Jailed Cucold & Bullied Beta Son

Editor's note: this story contains scenes of incest or incest content.

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There's something quite humbling about being humiliated by your best friend and his younger brother while getting laughed at by your MILF stepmom.

Laryssa is my stepmom. She's only a few years older than me, as my dad loves younger women. With dad in jail for tax evasion, she and I were left to live alone together. Gold-digger that she was, Laryssa spent a lot of time lounging around the house. I had friends over from time to time, and they eventually befriended Laryssa like she was one of the guys. I should also point out that Laryssa is smoking hot, blonde, and with tits you couldn't help but gawk at. What can I say, my dad had good taste.

Andrew is the 20-something-year-old younger brother of my friend Rob, an alpha male. The two bothers were opposites - Andrew was into nerdy things, and Rob was the cliched jock. The three of us never hung out together because Andrew was a few years younger than Rob and I. However, when Andrew humiliated me in front of my best friend one day, they discovered something they enjoyed doing together - making me look like a chump.

Just weeks ago, Andrew was hanging out by the pool, when my stepmom came out in a bikini. She planned on getting some sun, not realizing we were around. Andrew insisted that she join us. Once she did, I was basically invisible - she had all Andrew's attention and vice versa. It was obvious Andrew thought Laryssa was hot, but to see her looking at my buddy's younger brother that way was definitely unexpected. Seeing how close they were talking to each other made my dick hard. Andrew and Laryssa noticed, then looked back at each other and smiled. It was as if my physical reaction to their flirtation was some sort of go-ahead for them.

Andrew and I went to the movies the next day, and to my surprise, Laryssa joined us - invited by Andrew. I said nothing about her coming along with us, though it was awkward for me. Not that it mattered - Andrew and Laryssa talked to each other very casually and comfortably in the back seat while I drove. If anything, they were flirting with each other with no regard for how I might react. When we got to the theater, I sat down first, and Andrew then sat to my left. Laryssa walked passed me in the aisle and sat beside Andrew. It was like I was invisible or something. Though I didn't know it at the time, it was just the beginning of my ordeal.

Needing a place to stay while his apartment was being fumigated, Andrew moved in with Laryssa and me for a couple of days - at least, that's how long I expected him to stay.

One day, I wanted to watch some porn and rub one out. I really had to bust a nut. I sat down and opened up a porn tube site on my laptop. Suddenly, Andrew barged into my room without knocking. I told him it wasn't a good time, but he just walked past me, right into my room, and made himself comfortable on my couch. I didn't want him to know I was about to masturbate, so I probably should have hidden the tissues beside me. Andrew's eye caught my laptop, and that's when I realized my browser was on some MILF porn site. He snickered at me, made a jerk-off pumping motion with his fist, then walked out of the room without another word. For some reason, my cock began twitching uncontrollably.

Laryssa walked past Andrew as he was leaving my room.

"Oh, now's not a good time for him, Laryssa," Andrew said to my stepmom. "Your boy's gonna pumping one out to some MILF porn. I was going to get him some tweezers and a magnifying glass."

My stepmom looked my way while laughing at Andrew's comment.

"Geez, honey, shut the door at least," She said to me.

"I had the door closed, he opened it," I shouted. "Can you guys just leave?"

"Sure," Laryssa said wrapping her arm around Andrew's. "We'll be in my room if you need us."

Her comment made my dick spurt pre-cum out of my now throbbing dick.

After closing the door, I hopped into bed and positioned the laptop to my right, pulling down my pants to my knees. The MILF porn site I was on was still on my screen. As I stroked my meat, I couldn't help but notice that the couple I subconsciously chose to watch fuck resembled Laryssa and Andrew.

It didn't take me long to blow my load. By the time I did, I had heard the voices of Andrew and Laryssa, who re-opened my door only to see my jizzing cock spurting cum into my eye. I will never forget the sound of them laughing, and I'm not sure what they were laughing harder at: The fact that they "caught" me masturbating to a couple who resembled them, Or the fact that, when I blew my load, the first shot hit me right in the eye, stinging me.

Andrew walked out of the apartment out of breath from laughing so hard, while my stepmom, trying to absorb what she had just seen, told me she and Andrew were going out for a bite to eat. The look on Laryssa's face was making me cringe in shame, though, and Andrew's hysterical laughter in the background wasn't helping things.

While living with us, Andrew started leaving me notes, specifically things for me to do. He also had no qualms about bossing me around in my own house. I'd hear him say things like,

"Make yourself useful and scrub the toilet while I'm out."

"Don't forget to do my laundry when you do yours."

"Gonna nail my girl tonight, don't come home till late, I don't want you spoiling the mood."

The nerve of this kid - who we weren't charging rent for - to assign me chores like a parent - like he was my dad - was maddening. And yet, in spite of that, the image of Andrew and Laryssa scolding me for neglecting assigned duties made my dick chub up within seconds.

Laryssa and Andrew had become tight as we all lived under the same roof. They attended some party he was invited to, and needless to say, Andrew side by side with the hottest women on the block gave him plenty of attention. They enjoyed each other's company so much that they kept hanging out, developing a friendship that didn't include me. My father was rotting in jail while his wife was running around with some kid younger than his son.

One night I was out with friends and, to my surprise, saw Andrew and Laryssa at the same pub together. They were having a good time at a table, just the two of them, and when they saw me coming their way, it was as if I had spoiled a moment. Laryssa spoke to me with a tone like I was imposing on her, even though I could see she was feeling guilty about being with Andrew.

Andrew didn't talk to me at all, and the few words he said suggested annoyance towards me. I sensed that they wanted to be alone, so I rejoined my friends at their table. When they noticed Andrew and Laryssa hanging out together, there were lots of whispers and murmurs between them. Some of my buddies seemed surprised that I had no idea the two of them made plans together without me. My surprise to see them together was a topic of discussion, to the point where several of the guys spoke to Andrew when he was alone, either in the bathroom or when Laryssa was powdering her nose.

Later, I went out to have a smoke with the boys and once again, ran into Laryssa and Andrew outside. Though she didn't smoke, she kept him company while he did. They looked into each other's eyes and smiled as they talked, and my stepmom was very hands-on with Andrew, caressing his jacket several times. He wasn't reciprocating, but he did have a look of confidence on his face. He was enjoying all the attention Laryssa was giving him. When they saw me coming their way once more, they both looked at me and smiled. Andrew no longer looked at me like I was intruding on his night. He was now looking at me like he felt sorry for me, or perhaps for my dad.

My friends asked me if Laryssa had broken up with my father, and if she really was going out with Andrew now. I told them that such an idea was preposterous, that she was a happily married woman, and that Andrew was a gentleman. They all looked at me incredulously. In their eyes, I had allowed my stepmom to cheat on my father with my friend. To them, my stepmom threw her marriage out the window for my buddy's kid brother.

Things got even more awkward when my stepmom started hanging out with my friends and me since she was with Andrew. Their body language screamed that they were a couple, and I go the idea they were restraining themselves around me.

I had set up a New Year's Eve party at high-end hotel months in advance. Andrew was there, of course, with Laryssa as his date. She had told my father about spending time with Andrew, and as far as he as concerned, Andrew was a young man nice enough to take an older woman out of the house from time to time. The concept of being cuckolded by some kid didn't even dawn on him.

Andrew was still living with Laryssa and me, and the couch became his bed. At this point in our relationship, when Andrew asked me to do something, I did it. When he told me to do something, I seemed to hustle more for him. So when he told me he forgot his wallet at our place, I told him I would be right back with it. I hadn't realized he had told me this at 11:40 pm, so I wasn't back in time for the ball drop. On the way out, I got a chill when Andrew whispered to me that my stepmom "would be in good hands when the ball dropped", and my cock hardened immediately. I imagined his lips on my stepmom's when the clock struck midnight, and for the first time in my life, I came in my pants without touching myself. Fortunately, since I was on my way home, I was able to change my underwear before returning to the party.

When I got back to the hotel room, everyone had cleared out. I couldn't see Andrew or Laryssa anywhere, and when I asked where they were, someone pointed to the bedroom. I knocked on the closed door, and to my surprise, Andrew answered the door wearing only a t-shirt and boxers. Rob was over my shoulder and gave Andrew a thumbs-up, making Andrew smile and reciprocate. Andrew shut the door just as Rob walked towards me, putting his arm around my shoulders, and steering me out of the room.

"Let's give these two some privacy, buddy," Rob said to me in a condescending tone.

Rob and I stood in an elevator. I was processing what had just happened, what I had just seen. The girls in front of us began talking to each other.

"I heard Andrew is banging that guy's wife, that guy who went to jail." The blonde said.

"Yeah, I think that guy's son threw this party." The brunette responded. I didn't even know who these women were, and somehow they were at my party. The two of them got off the elevator while Rob and I remained in it.

"Who were they?" I asked him.

"They showed up with someone, I dunno." He replied while thumbing his phone. He was oblivious to the fact that I was processing his brother upstairs in a room I rented fucking my dad's wife. I wanted to be angry, but my throbbing erection, which only seemed to get bigger the more I thought about Andrew and Laryssa together, demanded release.

I wasn't sure what to do from there. I mean, I loved my father, and the idea of the woman he loved breaking his heart broke mine. And yet, the image of my friend's little brother shoving his big cock inside her tight married pussy overwhelmed me with lust. The thought of them fucking in my dad's house made my dick hard as steel.

As if on cue, my father had called me from jail. I didn't know what to tell him at first, but looking at Andrew and Laryssa pulling up in the driveway, I decided what he didn't know wouldn't hurt him.

"How's everything at home?" My father asked me. "Andrew treating my girl okay?"

I hesitated watching his wife enter our home with Andrew's hands on her bare ribs behind her. The smirk on his face was making my fist clench, but it was also making my dick rock hard. This kid was living in my dad's house, rent-free, and nailing his wife behind his back. He motioned my stepmom towards her bedroom, then looked back at me and gave me the cockiest thumbs-up I had ever seen.

"Things are fine, dad," I said looking back at Andrew, reciprocating with a thumbs-up of my own. "Your wife is in really good hands with Andrew. Trust me."

Unexpectedly, I blew another load in my pants without touching myself watching Andrew enter my stepmom's bedroom and shutting the door behind him.