The TV was on in my room, but I could still hear my Mum, Dad, and their friend, Arabella, downstairs chatting. She usually came over once a week, normally for a girly night with my mum, drinking wine and gossiping.
As I lay there in my room, my hand was down my baggy shorts, stroking my six inch cock. It was risky, given my older sister, Jane, was in the next room. But hey, what else would you expect an 18-year-old virgin to be doing in his room alone?
The main thing my parents would be disappointed about my fantasy as I stroked myself off to their friend, Arabella.
Arabella was a perfect specimen of a woman if there ever was one. She wasn't tall, maybe 5 foot 7, but she was curvy. the perfect mix of toned but naturally thick. The dresses she wore showed off her large cleavage, and the handful of times I saw her in a bikini made me know that she had thick thighs and a juicy, toned ass. She was the definition of an hour glass figure.
He long, shiny brunette hair framed her perfect face with green, shining eyes, long eye lashes, and thick, soft lips that hid her perfectly white teeth. Her teeth were near perfect, a slight curve in one or two but those little imperfections just made her seem better.
With my eyes closed, my hand moved up and down on my cock, and I was lost in my own imagination as I pictured her.
To feel those soft lips on my dick, something I imagined no other human had ever felt.
If I wasn't so into my own fantasy, I might've heard the talking stop, and the footsteps coming towards my room.
To my own shame, I only noticed something when the door flew open and light burst into the room.
There I was, legs spread, no top on, and nothing but my baggy shorts covering my hand wanking my cock.
"Michael!" Arabella's shocked voice shouted out.
My eyes opened wide as the woman I was just fantasising about caught me in the most humiliating position.
"I'm so sorry." I managed to get out.
I was like a deer in headlights, too frozen to move. I just stared at her as my hand remained in my shorts.
"I'm sorry," She muttered out. "I should've knocked. I didn't know you would be doing that."
Then, she laughed a little giggle as she looked at me.
My race burnt bright red, but then something happened that I never expected. My hand was firmly gripping my cock though it wasn't moving, but as she giggled, I started to cum.
"Ooh my god!" I moaned out in pure shame as I just came in my pants while making eye contact with this woman.
Arabella's mouth and eyes were wide open as she watched in stunned silence as I came in front of her.
Why isn't she leaving!
I thought in the most humiliating act of my life!
As much as I hated it and wanted the moment to end, my body kept uncontrollably twitching as I came over and over.
"I'll just leave you to it." Arabella said, her green eyes still lingering on me as she slowly closed the door and left me in my shame.
I let out a loud groan of both pleasure and embarrassment as my orgasm finally died down.
Quickly cleaning myself up with the roll of toilet paper I always kept in my room, I hid under my duvet like the fool I am.
The next day, I was in the living room when my mum came home from work.
"Hey, what've you been up to?" She asked, startling me.
I didn't dare show my face after Arabella walked into my room since I had no idea if she said anything to my mum.
"Not much." I replied, as calmly as possible.
"Lazy boy," She joked back, "did Arabella say bye to you last night?"
"What?" I practically shouted and jumped up.
My mum gave me a confused look in response.
"She said she came up to say bye before she left?" My mum then said.
"Oh right," I replied, letting out a huge sigh, "erm yeah, she said bye."
"Good." My mum said, still looking confused, but then she carried on with whatever house jobs she was doing.
It was a very hot day, so early in the afternoon I went upstairs to put on some shorts and a t-shirt when I looked out my window and saw her.
My mouth instantly started to drool as the beautiful woman that caught me wanking was in her back garden wearing only a skimpy bikini.
It was a little black thing, barely covering her luscious tits, and the bottoms were practically a thong.
As she walked around the garden, I got the perfect view of her body bouncing around as she moved.
Before I knew it, my cock was rock hard again. I couldn't help myself, and I reached into my jogging bottoms and started to stroke as I stared at her.
The sound of her laughing when she walked in the night before ran through my head, causing my cock to twitch in my hands.
Arabella bent over to grab something, showing me her ass, her big, juicy ass. Her hips were so wide and her ass so big that her thong bikini disappeared in between her cheeks.
"Oooh god." I moaned as I wanked faster while looking at her.
I stroked faster and faster, moaning to myself as I stared at this beautiful, older woman.
When suddenly, she turned around and looked directly into my bedroom window. I was busted. I hadn't even attempted to hide. Clear as day she could see me standing in the middle of the window, my hand down my pants as I stared at her.
Just like the night before when her eyes met mine, I froze in panic. I just about saw her start to smile when my instincts kicked in, and I jumped out of view.
For fuck sake, what am I doing?! That's twice she's caught me now!
My body was shaking with fear and embarrassment over it all. How could I have been so obvious!! But even with that, the humiliation of it all had my cock begging to be touched.
I jumped onto my bed, grabbed my dick, and wanked faster and faster. I thought about her looking at me, laughing as I came in my pants and suddenly... it happened again.
Shot after shot of my cum filled the inside of my boxers as I pictured her laughing at me.
The next day.
It was around midday, and the house was empty. It was another hot day, meaning I was just wearing my shorts and no top when a knock appeared on my bedroom door!
What the fuck? There shouldn't be anyone here.
The door slowly opened, and I panicked, worried it was a robber or something.
"It's only me." Arabella's soft, angelic voice called out, washing away my fears.
Until she came into view, and then all my panic came back when I remembered that she caught me wanking while looking at her.
"What... what are you doing here?" I asked nervously.
She walked into my room and closed the door as I twitched with panic. Adding the fact she was wearing a loose, green dress that showed off her smooth, thick thighs and cleavage, I was a mess!
"We need to talk about what I saw yesterday." She said, her voice turning serious as she looked at me.
Her long, black eye lashes made her bright green eyes appear to be shining, her thick lips smiling as she looked at me.
"I... I... I'm sorry." I stuttered out. I don't think I had ever been more humiliated in my life!
"You shouldn't be spying on women from your window, you know," Arabella said, taking a step closer towards me. "Especially your mum's friends."
"I... I know." I whispered and hung my head, but the more embarrassing thing was that I was rock hard!
"Is that what you like to do?" She said as she drew closer again. "Looking out of your window and playing with your cock while staring at unaware women?"
My eyes shot open and looked at her.
"No! No, I promise that was the first time!" I told her, trying to defend myself.
"So, you just saw me in a bikini and thought you would take the opportunity to play with your little cock? That's a huge violation, you know." She said. Her words were harsh, but she was smiling.
