[Chapter 1 is here](https://www.reddit.com/r/eroticliterature/comments/kd7674/progressive_blackmail_chapter_1_ff22/)
About a week after my experience with Bobbie I was working an afternoon shift at McDonald’s. I had worked there throughout high school and still picked up shifts when I was home from college on vacations or in the summer. I don’t know if it’s still like this, but hiring at McDonald’s was pretty sexist back then, if you were a girl, you’d work at a register, if you were a boy you’d work the grill or the fryers.
Tony, Bobbie’s brother, came into the restaurant and, after scanning the menu, waited at the end of my line, even though it was the longest. Another register opened up while he was waiting, and after the girl on it offered to take him, he responded “naw, that’s ok, I want to order from my friend Theresa!”
When he got up to my register, I put on my best minimum wage smile and asked “what can I get you Tony?”
“Hey Theresa! You’re such a hard worker putting in a shift during your vacation.” He said, glanced at the menu again and ordered a Quarter Pounder meal, to go, with a root beer. Sliding an envelope across the counter he added “have a look at this next time you’re alone.”
“We’re not allowed to accept tips, Tony” I told him “We have to pass them along to a manager.”
“That’s not a tip and you won’t want to ‘pass it along to a manager’. Have a look the next time you’re by yourself.” He replied. With a wink he took his bag of food and left.
***
Sitting on the toilet in the staff bathroom, next to the break room, I ripped open the letter. Inside was a photograph and a note. Looking at the photograph, I saw in horror that it was a picture of myself, dress hiked up and panties pulled to the side furiously masturbating. My face was contorted in lust and my entire womanhood was on vulgar display. I had never seen such a blatantly pornographic image in my life, and it was ME! I imagined Jack, my parents, my former high school teachers and friends and my neighbors seeing every intimate part of my body.
Reading the note, it said “Come to my house as soon as you finish work and we’ll discuss this. Tony”. Gasping aloud, I wracked my brain wondering how I could get out of this!
***
With despair, I knocked on Bobbie’s door once again. I had almost called Jack and asked him to help me, but the idea of him seeing that picture and the questions he’d ask was more than I could bear. Involving my father or a policeman was inconceivable. One way or another I would have to put Tony off and figure out why Bobbie had lied to me.
I briefly entertained the idea of getting a gun and shooting Bobbie and Tony or burning down their house with them in it, but I knew I wouldn’t get away with it. Even if I did, I’d end up in jail. I didn’t even know where to get a gun.
Soon after my knock, Tony threw open the door with a large grin on his face, and invited me in.
Bobbie was making a cup of coffee at the kitchen counter and I squawked when I saw her. “You said you wouldn’t show anyone!” I accused her.
“And I didn’t” she replied, continuing to make her coffee. “My shitty brother went into my room, which he isn’t supposed to, and went through my porn collection, which he also isn’t supposed to. I didn’t show him anything, he’s just a shitty dude.”
“I really hit the motherload!” Tony added.
“Why couldn’t you have protected it better?” I wailed, eliciting a shrug from Bobbie.
“That wasn’t our deal” she said.
“Why are you doing this?” I asked Tony.
“If you’d accepted one of the times I asked you out, I’d be your boyfriend now and would probably protect you from all this. Since you decided you’re too good for me, all I want is to have my fill of what I’ve been missing. I want you to come over every week, do what I tell you, and I’ll keep everything tucked away. If I ever get sick of you, I’ll give you all your material and send you on your way.” he suggested.
“You want me doing this forever? No way! Hiding the pictures isn’t worth that.” I objected.
“There’s the videos too.” he reminded me.
“Big deal, I should have let Bobbie show everyone my fucking bra and avoid all this.” I replied.
“Bra?” he asked, looking confused. He glanced over at Bobbie.
“Well” she smirked “there’s actually a little bit more video than just your bra being shown.”
I followed Tony into their living room as he turned on their TV. Their VCR was set up and he pressed the play button.
I glanced at Tony as I watched the video that started all this that Bobbie had first recorded at the party. I was laughing, clearly tipsy, and enjoying myself when my boyfriend Jack pulled up my shirt. It was all so innocent, why was I so afraid of this getting out, I asked myself, thinking about the pornographic picture Tony had given me.
There was a burst of static and I was about to look at Bobbie when another video started. The new video was filmed in the living room we were in and seemed to be a recording of a chair sitting in the middle of the room. I looked in confusion as Tony hit the fast forward button. He slowed it back to regular play when two figures entered the screen and, with a start, I realized it was Bobbie and I.
With a start, I realized how well positioned the chair was and, as I started hiking up my dress on the video, I realized how much was yet to come.
“Stop it, stop it!” I demanded “I don’t want Tony to see the rest!” I rushed to the VCR and ejected the tape.
“I’ve already seen it a ton of times” Tony answered “who do you think made this copy? I think this is my favorite move!”
I tried to rip the cassette, but it was far too strong. As I wound up to hit it against the table, Tony said “that’s just a copy, you aren’t going to destroy anything that can’t be replaced and if you break that you’re going to make me very angry.” I looked over to see the siblings watching me calmly. They saw the fight go out of me as I couldn’t think of any way out of this situation.
“Put the tape back in the machine and press play.” Tony instructed.
“No!” I said, clutching it to my chest. “I don’t want to see any more.”
“Put it in the machine and press play.” he repeated.
Trembling, I repeatedly tried to put the cassette in the machine. Finally getting it in, I looked imploringly at Tony’s cold face, before finally pressing the play button.
Watching the video, I struggled to make sense out of what I was seeing. In my head, over the last week, I had convinced myself that what had happened with Bobbie wasn’t as extreme as I remembered. Seeing the entire event documented, my illusions were ripped away. I’d never even imagined something like what I was seeing, yet I was a part of it!
After the tape finished, Tony pressed stop and ended the static.
“What do I have to do?” I asked.
Glancing at his sister, Tony clearly had a prepared answer. “You need to do a sexy strip tease for me, then give me the best blowjob I’ve ever had.”
“Probably the first blowjob you’ve ever had” Bobbie interjected with a smirk.
“Bobbie will film the whole thing” he finished.
“And after that you’ll destroy everything and never bother me again?” I asked, hopefully.
“No, then I keep everything and leave you alone for a week. You come back over next Friday and we get to have fun again.” he replied.
“I can’t do that” I whispered, helplessly. “I just can’t. Not every week. Not without an end in sight.”
“Then I’m going to put on my own porno theatre, right here in my living room.” he said, “I’ll get all our friends to come see our hometown heroine in all her glory.” He unnecessarily gestured to the TV.
“Please don’t do this.” I whispered, looking at the floor.
Bobbie hit play on a ghettoblaster they had clearly set up for this purpose.
As the two silently watched me, I eventually decided that I should just power through and get out of here. Shaking while I tried to dance, I kept looking at the two siblings and the camcorder Bobbie had trained on me.
I realized I was just giving them more of a show by dragging it out, so I began pulling off clothes, starting with my shirt, then my jeans, then my bra. Tony motioned me over and motorboated my breasts, making me think Bobbie could be right that he’d never had a blowjob before. After I popped off my socks and pulled off my panties, Bobbie came closer and ran the camera up and down my body. Tony gestured to the bulge in his pants, and trembling I approached him and kneeled in front of him.
I had been trying to cover as much of my naked body as I could manage, sitting so my pussy was underneath me, covering my nipples with my arms whenever possible. This felt pointless, as I knew Bobbie had already captured every part of me, but I couldn’t help but try to hide. Tony made me pull down his zipper and fish his hardening cock out of his pants.
As I tried to lean forward and keep as much of myself hidden as possible, I felt a tug pulling on my hip. Bobbie became more insistent when I ignored her and eventually, following a slap on my backside, pulled me into a position where I was standing, then bent down to put my face in Tony’s groin. I held myself up with my arms on the chair’s handles. She pushed my feet apart and I felt fully exposed, with a clear view of my pussy from behind and my hanging breasts fully visible from the front and sides. With resignation I began licking and sucking Tony’s filthy dick.
I hadn’t realized the difference, but during my only sexual experiences with Jack it was like we were dancing – he was hyper aware of my reactions and constantly adjusting himself to accommodate me. With Bobbie and Tony, I was being treated as an object and they would tug or push me, adjusting to maximize their own enjoyment, indifferent to my experience.
After running his hands over the parts of my naked body that was in reach, spending extra time on my breasts including pinching the nipples and pretending to milk me, he laced his fingers through my hair and began pulling me faster and deeper onto his cock. Like every other woman who has experienced this, I hated it. He pounded into the fleshy area at the back of my throat, causing me to gag as he thrust into me as if he were trying to reach the back of my head. I started moving a hand over to try to control how deep he was going, which he slapped away.
“That’s it!” encouraged Bobbie, stepping in for a close up shot. “Throat fuck that slut!”
Thrusting forward and without warning, he flooded my mouth with a salty, nasty load of come. Rushing away from the siblings and coughing it out into the toilet in the bathroom, I heard howls of laughter coming from the living room.
Source: reddit.com/r/eroticliterature/comments/kejjvv/progressive_blackmail_chapter_3
I briefly entertained the idea of getting a gun and shooting Bobbie and Tony or burning down their house with them in it… ???
Damn. It keeps getting better!