Sleeping with Jen

"Is this your first time?"

It was a rainy Thursday night, and I decided to stay in my apartment and binge watch yet another season of Bob's Burgers. I got off work around 5, and that's when I last saw Jennifer before we both parted to spend the rest of our day seperately. Around midnight, I was into the eighth episode of the night before I started to fall asleep, but woke up to that damn marimba ringtone. Half awake, I reached for my phone and saw the caller ID. It was Jennifer. What the hell was she doing calling me at midnight? Worried and confused, I answered the phone. "H-hello?" I stuttered nervously. Was she okay? Hurt? Angry? Did I do something wrong? What felt like ten minutes but was only half a second, she replied. "Hey," she sniffled into the phone. It sounded like she has been crying for hours. "Chris broke up with me," she said softly before she began to cry softly into the phone. Immediately, my initial reaction was to stop being her assistant and turn into her friend. "Aw baby, I'm so sorry. Do you want to talk about it?" I offered, listening closely for her to reply. "Not really...but, can I come over? I know it's late, but I feel like I'll feel better if I'm with you, I don't know." she asked, her voice seemed to calm down a bit. "Of course, you can spend the night if you'd like." I replied, smiling into the phone. It's been forever since I've hung out with Jennifer and I was more excited than I should be. "That sounds amazing, thank you so much. I'll see you in ten," Jennifer said, her voice a bit cheerier than before. After we exchanged goodbye's, she hung up and I decided I should try to clean up myself for her. I turned off the TV and put my dirty dishes in the sink, quickly running into my bedroom to change. I put my hair up into a bun, and threw on a tight tank top and silk shorts, my bra still on, of course. After I tucked in my sheets, I heard a knock on my door. Taking one deep breath into the mirror, I walked over to my door and looked through the peephole to make sure it was her - and it was. I opened up my door and greeted her, giving her a loose hug. She was dressed in tight black leggings that showed off her ass, and tight white see-through t-shirt. Fuck, she looked hot as hell. Was she doing this on purpose? Or does she always dress like this? 

"Your house is so cute." she said over to me, making me snapout of my daydream of her. What the hell was happening to me? I thought I was straight, but seeing her over there like that sent my mind places that should have been kept in the dark. "Thank you. I tried my best to clean it up for you." I said softly over to her, my words followed by a smile, causing her to giggle. She was adorable and sexy as hell, how is that even possible? "Well, I feel special. Mind if I get a tour?" she asked over to me before she took another look around my apartment. "Of course, follow me." I said over to her, leading her to the living room. "Here is my living room, windows giving me a great view of California. And I also have a HD TV and Netflix so I make great use of that." I joked to her which made her laugh. I led her over to my kitchen, giving her a tour of that as well. I showed her my small dining room and we ended up in my bedroom. "Your bedroom is spectacular!" She said over to me before hopping up on my bed, laying back, her legs slightly spread open. The unholy thoughts were entering my brain again. How do I say it subtlely to her that I want to fuck her so badly? I had to do it and it had to be quick. I don't know how much longer I could go without at least seeing her naked body.

"Jennifer, I'm going to be completely honest right now, you look hot as hell. And I'd turn lesbian for you." I immediately regretted telling her that after I spoke it. I mentally smacked myself in the forehead. NOT SUBTLE. 

"Well, I would have to say the same for you. Come here." I came over closer to her, taking a deep breath, standing at the foot of the bed.

"Listen, I've always wanted to have sex with a girl. And when are we going to be able to have this oppurtunity again? I say we try it." She smirked over at me after she spoke, making me feel hot. "Is this your first time?" She said seductively to me, making me bite my lip. "Y-yes," I said nervously, letting my eyes scan across her body. Fuck, she was hot. I couldn't turn down this oppurtunity. I would be a complete idiot to say no. 

"Come here, straddle me. I won't tell you what to do, just do what feels right." She said over to me before she took her index finger and slid it into her mouth, sucking on it gently. That sent me over the edge, so I quickly shut my bed my bedroom door and hopped onto the bed, straddling her by putting both of my legs on either side of her. She pulled my hair down, placing her lips ontop of mine. Her lips moved smoothly against mine, and she eventually slid her tongue inside of my mouth and ran her fingers through my hair. I took my hand and slid it down her chest, squeezing her breasts in my hand before reaching the bottom of her shirt and pulling it over her head, exposing her black bra. Damn, she looked hot. Everything about her was hot. I reached behind her and unclasped her bra, exposing her now bare breasts. I released my lips from hers, planting small kisses on her left breast first, squeezing her right one in my hand. I flicked my tongue against her nipple, making a small moan escape from her mouth. She reached her hand down to my ass, squeezing it gently, making me moan and bite my lip as she began to pull down my shorts, exposing my pink thong. "Mhm, babe, you're wet already," she whispered to me, as I began to suck her nipple. I couldn't deny it, she was making me extremely horny. She pulled down my thong and smacked my ass, making me moan louder as I left a small hickey on her breast. "Sit on my face." She demanded, and of course I couldn't say no. I got off of her, and she laid completely back and I took off my tanktop and bra before I placed my hot, wet pussy right into her mouth. Her tongue immediately entered me, and I tilted my head back and stifled out a moan. "Fuck," I mumbled under my breath, closing my eyes as she continued to eat me out. She slowly slid her middle finger inside me, thrusting it in and out, making me get wetter by the second. "Baby, do you like that?" she mumbled against me and I quickly responded a yes, and her hot words sent my hand downwards as I rubbed my clit gently as she ate me out - I couldn't help it, I had to do something with myself as she pleased me. There was so much sexual tension building up inside of me, and she took care of it by entering another finger inside of me and quickly moving her tongue back and forth inside of me. I was about to reach the edge. "Jen, I'm going to cum.." I got out, rubbing myself harder. "Cum on me." she demanded as she thrusted harder and faster and tongue moving back and forth faster than before. Warm, hot, sticky cum rushed out of me and into her mouth, and she licked it all up, making me let out one more large moan, and panting and gasping for more.

"Fuck, you taste good." She said to me before sitting up, pointing to my dresser. "You got anything good in there?" She asked, followed by her signature smirk. "Yeah, I think a dildo, let me check." Body covered in sweat, I leaned over and opened my dresser and dug through it and pulled it out. "Yeah, still here, 8 inches I think." I said over to her, grasping it in my hand. "Put it to use. On me, of course." She giggled at herself and tilted her head, motioning me to come over to her. She leaned up against some of the pillows on my bed, and I took the dildo in my hand and reached it up to her mouth, motioning her to suck on it. And she did, and it was hot. She slowly entered the dildo into her mouth, keeping her eyes locked on mine, rubbing her fingers up and down on the parts she couldn't fit in her mouth, sucking the life out of the thing. After a while, she handed it back to me and took off her pants and thong, exposing her pink, wet, shaved pussy. She spread her legs open before I licked her entrance gently,  lying on my stomach and slowly sliding the dildo inside of her. She moaned and tilted her head back and grabbed her breasts, rubbing them in pleasure. I began to pick up the pace, placing my tongue onto her clit, thrusting the dildo in and out of her at a faster speed, sliding it further and further into her each time. Jennifer then began to grind against it, her eyes still shut, but her hips moving as she cursed occasionally, moans here and there, and sweat began to form across her neck and chest. I flicked my tongue against her clit, licking up everything in sight. She ordered me to take out the dildo and so I did, replacing it with my index finger as her hot cum spread across my fingertip. I licked up all of the juices that came out of her, sliding my finger inside of her one more time so she could taste herself. We both took a couple minutes to catch our breath, and I looked over my clock which read 1:15 AM. We made out for a little while more before she fell asleep, her naked body halfway ontop of mine. I spent the rest of the night thinking of what things were going to be like now.