Humiliate Me

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.

When I heard her say "little cock", my cock actually jumped a little.

"I... I... I... I'm sorry." I stuttered out, but what else could I say?

"Sorry for what?" She asked.

She stood by the side of my bed now, looking down at me with that wicked smile and those beautiful eyes. Her soft, shining brunette hair teasingly covered a portion of her face.

"What?" I asked.

"Tell me what you're sorry for." Arabella said more firmly.

"I... I'm sorry for spying on you." I whispered, my cheeks burning red, and my cock twitching in my shorts.

"And what else?" She continued.

"And for... for..." I replied, did she actually want me to say it?

"And for touching your little cock while looking at me half naked." She said, confirming what I thought.

I looked at her, my mouth hanging open. I couldn't believe what she was saying.

"And for... touching my little cock while looking at you half naked." I whispered. Fuck, I was horny.

Then Arabella's eyes moved down, and even more shame hit me as I saw the giant tent in my shorts.

"You're turned on right now, aren't you?" She said. "Just having me in here has your cock all hard?"

"I'm so sorry." I replied.

I went to grab my duvet to cover myself, but as I did, Arabella grabbed it and pulled it away.

"Who knew my best friend's son was such a little perv." Arabella then said.

I felt humiliated and panicked that she was going to tell my mum, and then I would be in even bigger trouble.

Part of me just wanted to curl into a ball and die of embarrassment, but my cock was reacting in a massive way to her words.

"I bet you've never actually been with a woman, have you?" Arabella then asked.

If I was shocked before, I was even more shocked now!

"Well, have you?" She asked, staring into my eyes.

"No." I whispered and then hung my head.

"So that's why you have to perv on your neighbours," Arabella then said. "Can't get a real woman, so you play with your little cock as you stare at me."

As much as I wanted to speak, I couldn't. My entire body felt like it was on fire. For some strange reason, her words just turned me on even more!

"Go on then." She told me.

"What?" I asked, not really sure what she was saying.

"I'm right here," She said. "Do what you did yesterday."

"You... you mean..." I stuttered, but she cut me off.

"Take out your little pecker and stroke it while you look at me." Arabella said firmly like an order.

"But... but... but you're..." I replied, but once again, she interrupted me.

"You're the little perv that spied on me," Arabella said, crossing her arms, forcing her cleavage to heave out even more. "Unless you want me to tell your mother what I saw, then you will do as you're told."

I definitely didn't want her to tell my mum about any of this! Plus, I really did want to touch my cock with her there. The thought of her maybe touching it raced through my head.

"Okay." I whispered.

I reached my hand into my shorts and wrapped my fingers around my cock, and I started to slowly move up and down as I looked at her.

"No," She sighed, like an annoyed parent, "take it out."

"You want me to show you?" I asked as more ideas of her being the first woman to touch my cock ran through my mind.

"Aww," Arabella laughed, and that laugh that made my cock want to erupt. "Are you shy? Little boy doesn't want to show his cock?"

"It's not that..." I stuttered.

"Then take it out now!" She ordered.

Ever so slowly, I pulled my shorts down to my ankles until I lay there, completely naked with my hard cock pointing straight up.

"There we go," Arabella said, her arms still crossed. "Now, carry on touching it."

I didn't say anything back, but my mouth felt bone dry. Even still, I reached down and started to stroke my cock as my precum poured out.

"Good boy," Arabella said, "touch that little guy."

I knew my cock wasn't that small. In fact, from what I read online, it was perfectly average... but having her call it small and little just turned me on even more, and I let out a heavy moan.

"Aww, little boy can't handle it, hey?" Arabella mocked. "Don't tell me you're going to cum already?"

"N... no." I stuttered, but honestly, I could've cum right there and then.

"Yeah right," she laughed at me, "you came in your pants the other night when I walked in. I bet you won't last a full minute with me in here now."

She was right, and I knew it. My balls already wanted to erupt.

"I... I can last longer." I told her, more trying to tell myself.

"Good," she said. I took my hand away for a moment to hold back my orgasm, but she snapped at me, "Don't stop touching it! If you say you can last longer, then last longer!"

I felt like a naughty kid being told off by a teacher, and I automatically wrapped my hand back around my cock and carried on stroking.

"It's no wonder you haven't been with a woman," Arabella said as I kept wanking. "There's no way that little guy could get me anywhere close to cumming."

My toes started to curl, I took deep breaths, and I tried to think of anything to stop from cumming!

"Look at it," Arabella laughed. "You're so close already! I can see your little willy twitching! Are you seriously going to cum already, you little perv."

"Ooooh goodddddddd!" I moaned louder than ever as I couldn't it hold back anymore.

Arabella burst into laughter as shot after shot of cum fired from my cock and landed all over my body.

The warm, thick liquid practically covered every inch of my chest and stomach. My eyes were wide open and staring into hers as she kept laughing throughout my orgasm.

"Fucking hell," Arabella sighed, "what a disappointment."

"I'm sooorryy." I moaned as I kept firing cum over myself.

"At least you do seem to cum a lot," Arabella told me as my orgasm slowly died down. "You better clean yourself up."

Then, she bent down over top of me, and I couldn't help but glance down at her cleavage before meeting her eyes.

"Don't you dare tell your mother about this, got it?" She said in what was definitely a threat.

I just nodded, still completely in shock of what had just happened.

"Good." She said, and then just like that, she left me alone, covered in cum.

My chest was heaving up and down as I lay there, my cum running around my body. That was by far the best orgasm I had ever experienced in my life, but I couldn't explain why. Why did her demeaning words turn me on so much?

A week later.

That week was painful since all I could do was think of Arabella and that day in my bedroom, and I wanked three times a day picturing her.

Every chance I got, I stared out of my window just hoping to see her, but I never did.

I didn't know why, but all I wanted was for her to be in the room talking down to me as I wanked again.

As I lay in my room, daydreaming about this amazing woman, my mum came in.

"Hey, you decent?" She asked.

"Yeah." I replied, putting my phone down.

"Your dad and I are going out for dinner, and we won't be back until late." my mum said with a smile.

"Okay, have fun." I told her.

"Thank you," she said. "Arabella is coming over to babysit since your sister is out, as well."

"What?!" I shouted, my cock already growing at the thought.

"I know what you're going to say," my mum sighed. "You're not a baby, but you need someone to make sure you have a healthy dinner and won't burn the house down."

"It's fine mum, honestly." I told her.

I wanted her to leave so that I could be alone with Arabella again.

"Hmm, you're not upset?" She asked me.

"No, it's fine. Go and have fun." I said, urging her to get out the door.

"Okay, well she will be over soon," my mum said, "and be sure to thank her for offering to look after you."

"Wait?" I stopped her. "This was Arabella's idea?"

"Yeah," My mum told me, "when she heard you were going to be home alone, she offered to babysit."

"Oh, right... cool." I replied, suddenly realising that I might get to relive that day again.

"Okay, love you." She told me.

"Love you, too." I replied before she left.

I listened intently for the next ten minutes as I heard Arabella arrive to the house and my parents left. I lay on my bed, waiting as footsteps came closer and closer to my door.

Until finally, it opened, and there she was.

She wore a baggy vest that again showed off her cleavage as well as jeans. Not as skimpy as I was hoping, but I was just happy she was here.

"So, did you clean yourself up properly after last week?" Arabella asked, crossing her arms and leaning against the wall.

"Y-yes." I stuttered back to her.

"I've seen you standing at your window," she said, and my heart started to race. "Trying to spy on me again, you little perv?"

"I... I... I just..." I stuttered out.

There it was, the degrading words. I fucking loved it!

"You just wanted to wank your little cock again as you look at me? Is that it?" She asked.

I gulped and nodded back to her.

"Well," Arabella said and took a step further into my room, "take it out."

I didn't need her to tell me twice this time! My heart was beating a mile a minute as I pulled my shorts down, revealing my already hard cock.

Arabella chuckled again when she saw it, and I gasped for a moan.

"If only your mum knew what a perv her son was," Arabella mocked. "Touching his little cock as he stares at unaware women."

My hand instinctively reached for my cock that was begging for attention.

"I didn't say you could touch it!" Arabella suddenly shouted that shocked me to stop.

"I... I'm sorry." I replied, moving my hand away.

"You think that I'm just going to come in here and let you play with your little dick again?" She asked.

I didn't know what to say. To be honest, that was what I was hoping for.

"And what do I get in return?" She then asked me.

I couldn't believe it. If there was anything I could do for this woman, then I would!

"What... what do you want?" I asked.

"Hmm," she hummed and walked closer, "Next weekend, you will clean my entire house, top to bottom."

That wasn't what I was thinking, but in that moment I was willing to agree to anything.

"Okay." I replied.

She walked until she stood over me again.

"Go on then little boy, touch it." She whispered.

My hand shot down and grabbed onto my hard cock, slowly stroking as I looked up at her.

"Let's see if you can last longer than a minute this time, hey?" She laughed.

If she kept talking and laughing at me like that, I knew I wouldn't last that long.

I bit my bottom lip and nodded at her, already feeling my body spasming a little.

"You're already close to cumming, aren't you?" Arabella mocked. "Fucking hell, you really are pathetic."

"Oooh god!" I moaned. My body tensed up, and I had to stop touching my cock to stop from cumming.

"Jesus Christ, Michael," Arabella sighed. "It's not even been a minute. How are you ever supposed to satisfy a woman if you can't even last a minute?"

I was breathing heavily, trying to calm myself down as I just nodded at her.

"Especially in my tight, little pussy," she then told me, "but you won't know about that. I wouldn't let this little pecker inside of me."

Suddenly, Arabella grabbed her top and pulled it over her head and threw it to the floor. My eyes nearly popped out of my skull as I stared at her in a bra, her big tits being pushed up.

"Not distracting you, am I?" She asked and giggled.

She was perfect, the most sensual mix of toned and thick.

"Can I... can I..." I stuttered out, my horniness taking over my thoughts.

"Spit it out!" She shouted.

"Can I see your tits, please?" I asked pathetically.

"Are you fucking joking?" Arabella replied, a total look of disgust in her eyes as she stared at me.

My face burnt red, but my cock kept twitching.

"If you want to see my tits, then I want something more from you." She then whispered, but her dirty look remained as she stared down at me.

"Anything!" I immediately replied, knowing I meant it if I'd get to see her tits.

"When you clean my house," Arabella continued, reaching for the clasp on the back of her bra, "you will wear whatever I tell you to."