Humiliate Me

Thank you to Oldbroad76 for proofreading.

"I have a present for you." Arabella said.

I was between her legs, and my face was soaked from having just made her cum. I looked up to see her smiling down at me wickedly.

"For me?" I asked.

Arabella got up, closed her undressed legs, and walked to her wardrobe. When she turned around, there was a red box in her hands, which she handed to me.

"You've been a very good boy lately," She told me. "Your pussy eating skills have come a long ways, and I appreciate your efforts in keeping our relationship a secret from your mother."

"I'd do anything for you." I told her as I looked up at my goddess.

"I know you would," She told me. For the first time I felt as though she was proud of me. "Now open your present."

When I opened it, what was inside was the last thing I expected. Inside the box was a large, round, black silicone butt plug. Its girth was twice that of my fingers, which had been in my arse every day for a month.

I appreciated her going out of her way to get me a present showing that she thought about me outside of our little sessions, but I wasn't expecting a butt plug.

"Now you can use this instead of your fingers," She told me. "It will free up your hand, and I'm sure it'll give you even more pleasure."

My smile went from ear to ear. This was so sweet of her, actually taking my thoughts into consideration. I was so used to her degrading words that this... it filled my heart.

"Thank you." I told her.

Her hand patted then stroked my head in a loving way, which warmed my insides.

"You deserve it," She told me. "You've made me very happy lately, and I want you to know that I appreciate your efforts."

"This... this is amazing." I told her.

Her thumb gently caressed my cheek as I smiled up at her smiling down at me, not with disgust, but with pride.

"Now, go home and try it." She told me.

"Yes, miss." I replied.

I practically ran home. I barged through the door and suddenly...

"Urgh!" Me and my sister both grunted as I ran straight into her.

I fell to the ground, and Jane stumbled a few steps back.

"Watch where you're going!" She barked out.

My heart began to beat out of my chest. I was on the ground looking up at my sister with the butt plug in my hands. Thank god, it was inside the blank red box.

"What's that?" She asked me.

"Nothing!" I blurted out and jumped up to my feet.

"And where have you been this early in the morning?" She questioned.

Oh shit!Panic engulfed me!

"N-nowhere." I stuttered out.

Jane was giving me a dirty look as she looked at the box and then at me again. Clearly my excuse wasn't good enough. But then something came to me.

"What are you doing home?" I asked. "Shouldn't you be at work?"

Something about this question got my sister's back up as her face turned pale.

"Mind your own fucking business." She barked before leaving the house and slamming the door with her.

That was weird,I thought, but my mind was too preoccupied with my new gift.

I rushed upstairs, undressed, and poured lube over the large butt plug. I had to try a few different positions to get the best one, eventually settling on bending over my bed with one hand spreading my arse cheeks while the other pressed the plug inside me.

"Oooh god." I grunted as the tip quickly got thicker than my arsehole had been spread before.

My teeth gritted together as I pushed it harder, feeling the rim of my arsehole stretch and wrap around the plug as it delved deeper inside of me. I didn't think I could take it. It was just too thick! Then, the thickest point sunk inside of me, and my arsehole closed and gripped around the neck with just the circular tip holding it inside of me.

"Fuuucckking hell." I grunted.

This toy, it was... fuck, it was something else! I felt so unbelievably full! As I stood up, I could feel it inside of me.

Arabella had been so kind to buy this for me that I wanted to give her something back. So, I got onto my hands and knees and took a photo of just the head sticking out of my arse before sending it to her.

She quickly replied.

Arabella:Good boy, don't forget to eat your cum when you're done.

Oh, there was no way I would forget that! After nearly a full month of eating my cum after every orgasm, it was like a religion to me now!

While having this plug constantly filling my arsehole, I stroked my aching cock until a giant orgasm hit me. Gallons of cum shot all over my chest, which I started to lick up. Then, once again I wanted to please my goddess and thank her. So, I took a short video of me licking the cum from my fingers and sent it to her.

This butt plug soon became my most prized possession, and not just because of the pleasure it gave me. That was just a bonus. But it was the symbol of it, a gift from Arabella, the woman that my world revolved around. She had gone out of her way and bought this for me.

That night I went to the dinner table with the whole family, all not knowing that my arse was currently filled with the plug. It felt as though a part of Arabella was with me, which made me happy.

When our mum served the plates, I kept glancing up at Jane, but she wouldn't look at me. There was an awkward air around her, as if I knew some big secret, but I had no idea what it was.

The next day, after making Arabella cum, I was careful returning home. Jane wasn't there, so I was able to cum and eat it on my own in peace.

A week went by with the normal routine. I'd lick Arabella until she came, and then I'd go home, make myself cum, and eat it all. I had no idea if Arabella was having sex with other men in the meantime, although I never tasted cum inside of her again, which I was actually a little disappointed by.

Then one day, I was between Arabella's legs, and she had just cum on my mouth.

"Okay, lie down." She told me gently.

My heart sunk with excitement as I laid down where she just was. Arabella went between my legs, and her hands gripped my thighs and spread them apart, showing the black head of the butt plug inside of me.

Her fingers teased it, pressing it forward and backwards slowly as my cock leaked.

"Do you like your present?" She asked.

"So, so much." I whispered.

My bare chest was heaving up and down as her moving the plug was giving me a new pleasure. Arabella's left hand slowly moved her fingers up and down my twitching cock.

"And are you enjoying eating your cum?" She asked.

"Yes, Miss," I replied. "I don't think I could cum now without eating it."

Arabella's body tensed when I said that, and her smile made my heart jump.

"God, I'm so glad that you're such a little perv." She told me, and my body lit up.

"I'm glad to be at your service." I told her.

Her fingernails traced up and down my shaft, teasing my throbbing cock without ever touching the head.

"I want to show you more," She whispered. "Just like how you've been giving me pleasure, I want to give you something in return. Would you like that?"

My mind went to her giving me a blowjob, which yes! I would like that!

"I'd love anything that you'd give me." I told her.

When her fingers gently wrapped around my cock and ever so slowly stroked up and down while her right hand softly pushed and pulled the plug inside of me, I let out a high pitched moan.

"Would you like to taste more cum?" She asked.

My eyes opened wide, but the pleasure was too much - the teasing, the never ending pleasure.

"Yes... Miss." I admitted. More and more I had been remembering that night where I tasted Jermaine's cum on and inside her.

"Good, because I can make that happen," She whispered. "I can get you more hot, delicious cum... all you have to do is ask."

With her hand stroking me and the plug moving in and out, my body was on fire!

"Please," I whispered, "I want it!"

And then her hands pulled back just before I came.

"I've been looking for a specific type of place," She told me, "where I can both give you what you want while also protecting you."

I couldn't believe it. She was so nice! Always thinking of me and looking out for my best interests! How did I get so lucky?

"What place do you have in mind?" I asked.

"Let me worry about that, little one," She whispered again, so kind to take that worry off my shoulders. "You go home, but this time no cumming."

Fuck! I wanted to complain, but I didn't want to upset Arabella when she was planning something just for me!

I stood up to get dressed when Arabella grabbed me. Suddenly her lips were against mine!

"Mmm." I moaned as she kissed me.

Her hot, naked body pressed against mine, and my hard cock pressed against her stomach. Feeling it rub against her soft skin made me afraid of cumming!

Especially when Arabella shoved her tongue past my lips and into my mouth. My body was frozen as she grabbed me and aggressively tongue fucked my mouth.

It lasted less than a minute, and when she pulled away, I immediately missed her. I looked into Arabella's eyes, at my goddess, the centre of my universe.

"Okay, go home." She whispered.

I did, and I didn't cum! It felt wrong. I had gotten so used to going home after licking her pussy, making myself cum, and then eating it. Breaking that pattern felt strange.

Which only got worse as a week went by without Arabella letting me cum. I began to yearn for it. And I desperately missed tasting my own cum! I kept the plug in at all times. Arabella was kind enough to let me do that.

It got so bad that I could almost taste my cum without anything being there, like phantom cum.

Finally, she called me.

"Hey perv." Arabella said when I answered.

"Hello!" I replied excitedly.

"Okay, I've finally got this sorted," She told me. "The perfect place for you."

I still had no idea what she had in mind, but knowing that she had put so much effort in it for me filled my heart.

"Where are we going?" I asked.

"You'll find out," Arabella replied. "I'll pick you up tomorrow at 4pm. Be ready."

"Of course." I replied, but I couldn't even try to contain my excitement.

"Good boy. See you then." She said.

Hearing her call me a good boy made me smile even harder!

4pm came around the next day. No one was home, and I told my parents that I was "seeing friends" which is why I might be out when they get back.

As I went outside and got into Arabella's car, my cock was throbbing! After going over a week with no orgasm and no taste of cum, I was ready for anything she had planned.

"Are you excited?" She asked while driving.

"Yes!" I replied. "Although I still don't know what we're doing."

"Oh, don't worry, it's a great present." She told me.

And I knew that it would be. There was no present on earth from Arabella that could be bad.

"How's the plug?" She asked while driving.

"Good." I told her while wiggling and feeling it move inside of me.

"You've had it in for a while now," Arabella said. "I think you could be ready for a bigger one."

The idea interested me. It was true; this plug easily sunk into my arse by now, and I really enjoyed it. So, the idea of it feeling better definitely excited me.

"I can do that." I told her.

"Don't worry," She said and patted my leg, making me swoon. "It'll be another gift from me"

She truly was amazing! How did I get so lucky?!

"How's your mother?" She asked after a short silence.

"Good, working a lot." I replied.

With my relationship with Arabella, I almost forgot that she was good friends with my mum.

"I'm coming over in a few days for dinner." She told me.

I couldn't contain my smile. Any time spent with Arabella was a gift, even if my parents were there.

"Great!" I replied.

"You're going to have to act normally," She said. "No one can know what we're doing." Her words were very, very serious.

"I understand," I told her. "No one will find out from me... Although..." I stopped when she glanced over at me.

"Continue." She ordered.

"Well, a while ago," I said. I had previously chosen not to tell Arabella this because I didn't see a reason to, but it was too late now, "When you first got me the plug, I came home and ran into Jane. She was wondering where I was so early and what the box was in my hands."

"Oh my god!" Arabella shouted. "What did you tell her?!"

There was venom in her words that frightened me.

"Nothing!" I said. "She let it go as soon as I asked why she wasn't at work and then stormed off."

"Why wasn't she at work?" Arabella asked, although I could still sense her annoyance.

"I don't know," I replied. "She just left, and we haven't spoken about it since."

She took a few deep breaths as she calmed herself down.

"If anything like that happens again, you tell me immediately! Got that?" She barked.

I was too worried to speak and annoy her more, so I nodded.

"Okay, good," She said and eased her voice. "It's okay. It's not your fault."

Then she rubbed my leg, and I relaxed. She really was too good for me.

After a half hour drive Arabella parked the car down an alley, shut off the engine, and turned to me.

"I've come this far, so there's no chance of anyone recognising you," She said and then began to caress my cheek. "I only have your best interests at heart."

"I know," I told her, although I was still wondering what we were doing. "Thank you."

"Okay, come on." She said and kissed my cheek with her soft, delectable lips.

I stayed a step behind Arabella as we walked into a strange, old fashioned shop. There was an older black woman behind the till, although her ebony skin still made her look young.

"Hi, I called the other day - Arabella and Michael." Arabella said.

"Yes, go ahead." The older woman replied.

Arabella turned to me and smiled before reaching out her hand. I took it with my heart beating. I was holding hands with her! I couldn't fucking believe it!

I followed into a hallway until Arabella opened the door for the men's bathroom. I was more confused than ever. Why would she be going into the men's bathroom, and why with me?

But I remained silent as she took me to the cubicle at the end and locked us both in. It was very spacious with a cushion on the floor, which was strange.

Then, I saw in the cubicle wall going to the cubicle next to us, a round hole about waist high. I had watched enough porn to know what it was... and I suddenly became painfully nervous!!

"I take it you know what that is?" Arabella asked.

"A... a... a glory hole." I stuttered out. She wasn't planning what I thought she was planning, was she?

"Clever boy," Arabella complimented, which actually calmed me ever so slightly. "This is where I'm going to let you taste cum again."

I looked at the hole and then back at Arabella. This was her gift.

"And it's also where I will let you have your first experience of pleasuring another man." She told me.

My heart sunk. I did not see this coming! She wanted me... to... well, you know!

As shock took over me, I began to shake and breathe heavier. That's when one of Arabella's hands landed on my shoulder, and the other caressed my face.

"Hey, hey," She whispered, "it's okay. I've got it all worked out for you. No one will know it's you, so you're free to just have fun. You can finally get to experience a dick in your mouth, and you will be rewarded with a nice load of cum."

There it was. She said it! She wanted me to give a man a blowjob!

"But... but..." I stuttered.

"It's okay," She said. "This is my gift to you. I saw the way you looked at Jermaine's dick. Now I have organised so you can fulfil that fantasy of yours."

My fantasy? This wasn't my fantasy, was it? Jermaine's dick did look beautiful. Did I want to do this? I had never really thought about it.

"They won't be able to see you," She told me, "so you can just enjoy."

I was still painfully nervous. Was I really about to give a blowjob? I had to admit, the thought of tasting cum was appealing! Especially since I hadn't tasted my own in a long time.

"And you'll enjoy it," She told me and made my eyes look at hers. "You trust me, don't you?"

Seeing her beautiful green eyes staring at me, I truly did.

"Yes, I do." I replied.

"So, you like my gift?" She asked with a smile.

When I hesitated, her smile dropped. Her hands left my face and shoulder, and she took a step back.

"You hate it," She said, hurt by my actions. "This was a stupid idea. We should go."

My inner need to please this amazing woman came to the surface.

"No," I told her, "it's a great gift. I was just nervous... thank you for this."

She still wasn't sold and wouldn't look at me. So, I nervously and slowly reached to touch her hand. I never instigated physical contact, so I kept my eyes locked on her as I touched her hand. When my fingers touched hers, and I let out a sigh when she didn't push me away.

"Thank you," I told her. "I... love it. This is so nice of you."

Arabella's eyes moved up to meet mine as a half smile appeared on her face.

"Are you sure?" She asked. "We can go if you don't like it?"

"No!" I reinforced. "I want to... I really do."

I didn't know if I actually wanted to give a blowjob or just wanted to please my goddess. But immediately a smile came back and beamed off her face.

"Good!" She said. "Then get on your knees and face the hole! Shouldn't be long until someone comes."

Her sudden change from upset to extremely happy cheered me up as well, knowing that I could so quickly ease her feelings.

I let go of Arabella's hand and knelt down onto the cushion on the floor, facing the glory hole and knowing that soon I would have an actual cock in my mouth. My arse clenched around the butt plug at the thought.

To say I was nervous would be an understatement, but knowing I was making Arabella happy eased my nerves.

And then, when I heard the bathroom door open, my body stiffened. Arabella placed a hand on my shoulder and squeezed it to calm me down. This person stepped into the cubicle next to us, and through the hole I could just see a pair of jeans moving around.

This was it. Whoever was on the other side of this thin wall would be the first cock that I would ever suck.

"Hello? Anyone in there?" The voice asked. His voice was deep and husky, definitely an older man.

Arabella squeezed my shoulder, but I couldn't speak.

"Yes," She answered for me.

"Oh a woman," He replied. "I wasn't expecting that."

"Actually," Arabella said to him, "it won't be me sucking your dick. It'll be my slutty little boy toy. He's wanted to try sucking a big cock for a while, so I brought him here."

Oh my god!Humiliation burned into my soul as she told a complete stranger that I had been wanting to suck a big dick! Had I been wanting to do this?

"Well, I'm happy to be his first," The husky voice said back, "to break in his virgin mouth."

"He's very thankful," Arabella told him. "He may not be great since it's his first time, but just let the slut take his time, okay?"

I heard his belt get undone and his zipper go down. This was it; I was actually about to suck a dick!!!

"Fine by me." He replied.

And then it happened. I watched and gulped as a very long, very thick cock poked through the hole until just his black pubes stuck through the end.

It was... massive! Nearly as big as Jermaine's, although this one was white! He was thick though, like my forearm! The mushroom head was bulging, and there was a thick vein running down his shaft.

My nerves came back to me as I knew this was the last moment before I officially would have a dick in my mouth.

Arabella crouched down next to me, and her lips grazed my ear.

"Don't be nervous," She whispered. "You can do this."

I kept staring at the monster cock in front of me threatening my virgin mouth.