Humiliate Me Pt. 06

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 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 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 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.

He was right, though. Without the wall in the way, it was a lot easier to give him a blowjob. My head was gliding forward and backwards as my spit spread around his meat.

"Look up here, faggot," He grunted. I looked up and saw the phone pointing right at me, "You're enjoying this cock, aren't you?"

"Mmmmm!" I moaned as I stared into the camera lens.

"That's it, cocksucker," He moaned. "Show your mum's friend what a whore you are for big cock!"

I never stopped looking at the camera on my phone, but knowing that Arabella would watch this, I wanted to do a great job. So, I bobbed up and down, slurping and moaning around his shaft as I went.

"Mmm!" I moaned.

"Fuck, you're such a whore!" He moaned. "Maybe you're just a full-on faggot! Your mum's friend wouldn't have use for you then, would she!"

I started to take him down my throat, and although I gagged, I kept going. Then I remembered, but how could I forget! I was allowed to cum with a cock in my mouth.

I reached into the thong and grabbed onto my hard cock and stroked it.

"What are you doing, queer?" Daddy asked.

I reluctantly pulled away from his cock.

"My erm, Goddess said I could only cum with a cock in my mouth." I admitted through a mixture of shame and pride.

"Such a fucking gay boy." He laughed.

I went back to sucking his cock while stroking my own throbbing cock. Up and down my lips moved, but being able to touch my cock made me moan like a whore around him.

The wait and the build-up meant my orgasm wasn't going to take long.

"Mmmm!! Mmmm!!" I moaned and looked at the phone while he was still recording.

"Is the faggot gonna cum?" He asked.

"Mhmmm!!" I moaned around him.

Faster and faster, I stroked until it hit me.

"MMMMMMMM!!!" I practically screamed around his cock as I came like a fucking firehose! Cum flew through the air and landed on the ground between his legs. My body was jerking and twitching as my lips gripped around his cock.

"Fuucking hell!!" He moaned.

"Mmmmm!!" I kept moaning and cumming over and over again.

Even when I stopped cumming, I kept wanking, not wanting to waste this moment of pure pleasure.

"That'll show your Goddess how well you can get your face fucked." He told him.

Before I knew it, one hand was on the back of my head and then...

"Gllg!" I gagged and he thrusted his cock down my throat, "Gllg... gllg... gllg... gllg... gllg!" I gagged over and over as he ruthlessly fucked my mouth.

Spit poured down my chin and onto the pile of cum on the floor, but fuck, I loved it!!

"Urggh you fucking faggot!!" Daddy roared as his cock expanded in my mouth.

His cock erupted and a thick load of cum landed across my tongue, then inside my cheeks over and over again. I choked on his cum but swallowed it down as he kept face fucking me.

"Fuuckk yeess!!" He grunted as he kept cumming in my mouth. It tasted fucking amazing!! I was a needy slut as I guzzled every drop down my throat.

When he pulled his cock out and two shots of cum hit across my face I felt even more humiliated and turned on! His thick, hot seed landed on my face and made me moan even more.

As I knelt there panting, the taste of delicious cum was on my tongue and dripping down my face... I felt his semi hard, wet cock slap against me. Then again, then again. His thick cock slapped my face over and over while he was recording and laughing. The wet slapping noise filled the room, but god, it turned me on!

"Right then, faggot," He said. "You did a great job."

I was a mess. I just looked up at him. "Thank you." I replied.

"What's your password?" He asked me.

I wasn't capable of thinking as I blurted the password out. I watched as he typed away before handing my phone back.

"I've put my number in your phone, saved as Daddy," He told me. "Next time you need some cock, call me. Especially when you're ready to let me take that arse of yours."

Without even waiting for me to reply, he pulled up his jeans and left the cubicle. I stayed on my knees, processing everything I had just done. Then I sent Arabella the long video before getting dressed myself.

--

The next time I heard from Arabella was the next morning when she ordered me over to eat her pussy. She didn't mention the video.

I was between her legs, wearing just a pink thong as I dined on her sweet pussy, and then I saw her pulling up her phone.

I instantly knew what it was when I heard it. She was watching the video of me sucking that dick.

"You're such a slut," Arabella moaned. "Look at you taking that cock!! Mmmff, fuck yes!! Did you enjoy it?"

"So much!" I moaned as I licked her.

"You really were a faggot for him!" Arabella moaned, but hearing her call me a faggot turned me on even more. "Choking on that big cock!!"

"He," I paused as I thought about what I was about to reveal, "he gave me his number for when I want to suck his dick or... or let him fuck me."

"Fuuuckk!!" Arabella moaned. "You dirty, fucking sissy!!"

Her free hand shoved my face into her pussy as her other held the phone. She was watching my porno as I made her cum twice.

Once finished, my face was coating in her nectar. Arabella was breathing heavily and smiling at me.

"I know you'd do anything I tell you to," She said seriously, "but if there's every anything you're uncomfortable with, then you have to tell me."

"I will." I told her.

"I mean it!" She said and grabbed me. "I never want you to do something you don't want. Just tell me 'Too much', and I'll stop whatever is going on."

She really did look after me, which made my heart swoon.

"I will, I promise." I told her.

"Good," She whispered and leaned close to give me a quick peck on the lips. "Now go home. This weekend I'm taking your cherry."

--

A few more days went by with me making Arabella cum. She constantly watched the video of me sucking Daddy's cock, and knowing that it turned her on so much turned me on!

I was lying in bed one day when the door burst open.

"Where are they, you fucking perv?!" My sister, Jane, angrily shouted. She stood at the end of my bed, her face bright red.

"What?" I asked.

She strode around my room and pulled open my drawers before reaching in and throwing out the contents.

"I know you took them!" She scolded. "You sicko! What are you doing with them?"

Jane kept throwing my clothes around the room. Suddenly I became painfully afraid as she was growing closer to the drawer that I hid my thongs in. All except for the black cotton one I was wearing.

"What's with all the shouting?" Our mum's voice said as she entered the room.

Jane's hand was on the drawer with my thongs, but thank god she stopped and looked at mum.

"Little freak over here has taken my underwear!" Jane shouted.

My heart froze, Jane's underwear? I've been wearing my sister's thongs this whole time?

"Michael? Is that true?" Mum asked me.

I looked at them both as my hands began to shake.

"No," I lied. "No I did not!"

"Liar!" Jane shouted and almost ran at me. "What are you doing with them? Wanking with your sister's thongs, you fucking weirdo!"

"Jane!" Mum shouted. "Do not use that language in my house!"

"Me?!" Jane yelled back. "He's the freak that stole my underwear!"

"I didn't!" I lied again.

"Jane," Mum said, "If Michael says he's not taken them, then I believe him. Maybe you've lost them?"

"How would I lose nearly ten sets of thongs?" Jane asked.

Shit, shit, shit! I panicked. If mum let her keep looking, then it wouldn't be long until they were found. How would I ever come up with an excuse for having so many pairs of my sister's thongs?

"I don't know; you tell me?" Mum asked her.

My heart was pounding, I prayed to god that mum would stay in my defence.

"I haven't," Jane told her. "Where else could they be?"

"They could be anywhere," Mum told her. "Now stop harassing your brother."

Oh god, thank you, mum!

Jane scowled at me.

"This isn't over." She grunted before storming past our mum and down the hall.

"Don't worry about her," Mum told me. "I know you didn't take them."

If only you did know.

"Thanks Mum." I replied before she left, and I sighed in relief.

Okay, I need a better hiding spot for them in case she comes looking.

--

"Okay, are you ready?" Arabella's seductive voice whispered.

"Yes, Miss." I whispered back.

I was stood in front of her in nothing but the black silky thong while she stood in front of me in a latex outfit that gripped onto her wonderful curves. Her big tits were gushing out of the tight top, and the leg section only covered the very top of her thighs. She was wearing black, fishnet stockings and a black choker around her neck. Her hair was straightened perfectly, and she had a full face of make up on, dark red lipstick and long, fake eye lashes.

She had on black, latex, high heeled boots.

On her hands she had black latex gloves, and the gloves went up to her elbows. Her thick, hourglass, perfect body looked irresistible in this outfit.

She looked like a true dominatrix.

Slowly the fingers on the right hand ran up and down my hairless body, which made me shiver as she looked at me.

"And what are you ready for?" She asked.

My eyes didn't know where to look - her amazing body, her beautiful eyes, her thick, dark red lips.

"Ready for you... to fuck me." I told her.

"To take your virginity?" Arabella asked while her latex covered fingers moved around my sensitive body.

My virginity - it seemed so strange. I had hoped that Arabella would be the first woman I'd have sex with. I just never thought it would be her fucking me.

"Yes Miss," I replied. "You're going to take my virginity."

Arabella's body shivered when I said that, and she smiled.

"Mmm, good sissy," Then her hand left my body. "On your hands and knees."

I moved to the bed and got onto my hands and knees, sticking my thong covered arse into the air. When I felt Arabella moved behind me, I let out my own gasp.

She pulled the thin string to the side of my arse, and her fingers touched the plug inside of me.

"Oooohh!" I moaned as she pulled it out of me and my loosened arsehole closed.

"I'm gonna enjoy fucking you," Arabella whispered, "My sissy slut."

Her long hair tickled my bare arse cheeks, and I felt her warm breath on my tight, still virgin hole.

"Oh god... please..." I moaned, desperate for any sort of pleasure from her.

She blew gently onto my quivering hole.

"Oh god... oh god." I moaned as her breath hit me.

Her latex fingers kept my cheeks spread apart as she moved forward and finally... her wet tongue pressed against my arsehole.

"Ooooh yeeesss!" I moaned.

"Mmmm," Arabella moaned, "Still a delicious little pussy."

Pussy? I thought. Was she calling my arsehole a pussy? But before I could speak, her tongue delved deep inside of me.

"Ooooh fuck!" I grunted and gripped onto the bedsheets.

Her warm tongue moved in and out of me, letting my arsehole grip around her as she ate my arsehole.

Then Arabella pressed the base of her tongue against my rim and licked up and down. Each movement made my legs shiver and forced gasps from my lips.

"Mmm, do you like this?" She whispered while making love to my arse with her tongue.

"Yes! Yes!" I moaned back.

"You like me eating you out, don't you?" Arabella asked.

"Ooh god so much!" I moaned.

Arabella's tongue ran around as she rimmed me, slowing pressing it in and out of my hole while her fingers gripped onto my arse cheeks.

I stayed like that, on all fours as this older woman rimmed me until I was a moaning mess.

"Now, I'm gonna get your hole ready for my cock." She whispered.

I nodded and felt a cold, watery liquid being poured between my cheeks that made me tense up. Using one latex covered finger, she spread the lube around my hole before pushing it inside of me.

"Oooohh!" I moaned.

Whether it was from having a large butt plug in for a long time, the latex, or the lube, I didn't know, but her finger sunk in me easily. The smooth latex around her finger slid in and out.

"Oh god... oh god!" I moaned.

"Good?" She asked.

"Yeeess!" I moaned.

A second finger pressed at my rim and easily sunk inside. I definitely didn't feel as tight as last time she fingered me, but only pleasure coursed through me body now.

"Oooh fuck me!" I moaned.

"Mmm soon, my sissy," Arabella whispered. "Very soon you'll have my cock in your hole."

Her two fingers moved in and out of me. Having the woman of my dreams fingering me felt perfect! Every inch of my body was feeling pleasure.

"Now, I'm going to put a third finger in to get your hole ready." She whispered.

"Okay... okay..." I panted.

A third finger pressed at my rim, and this one did feel tight! With the copious amount of lube, Arabella pushed and stretched me.

"Ooooh god!" I grunted as her third digit sunk inside of me and my arsehole gripped around her fingers.

"Mmm, so tight," Arabella whispered. "So nice and tight."

Arabella fingered me with those three fingers until I loosened up, and gasps kept leaving my mouth.

"Okay, I think you're ready for my cock." She told me. "Keep fingering yourself while I get it on."

"Okay." I panted.

When she stepped away, I reached behind me and felt my lubed, loosened arsehole. I pressed two fingers in and slid them in and out. It felt good, but not as good as hers felt. For a minute or two I fingered myself as my cock leaked into the thong, leaving a giant wet patch. But then Arabella returned.

She knelt in front of me, and my heart sunk when I saw it. Between her legs was a thick, long, realistic black dildo. It had veins, a head, and balls. Everything was there! I could only relate it to Jermiane's black cock that I watched fuck Arabella. I had no idea how it would fit inside me!

"Open your mouth, sissy." Arabella told me while moving the cock up and down in her hand.

With two fingers still inside my arse, I opened my mouth as she pushed the head past my lips. I closed my mouth and sucked on it while looking up at her.

"Mmmm yes, suck my cock, slut!" Arabella grunted.

That look in her eye and the way she smiled just killed me. Although I wasn't physically touching her body, she was clearly getting some sort of pleasure from this.

I was in no position to give her strap-on a proper blowjob, so Arabella started to thrust it back and forth in my mouth. My mind went back to that man... Daddy... fucking my mouth.

"Mmmm." I moaned as the hard fake cock moved back and forth.

"You dirty little cocksucker," Arabella moaned. "You're gonna be a good faggot and take it all, aren't you?"

"Mmmm!" I moaned and nodded around her cock.

For a while Arabella just laughed and smiled as she slid the cock in and out of my mouth. I used my tongue to spread spit around the toy until it was graciously wet.

"Okay," She said and pulled back. "Time to fuck you."

When she moved behind me, Arabella pulled my fingers out of my arsehole. One of her latex hands spread my cheeks as she slapped the wet, cock head against my hole.

"Oooh fuck!" I moaned nervously, feeling the weight of it against my virgin hole.

"I can't wait to stretch your hole," Arabella grunted. "Seeing it grip around my cock, fuck!"

I heard more lube spread around her strap on until she placed the head against my hole, and then she put a little pressure with one hand on my arse cheek and the other on her strap on.

"Relax, faggot!" Arabella barked.

I took a deep breath and closed my eyes to relax myself. She applied more pressure, but god, this was thicker than the butt plug.

As she kept pushing, the tip of the dildo went in and out, going a slight bit deeper each time.

"Oh god... oh god..." I panted.

Arabella thrusted forward, and I felt my arsehole stretch around her cock and then grip around the shaft as the head popped inside of me.

"Oooh fuck!" I grunted as I felt more stretched than ever.

"Yes!!" Arabella shouted. "Ooh fuck, take this cock!"

SPANK! SPANK! SPANK! SPANK!!

Her latex palms crashed down on my bare arse cheeks over and over until I could feel them burning red.

"Ooh fuck, Miss!!" I moaned. "That hurts!"

"Sorry, sorry," Arabella replied, seemingly catching herself and then rubbing my glowing cheek gently. "Got a little too into that."

"It's okay," I panted.

She pushed again, and I felt the rim of my arse tighten around the shaft and one of its veins as it penetrated me deeper.

"Ooooh god!" I moaned.

"How does it feel?" Arabella asked.

"Big... thick..." I moaned back.

I could feel my heartbeat from my arse around her cock as I clenched around it by instinct.

"Don't worry," Arabella told me. "I'm just breaking you in. After a few more times your little pussy will take my cock with ease."

There it was again, calling my arse a pussy. But with a girthy strap-on inside of me, I couldn't focus on that.

Little by little her big, fake cock delved deeper into my bowels, giving me a new powerful sensation that seemed to take over all of my body.

Arabella was breathing heavily behind me, and I could feel her eyes staring at my stretched hole wrapped around her cock.

In and out she moved, gently fucking me as she got deeper and deeper. Her cock felt never ending, and I felt so full, I wasn't sure I could take much more. Until I felt her body press against mine.

"You have it all, sissy." Arabella whispered.

That was it. My arsehole was completely filled with a strap-on cock. My head arched back, and I quivered around her.

"Oooh fuuuucckkkk!!!" I moaned loudly as my body jerked around.

SPANK! Just the one slap on my arse cheek and her fingers dug into my flesh.

"You cock taking faggot!" Arabella shouted at me. "Seven inches of big black cock in your tight little cunt!! I'm gonna fuck you so fucking hard!!"

Her voice was manic, and the way she laughed, she was truly revelling in the power she had over me.

"Miss..." I grunted in shock of the way she was speaking, until she pulled out and thrusted into me quickly, "Fuuckk!!"

The air was forced from my lungs.

"Mmm fuck!" Arabella moaned. "Look at that tight fucking hole around my cock! So fucking hot!!"

She pulled back once more and thrusted into me again.

"Ooh fuck!" I grunted again as I was filled with her cock.

"That's right, bitch!" Arabella yelled. "Take my big cock!"

My arsehole was still quivering around her, throbbing as she filled me completely. But she stopped thrusting for now and was breathing heavily. My asshole throbbed around her cock as I loosened up.

"Mmmm, so beautiful," She whispered, and a latex hand rubbed my back. "My own sissy slut. I'm so proud of you, Michael!"

Hearing her say my name made my cock throb in my thong... well, my sister's thong.

She kept herself buried inside of me. I was panting as my body was filled, and she was panting with crazy lust.

For a few minutes she stayed still while I got used to having my arse filled. The throbbing, burning feeling died down, but the filled feeling remained, if not amplified.

Ever so slowly Arabella started to pull back, but my arsehole stayed tight around her as she moved.

"Ooooohhh!" I moaned with just the head left in me.

Then, she pushed it back in slowly while watching the rim of my arse around her cock.

"How's that?" She whispered.

"Full!" I grunted. "But... good."

"Good," She whispered. "Very good. You're doing so well."

Her compliment was music to my ears as she was slowly moving back and forth. Each time she left just the head in, and after ten or so thrusts, I had completely opened up to her. Arabella must have noticed it as she picked up the pace.

Her cock would slide out of me until just the head was left and she would quickly thrust into me.

"Urggh!" I moaned and gripped the bedsheets.

"Fuck," Arabella grunted. "Moan for me, bitch!"

"Ooh fuck!" I moaned when she started to fuck me in a steady pace. "Oooh god! Fuck me... fuck me..."

"You like that, don't you, faggot!" Arabella moaned.

"Yes! Yes! Oooh, fuck yes!!" I moaned.

"Fuck yes!!" Arabella shouted and spanked my arse as hard as possible. "Fuck yes, you fucking whore!! Take my fucking cock!!"

She was getting faster, now properly fucking me. Her body slammed against me with every thrust.

"Ooh fuck, look at you!" Arabella shouted. "Taking my cock while wearing a thong!! Fuck, I love it!!"

My body was bouncing forward with each of her thrusts as I clenched onto the duvet. Eventually my head dropped onto the sheets as she fucked me.

"Take it, faggot!" She shouted. "Take this cock! You love it! You love my cock!"

"Yeeeess!!" I moaned into the bed.

I couldn't take it, and I bit down on the pillow below me as she hammered into me and slapped my arse.

Then something happened. Arabella thrusted into me, and my body lit up like fireworks.

"OOOH FUCK!!" I squealed.

"Oh, I think we found your spot." Arabella laughed and hammered it again.

"Fuuuck!" I yelped, "What... Spot?"

"Oh," Arabella whispered, "This is your own G-Spot." She laughed as she said it.

I knew girls had G-Spots, but I didn't know men did until her strap-on hit it again and my body shook.

"Fuuuckk me!" I moaned.

"Oh, I am!" Arabella laughed maniacally. "I'm fucking you with my big cock!"

She really started to hammer into me now. The entire strap-on was sliding in and out of my arsehole at lightning speed. There was no pain now, just pure unadulterated pleasure. Over and over she hit that spot inside of me, which made my body erupt.

"Fuck... fuck... fuck...!" I moaned. "Oooh god I love you fucking me!"

"I know you do, sissy!" Arabella moaned back. "I'm gonna fuck you so much now!"

"Yeeeess!" I moaned back.

Over and over she fucked me, pummelling into my no longer virgin arsehole as my body twitched and tensed.

"I think... oooh fuck... I think.." I squealed. "Oooh fuck, I think I'm gonna cum!!"

It was hard to explain. Every time she hit that spot inside of me something built up inside my stomach. Like a fire being blown on, forced to keep growing bigger and bigger.

"You're gonna cum?!" Arabella shouted with pure joy in her voice.

"I... ooofffff!" I moaned. "I think so!!"

"Yes! Fuck yes!!" Arabella shouted. "Your first sissy orgasm!! Oh fuck, you were made to be a sissy whore!! Cum, you pathetic bitch! Cum with my cock in your ass, you fucking whore!!"

My body was sweating as I moaned and panted like crazy. Over and over she hit that spot as my body tensed up in an overwhelming, completely new feeling. My cock throbbed and expanded in the thong and then... It hit me.

My body tensed, my head arched back, and my mouth opened.

"OOOH FUUUCK I'M CUMMING!!" I screamed out in a high-pitched yell.

Without even touching my cock, cum erupted from me like a waterfall, completely soaking the thong as my body uncontrollably jerked and thrashed around.

"Keep cumming, you cock taking faggot!!" Arabella shouted. "Don't you fucking dare stop!!"

"Ooooh god Miss!!" I squealed. "Ooooh, fuuckk meeee!!"

Arabella's hands gripped my hips to keep me still as she hammered into me harder and harder. Both of us were panting and sweating as I unloaded my biggest load of cum ever.

"Fuucckk meeeee!!" I kept moaning.

Arabella was laughing like a maniac, giving her own moans and slapping my bare arse cheeks.

"Oh god... oh god... oh god..." I panted as the orgasm of my life died down.

"Turn around, faggot!" Arabella shouted.

I was weak, and apparently she didn't want to wait. The strap-on fell from my arse, and Arabella aggressively threw me onto my back.

Still wielding the strap-on, Arabella climbed up my body, and when she sat over my face, I realised there was a hole, and I could see directly to her pussy. She was wetter than I had ever seen her, even after making her cum five times in one go.

She sat down, forcing my mouth against her pussy lips, and I licked. She practically fucked my face though, grinding herself up and down on me.

"Yes! That's it, bitch! Make me cum!" She shouted.

Her drenched pussy soaked my face as I just held my tongue out and let her use me for pleasure. The way she moaned was wild. I had never heard anything like it before.

She gripped my hair as she fucked my face with her cunt.

"Fuck! Fuck! Fuck!! Oh fuck yes, you fucking sissy!!" She shouted, and her body tensed up against me. "Fuuucckk, I'm cumming!!"

A gush of her cum splashed across my face with her addictive taste as I attempted to lick her.

"Fuuuckk make me cum, you fucking sissy!!" Arabella kept screaming. "Fuuck yeesss!!"

Her body was shaking and jerking like crazy as she kept cumming and cumming. Oh god, I fucking loved it!! Seeing and hearing the pleasure from her was fucking amazing!!

And then, even while she was still shaking, Arabella leaped off of me.

She grabbed my legs and lifted them into the air while spreading them, then lined her strap on back with my arsehole, and shoved it into me.

"Fuuuck!" I grunted and arched my chest into the air.

I looked up at my Goddessa and the wildness in her eyes. She looked like a woman possessed. Her dark red lips smiled from ear to ear as she battered into my tight little arsehole. Her large cleavage bounced with every thrust under her latex outfit.

"You're gonna cum again!" She shouted.

The pleasure of having my arsehole fucked was still there, but my cock had gone soft now as my cum soaked all around it.

"I don't... mmfff fuck... I don't know if I can." I mumbled out.

In a second, Arabella yanked the thong to one side, freeing my cock, and her latex fingers gripped around it and stroked me aggressively.

"You fucking will!!" She shouted. "You're my whore, and you'll cum when I fucking tell you to!! Especially when you're taking my cock! You pathetic faggot!!"

This was a side of Arabella I hadn't seen. She was unchained, almost rabid!

Being able to watch her fucking me while getting contact to my cock did in fact make me hard again. My cock was sore, but she was relentless.

"That's right, sissy bitch," Arabella laughed. "You're gonna cum again with my cock in your cunt!"

"Oh god... oh fuck... yes... Miss..." I moaned.

"Tell me you're my faggot!" She shouted. "Tell me you love a cock in your ass like a fucking faggot!"

Her words frightened me, even as I was getting amazing pleasure. I stared into her and actually felt... afraid.

"Miss..." I whispered while she fucked me, stroked me, and laughed. "Too... Too much."

Her face dropped, the smile was gone, and her eyes opened wide.

Suddenly her hand left me cock, and she let my legs drop to her sides.

"Oh my god," She gasped, almost to herself rather than me. "Michael I'm so sorry!"

The strap-on cock pulled from my arsehole, and I suddenly felt empty.

"Come here!" She said. She was shouting, but not in an angry way.

I felt Arabella grab onto my body and lift me up so I was sitting. She pressed my body against hers and forced a tight hug onto me.

"Are you okay?" She asked me in a panicked tone. "Michael, are you okay?"

"Y-yes..." I stuttered, although I felt a mess, "I'm fine."

To be honest, I was so confused. I had just gone from immense pleasure, to frightened, to unbelievably confused. Why was she acting like this?

"I'm sorry I pushed you too far," She told me while hugging me as her right hand caressed the back of my head. "Thank you for telling me. You did the right thing."

"I'm okay," I told her. "I'm... I'm okay."

"I know, I know," She whispered while caressing me. "I'm so proud of you. I hope you know that."

Weirdly, the dozens of emotions that came over me in the last few minutes resulted in my eyes welling up, and I started to cry onto her shoulder. I don't know why. I wasn't sad, just a little overwhelmed.

"It's okay, baby," She whispered. "It's all okay."

"I'm sorry." I whispered.

"Shhh," She told me and held me tighter. "Don't you dare apologise. You did nothing wrong. You were perfect, you hear me, perfect."

I wasn't sobbing, but tears still ran onto her shoulder as I calmed myself down.

For a few minutes there was just silence as we held each other. It was... really nice holding onto her, feeling her against me as my emotions worked themselves out.

"Okay," She whispered. "How are you feeling?"

Both of our breathing had gotten under control. I pulled back slightly from the hug, but she held me lightly as I looked into her beautiful green eyes.

"I'm fine," I told her. "I'm sorry. I don't know why I said too much."

"No," She told me firmly but not harshly. "You did the right thing. I told you, if it was ever too much, then you had to tell me."

I nodded and wiped away the last of my tears and smiled.

"I'm fine now though," I told her. "Do you... want to continue?"

Arabella smiled and her thumb rubbed my cheek.

"Not today." She whispered.

I suddenly felt really sad.

"But... I'm fine now." I told her.

"I know. I know you are," She told me and kept smiling. "But that's enough for today."

My face dropped, and I must have looked upset again.

"You've not done anything wrong," She told me. "This isn't a punishment. We both have to honour each other's limits. So, we'll take this evening to work out how we're feeling and discuss it tomorrow. This is all new to you Michael, and I don't want you uncomfortable or unhappy. So go home and have a think about how you feel and what made you say 'too much'. I won't get mad at whatever the answer is. We're still learning about each other."

Her words made sense, and to be honest, I appreciated how understanding she was being. Since this began, I had been completely under her control, willing to do anything she wanted. Until now I never wanted any of it to stop, but now, knowing that if I wanted to, then I had the power to end it, it made me more confident and comfortable.

"Okay, that sounds good to me." I told her.

Arabella smiled and looked at my lips. She leaned forward an inch and then stopped herself. I was sure she was going to kiss me, but she pulled back.

"We'll speak tomorrow." I told her.

I couldn't help but let out a little laugh as she said that. She gave me a confused look, and I looked down.

"Your cock is tapping my leg." I joked.

Arabella burst into laughter as an infectious, heartwarming smile took over her face.

"See you tomorrow, Michael." She whispered and kissed my cheek.

--

"So, how are you doing?" Arabella asked.

It was the day after she fucked me with a strap-on. She was sat on her sofa, and I was on the armchair. It felt strange to be in her house and sat down, almost equal.

"I'm fine," I told her.

"And about last night?" She asked. "Have you had a think about what happened and what made it too much?"

"I have," I told her. "I want to be honest. I loved it! It was amazing and the most pleasurable experience of my life. I think... I think it just shocked me seeing you so dominant. I knew you were dominant, but that was a whole other level, and it just kind of surprised me."

"So, you want to do it again?" She asked me.

"Definitely!" I told her. "I loved it, and I'll be mentally prepared next time. If there's anything I want you to know, it's that I want to do it again."

Arabella smiled which made me happy, then she gave me a coy smile.

"How about now?" She asked.

She's asking me? It felt weird to have a say, but I appreciated her for it.

"Definitely." I told her.

--

"Oh god... fuck me... oh fuck me!" I moaned with my legs spread and lifted over Arabella's shoulders. "Oooh god, fuck me!!"

"Mmm fuck!" Arabella moaned. "You really do love my cock, don't you?" She asked.

"Oooh fuck yes!! So fucking much!" I moaned, but I wanted to prove to her just how fine I was with what happened last time, so I looked into her eyes. "I'm your faggot! I'm your dirty little faggot slut, and I love your cock in my cunt!"

Arabella stopped from shock for a second until she smiled from ear to ear.

"You dirty fucking bitch!" She shouted and forced her tongue into my mouth.

We aggressively made out as she fucked me with her big, black strap-on cock.

She rubbed my cock from outside of the pink thong while fucking me and making out with me. In a matter of seconds, I was squealing and filling the thong with cum.

After which, Arabella rode my face again to three orgasms.

I was getting dressed while Arabella was panting on the bed.

"Oh and sissy," She said before I left. "No cumming unless a cock is in your mouth"

When I went home, I felt exhausted from the fucking, but damn, I could not stop smiling.