(Note: This story continues the sexual adventures of the characters from "Stepmom At Last!" which you are welcome -- but don't need -- to read first.)
"Was it as good as you dreamed, Jay?" my girlfriend Kate asked me, as she snuggled her amazing, naked body against mine. Her long, blonde hair flowed around her pillow on my bed. I smiled at her even though I was deeply conflicted about everything that had happened the previous evening and earlier this morning.
Kate had orchestrated a wild night during which I finally had sex with my stepmom Betty, who had admitted to flirting with me for years. I had fucked her pussy, ass, and mouth, and when my best friend Matt interrupted the fun, Kate pushed him to screw and get blown by Betty and I then made Kate have sex with Matt too. My girlfriend even made my stepmom eat her out. It was the most intense, exciting two hours of my life, but I also felt a lot of guilt knowing how hurt my dad Paul would be if he found out. And my dad - and I assumed Kate too -- would be especially pissed to learn Betty and I had sex completely-sober this morning, with my girlfriend sleeping in bed next to us.
Before Betty left my condo, she had told me the only way to make things right was to let my dad fuck Kate. I obviously didn't want to complicate my relationship with my girlfriend or my father, and I assumed Kate would be adamantly opposed to the idea, but Betty might have been correct. If planned correctly, it would certainly clear my conscience.
"I can't believe you let that asshole Matt fuck me!" Kate said. "Even though I came so hard when you were in my ass and he was in my pussy, you know I don't like him." I nodded and she kissed me, running her tongue around the inside of my mouth, then smiling evilly. "You let him cum in my mouth too. Are you going to think about that every time we kiss from now on?"
I laughed and responded happily, "No, I'm going to be thinking about my stepmom licking your pussy."
"I told you she's a slut!" Kate giggled. "Picturing her take both Matt's and your cocks in her pussy at the same time is getting me so horny," she said, taking my dick into her hand. Seconds later, I was hard and moved on top of her. Kate moaned as I thrust into her.
"I don't care that Matt came in your mouth or your pussy," I said, stroking my staff in and out of her.
"And I loved seeing your cock fill your stepmom's holes," Kate purred. "You remember she said your dick is bigger than your dad's?" she asked playfully, as she reached down to rub her clit.
"You want to find out?" I responded, playing it off as a joke but watching her reaction closely.
She smiled and replied, "Only if I can call him daddy." I made a disgusted face, then laughed and rolled her on top of me so I could grab her ass and watch her amazing C cups bounce.
Over the next week, I received about a thousand calls and texts from Matt, expressing his profound gratitude for me letting him fulfill his long-held fantasies of nailing my stepmom and Kate, both of whom we'd lusted after since high school. I had owed him one from Senior year, when he convinced his girlfriend to take my virginity. I figured he owed me at least a dozen now, and he agreed. His stream of texts poured in:
"It's ok that I just jacked off thinking about Kate, right? Her tits and ass are perfect!"
"Can't believe how tight their pussies were."
"If I ever get married, you can bang my wife any time you want."
"Best day ever!"
"Any chance I can fuck Kate's ass?"
"How hot would it be if all our buddies actually got to run a train on you-know-who!"
That was the offer Betty had made: if I let Matt screw my girlfriend in the ass with his wide cock, my stepmom would fuck anyone and everyone I wanted her to. There was no chance Kate would let Matt wreck her asshole, but even days after I had sex with Betty I couldn't stop thinking about my stepmom's idea on how to even the karmic scales.
When Betty invited Kate and me to my dad Paul's house for a pool party that weekend, I couldn't help but wonder if my stepmom was planning to alleviate her and my guilt sooner rather than later.
"You should wear a speedo so Betty can get a good look at the cock that stretched out her pussy last week," Kate teased me. "I'm going to wear my tiniest thong so she can see my entire ass and be reminded that I made her shove her tongue deep in it."
While Matt and I were fucking my stepmom, Kate had really gotten off on insulting Betty. Even though the two ladies had made out and then been pleasant toward each other in the hours after our foursome, Kate apparently hadn't moved past the less-than-flattering things Betty had previously said about her. I had mistakenly shared my stepmom's comments with my girlfriend after a lot of drinks and was sure that's what had driven Kate to get Betty drunk and high so that I could have sex with her.
When Kate and I arrived at my dad and Betty's house that Saturday afternoon, my stepmom immediately cut through any potential awkwardness by giving us both warm hugs and kisses on the cheek. Betty's dark red hair was in a ponytail, and her fantastic body was covered by a short sundress. She looked as amazing at thirty-nine as she had when she first started dating my dad.
"I can see your nipples," Kate whispered to her with a smile.
"Wine, Kate?" Betty asked her with a smirk. "With vodka or without?" Kate laughed, as she followed my dad into the kitchen, but Betty tugged my hand to hold me a few paces behind and whispered sexily in my ear, "I'm not wearing anything under this shirt." My stepmom walked in front of me toward the kitchen, pulling up the back of her shirt so I got a nice view of her naked ass.
"Jay?" my dad called out.
"Coming!" I said, catching up to Betty and lightly patting her butt.
As we joined my dad and Kate, Betty smiled broadly and said, "Let's kick off the party with some shots!" My girlfriend cheered, and my dad rolled his eyes.
"Aren't I too old for that?" he joked. My dad had just turned fifty-two but looked great for his age. Like Betty, he was a gym rat and had instilled that approach to physical wellbeing in me. Fortunately for me in the future, he still had a full-head of dark brown hair and had enough youthful energy to keep up with my stepmom even though he was more than a decade older.
While Betty disappeared to get our drinks from their bar, my dad, Kate, and I chatted. I had a hard time looking him in the eyes and couldn't knock the memory of my cock in his stepmom's pussy from my mind.
"Everything ok?" Betty asked, as she returned with a tray of shots and full wine glasses. After she handed out the drinks, she raised a toast and winked at Kate. "To fun times with family!"
We all downed the shots and then headed outside to start my dad's grill. I took off my polo, and Kate immediately stripped off her short and shirt, revealing the bikini she had threatened to wear. It left nothing to the imagination. The top barely covered her large, perky breasts; her ass was on full display, covered only by a thin string running up her ass crack; and the exact shape of her puffy pussy lips was unmistakable.
My dad punched me in the shoulder, smiling, and said, "Looking good, son!"
"Been working out," I responded.
"I'm not talking about you," my dad responded, staring at Kate's ass as she stepped into the pool. I had always shared everything with my dad, and he especially liked the stories about the women I dated. Betty had overheard some of the details I had shared about sex with Kate soon after we had started dating a year ago.
My girlfriend really was beautiful. I'd known her since high school, but we hadn't hooked up till after college. I had bumped into her at a bar only a week after I'd broken up with my college sweetheart. My dad and Betty had really liked my ex, but she was boring in bed and I wanted to expand my horizons with lots of women before getting married. I didn't mean to immediately fall into another relationship, but Kate was too amazing to let go. We had fucked pretty much everywhere and any way imaginable.
"Not sure you should marry her, but you sure as hell better not break up with her anytime soon!" my dad whispered to me, as Betty walked outside carrying two more rounds of shots and wearing a small bikini of her own. "Looking great, babe!" my dad called out, ostensibly to my stepmom.
As we all downed the shots Betty handed us, I asked her where the other guests were.
"You wanted me to invite more people to join in later?" she whispered to me, with a mischievous sparkle in her eyes. "Kate and your dad's drinks have some aphrodisiacs I bought online in them. And you guys have something extra to help your erections," she continued with a smile, and secretly squeezed my dick through my swimsuit. "Not that you need it."
I honestly thought about getting Kate and leaving right then, but my dad shouted, "Food's ready!" as he carried our early dinner to the table. It was clear to me what Betty was planning, but I wasn't sure how Kate or my dad would react. Even if they were in to it, I wasn't happy about the idea of my dad fucking my girlfriend.
When we were finished eating, Betty announced that she had a special dessert and pulled out a joint. My dad resisted at first, but with my stepmom and Kate goading him incessantly he gave in. After the weed made its way around the table a few times, everyone was on cloud nine.