Blackmailed by Mr. B Ch. 08

ATTN: All characters are purely fictional. All characters are over the age of eighteen. This story contains elements of reluctance and non-consent.

I woke up on Friday to my back-up alarm, full of anxiety, and late for school. I instinctively reached for Sonya's panties hanging on the back of my chair and noticed they were still wet. I couldn't convince myself that if they were dry I wouldn't have worn them to school. Instead I opted for boxer briefs, and couldn't help but feel like they didn't feel as secure as they once did.

As my lunch period began I felt my anxiety finally begin to subside. Paranoid thoughts about Mr. B's website surrounded me all morning. I even checked the website from my phone in the bathroom twice during my morning classes. As it turned out, it was a one time fee to gain membership to the site and get access to most of the videos. There was a VIP section that cost users a monthly subscription fee but gave them access to more content. Finally, there was the live stream. Apparently the night before wasn't even the first one. He had streamed the evening with Gwen as well as the night at my parents' house. As upset as I was about becoming an internet whore, it comforted to know that the content was behind a paywall. It made it highly unlikely that Maria or anyone I knew had access. That being said, based on the view numbers shown on the site he had already made thousands of dollars off of degrading me. Much more than he agreed to pay me in our last negotiation.

Sonya was sitting with a mixture of her friends and Chad's and although she waved me over, I opted to sit on my own. That didn't last for very long because within seconds of sitting down I felt someone else sit down beside me.

"Good morning prom date!" Maria said with enthusiasm.

"Oh... Hi Maria" was all I could muster.

"So what did you get up to last night?" she asked and my anxiety returned slightly.

"Uh... not much, helped my neighbor with some computer stuff." I said and then quickly tried to move the focus to her, "How about you?"

"I stayed in, worked on an essay for a bit, then went out to an all-night orgy." she said deadpan.

"You what... I mean..." I began but didn't know what to say, and that was when I saw her laughing.

"I actually had you! You seriously still think I'm some sort of pervert!" she said.

"No! Really... I don't think-" I began but she cut me off.

"It's okay, I kind of am. No orgies for me last night though." she said with a wink.

We chatted for the next half hour about classes, school drama including Sonya and Chad, and then the conversation began progressing in a different direction.

"So I was wondering," she began, "Should we book a room... you know, for prom night?"

"Uh... I don't know... I guess, yes? I mean, yes. We should." I barely got out.

She looked at me and burst out laughing, eventually collecting herself.

"You gotta be careful. With an answer like that people might think you're a virgin." she teased.

My mind raced at the opportunity unfolding in front of me. Maria actually wanted to get a room with me. It wasn't Sonya, but Maria was just as hot and the thought of having sex with her was almost too much. I told myself that I was going to finally lose my virginity, but as soon as I had the thought I remembered it wasn't true. I had technically already lost my virginity.

"Do you think I'm pretty?"

The question came so suddenly I was again at a loss for words for a moment.

"Uh... yeah, I mean. Yes. Yeah, you are really... I mean, so, so, uh..."

She giggled and bit her lower lip before her eyes scanned the room.

"Come with me." she said taking my hand and leading me away from the table and to the cafeteria doors.

As I followed, my eyes moved to where Sonya had been sitting. She and Chad were gone now, but it didn't bother me as much as it might have had Maria not been holding my hand. I walked in a daze through the halls until she pulled me through a door and into a stall. I knew vaguely we were in the girl's changeroom but wasn't sure why. She looked at me smiling before moving forward and kissing me. Her lips tasted like strawberries and she gave a little high pitched moan as the kiss ended. Our eyes met for a moment and she bit her lip again, this time I knew the expression. Sexual frustration; she was horny. She sank to her knees without breaking eye contact and reached for my belt. My mind was moving a mile a minute and I was only now realizing that I was about to receive my first ever blow job. I was thankful for two things, one that I didn't wear Sonya's panties that morning, and two that Mr. B had not made me wear the chastity cage.

"This is just a treat..." Maria said looking up at me while holding my boxer brief waistband with both hands, "To hold us over until prom."

She pulled my boxers down and then broke eye contact, now looking directly at my dick. She smiled, amused before returning eye contact to me and then moving her lips forward and kissing the tip.

"I guess you must be a grower, not a shower." she said before sticking her tongue out and licking from my balls up the short shaft to the tip.

That seemed to be her nice way of saying my cock was small but I couldn't blame her. I had seen enough now to know exactly where I stood. She took me all the way in her mouth without any difficulty and began massaging my cock with her tongue. I couldn't help but study her technique and compare it to my own. After around 5 minutes or so, my nerves began to subside and I began to relax a bit. I was finally feeling myself begin to get hard and despite not feeling anywhere near cumming I was optimistic. She pulled her mouth from me and spoke.

"Is everything okay?" she asked in a whisper, with a polite smile.

Saliva was dripping down her chin and my dick as she asked and I nodded quickly in the affirmative. She returned to the task and soon I was fully erect. A couple minutes later she pulled her mouth away again.

"Maybe you're just nerv-" she began whispering before looking down at my dick, "Oh... you are hard. Wow."

"Yeah, it feels so good" I whispered back, blushing.

I never truly had a giant porn dick, but I had always been happy with my size. I was around 2 and a half soft and then about 5 or so hard but since Mr. B had begun with me, there was a significant change. Soft I was about 1.5 to 2 inches and hard 2.5 inches at most. I now feared that this could be permanent.

She returned to sucking me and it continued for another 10 minutes before she pulled back for a third time. Her lips and lower face were glistening with saliva and precum as she told me class would start soon and we should get going. I was embarrassed I wasn't able to cum. Before she could stand up we heard another stall door open.

"Holy shit Chad, you came so fucking much. I could barely swallow it all." came a very familiar voice.

"Well you're getting really good at it. You're welcome for all the practice." Chad said, laughing to himself.

"You asshole!" she said loudly through giggles.

"Shhhh, unless you want someone to hear you." he said to her.

"There's no one here." she said, confused.

I felt Maria's wet mouth encase my dick again, this time opening wider and taking my balls in as well.

"I'm pretty sure someone is getting their dick sucked." Chad said, as they walked by our stall.

There were rapid loud knocks on the door that almost made me jump.

"HURRY UP! TIME TO NUT!" Chad yelled and they ran out giggling together.

Maria popped my package out of her mouth and stood up quickly. Our eyes met and then she moved in and kissed me. This time, the kiss wasn't soft or gentle, it was... sloppy. I could taste and smell myself all over her and when she finally moved her mouth from mine, she smiled and winked before wiping her face on her sleeve and then scurried out of the changeroom. I pulled up my pants over my now saliva covered private parts and then left as well to find Sonya hanging out in the hallway, filling up her water bottle. When she saw me her jaw dropped.

"Oh my God, you were in there with Maria?" she asked in disbelief.

"Uh... yeah." I said, sheepishly.

"Cool." Sonya said, "Good for you."

We walked to class in silence after that and I didn't see her on the way home either, although I did walk with Maria. She asked to see me the next day but I told her I couldn't. After all, my apprenticeship with Mr. B would begin, thanks to my parents. The evening was uneventful right up until around 11:30pm when I got a text from Mr. B himself. I cringed, worried that he'd want something right then but all the text said was 'wear the panties tomorrow, 9 am'.

The next morning I woke up to a text from Maria. It read 'Hey, I know you said you are busy today but if you find some time, maybe we can have some more fun ;)'. I wanted nothing more than to respond and tell her I'd be right over but I knew blowing off Mr. B was not an option, or in this case, the only option. I wore Sonya's panties as requested and upon entering his unlocked house I stripped down to just them and waited on my knees. When he finally came out to find me he laughed to himself.

"Wow, you're really turning out to be a good slut. On your knees, all ready to take a cock in your mouth. Not right now, we have a busy day planned, get your uniform on." he beckoned over to the couch where clothes were laid out.

After I had gotten dressed and finished my make up I looked at myself. I was wearing white thigh high stockings, pink running shoes, a pink mini skirt, a tight white crop top with a pink heart on it, and a black choker necklace with a heart pendant hanging from it. My hair was put in a high pony tail and held with a big pink scrunchie. My nipples were broadcasting themselves through the tight fabric of the shirt and I blushed, hoping I wouldn't be in a very public place. My lips had a full pink lip gloss and my makeup was understated as usual. I looked like myself, but also I looked convincingly like a girl. I'd be instantly recognizable if you knew me, but if you didn't, you'd never know the difference. I breathed deeply and exited the washroom where I bumped directly into Mr. B.

"Good, let's go." he said, and promptly led me to the garage.

I sat in the passenger seat of his work van and thanked the heavens that he had tinted windows as he opened the garage and pulled out of the driveway. My mind raced as I wondered where we were heading but I didn't dare ask him. We were on the highway for almost an hour before we pulled off two towns over and eventually ended up in another suburb. We pulled into a driveway and he finally looked over at me, speaking for the first time since we left.

"How do you feel about being a budding porn star? Be honest." his tone was calm.

"Is that why we're here? Are we-" he cut me off.

"Answer the question." He was still calm, but assertive enough to surprise me.

"It's embarrassing... scary, I guess." I replied with honesty.

"The thing is, being a pornstar, it's hard work. You have a lot of competition. You need an edge, something to keep the fans watching and engaged. To fill them with hope." he explained.

"Uhhh... I'm not sure I follow." I said.

"Inside this house is someone that has not only subscribed to the standard and VIP sections of your website, but also asked repeatedly for any behind the scenes or extras, ready to pay for it all. Your number one fan."

I opened my mouth to reply but he shook his head and continued speaking.

"You know what I think would help keep people watching? Hope. That if they spend enough, they might get the chance to use you like I do in the videos. What do you think?" he asked.

"Uh... I mean I guess but-" he cut me off again.

"Good, we are on the same page. Let's head in." he said and took the keys out if the ignition and opened his door.

"Wait, wait, wait" I said quickly catching on, "Can it just be you instead? I'll do whatever you want. I just... I can't..." I began tearing up.

"Awww, you can, and you will sweetheart. It's really nothing you haven't done before." he said in a comforting tone.

"But this is different! This is like, prostitution... I just... please... I don't want to be a..."

"Its not though sweetie, trust me. Its money he has already spent for videos. This is really just a thank you. No money is being exchanged." he said, "I'll be there the whole time, filming. You'll be safe." he said, getting out of the van and beckoning me to follow.

I know it may seem silly, but for some reason I couldn't wrap my head around having sex for money. I believed that what I did for Mr. B, the videos and everything, that was all acting. It was performance. Being paid to have sex though, just felt like it was a step too far. I couldn't justify or accept doing it in my mind.

The man that answered the door was in his late 50s and overweight, much like Mr. B. He smiled at me in a creepy way as I was introduced to him. We followed him inside and he led us to a large bedroom, where I saw cameras had been set up to capture every angle of the bed. Laid out on the bed was a number of dildos, plugs, and beads of varying sizes. Finally Mr. B spoke up.

"So Fred, thanks again for your patronage of the site. Candy was so excited about having a fan like you she wanted to show her appreciation. Candy, Fred is your daddy for the next three hours, I want you to be a good girl for him."

Fred took that as his cue and turned to me as he began unbuckling his pants. I watched him strip down, until he was standing there with only his underwear masking a considerable bulge.

"You're even sexier in person. Get on your knees for daddy, slut." Fred commanded.

"Yes daddy" I said, sticking my bottom lip out in a pouty way as I sank to my knees and looked up at him.

His hand grabbed the back of my head and pulled my face against his covered package. I could smell his cock through the fabric mingling with a faint smell of urine.

"Take your fucking panties off." he said in a feverish tone.

I awkwardly pulled them off as my face remained pressed firmly in his crotch. When they were off he grabbed them from me with his free hand. I didn't know then, but I would never get those panties back.

"Mmmm, you like Daddy's cock and balls, don't you?" he asked.

"Yemph naddy" I said, my voice muffled.

"Good, take them off." he ordered as he released my head.

I grabbed his waistband and pulled his boxers down and as I did he slapped my face, hard. I looked up at him in fear, waiting for him to tell me what I did wrong but he just grinned. Stepping out of his boxers, he did it again, harder this time. Tears in my eyes I looked at his cock. It stood straight out, and at 7 inches it was almost fully erect. He was circumcized and his head was leaking pre cum profusely.

"Do you like getting all dressed up for daddy, slut?" he asked me.

"Yes daddy" I responded, flinching when he feigned slapping me again.

"Do you know why your getting slapped?" he asked.

"No daddy. Please tell me!" I begged.

"Because you didn't apply your lipstick." he said, "But its okay, you can use daddy's right here. Go ahead." he had pointed at the pre cum and I understood.

I took his cock in my hand and carefully wiped the pre cum across my top lip and bottom lip. I pressed them together after, just like I would for regular lipstick. He smiled and patter me on the head before pulling me to my feet. It was only a couple minutes in and I was already fighting the urge to cry. I was secretly glad that Mr. B was there and was afraid of what this guy would do if he wasn't.

"Get up on the bed. On all fours." he ordered.

I did as I was told, my ass facing him. I looked to my left out the window at Mr. B's van as I felt my cheeks being spread by his rough hands. I heard him spit and felt a wet splat directly on my boy pussy. A finger wedged in and I faced forward with my mouth agape instinctively. I let out a little moan and wondered how being penetrated still felt foreign and knew to me despite all my time with Mr. B. A hard slap on my ass came and then another a moment later.

"I finger your pussy and you don't even thank me. Ungrateful bitch." he said, smacking me again, harder on my ass.

"Thank you for fingering my pussy daddy!" I corrected myself.

He withdrew his finger and spread my cheeks to spit on my hole again. As he let me cheeks close back up I felt my hole immersed in wetness.

"Get up, off the bed. I have a different outfit for you to wear." he said. As I turned around I saw that Mr. B wasn't in the room anymore.

The man handed me a bag and then pointed me to the ensuite bathroom. When I closed the door and opened the bag I was a little surprised. It was a pair of bright pink shiny latex chaps that left my ass and clit completely uncovered. There was also a pink blouse designed to be tied in the front under my chest, and a pink cowgirl hat to complete the outfit. I walked out of the bathroom and saw that Mr. B had not returned to the room yet. Fred was now sitting on the edge of the bed, his cock pointing straight up to the ceiling.

"Where is Mr. B?" I asked him, trying to sound demure.

"Well hello there, little lady, why don't you get on your hands and knees and get to work on this for me." he said, ignoring my question.

I followed his instructions and no more than 5 minutes later, his cock had claimed my entire face. He had a stronger smell than Mr. B and he seemed to have more pre cum as well. At least it felt that way because he took every opportunity to take his cock from me and rub his head over every inch of my lips, cheeks, chin, even forehead. As gross as it was, I was almost thanking him for it because when he wasn't marking his territory, he was pushing my throat down on his fully erect cock. I did my best to keep up with swallowing my saliva but pretty soon it was thick and plentiful, trailing down my chest and onto my own cock. He was breaking me down, like a prisoner of war being waterboarded, making sure I knew that I was only breathing when he allowed it. My airway was for his cock first and foremost. By only 15 minutes in I was sobbing heavily due to my gag reflex being worked so hard. Mucus and saliva poured out of my nose and mouth as he used a more encouraging voice.

"That's it, that's it. Good girl. You just let it out." he said, "You just tell daddy what you want. You want his cock down your throat again?"

I was still catching my breath but I choked out a quiet,

"No... please daddy."

"Well where do you want it cowgirl?" he asked in a sweet voice followed by a light slap across my face, "What do you want? Ask daddy nicely. Daddy knows what you want. Tell him. Tell him." He gave me another slap after each sentence until I spoke finally.

"Please fuck my pussy daddy! Please!" I choked out in a begging voice.

"Good girl." he said and stood up.

A thought occurred to me, and with Mr. B not being present in the room, I felt the need to speak up. If I waited, it would be too late.

"Do you have a condom?" I asked politely and with as much confidence as I could muster.

The crack in my voice made me feel small yet I hoped this question would imply that he would need one to proceed. I was sure Mr. B wouldn't subject me to unprotected sex with a total stranger.

He pulled me up on the bed, so I was on all fours facing the window and I felt him kneel behind me before he spoke.

"Reach back and spread... No. I don't use condoms. Besides, how would I fill that pussy with cum with a rubber on?" he chuckled through the last sentence.

I felt stupid, kneeling forward on the bed, face down, spreading my ass cheeks open for some old pervert I just met. He just refused to wear protection and I knew full well that I wouldn't bring it up again. How did I turn into such a pussy?