Confessions of a Single Mom

Getting back on the dating scene after being a divorcee was different, especially when you're 29 with a three-year-old and a five-year-old. I wasn't really ready for a relationship but I could pretend I was. All of my friends were still single and child free so they weren't much help in the advice area. The first man I went out with was Justin. He was actually a coworker of mine who'd asked me out for drinks many times before and I'd turned him down repeatedly. But this Friday was different. I wanted to entertain him at least for the night. Besides, what harm can a few drinks be? When I agreed to meet him after work for drinks he actually seemed surprised, which I can't blame him for. After so many denials and to finally get a yes surprised me too. I'd only agreed because my female friend had seen him and convinced me that he was actually cute—I could see it somewhat. He wasn't my type but my type clearly wasn't right for me so why not try something new?

I shut down my work computer and headed towards the elevator but I stopped and turned towards the bathroom. I mean sure he's seen me multiple times today but freshening up my makeup couldn't hurt. I scrambled through my purse trying to find my red lipstick. Men love red right? Then what's better than red lips?

"Aha!" I whispered to myself excitedly as I found the lipstick.

I stared at myself in the mirror for a second, just taking in my own features. My naturally curly, brown hair. My big, hazel, almond shaped eyes. My full lips and my high cheekbones. I opened my mouth silently as if I was saying "ahhhh" and began to to trace my lips with a red so intense the devil would be jealous. I took one more glance at myself before heading to the elevator for this casual happy hour, or so I thought.

I walked two blocks down the street until I came to the bar where I was meeting Justin. I opened the door and found him seated at the bar by himself, waiting for my arrival.

"Hey," I said as I placed a hand on his back smiling.

"Hey! You made it! I was beginning to think you weren't going to show," Justin said playfully.

"Now why would I do that? I always follow through with what I say," I replied smirking.

I stared at Justin for a minute, really taking in his features. He had beautiful brown eyes, tanned skin covered in tattoos. He was a little on the skinny side for me, but he had a gorgeous smile and I've always been a sucker for a nice smile. Maybe he was cute like my friend said? Maybe I needed to stop being so picky? But after 10 years with only one man and now in my late 20s, how did I even know what I was looking for? I was lost. I found myself gazing down at the rose tattoo on Justin's right hand. I wasn't really fond of a ton of tattoos but it was very well drawn. I glanced up and saw Justin staring right back at me.

"You like my tattoos?" Justin said, smiling.

"They are okay..." I said teasing. "Do they mean anything?" I asked.

"This rose on my hand is for my grandmother who passed away. She loved roses. I dedicated this to her. But the rest... nah... just me being young and dumb and trying to be like everyone else," he said, laughing.

There it was, that damn smile again! He was becoming more attractive with every drink I had. There was one moment that I knew I should probably stop and leave, but I didn't. I continued to drink. The drinks kept coming as we talked about nothing and laughed about everything. I hadn't had this much fun with a man in years. Maybe Justin would be good for me?

As time passed, I noticed it was almost 10. Who stays at happy hour for five hours?! Us, that's who.

"I think I should get going now, but this was fun," I said as I stood up from the bar.

"Yeah, we have to do it again. Are you okay getting home?"

"Yeah, yeah... I'm cool. I caught the train in," I responded.

"No, let me give you a ride home," Justin insisted as I gave in and agreed.

We walked to his car and he opened the passenger side door for me and he ran around to the side. "Awww, what a gentleman," I thought. I gave Justin my address and we were on our way. I was really feeling this man. Now this could have been the drinks or my pure vulnerability and the need to have someone at this time but either way I didn't care.

We pulled up to my high rise as I opened my door and stepped out.

"Thank you," I said with a huge smile on my face.

"No problem, call me when you get in your apartment." Justin said as I walked off.

As I got on the elevator, my mind began wandering: did I really want Justin to leave? Did I want to be alone tonight? Walking down my hallway as I put my key in my door and stepped in, locking the door behind me, I'd realized I'd made my decision. I wanted more than just a ride in Justin's car. I called Justin up as I plopped down on my couch.

"Hey! You made it in safe. I'm glad," Justin said as soon as he answered but I met his words with silence.

I didn't even know where to begin or how to ask what I wanted to ask. So I took my chance and hope he got my hint.

"Yeah... I made it in... I think I want you to come up... Let's not end the night so soon..." I said cautiously as the line went silent for about three seconds.

"I'm turning around now. What's the apartment number?" Justin said.

"945," I responded as we hung up.

Oh, goodness! What have I done? Am I ready for this? I hope he knew what I meant. I don't want to initiate the sex myself and get turned down.

I ran to the bathroom to make sure I was fresh and no sooner than I'd stepped out I heard a light knocking on the front door.

Okay Nora, you can do this... Just breathe... It's just a new dick, no big deal. A dick is a dick. You've seen one before.

I opened the door, and let Justin in awkwardly. We stood in the foyer in silence for a few seconds before Justin grabbed my head and began kissing me deeply. I began getting aroused. I hadn't been dominated by a man in so long. He then slid his pants down my pants, working the clit in circular motions. I could feel myself getting wetter. I then unbuttoned his pants as I dropped to my knees.

"Let me see it," I said lowly as he pulled his pants down and pulled out his dick and it was mine for the taking.

I opened my mouth wide as I began forcing it down my throat as far as I could go, gagging a little when going too deep. I could hear the moans escape his mouth as he finally gave in, leaning on the wall as I continued to make his knees weak.

"Here, get up," he said, pulling me onto my feet and then picking me up by my ass cheeks.

He then threw me on the couch and began taking my pants off. He then spread my legs as he stared at my pussy for a moment and smiled.

"I have been waiting for this day..." he said, diving face first, twirling his tongue and sucking the clit.

"I'm ready for the dick now," I said as he continued licking.

"You're ready when I say you're ready," he responded as I could feel my wetness dripping down my thighs.

The couch was definitely going to have a wet spot. I could feel my walls tensing up. Was this really happening? Was I really reaching my peak with oral sex? Then it happened. My body began to quiver as I reached orgasm, my back rising slightly as he buried his face deeper, almost like a pleasurable torture.

"Now you're ready for dick," he said as he slid a condom on with ease. He must have done this often, but I didn't really care. The practice had done him good.

Justin flipped me over, pulling my ass up and pushing my face down into the couch as he entered me slowly. He was bigger than my ex for sure. The way my walls gripped him was like heaven. This was my opportunity to ask for all the things my ex would never do in bed so I began moaning out my demands to him.

"Pull my hair..." I said between breaths as he pulled my hair and yanked my head back while still stroking.

"Choke me!" I demanded as he obeyed.

I then began throwing my ass back to meet his every stroke, catching his rhythm as if we were one. Then I felt my walls tightening up once again as I exploded in pure bliss while Justin began pounding harder as my body quivered in surrender. Justin then pulled himself out of me, yanked the condom off and pulled my mouth onto his dick. I opened wide, ready to please. I started going deeper and deeper as the saliva ran down my mouth. Justin began tightly gripping my hair and I knew he was nearing his peak. I began going harder, deeper, faster until I finally felt it. The cum shot out and hit the back of my throat, but that didn't stop me from continuing. I wanted him to beg me to stop. I sucked every last drop of cum out of him as he fell to his knees trying to gently pry my mouth off of him. I finally gave in and let go, smiling at him.

"Damn, that was good," he said panting.

"Yeah, thanks. I needed that," I replied.

"Where'd the cum go?" he asked and I just smirked, opened my mouth, and then licked my lips.

Justin then headed to my room to lie down and this was when I felt that things were going too fast even after we'd both tasted each other and been barenaked for about an hour with one another.

"Hey Justin..." I said calmly.

"Yeah?" he responded.

"I don't do overnights..." I told him plainly as he stared at me for a second and then nodded.

"Oh, okay, gotcha. I know how this works... Guess I'll see you Monday?" Justin said as he began putting his clothes back on.

"Yeah, Monday" I said as I unlocked the door for him to leave. Was I being harsh, or did he truly understand? Either way, we both had made a night to remember....