The Prettiest Woman Read online

  We both stood to our feet and completely undressed. I stared at him in amazement. His body was my idea of perfection. He wasn’t extremely muscular but he was toned and beautiful. His abs had light definition and his chest and back were what dreams were made of. Then, he took off his pants and underwear; I stared unabashedly. My eyes sent signals to my pussy because it went into overdrive.

  He seemed to be about eight inches and he was the perfect thickness. I wasn’t afraid; I knew that he was going to feel amazing inside of me. There was no part of me that he wouldn’t reach.

  “Enjoying the view?”

  “Probably too much.” I replied.

  “There’s no such thing and I know the feeling. You’re gorgeous.” He grabbed my hand and led me back to the couch. I sat down and he got onto his knees, his hands parted my legs. He placed kisses along my inner thighs and slowly worked his way towards my center. My body was practically vibrating. “Someone is ready.” he teased before he took one long languorous lick at my pleasure center. His tongue went from my lips and to my clit. I practically melted, my breathing was choppy and my pussy was singing.

  He licked me like it was his favorite ice cream flavor for an amount of time that I couldn’t grasp. Time ceased to matter; I sank deeper into the couch, my hips moved against his face. He grabbed my thighs and sucked my clit. The sounds of his slurps and his warm mouth mixed with the cool air of the room overloaded my senses.

  I couldn’t believe it, he was about to make me cum. I’d never cum with a man the first time we had sex. I was over-thinking and I almost lost it but he brought me back to reality. He brought one hand up to my neck and squeezed lightly.

  “Stop thinking and give me what I want. I want to taste your cum all over my tongue.” he demanded. He lightly blew on my exposed and erect clit before he lapped wildly, sending me over the edge. My orgasm came and it trumped every orgasm that I’d given myself in the last year. My shrieks and moans reverberated through his condo. He didn’t miss a beat, he kept licking, getting exactly what he wanted.

  “Oh my god, please stop.” I said pushing his head away, “I’m too sensitive, I can’t take anymore.”

  “You can’t take any more of my mouth or are you done for the evening.”

  “You’ve got to be kidding me. I’ve been thinking about your dick since I felt it on the dance floor. I’m not going to be happy until I get it.”

  “Well, I don’t have any complaints about that.” he said standing to his feet. He was still rock hard. “I’ll be right back.”

  He headed towards his room and returned in less than a minute with the golden foil packet. I was grateful that he’d thought of it because I wasn’t thinking clearly. He had it on in less than thirty seconds. I leaned back onto the couch and stared at the ceiling, soon he joined me and I was looking directly into his eyes.

  He was such a beautiful surprise. There was a look in his eyes that I couldn’t identify. It was an intimate moment and I didn’t want to read too much into it. I kissed him and tasted my sex on his tongue. He began to enter me, slowly working his way inside of me in short shallow strokes until I completely housed him. He stretched me and it hurt a bit but I didn’t mind.

  “You okay?” He asked.

  “I’m so much better than okay.”

  “I’m just making sure.”

  “Stop worrying about me and fuck me.”

  “You asked for it, remember that.”

  He pulled out of me all the way to the tip and pushed deep inside of my walls in one stroke. Every nerve ending on my body felt it; I was close to cumming again already. His dick was hitting that g-spot that I kept hearing so much about.

  “Fuck.” I exclaimed.

  “You like that?”

  “I love it.” I said as my left leg trembled.

  He lifted my legs to his shoulders and sat up on his knees while still inside of me. He fucked me slowly and passionately as he kissed the inside of my thigh. He entered me with force, making me feel all of his and sending tiny earthquakes through my body. My head thrashed from side to side. He was controlling my body in a way that I’d never experienced before.

  “Give me another.” he said before he delivered five quick strokes. It happened and it shocked me. My pussy clamped and convulsed around his steel rod wrapped in flesh. I was sure that my juices coated him, seeing as though I’d just released a tidal wave. He lost all control after that. He grabbed my other leg and placed it on his forearm and fucked me like a wild animal. He stopped worrying about me and pushed into my body without reservation.

  It felt amazing, and I couldn’t believe that I was ready to explode again, my pussy tingled and it needed to release. I was right on time because his strokes became shorter, a vein bulged on the side of his forehead and he bit his bottom lip. Even his fuck faces were sexy to me. Feeling his cock release inside of me was an incredible feeling, I was almost disappointed that he was wearing a condom. I don’t know where my head was; it had to be the liquor and my emotions. I was the queen of safe sex.

  After, we cuddled on his couch and he rested his head on my chest. I couldn’t remember the last time I’d felt so relaxed and comfortable. I found myself wishing that I’d met him earlier; we clicked so well. It then hit me like a ton of bricks. I wasn’t on a usual date. There wasn’t anything normal about my situation and we were supposed to be having an arrangement. He could sense the tension in my body.

  “What’s wrong?” He asked.

  “I guess I’m just wondering what happens from here. Will we be meeting up again?”

  “I would be happy to see you again, if that’s what you want.”

  “I would like that.”

  “Great, because I’ve really enjoyed your company this evening.”

  I was still a little on edge but our brief conversation helped a bit. At least I knew that he was still interested.

  “Will you stay until early morning?” He asked.

  “It’s already early morning.”

  “I mean until the sun comes up.”

  “I would love to, I need the rest anyway. However, I do have to get back early. I have to be at work at nine.”

  “I understand. I have some things that I need to do as well.”

  I texted Jessica to let her know that I would be back in the morning, then I followed him to his master bedroom. We laid in his king size bed but it seemed pointless because we were intertwined.

  *

  Early that morning, he was walking me to my door. I was a little embarrassed for him to come to my apartment again, especially after I saw where he lived. But by normal standards, my place was okay.

  We walked hand in hand up my stairs and kissed for a bit. I didn’t want to be away from him and he seemed to feel the same. We were stalling.

  “This has been such an amazing night.” he admitted. He stared at me for a moment and tucked my hair behind my ear.

  “You followed through on your promise. It was the best date that I ever had.”

  “Hopefully, I can break that record again.”

  “You’re going to spoil me rotten.”

  “That’s my goal.”

  Our moment was ruined when Jessica opened the door. She pretended as if she was getting ready to leave. I knew that she wasn’t because she was only wearing jeans and T-shirt. She never left the house looking regular.

  “Well, hello, hello.” Jessica said with a sly grin.

  I rolled my eyes because I knew that I didn’t have any choice but to introduce them.

  “Vince, this is my best friend and roommate Jessica, Jessica this is Vince.”

  “It’s nice to meet you, Jessica.” Vince said.

  “It’s nice to meet you too, Vince.” she grinned.

  “Jessica please give us a moment to say goodbye. I’ll be inside in a moment.”

  “Alrighty.” she sang. She then gave me a knowing look. It was clear to me that she was telling me to get money. It was the same look that she gave me before I walked out of th
e door. She closed the door and I felt a little awkward. I knew that she was most likely on the other side of the door listening in. She’s always been nosy, and she lacked the ability to mind her own damned business.

  I looked at him and shook my head. I took a deep breath and asked for it, “Ummm, I was wondering, will we be exchanging anything? I wasn’t sure exactly what the arrangement was. I guess I should have gotten clear on that before…well … you know.”

  He looked confused for a bit and then awareness crossed his face. Then awareness was replaced with disappointment, “I’m sorry, I totally forgot. I was having so much fun that it slipped my mind. I’m sorry.” He reached into his pocket and grabbed his wallet. He grabbed all of the money inside and shoved it into my hand. “It’s been fun, you have a great day.” Vince kissed me on the forehead and walked away before I could respond.

  It was clear that I’d just fucked up.

  I instantly regretted asking him for money. My heart sank; I’d just been paid for sex. His respect for me probably went completely out of the window. I portrayed myself not to be an escort and yet I’d just behaved like one. I contradicted what I put on my profile and what I said on that date. To him, I was probably like all of the other women.

  My perfect date was ruined by my own actions I wished that I met him in a different way. I wanted to go into the apartment and rip into Jessica but it was only my fault. I had the ability to think for myself and I didn’t. I opened the door and prepared to talk to Jessica before I had to go to work.

  #Chapter8

  When I walked into the apartment, Jessica was in the kitchen sitting at the table with two cups of coffee.

  “So get your hot ass in here and tell me what happened.” Jessica said.

  “You have way too much energy this morning. I should start getting ready for work.”

  “Don’t play with me. Come on, I’ve made this pot of coffee extra strong just for you. I want the gossip.”

  I took off my shoes and took a seat at the table, “Well we had a great date. We went to the signature room, then to the WIT and then to his place. Our connection was something I’ve never experienced before. We had amazing sex and then I asked him for money and I got it. Now I’m here.”

  My annoyance went completely over Jessica’s head, “Woot! That’s what I’m talking about. How much did you get?”

  “I don’t know.” I said. I didn’t even realize that I was still clutching a handful of uncounted bills.

  “Well put it on the table, stupid.”

  I put the money on the table and pushed it towards her. I was in a daze as she immediately started to count the money. I didn’t care about how much or how little was there. I just knew how I felt.

  “Holy shit! This is about $1000 dollars! I’m impressed. You must’ve really put it on his ass last night.” she giggled. “This is just the first of many thousands that you’re going to make. You’ve really got a good one and only on your second try.”

  “I don’t know about all of this. I felt like crap taking that money.”

  “Don’t be ridiculous. You should take as much money as you can. If he gave you this on the first date just imagine how much money he has. You should see if you can get him to take you shopping. Men love that shit. You get to be their personal Barbie doll for the day and you get everything you want.”

  She was talking about Vince as if he was a human wallet and I didn’t like it one bit. I knew about how wonderful of a person he was. As she spoke, I subconsciously shook my head in disgust.

  Jessica looked sad for me, “Baby, you can’t do this. Do not fall in love with him. Treat this like the game that it is. I know he’s nice but he will drop you the first chance he gets. As soon as he’s bored, he’ll move on to the next. Get what you can now. He seems pretty generous so you should negotiate a monthly allowance. That way you can make guaranteed cash every month and he’ll probably stick around longer.”

  My friend just didn’t seem to get it. “I don’t think he’s going to call me again. He seemed really disappointed about giving me the money.”

  “That’s because his fine ass was probably looking for a freebie and if that’s the case, then he’s not worth seeing again, anyway. There is plenty more where his kind comes from. You can fuck any man for free.” she shook her head. “That’s a real shame. He acted as if you two didn’t meet on a sugar baby website. What did he think was going to happen?”

  She was only focused on the money. However, I knew better. I knew that I’d never met a man like Vince before in my life, and that I would probably never meet another. He was truly special and I ruined my chances. I knew that Jessica liked money, but I was irritated that she treated men as walking ATMs.

  I needed to talk to Jaime but I would have to wait until the following day.

  *

  “Oh my god. I don’t think I’ll ever get enough of Pink Berry.” I said as I dived into my mango frozen yogurt topped with six different kinds of fruit and gummy bears.

  “Clearly.” Jaime said as she watched the orgasmic look on my face.

  “Shut up.” I laughed, “You’re not ruining this for me.”

  I was so happy to be there with my friend for lunch.

  “Okay, so tell me what happened with you and that guy.” she said as we took our seats outside.

  “I don’t even know where to start. He was so far beyond what I imagined he would be. He’s funny, smart, successful, a great kisser and even better in bed.”

  “Wait! You fucked him?” She asked a little bit too loudly.

  “Would you keep your voice down?”

  “I can’t believe you slept with him. You skank.”

  I sighed deeply, “Well you would’ve had to be there to understand why I did. We had a beautiful night, I didn’t want it to end and you know how I am when I drink. I’m not blaming the alcohol though because it’s exactly what I wanted to do.”

  “So, how big is it?”

  “How big is what?”

  “His dick, girl!”

  “I’m not telling your crazy ass that. Just know that he’s not small and it was more than enough to get the job done. “

  “Wow. I don’t even know what to say. My good girl has gone bad.” she said with a fake sniffle.

  “I haven’t gone bad. In fact I don’t even think that we’re going to see each other again.”

  “Why not?”

  “I let Jessica get into my head. I asked him for money when he brought me home. Then I told Jessica about how bad I felt afterwards, and she started going on about how men use women all the time. I was so hurt because I could see the disappointed look on his face when I asked him. I ruined an amazing date by being a gold digger. But then again, I don’t know, maybe Jessica is right. She’s had more experience than me in this arena. What if sex was all he wanted and he planned on dropping me, anyway?”

  Jaime stared at me intently as I gave my confused monologue. She had a look of disgust on her face.

  “What are you looking at me like that? I asked.

  “You don’t even want to know.”

  “Say it, because you’re going to say it anyway. Just know that I feel bad enough already. I don’t need the extra guilt.”

  “I don’t want you to be offended but your girl Jessica is a big ass hoe. That chick clearly has issues when it comes to men. She shouldn’t be tainting you and trying to make you be like her. If she were any kind of friend, she wouldn’t be giving you that horrible ass advice. If you don’t want to end up used and abused, you need to stop listening to her. You should’ve enjoyed your date with Vince and left it at that. He showed you a wonderful time and you had sex that you both enjoyed. So tell me why you deserve to get paid for it unless you’re a whore?”

  Her words stung as she spat them. I hated to hear them but they rang true for me.

  “You’re right.” I sighed, “None of this probably matters anyway. I think I messed things up beyond repair. I doubt if he will ever want to see me again.”
>
  “I think you’re correct, but if he does ask you out again, don’t mention any money. Just be grateful that you have a nice guy that treats you well. They’re very rare these days and you need to appreciate them.”

  I fought an eye roll because I was torn between my friends. I felt that they both had good points. I wasn’t sure what to think. I felt more confused than ever.

  *

  A few days passed. They were monotonous and I had to squeeze in those extra hours. I hated missing class but I didn’t have much choice. I stayed busy and I was grateful for it because it kept my mind off Vince. What I hated the most is when I was left alone with my thoughts at night.