With my hot, blonde girlfriend Kate watching and egging me on, I had just buried a huge load of cum into my stepmom Betty's pussy. As we caught our breath and Kate taunted Betty for being a slut, the doorbell rang, causing my stepmom to panic that the unexpected visitor was my dad.
I'm sure I looked just as terrified. I pulled on my shirt and pants as I hurried on post-orgasmic, wobbly legs, to the door and looked through the peep hole. "We're good!" I shouted toward the women in the living room, as a wave of relief rolled through my body.
It was my best friend Matt, who I'd known since grade school. He'd actually helped me lose my virginity, convincing his girlfriend-at-the-time Jen to let me fuck her after our Senior year graduation party. I was nervous, couldn't get the condom on, and came quickly, all of which left her exasperated.
Jen had made Matt drive me to her house the next afternoon to have sex with her again. Matt went first though, and Jen made me watch. "You need to learn a few things before I'll let you screw me again," she had said with a laugh.
It was awkward seeing Matt naked. I couldn't help but notice his penis was a couple inches shorter than mine, but a lot thicker. I knew my dick was above-average in all respects, but his might have been the size of a Coke can. "He opens me up so wide," Jen moaned to me, while Matt plowed her pussy. "Your cock will be able to hit spots deep in me that he can't. I just need you to last longer than a minute," she said, pushing Matt away and motioning to me to join her in bed.
Not surprisingly, Matt dumped her the next day. "Never forget that I popped your cherry!" was a line he'd needled me with many times since, whenever he needed a favor. He was right though; I did owe him one. Swinging the door open, I wondered if this was the perfect opportunity to wipe our ledger clean.
Matt had been infatuated with Betty ever since she started dating my dad. He had a thing for older women -- not that my stepmom was old then or even now. "Age means experience, and experience means... something, I'm sure," Matt had told me when we were in high school. "Look, I'm just saying your stepmom is hot and I want to bang her." Over the years, he'd been the main commenter about how Betty flirted with me, his jokes tinged with a hint of jealousy.
"Matt!" I called out loudly, so Kate and Betty knew who was at the door.
"Yo, Jay! Want to crack a few beers and catch the second half of the game?" he asked with a smile.
I stood there, lost in thought. I was still really high and was considering what might happen if I invited Matt in. Obviously if he ended up fucking Betty it would make her and my transgression against my dad that much worse. I still owed him one, but if that one was my stepmom, would even I be ok with it?
Matt laughed. "Dude, your eyes are so red. How much did you..." Matt's sentence trailed off, as Kate wrapped her arm around my waist. She was wearing jeans but was topless, and I noticed she was holding my stepmom's clothes. "Jesus, Kate," Matt mumbled, staring at my girlfriend's tits. "Fantastic rack!" he said with a smile, and Kate bounced them up and down to flaunt her breasts more.
"You should see Betty's," Kate replied, with a giggle, as she grabbed my hand and led us toward the living room.
Matt's curiosity turned to bewilderment when we turned the corner. Betty was still naked, sitting on the couch, one hand covering her breasts and the other her pussy.
"What in the fuck?!" Matt sputtered.
Kate sat down next to Betty on the couch. "Get over here," she said to Matt and me, "and get those clothes off."
Matt looked at me, both confused and elated, but quickly stripped. I hesitated, then also undressed. Kate had taken her pants off again as well and grabbed my hardening cock as I moved in front of her. Betty sat still, her eyes pausing on Matt's limp, wide cock for a second as she looked from me, to my girlfriend, to Matt, and back.
"You've already sucked and fucked your stepson," Kate goaded Betty.
"Whaaaaaat?!" Matt interrupted.
Kate motioned at my stepmom's vagina and said, "Jay filled Betty's pussy up, even though she told him not to."
I was still conflicted, but Kate had pushed us all here, and, in my intoxicated state, Matt getting head from my stepmom seemed like a reasonable way to end this quickly. "Obviously we can never tell anyone about what happened. Betty," I said, looking my stepmom in the eyes, "Matt has always had a crush on you, and we need to make sure he stays quiet."
As I talked, Kate grabbed Betty's hand and pulled it toward Matt's cock. "Just a fast blowjob," Kate coaxed. Betty resisted at first but then reluctantly gave in.
Matt reached down to grab one of my stepmom's breasts, as she slowly leaned forward. He glanced over to watch Kate take my dick into her mouth. "Fuck," he said, "Getting a hummer from Kate was everyone's fantasy since high school." His eyes shot completely open, and he moaned as Betty's lips touched his cock. "Aaaaaaaah," he moaned, looking down as my stepmom started to slide her tongue down his shaft.
Betty sat back, staring at Matt's erection. "Dear Lord," she whispered. "I can't even get my fingers around that." She opened wide and tried to fit him back into her mouth, leaving room for her hand at the base of his cock because she couldn't take him very deep.
After a minute, Kate looked up at me and said, "My turn to cum." She stood and shoved me down onto the couch.
Matt took the opportunity to smack her on the butt. "Damn, Kate, that ass..." he started, but she cut him off with a glare.
"Enjoy the view, but no touching me, asshole." Kate fumed. She had mostly ignored Matt during high school and now tolerated his presence since she knew he and I were best friends, but I knew she didn't like him very much. He had always been a bit overweight and loud and could definitely be obnoxious from time to time, but I found him funny and we had a long history of misadventures together.
Kate straddled my legs and moaned as she slid my cock into her pussy. "Betty got to cum... twice... and then you did," she panted, as she rode my dick. She reached down with one hand to rub her clit and then started kissing me. I glanced at Matt, who was alternating watching my stepmom lick his cock and Kate's amazing ass bounce up and down. Within seconds, my girlfriend groaned as she came. "Whew!" she exhaled, smiling at me and swaying her long, blonde hair from side to side.
"Do I get to cum next?" Matt jokingly asked.
"That one didn't count," Kate replied. "After I have a really big one, then you have my permission to have yours," she said, smirking back at Matt, then watched with amusement as my stepmom struggled with my friend's girth. "That doesn't look like a great blowjob, Betty."
"I'd like to see you try to do better," my stepmom shot back.
"No chance," Kate quickly retorted, "but it is time for Matt to fuck you. I'm sure you won't have a problem fitting him in your pussy."
Matt ran his hands through my stepmom's hair, gently moving her mouth off his cock. "I really would like to do that, Mrs... uhh, Betty."
"Wait..." I started to say, but Betty sighed, thinking through her options. We all knew Matt would cum faster if they had sex but also that fucking him seemed like a more egregious way to cheat on my dad. Also, if Matt was left unsatisfied, there was a chance, however small, that he would drunkenly share his frustrations with others.
Matt saw her hesitating and took her by the hand, to help her stand. He sat down and ogled Betty's body. "Goddamn, I've dreamed about seeing you naked for so long," he whispered, guiding her legs around his. He held my stepmom's ass, squeezing it playfully, as he guided her pussy toward his hard cock. They both moaned as she inched her way down his shaft.
