My girlfriend Kate and I had just opened a bottle of wine when my doorbell chimed. It was my stepmom Betty who was stopping by to pick up some dishes I had borrowed for a surprise birthday party we had thrown for my dad the weekend before. Part of being a twenty-four-year-old bachelor was obviously not having enough real plates for a large social gathering. "Paper isn't nice enough, Jay," Betty had chided me with a wink and a smile, her hand lingering on my shoulder.
Ever since I turned 18, my stepmom had been right on the border of appropriateness with me, and sometimes over the line when she'd been drinking. Kate had certainly noticed, as had a few of my friends. It became kind of a running joke for us all. Did she mean for her ass to graze my arm when she turned around? Did she mean for me to catch a glimpse of her breasts when she bent over? Was that goodbye kiss on my cheek a bit too long?
We all thought Betty was attractive, so I didn't mind. She was about to turn forty, had dark red hair and green eyes, had never had kids, and worked out regularly. She had a nice ass but fairly small tits. She never seemed to wear a bra - which Kate pointed out often -- so we all knew she had long nipples.
Betty didn't really like Kate, even though we'd been dating a year. Kate was a petite, beautiful blonde I'd known since high school. She has a gymnast's ass and perky C cups. Even though my friends and I lusted after her in school, she and I didn't end up together until after college, when I'd broken up with a girl that Betty got along with and wanted me to marry. "I need to sow my wild oats!" I'd explained to my stepmom but got together with Kate only a week later.
"That new blonde must be wild, Jay," Betty needled me when she found out. "She making things grow for you in bed, I'll bet."
My stepmom was right about that. Sex with Kate was incredible. Unlike my college girlfriend, Kate loved to drink, smoke, and fuck. She had pushed me far out of the comfort zone of missionary, under the covers, with the lights out. She loved blowing me, having sex in public, and let me try anal -- which surprisingly she'd never done before.
"Your new fuckbuddy is kind of slutty, isn't she?" Betty had commented, when she overheard some of the stories I was telling my dad. At least while her attitude toward Kate was negative in private, Betty showered my girlfriend with fake enthusiasm when they saw each other, which irritated Kate to no end. I had made the mistake, one drunken night, of telling Kate everything Betty and I had discussed about her.
"Kate! Oh my gosh, so lovely to see you!" Betty exclaimed as she walked into my living room, eyeing the glass on the table in front of my girlfriend. Kate flashed a half-smile and accepted Betty's huge hug. "Ooooh, wine on a Tuesday, you crazy kids!" my stepmom continued, squeezing my bicep.
"Want a glass, or do you have to run?" I asked Betty.
"I can stay for one if you two don't mind. Or is three a crowd?" she added with a laugh.
Kate popped off the couch, giving me a mischievous grin, and said, "Betty, we'd both love to have you," as she headed to the kitchen. Moments later, my girlfriend returned with a very large pour. Betty had sat next to me on the couch, so Kate moved to a nearby chair.
"Woah," Betty said when she saw the almost-full glass. "Apparently I'm having the entire bottle all to myself!" My stepmom winced when she took a sip. "Or the entire box?"
Kate chuckled. "I think it's organic. We'll just have to drink it fast so we can open a better bottle next." She raised her glass, adding, "Cheers!" Betty and I clinked our glasses to Kate's and then followed her advice, downing our wine over the next few minutes.
As soon at Betty's empty Riedel touched the table, Kate stood up and took our glasses to the kitchen to refill them, returning quickly with another round of healthy pours. Betty leaned toward me, a bit drunker than I thought she would be, smiling as she said, "Jay, that's the stemware I got you for Christmas! They're supposed to make wine taste better, but you might need to return them since that's clearly not working."
"To fun times with family!" Kate toasted, and we again tapped glasses.
Betty gulped her wine down in two sips, showing my girlfriend and me proudly. "I finished first! What's my prize?" my stepmom gloated, slurring her words slightly. She patted my leg, perhaps too close to my groin, which caused Kate to roll her eyes.
Kate again smiled at me, her eyes narrowing, as she reached into her purse and pulled out a pre-rolled joint that she had purchased from a local dispensary.
"This girl is trouble," Betty said, sinking deeper into the couch. "I haven't smoked any of that since I was your age," she continued, booping me on the nose with a finger. She watched as Kate took a drag and passed the joint to me, then hesitated when I held it out toward her. Her smile and the look in her eyes made it obvious she was no longer sober. "Why not?" she said, a bit too loud. "But you've got to help me get an Uber home, because I think I'm already a little tipsy," she continued, tapping my nose again, before dropping her hand to my leg. "It's only 7pm, and I haven't even had dinner yet!" This time, my stepmom's hand lingered on my thigh till she leaned toward Kate to give her the joint.
Minutes later, I was feeling fantastic. "You're flying high!" Kate giggled. "And Betty... she's in outer space," she added, causing us all to laugh. Betty smiled at us, through half-closed, red eyes.
As I watched Betty's eyelids flicker shut, Kate quietly walked over to me and gave me a passionate kiss. She dropped to her knees in front of me and reached for my fly. "No!" I mouthed to her, gesturing at my stepmom. Kate just maintained eye contact with me while she slowly unzipped my pants and reached inside. My cock instantly sprung to life when she wrapped her warm hand around it, and I was rock hard when she pulled my dick free.
I honestly didn't know what to do. Betty was so out of it that she probably wouldn't notice and I was now really horny, but this was so far out of my comfort zone that sweat beaded on my forehead and I knew my face was beet red.
I stifled a moan when Kate's tongue traced up my shaft. She took me in her mouth and slowly bobbed up and down, while her hands unbuttoned my jeans. I lifted my hips so she could pull my pants and underwear to the floor, and then she really started working my cock, licking and sucking, while stroking me with her hand. I closed my eyes and leaned my head back, enjoying the blowjob immensely but focusing on cumming as quickly as possible.
When I glanced at Betty, to my surprise and horror, her eyes were open, and she was watching Kate give me head. Kate saw the expression on my face and slowly slid my dick out of her mouth, while looking directly at my stepmom.
"Betty," my girlfriend said, reaching over to put her hand on my stepmom's knee, "Jay's cock feels so good in my mouth." Kate licked slow circles around the head of my dick, as she took Betty's hand and moved it toward my erection. I looked at Betty, who was fully focused on Kate's lips, but when my girlfriend wrapped my stepmom's hand around my shaft, Betty gasped as if she hadn't noticed that she was being drawn into the action until just then.
