My Best Friend's Dad Is Boring?

I woke up this morning like I usually do. I didn't think that today would be that eventful. As I made my way downstairs I check my phone to see that my best friend “Ashley” has texted me.

“Yo dude, I’m parked out front hurry up so we’re not late for school.”

I look out my window to see her sitting in her car looking slightly impatient. I start running out the door so fast that I didn’t even have time to grab any breakfast.

“What took you so long doofus?” Ashley said looking kinda annoyed.

“Sorry sorry I forgot you were driving today,” I said.

“No worries bro let's just hope we can make it to school in time,” Ashley said as she peels out of my driveway and speeds towards school.

School was pretty standard I was trying my best to keep awake and pay attention to the boring lectures but other than that nothing really stood out. Things didn’t start getting exciting until Ashely asked me something during lunch.

“Hey Anon, you want to chill at my place during the weekend?” She said, “My mom’s out of town so it’s going to be just my dad and me and I’ll need you there just so he doesn’t drive me crazy.”

“Sure,” I said “Kinda think of it I don’t think I’ve ever met your dad.”

Ashley rolled her eyes and said, “Yeah he’s never really around due to his work and all of the business trips he takes but trust me he’s one of the most boring people alive. Trust me you’re going to be my emotional support person all weekend that way I don’t go crazy.”

Later in the day school finally let out and I hopped in the car with Ashley to hang out with her for the weekend. We walk through the front door and make our way to the kitchen. In the kitchen was Ashley’s dad greeting us with a tray of cookies.

“Welcome Anon it’s nice to meet you.” Ashley’s dad said with a warm smile. “My name is Ron.”

Ron looked pretty plain he wore a black hoodie and loose sweatpants, his face was very feminine but also kinda plain. But in all honesty, I didn’t really pay attention Ron to much and put my focus on the cookies he was holding. After our snack Ashley and I spent most of our time playing video games and watching anime. Ron came to check on us from time to time and I noticed that he really took a liking to me. He constantly asked me if I was comfy or if I had enough to eat. When he started to clean up after Ashley and me he happen to brush up against me quite often. At one point while doing this our eyes met and I swore he winked at me. Honestly, I just thought of it to be an odd coincidence and moved on.

Later at night after Ashley and I finished watching a movie she turned to me looking super tired

“Whoa man, I’m beat. I think I’m going to head to bed.” Ashley said while trying to hold back from yawning. “You can crash here on the couch and I’ll make sure to give you some blankets so that you’re warm.”

After Ashley gave me my blankets and went off to bed I just lay on the couch still somewhat confused about everything that happened with Ron. I decided that I was overthinking it and started to doze off. While I was sleeping I had this weird dream, it was of Ashley stroking my cock. I always had a crush on Ashley, she was this really cool and funny tomboy. We’ve been friends for as long as I can remember and after spending so long getting to know her I couldn’t help myself but start to have feelings for her. I always wanted to confess my feelings to her but I didn’t want to damage our friendship so dreaming about her was I guess the next best thing. But after a while, the dream started to feel a little too real. I open my eyes not to see Ashley massaging my cock but Ron instead.

“Ah, what the hell?” I shout in sheer panic.

“Oh I'm sorry baby,” Ron said seductively “Did I startle you?”

I quickly turn on the lights to truly see what's going on and I see Ron looking completely different than how I saw him earlier. Without his sweatpants, you could see his smooth ass and it was absolutely massive, he was wearing skin-tight lingerie that was specifically meant to show off his curves, and he had on thick heavy makeup that made his feminine features stand out especially his thick glossy lips, and his eyes had the most lustful look I’ve ever seen in my life.

Ron slowly knees back down towards my cock and starts to stroke it again with even more enthusiasm.

“Ron what are…” I try and say but before I could finish Ron cuts me off.

“Shush baby just let this happen and please call me Rosa.” Immediately after Rosa says that he starts to lick my cock before completely swallowing it.

Rosa’s blowjob skills were so good that all I could think about was cumming. His tongue wrapped around the head and down my shaft in ways that I didn’t think were possible. After a few minutes that felt like an eternity of pure bliss, I finally was about to cum.

“R…Rosa I’m going to cum” I say through gritted teeth.

“Go ahead and cover me, make me yours!” Rosa said with sultry anticipation in his voice.

Then it finally happen an explosion of cum erupted from me covering Rosa in layers of thick warm sperm. I came so hard that I fell to the ground trying to catch my breath. After a little while, I look towards Rosa slowly liking the cum off his face and parts of his chest.

Well, I guess Ashley was wrong about you, you’re not that boring after all.