The door closed behind me, seemingly sealing us off from the rest of the office. In any normal situation, I probably would have been quite excited, and maybe even eager. I had been in a lot of questionable situations, and it wasn’t like I wasn’t able to eventually bend the genders in my mind and get a feeling for the kind of situation I was in and how it’d be perceived by the outside world. However, other than the time where that woman tried to drag me away, this was the first time I felt somewhat uncomfortable with the arrangement.
Ms. Dean turned around, a lewd and rapacious grin on her face like she was a spider who had just caught the fly. “Well, well, how about you strip for me.”
“Why don’t you strip?” I responded.
“No, no… that’s not how this works. If you want my reward, you’re going to have to work for it.”
Ms. Dean was a bit cleverer than most of the girls I had encountered. If they were just bumbling horny girls, she was more like a sexual predator. She wanted to put me into a disadvantageous situation. If she was the naked one, any number of bad things could happen that would flip the situation. Instead, with me undressed, she’d gain even more power over the situation. It looked like my cheap blackmailing trick of taking pictures of her in a compromising situation wouldn’t work.
“We don’t have enough time. Let’s just do this quickly.” I tried to find a way to deflect.
Her smile turned more intense. “Your mommy never taught you how to listen and do what you’re told? She’s a bad parent too, huh?”
“Wh-what?”
She took a couple of steps forward, grabbing me. “Well, your mommy raised you into being a dirty little slut, so she can’t be all that great. You even have to do all of this just so that she can keep her job. She’s just a loser. It’s embarrassing.”
As she spoke, any desire to do what she wanted was being drained out of me. I didn’t like her saying bad things about my mother. My expression darkened, and I took a step back. As my butt hit the wall, I felt something hard. I reached into it and pulled out my radio. Clenching it in my hands, I shot her a look.
“I’ve changed my mind. I’m going to go.”
“Go now? Are you as unreliable as mommy? You really should finish what you started. Otherwise, your just a cunttease.” She moved forward again, pushing her chest against me.
I was growing more uncomfortable with the situation. I had honestly believed that as long as it was a woman who wasn’t completely nasty, I’d fuck anyone. I had thought taking one more to improve mom’s life wouldn’t matter. Yet, something about the way she was acting and the way she was looking at me was starting to make my skin crawl. It wasn’t that she was particularly ugly or that she smelled bad, it was just something about her that felt gross.
Was this how women looked at so-called perverted men who act creepily? Was this that so-called survival instinct? I didn’t want to be in this situation, especially since the roles were reversed. Then again, there were probably guys this kind of stuff happened to, they just didn’t talk about it, nor did they have anyone willing to help them. I still had the radio in my hand. If I wanted to, I could call Bethany. Call her and say what? I was being propositioned by mom’s boss? She wasn’t even nearby. I couldn’t call on her.
While I was considering my options, Ms. Dean had somehow positioned herself between me and the door. Her expression had turned slightly angry.
“Do you want your mommy to lose her job? No? Then be a good boy.” She reached out and touched me between the legs. “There you go, that’s not so bad, is it?”
Feeling her hand stroke me through my pants, my mind was still a battlefield of indecisiveness. It seemed like whenever I felt I had things figured out in this world, the world threw me another curveball. It wasn’t like I was afraid. It was more like I was frozen with indecision. I didn’t want mom’s job to be compromised. It had already gotten this far, so my actions could cause mom to lose her job real quick. On the other hand, I didn’t want to let this girl win. Her deplorable actions were not the cute stuff that I liked to absorb. Even those rapist creeps at the bowling alley were drunk and also strangers. This woman knew damn well what she was doing and to who, and perhaps that made her want to do it.
There was also a very faint voice in the back of my head, and this was the one that confused me the most. It told me that this treatment was something I deserved. After acting so carefree since coming to this world, and even diddling my sisters one after another, part of me felt like I deserved this. An even deeper part was slightly turned on by how gross she was. Was that the so-called masochistic side of me?
My body betrayed me again, my cock which had settled in the interim moments was springing back to life under her hand. Feeling it hardened only encouraged her to grope it more aggressively.
“Yeah… you like that, don’t you?” She leaned forward and bit my neck before sucking on it. “I bet your cock is so hard you can barely stand it. Are you a virgin?”
“I’m not!” For some reason, I was eager to destroy that fantasy, anything to throw a little mud on her perversions.
Unfortunately, her face barely reacted. “Hehe… of course, you’re a little slut. After all, you are your daddy’s son, right?”
“Wh-what does that mean?” I panted with my head back as she continued to suck on my neck in brief spats while her fingers still stroked me through the pants.
“Did you ever wonder why daddy isn’t around? Did you never wonder?”
“M-mom cheated,” I responded.
“Oh? She told you? That’s too funny.”
“Wh-what do you know of it?” I demanded, sounding just a bit forceful.
Her eyes lit up excitedly, and I felt her reach into my pants and grab my cock with her hand. She continued to stroke me on the inside of my pants now, her bare skin against my cock.
“Your mother has worked for me for nearly twenty years. I’ve been around since you were born. In fact, I’ve wanted to fuck you for years now. I was planning on coming up with the opportunity when you turned 18. Well, don’t mind me for getting a bit eager, but you’ve grown so tasty, I just had to pluck you earlier.”
“What about my mom?”
I tried to keep her focused, feeling like the way she said things were hinting at something that I didn’t know, and that worried me. I knew mom was holding back something, but I didn’t know what it was, and I didn’t want to ask her to dredge up such awful memories. I never would have guessed it had anything to do with her boss though.
“It was rather easy. We had a Christmas party, and everyone was drinking. There used to be this slutty little boy in the mailroom who would do anything I asked. So… I pushed drinks on your mom until she passed out drunk. Then, I sent him out to fuck her.”
I froze. “You… what?”
“Haha… she wasn’t even conscious. She woke up with a belly full of semen.” She broke into a laugh.
“You… let her… get raped?” I shook in disbelief.
“Rape? What? She’s a woman. Plus, what woman wouldn’t want some cute guy fucking her. I did her a favor. It’s not our fault she wasn’t on the pill.”
My body shook. “What? You don’t mean…”
“Relax, it’s not you.” She laughed, still enthusiastically stroking me as she spoke about such a horrifying secret, enjoying the horrified look on my face as she recounted things. “Actually, it happened about two years before you.”
“Two years… Mackenzie?” I quickly did the math, and Mackenzie who was a year older than me would have had to be the one. “Mackenzie is also my half-sister?”
It wasn’t just that. Mackenzie was their second child after Dawn. I had assumed that when mom cheated on dad, dad left mom and their relationship immediately fell apart. That wasn’t the case at all. It was years later before they finally split. It would have had to be so that me, the twins, and Bethany could all be born. No, it wasn’t Mom who cheated. Mom was raped! It wasn’t her fault at all!
Did that even matter though? If a guy got drunk in my old world and woke up next to a strange woman, no one would even look twice. Mom had been carrying the guilt and shame all this time.
“Half-sister? Just Mackenzie?” Ms. Dean’s smile grew even more, and I realized that she still had something else to say.
“Wh-what do you mean?”
“Ah… the drama back then was rich. After Mackenzie was born, your dad found out it wasn’t his. Your mom tried to keep you all together, but your dad became quite the little slut to spite your mom. He started sleeping around. I should know…” She leaned into my ear. “Your dick reminds me of his.”
I tried to jerk away, but she lunged at me. The radio fell out of my hands, hitting the ground hard. I had almost forgotten it was there in my haste. Now, the battery door fell off and the batteries scattered across the floor.
“So, dad cheated, the end.” I felt unable to move in her grip, fearing whatever she’d say next.
“Well, except when your dad was at his worst, he stuck it in a massive playgirl… who also got pregnant.”
“S-stop…”
“This shit is too juicy to make up! That playgirl made your dad take responsibility for the baby. She made him take responsibility of you!”
“Y-you’re lying… you’re fucking lying!” I cursed with my teeth clenched, tears in my eyes. “They’re my family…”
“Not your mother. Maybe your sisters… or should I say, half-sisters? Actually, that girl was a legend. She fucked so many guys you could be anyone’s kid. The reason she dumped him on your dad was that he was married and dumb enough to fall for it, and the only reason your dad took you was to give your mother the middle finger for Mackenzie. Isn’t it funny how it all works? Hell, I might have even ended up being your mommy, but I use protection, unlike your dumb parents. After having so many kids, and who knows who is whose really, your dad lost it and ran away. Hey… stay hard!”
I realized I was gasping for breath, and it wasn’t because of arousal. I felt dizzy, and bile rose in my throat. This was just insane. My family wasn’t even my family? I was some kid that just got adopted by circumstance? If it was true in this world, it was true in that one as well. Mom… dad… my sisters… this was just too much.
“I-I can’t…”
“Haha… now do you understand why your mom is a loser? She’s a cuck raising kids that aren’t even hers. And you’re a dirty slut just like you daddy.”
“Leave me alone…”
“H-hey-hey! I’m not done with you yet.” She grabbed me and kissed me, her tongue shooting into my mouth.
My mind was so messed up that I could barely even function. After a second, I finally gained enough of my mind to shove her off of me.
“Stop!”
“Shut the fuck up!”
She grabbed me and threw me back onto her desk. Before I could realize what was happening, I was lying on the desk and she was climbing on top of me.
“Stop! I don’t want this. Stop!”
I wasn’t fighting back. I couldn’t fight back. I could barely even think. Tears were running down my cheeks. I could feel her pressing it against herself. Like mother, like son.
The door exploded open with a kick. “You son of a bitch!”
A roar sounded across the room. Mom was standing there was a fury like I had never seen before. Without even a second of hesitation, she raced at Ms. Dean and then slugged her across the face. The surprised woman flew off me, and the desk, slamming into the floor beyond.
The door closed behind me, seemingly sealing us off from the rest of the office. In any normal situation, I probably would have been quite excited, and maybe even eager. I had been in a lot of questionable situations, and it wasn’t like I wasn’t able to eventually bend the genders in my mind and get a feeling for the kind of situation I was in and how it’d be perceived by the outside world. However, other than the time where that woman tried to drag me away, this was the first time I felt somewhat uncomfortable with the arrangement.
Ms. Dean turned around, a lewd and rapacious grin on her face like she was a spider who had just caught the fly. “Well, well, how about you strip for me.”
“Why don’t you strip?” I responded.
“No, no… that’s not how this works. If you want my reward, you’re going to have to work for it.”
Ms. Dean was a bit cleverer than most of the girls I had encountered. If they were just bumbling horny girls, she was more like a sexual predator. She wanted to put me into a disadvantageous situation. If she was the naked one, any number of bad things could happen that would flip the situation. Instead, with me undressed, she’d gain even more power over the situation. It looked like my cheap blackmailing trick of taking pictures of her in a compromising situation wouldn’t work.
“We don’t have enough time. Let’s just do this quickly.” I tried to find a way to deflect.
Her smile turned more intense. “Your mommy never taught you how to listen and do what you’re told? She’s a bad parent too, huh?”
“Wh-what?”
She took a couple of steps forward, grabbing me. “Well, your mommy raised you into being a dirty little slut, so she can’t be all that great. You even have to do all of this just so that she can keep her job. She’s just a loser. It’s embarrassing.”
As she spoke, any desire to do what she wanted was being drained out of me. I didn’t like her saying bad things about my mother. My expression darkened, and I took a step back. As my butt hit the wall, I felt something hard. I reached into it and pulled out my radio. Clenching it in my hands, I shot her a look.
“I’ve changed my mind. I’m going to go.”
“Go now? Are you as unreliable as mommy? You really should finish what you started. Otherwise, your just a cunttease.” She moved forward again, pushing her chest against me.
I was growing more uncomfortable with the situation. I had honestly believed that as long as it was a woman who wasn’t completely nasty, I’d fuck anyone. I had thought taking one more to improve mom’s life wouldn’t matter. Yet, something about the way she was acting and the way she was looking at me was starting to make my skin crawl. It wasn’t that she was particularly ugly or that she smelled bad, it was just something about her that felt gross.
Was this how women looked at so-called perverted men who act creepily? Was this that so-called survival instinct? I didn’t want to be in this situation, especially since the roles were reversed. Then again, there were probably guys this kind of stuff happened to, they just didn’t talk about it, nor did they have anyone willing to help them. I still had the radio in my hand. If I wanted to, I could call Bethany. Call her and say what? I was being propositioned by mom’s boss? She wasn’t even nearby. I couldn’t call on her.
While I was considering my options, Ms. Dean had somehow positioned herself between me and the door. Her expression had turned slightly angry.
“Do you want your mommy to lose her job? No? Then be a good boy.” She reached out and touched me between the legs. “There you go, that’s not so bad, is it?”
Feeling her hand stroke me through my pants, my mind was still a battlefield of indecisiveness. It seemed like whenever I felt I had things figured out in this world, the world threw me another curveball. It wasn’t like I was afraid. It was more like I was frozen with indecision. I didn’t want mom’s job to be compromised. It had already gotten this far, so my actions could cause mom to lose her job real quick. On the other hand, I didn’t want to let this girl win. Her deplorable actions were not the cute stuff that I liked to absorb. Even those rapist creeps at the bowling alley were drunk and also strangers. This woman knew damn well what she was doing and to who, and perhaps that made her want to do it.
There was also a very faint voice in the back of my head, and this was the one that confused me the most. It told me that this treatment was something I deserved. After acting so carefree since coming to this world, and even diddling my sisters one after another, part of me felt like I deserved this. An even deeper part was slightly turned on by how gross she was. Was that the so-called masochistic side of me?
My body betrayed me again, my cock which had settled in the interim moments was springing back to life under her hand. Feeling it hardened only encouraged her to grope it more aggressively.
“Yeah… you like that, don’t you?” She leaned forward and bit my neck before sucking on it. “I bet your cock is so hard you can barely stand it. Are you a virgin?”
“I’m not!” For some reason, I was eager to destroy that fantasy, anything to throw a little mud on her perversions.
Unfortunately, her face barely reacted. “Hehe… of course, you’re a little slut. After all, you are your daddy’s son, right?”
“Wh-what does that mean?” I panted with my head back as she continued to suck on my neck in brief spats while her fingers still stroked me through the pants.
“Did you ever wonder why daddy isn’t around? Did you never wonder?”
“M-mom cheated,” I responded.
“Oh? She told you? That’s too funny.”
“Wh-what do you know of it?” I demanded, sounding just a bit forceful.
Her eyes lit up excitedly, and I felt her reach into my pants and grab my cock with her hand. She continued to stroke me on the inside of my pants now, her bare skin against my cock.
“Your mother has worked for me for nearly twenty years. I’ve been around since you were born. In fact, I’ve wanted to fuck you for years now. I was planning on coming up with the opportunity when you turned 18. Well, don’t mind me for getting a bit eager, but you’ve grown so tasty, I just had to pluck you earlier.”
“What about my mom?”
I tried to keep her focused, feeling like the way she said things were hinting at something that I didn’t know, and that worried me. I knew mom was holding back something, but I didn’t know what it was, and I didn’t want to ask her to dredge up such awful memories. I never would have guessed it had anything to do with her boss though.
“It was rather easy. We had a Christmas party, and everyone was drinking. There used to be this slutty little boy in the mailroom who would do anything I asked. So… I pushed drinks on your mom until she passed out drunk. Then, I sent him out to fuck her.”
I froze. “You… what?”
“Haha… she wasn’t even conscious. She woke up with a belly full of semen.” She broke into a laugh.
“You… let her… get raped?” I shook in disbelief.
“Rape? What? She’s a woman. Plus, what woman wouldn’t want some cute guy fucking her. I did her a favor. It’s not our fault she wasn’t on the pill.”
My body shook. “What? You don’t mean…”
“Relax, it’s not you.” She laughed, still enthusiastically stroking me as she spoke about such a horrifying secret, enjoying the horrified look on my face as she recounted things. “Actually, it happened about two years before you.”
“Two years… Mackenzie?” I quickly did the math, and Mackenzie who was a year older than me would have had to be the one. “Mackenzie is also my half-sister?”
It wasn’t just that. Mackenzie was their second child after Dawn. I had assumed that when mom cheated on dad, dad left mom and their relationship immediately fell apart. That wasn’t the case at all. It was years later before they finally split. It would have had to be so that me, the twins, and Bethany could all be born. No, it wasn’t Mom who cheated. Mom was raped! It wasn’t her fault at all!
Did that even matter though? If a guy got drunk in my old world and woke up next to a strange woman, no one would even look twice. Mom had been carrying the guilt and shame all this time.
“Half-sister? Just Mackenzie?” Ms. Dean’s smile grew even more, and I realized that she still had something else to say.
“Wh-what do you mean?”
“Ah… the drama back then was rich. After Mackenzie was born, your dad found out it wasn’t his. Your mom tried to keep you all together, but your dad became quite the little slut to spite your mom. He started sleeping around. I should know…” She leaned into my ear. “Your dick reminds me of his.”
I tried to jerk away, but she lunged at me. The radio fell out of my hands, hitting the ground hard. I had almost forgotten it was there in my haste. Now, the battery door fell off and the batteries scattered across the floor.
“So, dad cheated, the end.” I felt unable to move in her grip, fearing whatever she’d say next.
“Well, except when your dad was at his worst, he stuck it in a massive playgirl… who also got pregnant.”
“S-stop…”
“This shit is too juicy to make up! That playgirl made your dad take responsibility for the baby. She made him take responsibility of you!”
“Y-you’re lying… you’re fucking lying!” I cursed with my teeth clenched, tears in my eyes. “They’re my family…”
“Not your mother. Maybe your sisters… or should I say, half-sisters? Actually, that girl was a legend. She fucked so many guys you could be anyone’s kid. The reason she dumped him on your dad was that he was married and dumb enough to fall for it, and the only reason your dad took you was to give your mother the middle finger for Mackenzie. Isn’t it funny how it all works? Hell, I might have even ended up being your mommy, but I use protection, unlike your dumb parents. After having so many kids, and who knows who is whose really, your dad lost it and ran away. Hey… stay hard!”
I realized I was gasping for breath, and it wasn’t because of arousal. I felt dizzy, and bile rose in my throat. This was just insane. My family wasn’t even my family? I was some kid that just got adopted by circumstance? If it was true in this world, it was true in that one as well. Mom… dad… my sisters… this was just too much.
“I-I can’t…”
“Haha… now do you understand why your mom is a loser? She’s a cuck raising kids that aren’t even hers. And you’re a dirty slut just like you daddy.”
“Leave me alone…”
“H-hey-hey! I’m not done with you yet.” She grabbed me and kissed me, her tongue shooting into my mouth.
My mind was so messed up that I could barely even function. After a second, I finally gained enough of my mind to shove her off of me.
“Stop!”
“Shut the fuck up!”
She grabbed me and threw me back onto her desk. Before I could realize what was happening, I was lying on the desk and she was climbing on top of me.
“Stop! I don’t want this. Stop!”
I wasn’t fighting back. I couldn’t fight back. I could barely even think. Tears were running down my cheeks. I could feel her pressing it against herself. Like mother, like son.
The door exploded open with a kick. “You son of a bitch!”
A roar sounded across the room. Mom was standing there was a fury like I had never seen before. Without even a second of hesitation, she raced at Ms. Dean and then slugged her across the face. The surprised woman flew off me, and the desk, slamming into the floor beyond.
