Humiliate Me Pt. 06

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Amateur

Thank you to Oldbroad76 for proofreading.

She’s here!!

My heart pounded in my chest when I heard my mum and dad open the door and Arabella’s voice spread throughout the house.

The plug was in my arse, which clenched around it as I stood up. I practically ran down the stairs, and I was so quick that Arabella hadn’t even taken her shoes off by the time I reached the door.

My mum and dad were stood by the side. Arabella’s coat was in my dad’s hands, and he hung it up. But there she was, my goddess. The woman who was the centre of my universe. She was in a long, black dress. Nothing too fancy as she was just over for dinner and drinks, but her hourglass figure looked perfect in anything!

She flicked her brunette hair and finally spotted me, and when she did, she smiled. I could see that animalistic, predatory look in her eyes, but my parents had no idea.

“Michael, so lovely to see you again.” She said, and my stomach fluttered.

“H-Hi… Arabella.” I stuttered back. My nerves and overwhelming obsession was harder for me to hide than it was for her.

When her shoes were off, her blue painted toenails were free, and I took a moment to gaze upon her beauty.

“What are you doing tonight, Michael?” My mum asked, but it took me a few seconds to drag my stare away from my Goddess.

“Erm, nothing.” I replied.

“I’m sure you must be very busy with your University applications?” Arabella said.

She looked at me in a fierce way. I didn’t know what she was thinking, but I would agree to anything that she said.

“Oh, yes, that’s right.” I told her.

“Well,” Arabella continued, “don’t let us distract you.” She nodded upstairs, and I understood now what she wanted. She wanted to be alone with my parents, and I was gutted.

“Okay, see you later.” I replied and went upstairs.

For half an hour I listened to Arabella and my parents chatting and joking. All I wanted was to be alone with her, to give her some pleasure. My cock remained hard the entire time, and I couldn’t help but occasionally think about sucking that cock as well.

When I heard footsteps out in the hallway, I sat very impatiently and waited. There was movement around some other rooms, and finally there was a knock on my door. I didn’t reply, but it slowly opened, and Arabella’s straight face poked in.

“Be quiet.” She whispered and let herself into my room.

I sat perfectly still while staring at her as she closed the door silently and walked over to me with her hands behind her back.

“Is the plug in?” She whispered, and I nodded in response. “Show me.”

I didn’t care. In a heartbeat my trousers were off, and I turned around, grabbed my arse cheeks, and spread them to show my Goddess the plug inside me.

“Good, good,” Arabella whispered. “Turn around.”

I faced her with my cock aimed straight at her perfect body. Knowing that my parents were downstairs only seemed to encourage my arousal.

Arabella’s hands came from around her back, and I saw a bunch of colourful items of clothing in them. She reached out and put them into my hands. It took a second, but I quickly realised it was a variety of women’s underwear. They were all thongs, but different colours and materials, mostly cotton but one black silk one.

I looked at them and then back at her.

“From now on, you only wear these as underwear,” She told me. “Got it?”

Once again I looked at the thongs in my hands and then back at my Goddess. Her face was straight, which frightened me.

“Do this,” She whispered when I hesitated, “And I’ll allow you to cum this weekend.”

Well, that was it. My decision had been made. I didn’t speak, but I threw all but one of the thongs onto the ground. A bright red set was in my hands, and I bent over to put my feet in. It was just like when I wore that maid’s outfit for her. The soft material felt great against my smooth skin. Then the string got swallowed between my arse cheeks and pressed against the plug inside of me. My hard cock was covered entirely by the front of the thong, which quickly left a wet patch from my precum.

“Mmm, you’re so sexy.” Arabella whispered while staring at the thong.

A shiver went through my body knowing that she thought I was sexy. To be honest, I felt sexy!

“Thank you.” I whispered.

Suddenly Arabella grabbed my shirt and pulled me so our bodies pressed together. Her lips were upon mine, and her tongue snaked its way into my mouth.

“Mmm.” I moaned as I kissed her back. Our wet, warm tongues rolled against each other as she aggressively kissed me for no more than ten seconds when she pushed me away.

“Right, stay up here. I don’t expect to see you for the rest of the night.” She grunted and left me.

I stayed stood there, admiring myself in this sexy thong, which felt so perfect against my body. Fuck, I was so horny!

The next morning I was in Arabella’s bedroom when she laid back, spread her legs, and revealed her perfect pussy. I laid between her legs fatih escort as my tongue ran against her soft pussy lips.

“Mmm, good slut,” She whispered. “Are you enjoying your thong?”

“Mmmm yes.” I moaned back.

Arabella had me strip off before going down on her, everything except for the white thong I was now wearing. So, as I ate her pussy, I could feel the soft material against my skin.

“Good sissy,” She moaned. “You look so damn sexy in them! I never realised how much having my own sissy would turn me on!!”

“Mmm, I love it too!” I moaned back as I tasted her addictive nectar.

“When I first… mmfff that’s the spot,” She moaned. “When I first came into your room, I just wanted to humiliate you. I never thought it would end up like this.”

“I’m so glad it did!” I told her.

My pussy eating skills were perfect by this stage with so much practice! I knew exactly how to pleasure my Goddess and make her thick legs tremble.

“So am I,” She moaned. “Since taking you as my sissy, I’ve been hornier than ever!”

“Me… too…” I said between licks.

I kept licking, fighting through the pain in my jaw as I made her cum three times. Each one granted me the reward of her delicious juices. By the end Arabella was sweating and panting, barely able to speak. The joy I got seeing her in this state because of me was making me crazy!

“Okay, get on your hands and knees.” Arabella eventually moaned out.

I jumped into position. I knew I wasn’t going to cum until the weekend, but I would take anything she would give me.

Once I was on my hands and knees, Arabella moved behind me.

“I think it’s time for your second plug,” She said. “A bigger one, to stretch you and get you ready.”

Her fingers played with the plug inside of me, moving it in and out.

“Oooh yes Miss.” I moaned as I felt movement inside my arse.

“And what am I getting you ready for?” She asked.

I knew what it was, something I was very nervous about. But I was Arabella’s to do as she pleased.

“For you… Oooooh god!” I moaned as the plug was pulled from my arse, stretching me again, although it felt so strange to not have something inside my arse now. “For you to fuck me.”

Arabella poured watery lube between my cheeks and used a finger to spread it around my rim, which made my body jump.

“Good sissy,” She whispered while pushing two fingers and lube inside of me. “And how do you feel about that?”

It was so fucking crazy! There I was with my mum’s best friend, a woman who practically helped raise me, and I was on all fours as she fingered me, and I loved it!

“I’m nervous,” I said honestly, “But I trust you.”

“Good, good,” Arabella whispered while gently fingering me with two fingers. “You know I only have your best interest at heart.”

“I… know…” I moaned as two fingers moved in and out of me. “Everything you’ve had me do has been amazing.”

“I’ve never fucked a boy with a strap on before,” She whispered back. “But you’re not a boy anymore, are you? You’re my sissy.”

I didn’t really know what that meant, but I was too lost to disagree.

“Yes Miss, I’m yours.” I told her.

“Good.” Arabella barked before pulling her fingers out of me.

Next thing, I felt the head of a new plug at my puckering hole. I relaxed my body as I prepared for it to enter me. Straight away I could feel that it was thicker as she pushed it in.

“Ooooh god!” I grunted as my arsehole stretched around it’s width.

“Quiet.” Arabella barked.

She pushed and pulled the plug while twisting it, coating the object in lube as my arsehole wrapped around the new toy. And then it sunk inside, and my arsehole gripped around the neck.

“Oooohhh yes!” I moaned. I felt so wrong not having a plug inside of me even just for a few minutes, but now that I was filled again, I felt relieved.

“There we go,” Arabella admired her work. “Now go home, but no cumming.”

“Yes Miss.” I replied.

I put my clothes on over top of my thong and left her house. Each step I could feel the larger plug inside of me which made my aching cock throb!

For the next few days, I made Arabella cum every morning while my cock remained untouched. I was counting down the time until I knew she would make me cum, but the fear of being fucked by her withered away with my desire for an orgasm.

Finally, Saturday came. I woke up early and readied myself for her to contact me. It was at 10am when I heard from her.

Arabella: Sissy, I’m sorry but I won’t be free today. Work has called me in.

My heart sunk! This meant that not only was I not going to cum, but I wasn’t going to get fucked! It was something I had to come to terms with.

Michael: I’m sad to hear that, but I understand.

Arabella: Such a good sissy. You have been well behaved, so if you need to cum, you’re allowed to do it yourself. However! You will only cum with a cock çapa escort in your mouth.

What?! I couldn’t believe it.

Michael: I don’t know how I would be able to manage that.

Arabella: Well, you can either get on a gay app to find a cock to suck, or you can go back to the glory hole. I have reserved a spot for you at 2pm just in case. If you do, I expect a photo with a cock in your mouth as proof. Otherwise, you will have to wait until next weekend to cum.

Shit! I was desperate to cum! And to be honest, after sucking a cock once, I didn’t really have a problem with doing it again. But the idea of going to that glory hole on my own was a daunting one. I definitely couldn’t get some gay app to find a man. At least at the glory hole I stayed anonymous.

I wish I could say I argued about it for a while, but I didn’t. I was so horny and desperate to cum that my decision was made almost straight away. I was going to the glory hole to suck another cock.

I was wearing the silk, black thong that felt the best against my skin and smooth cock and balls. On top of that I had jogging bottoms that could be removed easily, and I had a white t-shirt on.

I set off early as it would be a long bus trip to the glory hold place. The entire trip I was nervous. I was about to suck a second cock, but that didn’t worry me. It was the fact that I was on my own.

But I made it, nevertheless. The older black woman gave me a smile and nod as I walked past. I felt humiliated knowing that she knew exactly why I was there.

I walked into the cubicle on the end, the same one I was in with Arabella. To make it easier, I stripped off entirely except for the black, silky thong and knelt down in front of the large glory hole.

No more than a minute later I heard someone enter the bathroom and then the cubicle next to me.

“Is someone there?” a deep voice asked.

Oh god, oh god, I was shaking with nerves.

“Y-yes.” My voice broke as I spoke.

“Mmm good,” He replied back, then I heard a zipper. “I’m so ready for this.”

The glory hole went dark, and I let out a loud gasp as a thick, hard cock poked through it to the base. It was at least 7 inches and was very, very thick! He was uncut, with a large, bulbous head that was already leaking precum.

“You gonna be a good cocksucker?” His deep voice asked.

I was lost staring at this majestic cock. He was fucking huge! His skin looked so soft though, almost silky.

“Y-yes.” I nervously replied back again.

“Take your time,” He grunted. “Daddy likes a nice, slow blowjob.”

Daddy? Fuck, why did that make my cock twitch! I looked down and saw a mass amount of precum leaking from me. Was I really this excited to suck a dick? In that moment, I decided to just go with it.

“Yes, Daddy.” I replied, and a moan came out of my mouth.

I licked my soft lips, letting the moisture spread as I sat up on my knees. At first my right hand moved, and my fingers wrapped around his throbbing shaft.

“Oh yeah,” The anonymous man moaned, “I love a good gay slut.”

Although I wasn’t gay, I wasn’t in any position to argue as I was about to suck his dick.

I leaned forward, opened my mouth and took his meat inside before wrapping my lips around him.

“Yeeess!” He moaned. “Fuck, I need a blowjob!”

“Mmmm!” I moaned. That feeling of having a cock in my mouth reminded me of how good the first blowjob I gave was! Something about giving anyone pleasure just sent me crazy!

My tongue instinctively pressed against his head, tasting his delicious precum as I swirled around.

“That’s it,” He moaned. “I bet you know how to suck a big cock, don’t you.”

“Mmm.” I moaned back. This may have only been my second time, but I was devoted to do a good job.

With my lips tightly around his shaft, my tongue went to work massaging his head. His spongy crown moved with the base of my tongue as my spit mixed with his precum.

“Fuck, that’s it, cocksucker,” He moaned. “You enjoy Daddy’s cock!”

“Mmmm!” I moaned and pulled back. “Yes Daddy!”

Instantly I took him back into my mouth, deeper than before and attacked his head with my tongue. When I flicked his slit, I would feel his cock twitch in my mouth! Fuck, it felt and tasted so good! Probably on par with Arabella’s taste.

As I took him deeper, I felt every inch of his shaft against my tight lips.

“Fuuckking hell!” He moaned as I took about half of his cock, “You do love cock don’t you, little faggot!”

“Mmmmmm!!” I moaned at the name calling. It was just like having Arabella calling me names, but this felt even more humiliating as I was sucking his dick!

“Oh, little queer likes that?” He moaned. “Being a good slut and sucking cocks?”

“Mmmhmm!” I moaned around his cock as I bobbed up and down.

I closed my eyes, purely focusing on the wonderful dick in my mouth as I moved my head up and down.

“Take güngören escort it deeper, faggot!” Daddy ordered.

I tried to relaxed myself and open my mouth wider around his pole as I pushed forward.

“Gllg!” I gagged and instinctively pulled back.

“That’s okay, slut,” He grunted. “Take your time.”

His cock was glistening with my spit, and I was fucking hornier than ever!

“Yes, Daddy.” I moaned.

I went back to swallowing his girth, and I would take him as deep as I could without gagging while spreading my spit around him with my tongue.

I explored every inch of his shaft with my tongue while he was in my mouth. I got into a steady pace of bobbing up and down. Before long my lips were coated in spit, which only made sucking his beautiful dick easier.

“Fuck, I love a gay whore!” Daddy moaned.

“Mmmm,” I moaned and pulled back, “And I love your cock, Daddy!”

I gathered the spit from my mouth and stroked it up and down his long, thick shaft.

“How do you feel about unlocking these doors and sucking my cock properly?” He asked.

My hand stopped moving. The whole point of this was to stay anonymous, but now he was wanting to break that wall.

“You don’t have to,” He told me. “Just if you wanted to.”

I was frozen still, a glorious cock in my hands. I knew I could suck his cock properly, oh god.

“Okay.” I whispered although my body was shaking.

Immediately his cock withdrew from the hole and his cubicle opened.

“Open up.” He told me.

This was it. I was about to actually see the man who’s cock I was sucking!

I remained on my knees as I reached over to flick the lock. The door opened quickly, and I saw him. He was massive! Well over 6 foot with shoulders like boulders, he had massive arms and legs! He had very shortly trimmed brown hair and a shaved face, with a giant smile.

“Fucking hell,” He laughed. “Why are you naked?” Then he looked around me. “Wait, are you wearing a thong?!”

Oh my god!!

My cheeks burnt red! I didn’t think. I was completely naked except for a woman’s thong and on my hands and knees! I felt overwhelmingly nervous now that this stranger could actually see me.

“I… I… erm… well…” I kept stuttering but didn’t have a good answer.

“It’s fine, faggot,” He laughed and shut the cubicle door behind him. “Come here.”

I got back up onto my knees as I tried to push away my nerves. His big, thick cock looked even bigger now that there was no wall in the way. It bounced with his movements like an elephant trunk!

His jeans dropped to the floor and revealed a bush of pubes around his heavy balls.

“Come and suck on my balls,” He told me. “I never get that in these glory holes normally.”

I had to keep my nerves down and just do what this man told me.

“Yes, Daddy.” I replied as I got up onto my knees.

He spread his thick legs apart, and my fingers gripped onto his hairy thighs as I moved underneath him. I extended my tongue and moved up until it touched his hairy, heavy balls.

“Oooh, fuck yes!” He grunted. “Such a pretty little queer as well!”

“Mmmmm!!” I couldn’t help but moan from his words as I licked his balls.

In a few seconds his balls were dripping with my spit as I licked them all over. I tried to treat them like Arabella’s pussy, and I gently sucked the egg shapes into my mouth and massaged them with my tongue.

“Fuck!” He grunted. “So fucking good!!”

His fingers ran through my hair as I sucked on his big balls.

“Mmmm!!!” I moaned. My entire body was on fire!! Who knew pleasing a man could feel this good!

I focused on both of his balls, pleasing them as much as possible. My own body became non-existent; I just wanted to do a good job for him.

“Do you take a cock in that little ass?” He grunted.

My arsehole clenched around the plug that filled it, and my cock throbbed. I knew that Arabella was going to be fucking me soon, but could I let this man fuck me? No, I needed her to tell me what to do.

“Not yet.” I panted as I kept sucking on his balls.

“Shame,” He told me. “Looks fucking good in that thong. I’d love to fuck it.”

“Mmmmm!!” I moaned. “Maybe… in the future.”

What was I saying?! Was I actually considering letting this stranger, this older man fuck me?! How did I get here?!

“You fucking faggot!” He grunted. “Get back on my cock!”

“Yes Daddy!” I moaned.

I sat back up on my knees and stared at his thick length. Then I remembered.

“Can you…” I stuttered, but the words were so humiliating. “Can you take a photo of me sucking your dick?”

He laughed, which only made my cock throb more.

“Really?” He asked me.

I grabbed my phone from my discarded jogging bottoms and handed it to him.

“I need proof that I’ve done as I was told.” I told him.

He took the phone and put the camera on.

“Told by who?” He asked.

“My, erm,” I paused, but how could I explain it. “My mum’s friend. She’s introduced me to all of this.”

He burst into laughter which made my cheeks burn brighter.

“You are a great find,” He laughed. “Right, suck my dick, and we’ll get your mum’s friend a nice little recording.”

A recording excited me. I moved forward and took his cock back between my lips.

“Mmm.” I moaned again when I felt it.

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