Meeting the Ladies

I sighed as I flopped back into my bed. The visit to the mall with Lucy and Leia had gone very badly. I’d ended up being a super awkward flirt, but Lucy had fucking loved it, so she and I had ended up making out in the backseat of the taxi, while Leia sat up front and tried not to cry. I was seriously a terrible person, I reflected. I heard the door opening, and stood up to see Natalie walking in, with a wine glass, and she seemed a bit tipsy. It was five in the evening, and she set down the glass on the kitchen counter, and looked at me naughtily.

“Mikeyyy... I need you.” she moaned, and started unbuttoning her jeans, and I took a shaky breath. Natalie thought I was my father! And she wanted to fuck! Propelled forwards by my throbbing cock, I slammed against Natalie, and we kissed feverishly.

“Ohhhh, yes! Make me your nasty little whore, Mikey!” Natalie shrieked, and I kissed her harder to muffle her screams as we stumbled into her bedroom, and she pushed me on my back, and lifted her shirt off, and then unclamped her bra, and let her large tits swell outwards, and I groaned as Natalie shoved her hard, dark left nipple into my mouth, and I started suckling it eagerly, while Natalie shimmied her jeans off her curvy hips, and I grunted as she mewled every time I sucked too hard.

Natalie pulled back, and the two of us eagerly got me naked, and my erect cock stood up straight for Natalie to bounce on. She cooed.

“Mikey, you’re so much bigger! Have you been taking steroids?” she giggled, and started running her lips along it quite naughtily, and her saliva was soon glistening on my meat, and she stood on the bed, then lowered my tip into her sheath, and I grunted at the feel. I’d only been inside one girl before, my mother, which was a whole other story, and it was mostly by accident. I’d immediately cummed inside my mother, but I somehow managed to hold out for Natalie, as my entire length slowly sunk into her nether region.

“Ohh, baby! It hurts!” Natalie shrieked, and I grunted as she started rolling her hips on my cock, and I felt like exploding. When I bottomed out, and all 12 inches were buried inside my father’s ex-wife, I howled and exploded inside her, and Natalie shrieked and swore like a sailor as I cummed inside her, and she had her own orgasm at the powerful rush of my semen being expelled inside her. She slid off my flaccid cock, and I pulled her into my arms, cradling her incredible body close, her lips softly pressing against my neck in slow, sweet little kisses.

———

“Cole?” Natalie muttered sleepily, and then sat straight up. She panted hard, and looked at Cole’s sleeping form. She stared at his cock, and then looked down with dawning horror the cum that had leaked from her slit hours ago. Her head pounded with a massive hangover, and she was hurt that he hadn’t stopped her drunken antics, but then again, what horny boy would do that? Natalie was a devastatingly attractive woman, and it was no surprise she fell into bed with a man who could be the duplicate of her ex-husband in his prime, only with a much bigger cock? One capable of making Natalie feel good, which Michael hadn’t been able to do? Ravaged by indecision, Natalie slid into Cole’s embrace, and rested in his muscled arms.

———

When I woke up, Natalie was awake, and she smiled at me. At least she wasn’t pissed off.

“Hey, Cole. We need to talk. But, um, put on some clothes.” Natalie teased, and I flushed and pulled on my boxers from last night, as I didn’t want to leave Natalie’s room and break the fragile bond we had right now. She pulled on her panties, and lifted her dark hair to expertly put on her bra, and then she came over and hugged you, tightly. You hugged her back, enjoying the skin on skin contact.

“Ok, Cole. So. What we did, that was wrong. I mean, I’m your father’s ex-wife! I’m practically your step-mother.” Natalie said, and we slid down to the floor, with the woman I’d just fucked between my legs, our hands laced.

“I’m sorry. But you were drunk, and told me to, ah, fuck you, and you looked so damn gorgeous.” I stumbled on my words, and she leaned in and kissed me.

“But. I loved it, honey. I haven’t had a good a fuck as that in years, and I know your stamina’s not great right now, but we’ll work on that. So, I’m offering you a deal. We have sex whenever I shower, which is every other night, and on, um, Tuesday nights, we’ll sleep together. Otherwise, we’re a normal duo of a son and his step-mother. Deal?” Natalie asked hopefully.

“Yes. God, yes!” I grinned, and leaned in to kiss her, but she put a hand on my chest.

“Nope. Normal family relationships!” Natalie scolded, and shooed me out of her room. I obeyed.

———

Wearing fresh boxers and clothes, I made my way down to the lobby, hoping to snag some good breakfast, and apologize to Leia, if she was even there. And... she wasn’t. The little cafe was bustling, and I stood in the line behind two pretty Latina girls, sisters, I think. One glanced back over her shoulder at me, and smiled. Then both girls turned around entirely.

“Hey, I’m April Torres, and this is my twin sister, Maria.” the girl who’d looked over her shoulder smiled.

“I’m Maria. The prettier of the Torres sisters.” the other girl winked teasingly at me.

“Shouldn’t twins be equally gorgeous?” I said soothingly, and both girls scoffed.

“Identical twins, maybe. But we’re not identical, dunno if you noticed.” Maria scowled.

“I did notice, but I just don’t think I can just, you know, pick a girl.” I shrugged. April and Maria grinned at each other.

“So don’t. Why don’t all three of us go on a date, uh, Friday night. I know a great bar.” Maria winked at me.

“Yeah, absolutely.” I said immediately.

“Great! Well, if you want to talk before then, we’re 304.” April said, before the Torres twins turned around to order. Someone tapped my shoulder, and I glanced behind me.

“Hey, were the Torreses giving you trouble?” a gorgeous blond girl smiled sweetly. She was breathtakingly gorgeous, the kind of petite girl-next-door who was cheerleader captain. She wasn’t skinny, but she was quite short, and that made me feel quite powerful, gazing down at her, who came up to my chest.

“Uh, no, not really. I’m Cole Campbell, by the way, and I think I’m going on a threesome date.” I said truthfully, and she laughed, which was a beautiful sound.

“Well, I’m Emily Willis. Room 402, if you want to come up and help me with my college homework later.” the blond asked hopefully.

“Ah. So I’m just the nerd to exploit, then.” I said, a bit icily.

“Oh, no! That’s not what I meant. Damn it, Emily. I was trying to be like, a causal flirt like my sister. I’m sorry if I insulted you!” Emily apologized profusely. I laughed.

“No, it’s all right. Let’s eat together, I’ll pay.” I said, and Emily blushed.

“I’d love that.” she mumbled shyly. I smiled, and we walked up to the counter, the Torres sisters gone. Emily ordered an omelet, and I got pancakes, and I paid for both meals. We scooted aside and then they handed us a brown paper bag after a couple minute of waiting. I took Emily’s hand, and she gave me a pretty smile.

“You pick where we eat.” I said, and she smiled, and pulled me out of the apartment building, and up a flight of stairs around the side, and into a little shaft of the building that contained a staircase and AC equipment.

“Not very romantic.” I raised an eyebrow playfully. Emily swatted my chest, and blushed when she hit solid muscle. She and I walked up all the stairs, and I was a bit winded, while she seemed energized, and we came up right below a raised helipad with a gorgeous view of the city. She led me to the edge of the building, and we sat down, Emily leaning against me.

“Romantic enough for you?” she asked softly. I nodded, in awe of the view. I opened the bag with our breakfast, and we ate in silence, our shoulders and hips touching.

“So... tell me about yourself, Cole.” Emily said, and she pulled her legs up to take off her sandals, and kicked her bare feet over the expanse of air.

“Well, I worked at Microsoft until I got fired for some amped-up charge from a coworker who I’d tripped and fell into. Which, by the way, is sexual ****.” I scoffed. Emily wrinkled her nose.

“I should be in prison, then. I’m super clumsy.” Emily giggled. I laughed with her.

“Anyways, after that fiasco, I moved back home for exactly a week. I spent some time with my mom, as my dad’s always at work, but when he did get to the house, he told me about his ex-wife, Natalie Adams, who needed an assistant. So he volunteered me, and now I have room and board at a rich people apartment building.” I shrugged. Emily smiled.

“My story’s not so exciting, but I went to high school an hour north of here, and was going to go to college with my twin brother. But... he died. My older sister and I couldn’t bear to be around the grief, so I moved into here with my sister and her loaded husband, Lawrence.” Emily shrugged, and I wrapped an arm around her shoulders.

“I’m sorry about your brother.” I murmured, the teasing, romantic mood gone. But I think I preferred this Emily. The real Emily.

“It’s ok. I mean, I had him for seventeen, almost eighteen years, and then he’s just... gone. Car accident. Him and his girlfriend both killed.” Emily sighed, “What really hurt was celebrating my eighteenth birthday without him. I mean, obviously we share a birthday. Shared.” Emily corrected herself wearily.

“Hey, you don’t have to tell me all this.” I murmured, but she turned to face me.

“I want to, though. You make me feel... happy and safe.” Emily shrugged, unable to describe it better. I nodded, and leaned in and kissed her. It was slow and sweet, and Emily put one of her soft hands on my back, and I did the same thing to her. I pulled back after a minute or two.

“Ok?” I asked softly, and she nodded and kissed me again, which I enjoyed. This time, the pretty blond cupped my face, and I put my hands on her hips, and she pushed me backwards into the gravel rooftop, and I held her up, a foot or so off my chest, our legs tangled and dangling over the building’s edge. After a moment more of kissing, I let her fall onto my chest completely, and her quite full breasts flattened against my chest, and I forgot how short and petite she is, and I just lost myself in her mane of gold hair, which got tangled around my fingers, and her sweet, caring kiss.