A few days have passed since I spent the night at the Robertson's house and I can't seem to shake Lela out of my mind. Everything about this woman gets me going and I'm finding it difficult to focus on much of my work. I'm even getting distracted in my personal life.
Last night I went out to a party with some friends. It was a great time especially when Jenna showed up. For those of you who forgot, Jenna is the blonde bombshell who gave me some after party road head less than a week ago.
As usual Jenna was looking damn fine and after a few drinks and some flirting she was back in my car. This time I wanted a little more than road head, so we pulled over down a quiet back road, parked and hopped in the back. Before I knew it she was riding me like there was no tomorrow. Any other guy in town would have been elated, but after my night with Lela Robertson, it just wasn't exciting enough.
I decided to push the envelope a bit, as she rode me like a horse jockey my hands explored her pale round ass. I slowly slid one hand little by little into her crack, reaching her puckered little asshole, when she abruptly stopped.
"Ummmm what are you doing?" she asked with a puzzled look.
I replied, "Just trying something a bit different. Relax sweetheart, if you don't like it we can stop."
The puzzled look on her face remained as she continued rolling her hips on my cock. Again, I ran my finger over her puckered little hole and softly massaged it with the pad of my middle finger. Surprisingly, she softly moaned in my ear with approval. I pushed my luck, rubbing harder and increasing the pressure, causing her moans to intensify.
My heart raced as I grew more excited, thinking I was finally about to have anal sex for the first time. A deed I wanted to do desperately with my ex, but would never happen. Giving the intensity of her moans I figured I was in the clear, giving the final push, popping the tip of my finger past her sphincter into her ass.
"Oh fuck no!" she yelped as she hit me in the chest, "No fucking way is that happening!"
"Relax, relax, relax!" I assured her, "I'm sorry, I thought it was ok. We don't have to do anything you don't want to do."
She stared at me still pissed but cautiously continued to ride my cock. Not pushing my luck any further I settled for the dick riding I was already receiving. Though I tried enjoying, I couldn't stop thinking about Lela Robertson riding my cock. The image alone brought my balls to a boil as my cock began to pulse and jerk.
"I'm cumming Jenna, pull out!" I warned as I was about to blow my load.
She lifted herself off and stroked me as I spurted wad after wad of cum. A very small amount landed on her thigh but most ended up back on my cock and lap.
"Wow, that was a lot more than last time," she said in shock.
I laughed and waited so see if she would suck and lick me clean. I heard Lela's voice in my head as she told me a few nights earlier, "Remember rule #1, good girls always clean up their mess."
Instead Jenna laughed back as she got dressed, leaving me with a mess of cum all over me.
The next day at work was a particularly slow day. As usual, Dave would come up front and we would bullshit about life, parties and girls. He brought up Jenna and I reluctantly told him about my failed anal sex adventure.
"Dude, that shit is mad funny. Hey, at least you had the balls to try," he laughed.
I guess it was kind of funny, so I laughed back, "I just wanna try anal once, can't blame me for trying."
The bell rang as a customer entered, forcing Dave to return to his post in the back. It was just a kid wanting some candy. He put a bag of skittles on the counter as I noticed another person off to me side. I looked up to greet the customer and was shocked to see it was none other than Mrs. Lela Robertson. Wearing short white booty shorts and a low cut baby blue shirt, she looked fine as hell.
"Excuse me Matt, when you're done with this young boy can you help me get a case of water?" She asked with a big smile on her face.
"Absolutely Mrs. Robertson," I answered, rushing to get the kid out so I could assist the beautiful Lela.
I jumped around the counter and down the aisle where I found Lela sitting on top of the cases. I wanted to fuck her right there, not caring who would see.
She jumped to her feet in a flirting manner and pointed, "I think this one will do."
I bent over grabbing the case and suddenly felt her pinch my ass. My body jolted up as she leaned into my ear.
She whispered, "How's my sexy little stud doing? I've missed you."
My heart fluttered as I began to nervously sweat. This woman had me melting and she knew it. I struggled to answer, "I've been doing really well, though I'd love to see you again."
Her hand left my ass as she whispered again, "Really, your doing well?" She gave me a kiss on the cheek before finishing, "That's not what it sounded like from the story you told your friend there."
She turned away, walking to the front counter, leaving me to watch as her round ass jiggled with every step. Like a puppy dog I followed her to the register.
"Would you be a dear and help carry this to my car," Lela asked with a wink.
"Absolutely," I eagerly responded, knowing she was up to something.
I followed her out, placing the case of water in her trunk when she chimed in, "Anal sex isn't for everyone. It takes a special and experienced partner as it needs to be done right." She then leaned in and whispered, "It always helps if your partner is a dirty little whore who's begging for it too."
The thought of anal sex with this incredible cougar was instantly arrousing.
"And where does a magnificent woman like you fall?" I asked.
Lela smiled as she played with her hair, "Well, I am very special, experienced and I know how to do it right. I can also be a dirty little whore when I want. . . but. . . I'm also not begging for it. Maybe if your a good boy and prove how badly you want it, I'll beg you for it all night."
I should have known that nothing came easy with this woman but I didn't hesitate to jump at the opportunity, "Name it! What do I have to do?"
