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Dede and I were making out on her family's sofa. Nothing unusual about that. I always walked her home after school, and we'd spend at least half an hour making out before her sister, Karen, got home from her classes at the University. Karen at nineteen, was two years older than Dede and me.

We'd been going together for almost six months. We'd had sex together five or six times, mostly this was limited by our not having a place where we had the time and the privacy to get ourselves aroused enough to go that far.

Dede had been my first sex partner. She admitted that she'd had two other boys before me, but had steadfastly refused to name them. We'd had most of our arguments about her refusal to tell me who the boys had been. She said it was none of my business, but I disagreed with her about that. I had more than a sneaking suspicion that there had been more than two boys before me, and that Dede had only admitted to two in an attempt to mislead me. Other than our fights about this, the two of us got along quite well.

Our after school make out session had been interrupted by yet another unwelcome question from me about a boy I suspected Dede might have had sex with. As usual, rather than give me a yes or no answer, Dede allowed herself to get all upset and angry. In the past, when she got upset like this, I'd backed off from any further questions. This time I had decided to take a different approach to her anger.

"I don't care how pissed off my asking makes you, Dede. I think I definitely have a right to know who you let fuck you before me. If you don't tell me, then I'll break up with you. I'm not going to continue on with us always fighting like this."

"I told you it isn't any of your business. What happened was before we started dating. I'm not going to tell you, so go ahead and do whatever you want to."

I stood up, now as angry as she was. I hadn't thought she'd make the choice she'd just announced. I couldn't help it that I felt jealous. I believed that my jealousy would lessen once I knew who those other boys had been. Not knowing who they were, I had quite a list in my mind of possibilities for who it had been. Dede refused to tell me anything, even to eliminate some names from my list.

"This is your last chance, and I really mean it. Either tell me who they were, or this is it."

"Go home Spencer. Think about how immature you're acting. Think about what we have, what you'd be giving up if you continue to take this attitude with me. Call me tonight to let me know if you still plan on going through with this threat of yours."

I turned from her and started gathering up my jacket and books. She might not think I was serious about this, but I definitely was. She could keep me, or keep her secrets, but not both. I had kept nothing from her. Not that I had much in the way of secrets to keep, but still, I'd been completely honest and open with her.

I almost ran into Karen when I opened the front door to leave. She must have heard us yelling earlier. Either that, or else the angry look on my face when I came out of her house had tipped her off.

"Slow down, big guy, I don't want to get run over. Where are you off to so early?"

"I can't seem to make your dumb sister understand that I hate her keeping secrets from me."

I said this as I continued brushing right past her. I heard her calling Dede's name as I hurried away from their house. It took me less than ten minutes to walk over to my house. When I got there, I called out to let my mom know I was home, then went upstairs to my bedroom. I was still seething over how things had turned out. All I wanted to do was listen to some music and try to calm myself back down enough so I could try to plan my next move.

It was about six thirty before I heard my dad calling me to come down for supper. I was calmed down by then, at least enough to have gotten most of my homework finished. I'd thought about the situation with Dede, but hadn't come up with any new ideas about what else to do. Surprisingly, to me at least, was the fact that I wasn't very anxious about having broken up with her. I think I still believed that she would give me those names, once she finally understood that I'd been serious about what I'd said to her.

The next day was another school day. Usually, I'd have walked over to Dede's house, so the two of us could walk to school together. Instead, I walked to school by myself.

"Hey Spence, hold up, dude." I turned to see Tanner Hughes. Tanner was one of the guys I hung around with from school. We weren't close, or anything like that, but we had known each other for a long time. Kathy Freemantle, Tanner's girlfriend, was a close friend of Dede's. I watched as he quickened his stride to catch up with me. "So, give me the straight dish, man, is it true that you and Dede have called it quits?"

I had to assume that Tanner had heard this from Kathy. I saw no reason to deny that we'd broken up, so I told him it was true.

"Lame move, man. And, for a bogus reason, from what I'm hearing. Why get yourself tied up into knots over what she did in the past? You can't change any of it, so why even keep bringing it up to her?"

"What exactly have you heard?" I was a bit unsettled that Dede had been talking about our private business like this.

"I heard you keep going off on her, just because she refuses to name names about who she was with before you. Girls don't like to talk about their past mistakes. Simple as that. You think I grill Kath about who drilled her before I came on the scene? No way! None of my business. Not anybody's business, except for hers. I always thought you were way cooler than that."

"Fuck off, Tanner. This isn't about what's cool. I don't like her keeping secrets from me. It shows she doesn't trust me. Plus, I don't like the idea that there are some guys who might be snickering at me behind my back. I don't need to put up with that from her, and I won't. Now you need to just drop it, okay?"

"No one is laughing at you, Spence. It isn't like that. Jared Ennis, you remember him? Moved out of state about a year ago. He was one. Charlie Laken? I'm pretty sure he got there too. Other than those two, I think I'm the only other guy she's been with. Nobody is laughing at you."

I just looked at him. I think the guy was actually trying to be helpful. I thanked him, then told him I had to hurry to get to the school library before first bell rang. Tanner waved as I moved off. I think he thought I'd be satisfied now that I had some names. I might have been too, if it had only been two names he'd given me. Charlie Laken was a good friend of mine. He'd never once mentioned anything about Dede and him going out or doing anything.

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Blackmailing my Old Mother In Law This fantasy is based on fact. Betty did get into money troubles just as described and I did bail her out. The pity is that I didn’t take advantage in the way described here!Blackmailing Betty I had been working from home when the call came. I had a mountain of paperwork to catch up on and little time to complete it so I wasn’t in the best of moods as I rang the doorbell of my mother-in-law’s small bungalow twenty minutes later. My mother-in-law, Betty, had...

3 years ago
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Blackmailing Mother Chapter Two

Blackmailing Mother Ch. 02ByMicheleNylons©Chapter Two: Pant-E-Hose.My mother Bethany Griffith was CEO and sole owner of a small but profitable advertising agency called Womankind. My father's business interests were immense, varied and complicated but Bethany held onto her little boutique business as a matter of pride and a source of self-determination.That said, she was ruthless. Womankind employed only female staff and specialised in feminine-only products. Bethany was CEO and Head of...

2 years ago
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Blackmailing Turned Out To Be Life Changer

Hi. This is Aakash Gandhi from Chandigarh. Basically I’m an engineering student and 20 years old. I’m a regular reader of ISS and thought of sharing my recent experience too! It’s very long story but I’m sure you’ll enjoy till the end. Coming to the story, this story is about me and my cousin sister sneha whom I can fuck whenever i want due to beautiful incident that happened in my life. We have a joint family and live under same house. In my family, i have an elder sister and mom. Both are out...

Incest
2 years ago
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Blackjack Part 3

The sequel to the sequel/the end This may seemed a little rushed, I was trying to finish it quickly. Please comment/rate if you like it! Now, enjoy. --------------------------------------------- Blackjack! Part 3 --------------------------------------------- In a crack in the doorway was his aunt, stark naked, with one hand rubbing her massive tits, the other buried deep in her pussy. Her eyes were half closed, with her mouth wide open. It was quite a sight. Her eyes opened fully and...

3 years ago
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Blackjack Part 2

Blackjack! Part 2 ---------------------------------------------------- Annie was still awake. She was far too horny to get to sleep. She couldn’t masturbate with her mother right beside her, however, so her pussy was dripping wet the whole night. It stained the sheets with a massive dark patch. The effect of the alcohol was beginning to wear off, but she was still a little tipsy. The excitement of the night was the thing that made her so turned on. She had loved stripping down for Dan,...

4 years ago
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Blacking Donna Pt 2

Blacking DonnabyLascivious_Gent©I hissed loudly, "Your cunt is soaked Donna, is that for me?" Her eyes opened and she just nodded, I slowly withdrew my finger, it glistened with a sheen of her slick clinging wetness.I kept my left hand on her hip and brought the tip of my glistening finger to my lips, as Donna watched I sucked my finger into my mouth with a sucking sound that seemed to fill the kitchen, licking it, tasting her arousal on it.Finally I removed my finger from my mouth and smiled,...

3 years ago
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Blacks Hispanics Fight Racism

My name is Arthur Brown. A tall, good-looking young Black man living in the city of Boston, Massachusetts. And I have an important message to share with you. In celebration of the race created to kick the collective ass of the universe, I give you the African-American National Anthem. We’re living in the best of times right now. The rest of America suffers but we secretly rejoice. We’re finally standing on our own two feet. And we’re prepared to battle any challenge the universe throws our way....

2 years ago
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Blackmailed Sissy Whore Part one

Blackmailed Sissy Whore Part 1 It's amazing how quickly life can spiral out of control. One moment your enjoying what you think is just a little harmless indulgence in your submissive crossdressing fantasy life when, out of nowhere, your life is turned upside down. It was a Saturday morning in February, 2020. I was a single guy, living the dream. I had a really good job and was living in a 2 bedroom apartment in an upscale complex a few miles South of Pittsburgh. I had transformed...

4 years ago
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Blackmailing My Twin Sisters

Blackmailing My Twin Sisters Well I was going to blackmail them. Really! But as you’ll see I didn’t have too. It was probably for the best that way. Then they couldn’t accuse me of taking advantage of them. I am a fourteen-year-old boy that has a beautiful set of thirteen-year-old twin sisters that drive me absolutely fucking nuts. Pardon my French. I mean to tell you that even I have trouble telling which is which. They look alike, they dress alike, and they are sexy as hell. They...

2 years ago
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Blackmailing Beauty

Introduction: A lesbian teacher catches a student cheat and blackmails her. Blackmailing Beauty A teacher/student story A in the closet lesbian teacher catches a student cheat and decides to blackmail her. Note 1: Thanks as always to Steve and Estragon for their editing help. Blackmailing Beauty As soon as I got the job teaching in Hill River, my whole lifestyle had to change. I knew I was a lesbian since I was 16 and had my first girl-girl sexual encounter when I was 18. During college I...

4 years ago
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Blackmailing the mother in law

This fantasy is based on fact. Betty did get into money troubles just as described and I did bail her out. The pity is that I didn’t take advantage in the way described here!Blackmailing Betty I had been working from home when the call came. I had a mountain of paperwork to catch up on and little time to complete it so I wasn’t in the best of moods as I rang the doorbell of my mother-in-law’s small bungalow twenty minutes later. My mother-in-law, Betty, had phoned and begged me to come over and...

4 years ago
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Blackmailing my Old Mother In Law

This fantasy is based on fact. Betty did get into money troubles just as described and I did bail her out. The pity is that I didn’t take advantage in the way described here!Blackmailing Betty I had been working from home when the call came. I had a mountain of paperwork to catch up on and little time to complete it so I wasn’t in the best of moods as I rang the doorbell of my mother-in-law’s small bungalow twenty minutes later. My mother-in-law, Betty, had phoned and begged me to come over and...

2 years ago
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Blackmailing my Old Mother In Law

This fantasy is based on fact. Betty did get into money troubles just as described and I did bail her out. The pity is that I didn’t take advantage in the way described here!Blackmailing Betty I had been working from home when the call came. I had a mountain of paperwork to catch up on and little time to complete it so I wasn’t in the best of moods as I rang the doorbell of my mother-in-law’s small bungalow twenty minutes later. My mother-in-law, Betty, had phoned and begged me to come over and...

3 years ago
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Blackmailing My Sexy Teacher Part1

Hi ISS readers, Aman here with a new fantasy story. This story is about how I blackmailed my sexy teacher into sex in the classroom. Let me tell you about her. She is Priya and her age is 28. She has a very hot figure 34-30-36 and she has a very curvy body just like Bollywood heroin Urvashi. This incident happened when I was in 12th standard and I was 18 years old. I was a very naughty and kinky guy at that time. Coming to the story, it was Monday afternoon 4 pm and the college bell rang. It...

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