before she sat up and looked at me, licking her lips. I leaned down, grabbed her face with my hands, and kissed her passionately, pushing my tongue into her mouth so I could taste myself on her.

I wrapped my arms around Rachel and started to pull her up. She climbed onto the bed, crawling on top of me, and laid down on me as I scooted back on the bed. I wrapped my legs around her, feeling her groin on mine, as she started to move back and forth, attempting to rub our pussies together.

We continued to kiss, our breasts pushing together, our hips rocking back and forth together, as our lips opened and our tongues swirled together. When I needed to take a deep breath and pulled my head away from her, Rachel immediately went back to kissing my neck and slowly made her way down to my chest. I watched as she sucked my nipples into her mouth, flicking them with her tongue, one at a time.

I moved my hand to the back of her head, running my fingers through her curly hair, as I enjoyed the feeling of her mouth on my nipples. She started to use her hand on me, first to pinch and rub whatever nipple wasn't in her mouth before moving her hand down and rubbing my clit.

She continued to switch between my breasts, licking and sucking with her mouth and leaving kisses with her lips, as she put more and more pressure on my clit. "Yes. Yes. Oh fuck, Rachel. You're going to make me cum again. Yes!" I moaned out as my orgasm built up.

When it hit, I moved my hand down to my groin, putting it on top of hers, and pushing her fingers into my clit. I arched my back off the bed as I came, Rachel focusing on rubbing my clit instead of sucking on my nipples. As I came down from my orgasm, I kissed her again before asking, "Can I use one of my toys on you?"