Author's Note: This story takes place immediately following the last story. Fair warning it has some graphic descriptions of various oral and anal activities. If that is not your thing, please do yourself a favor and skip this story.
I would like to thank all the people who have reached out to me and sent kind emails encouraging me to continue this series. I apologize for the delay since the last chapter. This plot has been in my head for many, many months and I'm glad to have finally gotten it down on paper. With that, I hope you enjoy this next chapter and would love to hear your thoughts. Please feel free to comment or email me directly if you'd like to discuss the story. I'm happy to connect.
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I grabbed my weekender bag, changed out of my work clothes into a pair of jeans and a comfortable white linen shirt before heading out of the office. I undid the top few buttons, already getting into vacation mode as I got into my newly purchased convertible. Might as well enjoy the perks of my new ridiculous salary.
Ashley told me in advance she was working late and would meet me at the vacation house, so I was in no hurry and decided to take my time enjoying the winding country roads through the beautiful mountains on the way to the vacation home.
My mind drifted off and would focus on all the shit that's happened at work. Especially what just happened with Peggy. Was that really turning into a dom sub situation? The guilt was overwhelming, but it really was my only choice I convinced myself.
It was getting harder and harder to believe that. The guilt of everything was weighing on me. It was bad enough I was caught naked in bed with Ashley's friend giving her a massage, but at least she knew about that. I started to lose count of all the girls at work I have seen naked and who have seen me naked. Not to mention it seemed like most of them in one way or another have touched my penis. That is so not normal. Ashley would kill me if she knew any of that.
I tried my best to just enjoy the peaceful drive under the beautiful stars above me, taking note of the faint glow of the Milky Way piercing the dark the sky. Ashley was by far the best thing that's ever happened to me and I knew I needed to use this weekend to show her, and to prove to myself, that she still was the number one priority in my life. Was that even true anymore, I wondered honestly.
Yes, of course it is. What's wrong with you? I thought as I finally pulled up into the driveway of a glorious, beautiful house tucked away in the mountains. I could hear the water crashing in the distance as this house was right along a beautiful lake.
I was getting more excited the more I thought about how much I was going to show Ashley I loved her. Quickly I walked in and looked around for her. She wasn't in the living room or bedrooms downstairs. I ran upstairs and saw the enormous master bedroom. The balcony door was slightly ajar. It opened onto a luxurious terrace overlooking the lake and there she was. Her back facing me, she had on a silky dark red robe that glimmered in the moonlight. Her elbows rested on the balcony railing, leaning just slightly forward, I could almost see the bottom of her perfect, round cheeks poking out from the red robe.
This was my chance to show her how much I still loved her. My cock was already growing just thinking about all the things I wanted to do to her. I walked up behind her and brushed her hair forward, exposing the back of her neck. I lightly let my lips trail down her neck to her upper back, making sure she could feel my warm breath along the way.
She let out a soft, deep breath letting me continue without turning around. I fell to my knees and my face was right in front of her cheeks that were spilling out from the bottom of her robe. Gripping the back of her knees, my hands steadily climbed upward. My thumbs trailed along the insides of her legs and my fingers lightly felt the soft flesh of her outer thighs. Her legs were by far one of her sexiest features, I thought as I kissed her in the middle of the back of her leg softly. Moving this slowly was as much a tease for me as it was for her.
My hands continued upward until they felt the crease of where her butt cheeks met the back of her legs. I dug my thumbs in deep along the curvy, horizontal crests of her perfect ass, lightly pulling her cheeks apart and letting them bounce back as I let go.
Her faint, intimate aroma seemed to grow stronger the more I teased her cheeks. Something about the smell of the mountain air mixed with her earthy scent made it feel like an entirely new experience. The feeling of her soft skin, the bounce of her cheeks, even the smells seemed like an intoxicating first-time encounter. Had it really been that long since I've spent intimate time with her that it all seemed so new and different again?
Never again, I thought as I kissed the outer area of her right cheek and felt my face practically melt into her warm behind, will I ever let it go this long without showing her how much she means to me. Lightly I slid my nose sideways and felt the indent of her crack without moving in any closer, as I made my way to kiss her left ass cheek.
As I kissed her left side, my hand continued to grip and squeeze her opposite cheek. With each squeeze, her cheek filled my palm, lightly spilling out between my fingers before I released it just to do it all over again.
Letting her cheeks rest in their natural, closed position I pressed my face inward, and lightly moved from side to side letting her warmth and squishiness engulf my face. I felt my penis painfully press against the inside of my pants, practically begging to be freed. But this wasn't about me. I wanted to show her complete and utter devotion and appreciation.
Gripping the backs of her legs, I pulled her into me and wedged my face completely between her cheeks. I placed my nose at the start of her taint, as close as I could to her vagina without touching it. Slowly I moved my head upward, smelling her intimate aroma, my tongue felt the flatness of her taint start to twist into itself as I glided up and over her anus. I was almost more focused on the feeling of her ass cheeks swallowing my face in a way they didn't normally, than I was focused on the task at hand.
That incredible feeling turned me on more than anything, and I noticed my tongue picking up speed as it burrowed its way into her private and most intimate hole.
"Mmmm." She whispered almost involuntarily.
My tongue darted in and out in a pointed fashion to dig in deeper, only to the change it up with flat, slow strokes over the entire area of her anus.
"TMMMmmm, oh tmmm." She moaned as her knees lightly buckled.
The scent of her hidden treasures had taken over my senses. I didn't even realize I was rubbing my shaft still tucked in my pants down my thigh.
My other hand, lightly made its way up her inner leg until it felt distinct folds of her labia. My hand slid over her wet lips and found her budding clit as my tongue continued in and out and over her anus.
"Fuuuuck, that feels so good..." she gasped "fuhhh, tmmm."
Her slit felt slightly different than normal as my hands explored it further. I don't remember her lips feeling like that.
"Ohhh, fuck Tim that feels so..." She stammered. "Ohhh TIIIIMMMM!"
I finally snapped out of my trance and bounced up. "WHO THE FUCK IS TIM?" I said barely catching my breath as she turned around slowly.
"MELANIE!?!? What the fuck?!??!" I screamed as I backed up probably five feet without realizing it. Did I really just give a rim job to Ashley's mom? This was beyond bad. Beyond anything.
"Oh. Jason." She said only slightly surprised and all too calmly. "I thought you were Tim."
"I thought you were Ashley!" I said in full panic mode.
"I should hope so." She lightly closed the front of her red robe and took a small sip of wine regaining complete control of the situation.
"Where the hell is she, anyway?" I asked as I was now pacing back and forth, unsure of what to do next.
"She sent a text saying she was working too late to make the drive tonight. But she'll be here tomorrow." Melanie said calmly and took another sip of wine, enjoying the beautiful moonlit night as if she didn't have a care in the world.
"Why didn't Ashley send me this text?" This didn't make any sense.
"She probably did. Reception is pretty bad up here. Don't worry. I'm sure you'll get what's coming to you sooner or later." She said slyly.
What's coming to me? As in Ashley will surely kill me once she finds out? Or the text message. This was so bad I couldn't even grasp the full weight of the situation.
"I think you've had enough excitement for one night. Your room is downstairs." She said dismissively.
I shook my head and slowly walked out of there, headed downstairs and crawled into bed hoping I'd wake up and this would have all been some kind of horrible dream.
I woke up groggy the next morning after tossing and turning for the better part of the night. Guilt and anxiety were a terrible recipe for a peaceful night's rest. I blinked a few times and gathered my senses before realizing I was sporting a pretty hard morning wood. I wondered if I had been dreaming about Ashley's mom and that was the cause of my erection. The thought added to my guilt, but not enough to tamper my erection.
I reached under the covers and started to tease my length. Lightly touching the skin and sliding it up my shaft gently, not really committing to the deed yet. I closed my eyes and increased my speed, sliding up over the head and sliding back down with a new bit of lubrication from my pre-cum. My mind wandered and it didn't take long for it to focus on an image of an incredible ass. Firm yet soft, I could feel its imaginary warmth on my hands, pressing into my face, the intimate smell. My hand was moving incredibly fast and I quickly realized I was imagining Melanie this whole time.
"Fuck!" I stopped myself mid-stroke, nearly at the point of no return. My bare shaft pulsed angrily from the lack of touch. I couldn't stand the thought of masturbating to what I did. It was an accident and the sooner I forgot about it, the sooner I could relax. I jumped out of bed, threw on some boxers, jeans and a shirt a headed upstairs to Melanie's room. I have to make this right, I thought.
I knocked on her door, which was already open. "Melanie? You here?" I called out.
No answer, so I headed out to the balcony. The spot of the guilty act. And there she was, lying face down on a sun chair...completely nude. The same red robe she had on yesterday was hung over the side of the balcony just to the side. Her legs were together, keeping her cheeks closed. Those impossibly perfect, round cheeks. I felt my bulge continue to grow in my pants, but I don't think it ever really died down from the unfinished self-pleasuring session a few minutes ago.
"You awake?" I asked and saw no reaction from the impeccable nude form in front of me as I sat down on the side of the sun chair only a few inches from her.
"We need to talk." I said, gently placing a hand on her upper back trying to nudge her awake. "Last night...that was, that was..." I didn't know quite what to say as my hand trailed aimlessly down her back.
"You have to understand I thought that was Ashley last night." I said and didn't even realize my hand now rested on her lower back, just inches from the curve of her round cheeks. "We have to keep what happened between us. We can't tell Ashley." I said as I gave her cheek a gentle squeeze as if it was a casual way to get her attention. But just a hint of touching it was hardly enough. I squeezed a little harder, gently pulling her cheek to the side until I started to see a glimpse of her hidden treasures within. Just as a portion of her tiny slit was coming into view, her whole body rotated to face me.
"Tell me what???"
"Ashley, fuck! I thought you were..." My heart raced...somehow I managed to confuse them twice. This was bad.
"You can't tell me what? You better start talking." She said furiously.
"Uhhhh..." I was still wrapping my head around this. Ashley was here, naked, and I said...oh god I don't even know what I said a moment ago. "Uhh."
"What the hell did you do?" She asked slowly and sternly.
"He licked my asshole."
My mouth just fell open as I turned and saw Melanie standing there in a robe she held shut with her arms while she sipped her glass of wine. It was hard to make out, but there was almost the slightest look of amusement on her face.
