Building a Life in Chicago

I can't believe I was actually doing this. Somehow, Rachel had talked me into taking a dancing class taught by her. I really wanted to say no, but I couldn't resist her, so I said yes.

So, I found myself on a Friday night, a week after Rachel came to my apartment and ate me out, at a dance studio, attempting to follow her movements and failing horribly.

It didn't help that Rachel was wearing a white tank top with no bra, and every time I looked in the mirror that took up the entire wall in front of us, Rachel's breasts were bouncing up and down as she showed us the dance moves. And if I ignored the mirror and tried to follow her from behind, my eyes were drawn to her butt in a pair of tight black leggings.

I know that Rachel caught me checking her out a few times as she scanned the room as we all tried to follow her. A sly smile would creep briefly across her face when she caught me, and I felt butterflies in my stomach every time.

I was trying my best to keep up as she led the class through the dances from Mamma Mia. I was obviously not a dancer, especially compared to everybody else in the class, but I still had a fun time. Rachel was a great teacher, and everybody learned something in the class, no matter our dancing abilities.

After the class ended, I was sitting cross legged on the floor, drinking some water, and packing a bag I had brought when Rachel came up and sat down next to me.

"I'm so glad you came, Kourtney. Are you?" She asked me, giving me a small hug with one of her arms.

"Definitely. It was fun. But I told you I wasn't a dancer," I replied back.

"That's OK; I thought you did a pretty good job," she said, buttering me up.

"Thanks," I said as I took off the dance shoes Rachel had lent me and replaced them with sandals.

"So, what are you doing the rest of the night? Do you want to go get a drink with me?" Rachel asked me, and I said that I would love to. Rachel pulled a t-shirt out of her bag and slipped it on as we left the dance studio together. We ordered an Uber, and we rode in the back to a local club that Rachel liked.

Rachel wasn't that big of a drinker and only had one shot of tequila. I took a few more shots, getting hornier and hornier with every one. After my third one, I looked at Rachel and said, "So, do you want to go back to my place and eat me out again?"

Rachel laughed at my abrutness and asked, "Are you always like this when you drink?"

I laughed too and said, "Yes. Some people get loud, some get violent, some just get happy or whatever. I get horny."

"Good to know. Let's go," she replied back.

Rachel ordered us another Uber, and I tried my best to keep my hands off her in the back of the car. Once back at my apartment, I walked us quickly to my door, and let us in. As soon as I shut the door behind us, I put my hands on Rachel's body and started to touch her. She grabbed my hands, kissed my lips, and said, "Let's get to your bedroom first."

"Or you could just take me on the couch," I said, trying to kiss her still. Rachel laughed and pulled me towards the bedroom. Once there, she finally returned my kiss and started to strip off my clothes, starting with my shirt, followed by my sports bra, revealing my B-cup-sized breasts.

She leaned down, grabbing my breasts in her hands and squeezing them before sticking out her tongue and licking my nipples. I slowly sat down on the bed, scooted up to the top of it, and pulled Rachel on top of me.

She landed on me, her C-cup-sized breasts pressing into me, and we went right back to kissing each other. I wrapped my arms and legs around her body, pulling her closer to me as our tongues swirled together.

We kissed for what felt like forever, but it was only a few minutes before Rachel was wiggling her body and trying to move it down mine. I opened up my arms and legs as she moved, looking down at her as she stopped at my breasts, squeezing them, rubbing my nipples, and licking and kissing all over them.

She then continued to move down, kissing my stomach and ending at my groin. I lifted up my hips as she pulled down my shorts and underwear, tossing them both behind her. She licked up my already wet slit and asked me, "Is this from me or drinking?"

"Both," I answered her as she continued to kiss and lick my groin. "Watching you dance got me going; drinking made it more so; and kissing you sealed it."

"What do you want me to do?" She asked me, looking up at me as I looked down at her.

"Lick me. Suck me. Make me cum. Fuck me, Rachel, please, fuck me!" I told the pretty woman down in between my legs.

Rachel smiled as she went back to licking my pussy, making me moan as she pushed her tongue into me and started to dart it in and out.

"Yes. Yes. Yes," I moaned as Rachel ate me out. She used her tongue all over, both inside and outside, flicking my clit with it, darting it in and out, as I laid my head back, closed my eyes, and moaned at her touch.

I giggled as she brought her hand up, her finger replacing her tongue. The giggle turned to a moan as she started to pull her finger in and out of me. With her mouth, she found my clean-shaven clit and wrapped her lips around it. She sucked it into my mouth, driving me crazy. As my legs closed around her head, I pushed up off the bed, and I had my first orgasm of the night.

As I came back down, Rachel continued to finger me, sliding a second finger into my vagina. She looked up at me and asked, "You taste good."

"Yes, I do," I replied back.

Rachel moved back up my body, keeping her fingers in me, and kissed my lips with hers. She slipped her tongue into my mouth, and I eagerly sucked on it, cleaning my juices off it. As we kissed, I moved one of my hands up in between us and placed it on her breast, outside of her t-shirt. I squeezed it, causing Rachel to moan into my mouth.

I moved my hand over and squeezed her other breast before moving it down and trying to get into her shirt. But, before I could, Rachel stopped me and said, "Didn't you say that you owned a dildo?"

I said yes and pointed out where it was. Rachel rolled over, my hand slipping off her, and opened up the nightstand drawer where I kept my toys. I had two dildos in there, a small one plus a monster, a seven-inch-long, incredible-thick black one. She pulled out the black dildo, admired it for a second, and turned back to me before saying, "Now, that looks like fun."

I told her it was, and I watched as Rachel opened her mouth and slid the first few inches into it, licking all around it with her tongue. When she pulled it out, I asked, "Is that all you can fit in there?"

Rachel laughed and said, "Probably. I have a horrible gag reflex. Can you fit more in?"

"I can if it's wet enough," I told her.

With another giggle, Rachel said, "Then let's work on that." She moved the dildo down in between my legs as I spread them apart for her. I watched her face as she pushed the tip of it into my wet vagina, sliding the first few inches in and out of me over and over again.

I grabbed her hand with mine and used it to push the dildo the rest of the way inside me, moaning as the thickness of it pushed against my insides. Rachel sat cross-legged on the bed next to me as she started to slide the dildo in and out, giving me the full length every time. I closed my eyes again as she fucked me with it and moaned every time she pushed it deep into me.

I reached again for Rachel's shirt, but she grabbed my hand and moved it away. Instead, she leaned forward so I couldn't get to her, bending down over my chest and sucking my nipple into my mouth as she continued to slide the dildo in and out. With her free hand, she started to rub the nipple that wasn't in her mouth, and she adjusted her body so that she could better reach my breasts while still fucking me with the dildo.

"Oh my God," I moaned as she moved her hand down away from my breasts and started to rub my clit. "Oh fuck, Rachel! I'm so close."

Rachel stopped sucking on my nipples as she pushed the dildo all the way inside me and furiously rubbed my clit. I grabbed her head with my hands and brought it down to my face to passionately kiss my lips as a second orgasm washed over my body. Rachel pulled away from the kiss, moving the dildo in and out again as I came down from coming.

She then pulled the dildo out, held it up, and said, "Show me how much you can take it now."

I grabbed the dildo from her, licked my cum off the tip with my tongue as I stared at Rachel. I opened my mouth as wide as it could go and started to slide the dildo. I easily swallowed the entire seven inches of the head and shaft, holding onto the fake balls as I watched Rachel's reaction to what I was doing.

After a few seconds, I pulled it out and asked, "Your turn?"

Rachel surprised me when she shook her head no and said, "Sorry, not tonight. I really should be getting back home."

Confused, I got up off the bed with her and slowly gathered up my clothes. We talked a little as I put them on, and Rachel ordered herself an Uber. I offered to drive her home, but she again turned me down. She gave me a hug and a kiss before leaving, promising to call me the next day.

The next day, instead of waiting for Rachel to call me, I instead called her and asked if she wanted to meet up for coffee. Rachel said yes, and we set a time and a place.

I arrived early at the coffee shop and ordered a drink as I sat and waited for Rachel. She didn't show up when she said she would, and it was twenty minutes later that she texted me to say that she was sorry and she wouldn't be able to make it.

Feeling sorry for myself, I felt a tear form in my eye, but I immediately wiped it away. I opened up the Tinder app on my phone and started to scroll through people, swiping right on a few, but then sat my phone down and stared at the window while drinking my coffee.

A sudden thought hit me, and I picked up my phone and sent a quick text before setting it back down. A few moments later, my phone went off again, and I picked it up, read the reply back, getting a smile on my face, and left the coffee shop after reading it.

Thirty minutes later, I pulled into the driveway of a house on the outskirts of Chicago. I skipped to the door as it opened,  being greeted by Owen, the guy I had had my first Tinder hookup with. I gave him a quick hug as he invited me into his house and said, "I'm sorry, I haven't called you since the first time we met. Life has been crazy."

Owen laughed and said, "It's ok. As great as that day was, I honestly wasn't expecting you to call me again. I still can't believe how lucky I was."

"Why didn't you think I would call you?" I asked as he led me into his living room.

"Because you're beautiful, and I'm some nerd that just happened to get lucky that day," he said as we sat down on a couch.

"You really think I'm beautiful?" I asked him.

"Of course. When I told my roommates about you, they refused to believe me. We even found you on social media, and they still didn't believe me," he said.

"Are your roommates here?" I asked him.

"No, they all went into the city for the day. Something about a baseball game and going to a bar afterwards," he said.

"You didn't want to go?" I asked.

"No. I'm not into sports like they are," he replied back.

"I guess it's a good thing I texted you," I said, turning over on the couch and beginning to crawl onto his lap.

"I just wish I had a doorbell camera for them to see you enter," he said as I straddled his legs and started to kiss his neck.

"Maybe I'll let you cum on me again, and you can take a picture this time," I said as I started to grind on his groin.

"That would be awesome," he said, wrapping his arms around my skinny body. I moved up to kiss his lips as I felt his cock growing under me.

When he started to push up with his hips, I slid off his lap and kneeled on the floor in front of him. I rubbed his cock through the jeans he was wearing before I undid them, pulled his pants down, and his cock flopped out, smacking in the forehead. I wrapped my hand around his six-inch-long, thick cock and started to rub up and down.

I smiled up at him as I let go of his cock and pulled off my shirt and bra, revealing my B-cup-sized breasts. Owen moaned as I wrapped my lips around his cock and swallowed it down in one gulp. I held myself there, feeling his cock as it pressed against the side of my mouth, before I started to bob my head up and down quickly.

It only took a few minutes before I could see Owen shifting on his couch, and I asked, "Owen, have you fucked anybody since you fucked me?" Owen shook his head no as I rubbed up and down with my hand and replied back, "Me either, kind of.

"Kind of? How do you kind of not have fucked anybody?" He asked.

"Let's just say I haven't slept with another guy since you, but I might have slept with another woman," I told him. I watched as he took in the information I gave him, realized what I meant, and went, "Oh, shit," as his cock twitched in my hand and a rope of cum shot out of the top. I quickly aimed his cock at my face and chest, pumping out rope after rope until I was completely covered in his cum.

When he was done, I held his cock up, stuck my tongue out, and licked from one end of his shaft to the other end. "Oh, my god," he said as I sat back on my heels.

"If you want that picture to show your roommates, you better take it now. Or, I guess, save it for your own personal use," I told him.

"You really want me to take a picture of you naked, covered in my cum, and show it to my roommates?" He asked me.

"Yes," I said as I nodded my head. "Take a few. Some close up, some farther away, so they can see the living room and that I'm really here."

He quickly grabbed his phone and took a few pictures, even a close-up of my cum covered breasts. When he was done, I grabbed my shirt and bra and showed myself to his bathroom to clean up. When I came out, after getting dressed, Owen was standing up in the living room and said, "You know, you could just stay here until my roommates come home, and then they'll really believe me. And we could have some more fun."

I giggled as I walked up to him. It was refreshing, with me standing six feet tall, to look up at somebody that I was attracted to. I put my hand on his cheek and pulled him down to me, giving him a kiss on the lips, before saying, "I know. But I got what I wanted."

I told him goodbye after giving him a hug, and I walked out to my car. As I drove off, Owen was standing in his doorway, and I waved goodbye, blowing him a kiss as well.

On my drive back into Chicago and to my apartment, I turned up my music, satisfied with what I had just done. I didn't hear my phone go off, so I was surprised to see two messages when I got back home on it.

The first was from Owen, and it said, "Were you serious about sleeping with another woman?"

The second was from Rachel, asking if she could come over later that night. Of course, I told her yes.

I texted Owen back and said, "Yes, I am serious. If you count me being eaten out by her or getting fucked by a dildo."

Rachel knocked on my door a few hours later, just as the sun was starting to set. Ever chipper, she bounced into my apartment, saying hi and giving me a quick hug.

"I'm sorry about today," she said. "I was at an audition that ran long, and then I got the news that I'd been accepted for a Shakespeare camp in London in a few months."

"Oh, so you're moving to London? Congratulations, I guess," I told her as we sat down on my couch.

"Yeah. It'll just be for three weeks. And then I think I'll go to Scotland for a few weeks too. And, after that, I'll be in New York to audition for some plays," Rachel said.

"Wow, that's exciting. You're going to be super busy," I said.

"Yeah, it's going to be insane. I love it. And, hopefully, by the time I get back, you'll just be getting started with your dental school, and we can continue what we've started together because I'm going to miss you," she told me.

Rachel had a giant smile on her face as she talked, but it quickly faded when I said, "What do you mean, what have we started?"

"What? The relationship we've had going on? Do you not want it to continue?" She asked, getting confused.

"What relationship? You get me when you want me, but me getting pushed to the side at other times?" I said, starting to get mad.

"Kourtney, I'm confused. What are you talking about?" She asked.

"You never let me touch your body when we're together; you've blown off dates; you've ignored my calls and texts, but when you text or call me, I always answer. It's been very one-sided," I explained to her.

"Oh," she said. "I told you when we first met that I lived a very chaotic and always changing life."

"You also told me that you don't hook up with women, but you haven't had a problem getting me naked, fucking me, and not letting me return the favor," I said.

"Is that what this is all about?" She said, starting to get upset. "You're mad that I haven't trusted you enough to touch my body? That's insane. You're right, I don't like to just hook up with random women. But I've felt different about you. I've been hoping that by showing you what to do, when I do let you on me, you'll know what to do, not fuck anything up, and get depressed that you don't know how to please a women like I do."

"Wow. You don't trust me? That's fucked me. I've been putting myself out there for you, and that's the thanks I get? Jesus," I replied back, getting up and walking into my kitchen. I turned back around to see Rachel leaning over where she sat, her head in her hands, her curly hair falling down around it.

"So, why did you come over here tonight? Was you hoping that I would strip for you again so you could have your way with my body?" I asked her.

Rachel slowly lifted up her head and said, "Have my way with your body? Is that how you really feel?"

She stood up from my couch, and we stared at each other. After a few seconds, I said, "I think you should leave." Without saying a word, Rachel turned and walked through the door, slamming it shut behind her and rattling the entire apartment. I waited a few minutes before I ran to my bedroom, jumped onto the bed, and cried myself to sleep.