Package Deal Ch. 01

March, 2019.

I was walking toward the door of Haven Cafe, to close up, when one of my favorite customers walked in. A gray day suddenly got a whole lot brighter.

"Hi, Kelsey! I was just about to lock up. Haven't had a customer in half an hour. Just for you, I'll make one more drink, my treat. Vanilla latte and scone as usual?"

I still turned the sign at the door to closed, turned off the outside signage and turned the lock, before heading behind the bar.

"Yes, please, Todd," she answered. "I remember you saying this was your slowest week, back when I worked for you. It's why you could let us student workers take Spring Break off."

I responded, "Yeah, there's just enough morning business to be worth opening, with only me behind the counter. But not enough to pay wages for anyone else, even if they wanted to work. Not like summer time, when there are still enough people on campus to keep the shop busy all day making iced drinks and smoothies. The townies don't come out this far, just for coffee, especially if they assume I'm closed this week because the campus is nearly empty. I am going to be closed tomorrow, though."

She nodded. "I was counting on you being alone, anyway. I want to talk."

"What about?" I said, as I plated her scone and turned to finish her drink.

"Why haven't you asked me out, yet? I know you turned me down when I asked a couple years ago, because I was working for you. Then, my roommate Cassie introduced you to her mother Tamara and you were still dating her when I graduated and stopped working here and then your mom passed away. Since I heard Tamara broke up with you two months ago, I've been here a couple times each week, waiting, although you've usually been pretty busy. I mean, I can tell you're attracted to me. And I've made my desire for you pretty clear."

Being attracted to her was the easy part. Blond, curvy, super smart, what wasn't there to like? The issue, even though she was no longer my employee, was the age difference.

"Let me correct one thing. Cassie might have thought she was introducing us, but I've actually known Tam since I was a kid. She's my half-brother Dom's cousin on his mom's side, although we didn't keep in touch much after he died and we didn't see each other at his birthday parties any more. I knew who Cassie was the moment she applied for a job here, but didn't mention that to her during the interview, because knowing her mom wasn't relevant to my hiring decision. Any more than my past interactions with you and your mom were relevant to hiring you when you applied before her. Regardless of that, why me, Kelsey? I'm a dozen years older than you. I'm closer in age to your mom."

I finished making her latte and carried it and the scone over to the table where she sat, then took the chair across from her.

"Nope, I'm a whole four days closer, not that it matters," she countered, looking satisfied that she knew the exact differences in our birth dates. "And it's just eleven years and two months, either direction. Mom turned 45 in January, you just turned 34 and I'll be 23 in May. I like older men, okay? Most importantly, I like you, Todd. Even before I worked here and would come with Mom on Saturdays whenever she brought me to campus. That attraction just got deeper when I was working for you. Give me a chance to show you how good we can be together. Have dinner with me, tonight? Please?"

Kelsey's mom Willow had been a customer since my own days as a student at the university. I had a push cart as the start of my business, making enough money selling coffee and pastries to professors and my fellow students to pay tuition for the last two years and preserve enough of the money I'd inherited from my father and my older half-brother Dominic, to open my own coffee shop right after graduation. Add in the money I got from selling my late mother's house and paying off the reverse mortgage she had on it and I was just about ready to open a second location downtown.

Willow had been one of my professors and now her daughter had joined her at the university, although headed for a professorship in history instead of art.

My problem was I had known Kelsey since she was 10, which made it hard for me to see her as the adult she now was. One I could be romantically and sexually interested in. When she clearly was interested in me.

"What is your mom going to think?" I asked, knowing I was going to give in.

A mischievous smile spread on her face, as she also realized she was winning. "She knows why I came here today and approves. I actually think she'd ask you out herself, if I weren't interested first. Hell, she still might, if you turn me down yet again. Or would that also be too much of an age difference? She's only three years older than Tamara and that age gap apparently wasn't too much for you."

Date Willow? She was at least as gorgeous as her daughter, but always seemed out of my league. That saying about looking at a woman's mother to see how her daughter would turn out made me smile. I thought about it for a few more seconds, then answered, "I'm not sure I could have seen myself dating your mom when I was 23 and she was 34. Now, the difference between 34 and 45 seems smaller, somehow. You're not wrong that dating Tamara opened up my range in that direction."

Kelsey huffed. "Well, I'm sure not waiting until I'm 34 to date you, okay? You need to decide whether eleven years is too big of a difference today. Because the number of years between us is never going to change. When you're 70 and I'm 59, nobody's going to fricking care."

Taking a deep breath, I said, "Alright. Dinner. Where?"

"O'Toole's sound good?" It was the better of two steakhouses in town. "I'll pick you up, since I asked. 6:30, reservations at 7."

"Okay. Let me clean up while you have your latte and scone."

~~~~~

As I got dressed for our date at 5:30, I wondered, 'What have I gotten myself into? I used to be her boss.' But I realized those days were behind us. She was a graduate student and instructor at the university now, not in the same department as her mother, but hopefully on her way to just as prestigious a career. And here I was, using my decade-old business administration degree to run a coffee shop on the outskirts of our university. Doing well, over all, but not setting the world on fire the way some of my classmates seemed to be doing, according to the alumni newsletter, although I also knew that it was classmates tooting their own horns, so was slanted coverage.

Most of my feeling like I wasn't succeeding was actually personal. Mom had been the only family I had left, after losing my dad and brother as a kid, and her death had made me feel alone, even though I was dating Tamara at the time. She wasn't able to break through that funk and tired of waiting for me to commit to her, to start a new family with her. After she broke up with me, I felt even more alone, like the business was all I had left and I was living on autopilot, without purpose. I was just beginning to feel like I was ready to start dating again and along comes Kelsey.

'She clearly wants me,' I thought, as I finished with my tie. 'Isn't that enough? Aren't I enough for her?' My heart ached anew as I thought that maybe I wasn't. Maybe she deserved better than a broken-hearted guy who worried that he had lost everyone he ever loved.

I was still wallowing in that self-defeating pessimism when Kelsey honked in front of my house, a little closer to town than the shop.

It mostly evaporated when I caught sight of her behind the wheel of her black Jeep Cherokee, wearing a deep blue dress with her blond hair pulled back in a bun that looked like it took an hour to put together.

"You look gorgeous, Kelsey," I managed to sputter, as I opened the passenger door and got in.

"Thank you, kind sir," she said, beaming from ear to ear. "It is the effect I was going for."

She drove 10 minutes to get us to O'Toole's restaurant. I tried to get around her Jeep to open her door when we arrived, but she was already out of it, saying, "You don't have to keep up with traditional dating rules with me, Todd. You'll find I don't give a shit about them, except as history that we can move beyond. I can open my own doors just fine."

"Okay, I'll keep that in mind," I responded. Was I coming off as some kind of fuddy-duddy in her eyes? I tried to emulate my few memories of own dad when it came to things like this. He would never have let Mom open her own door. But, she wouldn't have been driving them to dinner, either. Had times really changed this much? My dad's tactics had always worked well for me in the past. Was Kelsey's generation that much different, with just 11 years between us? Did that even count as a generation, just because the demographers said so?

I shook that thought off and walked together with Kelsey into the restaurant, where she claimed her reservation and we were seated toward the back.

I had to check my expectations again when she ordered us a bottle of wine, reminding myself that she was of legal age to do it. It was an excellent choice too, going well with the prime rib that I ordered as well as the chicken dish that she chose.

"So, Todd, are you adjusting to the fact that a younger woman asked you out?"

"I'm getting there," I admitted, hesitantly. "Still some doubts about whether we're too far apart in age, but I'm willing to set those aside and see where this goes."

She sighed in response, but changed the subject.

Once our food arrived, conversation slowed until we were done eating. We decided against dessert.

"My place or yours?" she asked as we waited for the check.

"Excuse me?"

"I know the question is a bit of a cliche, but I don't want our night to be over quite yet, so I wondered whether you wanted to go back to your house or mine? Maybe have some more wine, watch a movie?"

I knew that she still lived with Willow -- after living in the dorms as a student, for the experience of it, even though she could have commuted to classes -- so I answered, "Mine, I guess."

"Good," she responded, with a look that still told me I was in trouble.

How little I knew. And how glad I was in the end that I didn't.

~~~~~

We got back to my small two-bedroom house, doubts about Kelsey being so much younger than me still swirling in my head.

I was opening another bottle of red wine to share with her, when she came up behind me and pressed her body to my back, softly saying, "I've wanted to touch you like this, all night." Her left arm reached around me, caressing my stomach, gradually working lower towards my belt.

"Should I even bother with the wine?" I asked, as I reached behind me and touched bare skin where I expected to touch her dress. I recorked the bottle and turned in her arms and discovered that she'd already taken her dress off and was down to bra and panties of nearly the same shade of blue. Her hair bun was undone as well, revealing a pair of braids. Fuck, she looked hot -- and was acting hotter.

"We don't need the wine, unless you need it for courage, Todd, which I hope you don't."

"Give me a break, Kelsey. I'm still adjusting to this situation. And you have to admit that you're moving a bit fast."

"I've waited a long time to be with you." She stepped close again and brushed her hand across my groin, feeling the stiffening rod bulging out my slacks and rubbing it until it was rock hard. "This part of you sure likes what it sees. Why is your big head getting in the way? It's been a long time since I was jail-bait, if that's what you're thinking."

I drew a deep breath, trying to figure out a response, settling on, "I kinda am. It's not logic getting in the way, it's memory. Memories of you at 10, begging me to stock chocolate milk when I was running my coffee cart on campus, seeing you grow into a teenager and making your first latte when you were 15. I look at you now and still see that girl and it gets in the way of seeing you as the adult I intellectually know you are." I paused before adding, "Almost as if you were young enough to be my daughter and my first instinct is to protect you."

She snorted. "I can work with that, if you can at least see me as your 18-year-old step-daughter.... Daddy."

I blinked and said, "What the fuck?"

"Go with it, okay?" she asked. "Pretend you're old enough to be my dad and I'm your barely-adult daughter. Or step-daughter, whatever. And I'm coming on to you and you're reacting to my body being an adult's. Because I've certainly fantasized about being your naughty daughter more than once and doing this to her dad." She squeezed me once more for emphasis.

"Okay, so what's up with that?" I asked.

She blushed and said, "Something about you makes me imagine that you're my dad. I didn't grow up with one, but I wonder all the time about who he was and Mom says she's not sure which of several guys it was. Maybe that's twelve kinds of fucked up, but it's where my head has been. Will... Will you be my daddy? Full time? Not just tonight?"

She looked terrified that my answer might be no. It was certainly a big risk for her to take, so quickly. Or maybe that was the point, to not waste time if I was going to reject her for it later.

"Jeezus, Kelsey. Don't you think that's an awful lot to be asking a man on a first date? You're asking for more than just some one-time roleplay." I'd not heard anything in the rumor mill about Kelsey being on the hunt for a father figure. Was I the first man she had asked? "For one thing, I'm only 11 years older than you. I might think that's a big gap for boyfriend/girlfriend, but it doesn't make me nearly your father's age."

She took a deep breath, before answering, "You already admit you see me as younger than 23, so if you imagine I'm 18 and I imagine you're five years older, it's enough to pretend a 21-year difference. I suppose if it were anyone else but you, he might have to be older. But, I've been fantasizing about it being you since I did turn 18. When our age difference was relatively bigger. It's emotional rather than chronological, anyway. More about pretending that you're off limits and we're breaking that taboo. Please... be my Daddy?"

"On your knees, baby girl," I surprised myself by saying.

The exultant smirk that spread across her face as she knelt before me, reached for my belt and began opening the fly and zipper of my pants, told me she had this planned all along. I'd been seduced into this pseudo-incest role with incredible ease. I thought, 'You did want a new family, after all. This is just a kinky way of having one.'

When she pulled my thick 8-inch rod from my pants, she smiled. "Oooh, Daddy, what a big dick you have."

"Can you take it all, honey?" I asked, getting into my role, not even thinking about backing away from it now. "Mommy can." Picturing Willow as I said that didn't surprise me all that much.

"I don't know, Daddy," she answered. "I'm sure fucking going to try."

She finished pulling my pants and boxers down and off of my legs, removed my shoes and socks as well, before she returned her attention to my stiff dick, while I pulled off my tie and unbuttoned and removed my shirt. With a gaze into my eyes approaching reverence, she took the shaft into one hand, while the other softly caressed my balls. I watched as her tongue extended toward my rod and took several tentative licks at my glans, before her restraint evaporated and she was slurping all around it. She began to stroke the shaft, gradually spreading her saliva along its whole length.

She had the shaft soaked in spit before she ever took my cock into her warm mouth. Gradually, she worked it deeper and deeper, moaning and groaning around me, as she stroked me closer and closer to orgasm.

She delayed that by pressing the portion of my shaft behind my balls, right before she slipped my cockhead into her throat. She bobbed up and down, taking quick breaths through her nose, in on one stroke, out on the next.

God, she was good. I wondered who she'd practiced on who had ever been stupid enough to let her get away. Could someone else have been roleplaying her daddy and passed on the chance to be in her life? Fucking idiot, if so. His loss wasn't going to be mine.

"Fuck, baby girl, you're going to make Daddy nut, soon. You want that, don't you? The same sperm down your throat as made you?" I didn't much care if I was being ridiculous about the daddy/daughter roleplay, it surprised me how hot it made me. I could tell it was doing the same for her.

Wordlessly, she hastened her pace, caressing my balls at the same time.

"Fuck, Kels, here I come, baby!" I cried out, as my cock convulsed and I started to spurt. She pulled back and let the cum rain across her face, her hand helping propel it out of my body.

Her face was covered in thick spunk when I was done. She ran a finger along her cheek, gathering one stream, plopping it into her mouth, before saying, "Yummy, Daddy." She continued wiping glob after glob into her mouth.

"Jeezus, Kels. You sure make Daddy proud. But, which guys do I have to kill because they let you learn on them, then let you go? Because that sure wasn't your first blowjob."

She hesitated before answering, "I learned on Mommy's boyfriends, Daddy. After I was 18, of course. She was the one they left. Some because they freaked about my Daddy fantasy, the rest before I could even bring it up."

"You had sex with your mom's boyfriends?" I asked.

Kelsey nodded. "Yup. A few together with her but mostly apart. And she had sex with a few of my boyfriends during college, all of them apart from me, but knowing they had my permission. Although they weren't nearly as experienced, so I couldn't imagine they were my daddy."

"You're kidding, right? You had threesomes with your mom? That sounds like some porno. Although... it's usually a step-mom character in those." I had certainly watched enough of them to know, along with enough stepdaddy/daughter clips to prime me for Kelsey's fantasy.

"Does that bother you? My having Mom as my lover?"

I blinked, twice. "It's not just that you're with the man at the same time, you do have sex with each other?" I asked. "Actual incest?"

She stood up and walked into my arms, nuzzled into my neck, then softly said, "Only in private. With her boyfriends, we kept our distance. You're the first man I've trusted enough to tell about that, so don't run off to the cops, okay?"

I flinched at the idea. "I wouldn't. I already care about both of you too much for that. Did that come out of your daddy fantasy or the other way around?"

"While Mom and I have always been really close, I doubt anything would have happened until I confessed my fantasy about you to her, after I started working for you. I don't actually know how I'd feel about having sex with my bio-dad, whoever he is. Maybe if he'd been around to raise me, I'd still have this fantasy, maybe not. But he wasn't, so here we are. I figure that if I'm going to pretend that I'm committing incest, there isn't really a reason to avoid it with Mom. It's not like she can get me pregnant. I hope you don't think I'm broken or something."

I turned her face so I could look into her eyes. "You're one of the least broken people I know, Kelsey. Does this fantasy of yours come as a surprise? Yes. But it doesn't gross me out. I think it turns me on almost as much as it does you, now that I'm experiencing it." I paused before asking, "Is your Mom going to expect to have sex with me, too?" Just the idea of it was making my cock get stiff again. He clearly liked the idea.

"We want to be a package deal, Daddy. Although, I suppose I should tell you that she has a bit of a mommy-son fantasy of her own, now. Do you think you can be my Daddy and her son at the same time or at least one of those at a time? Pretend to be my brother sometimes so she can be Mommy to both of us?"

"I can try." I wondered, "Is the fact that I'm midway between your ages part of the reason why I'm appealing to the two of you? I'm old enough that you can pretend I'm your Dad while young enough that Willow can also see me as her son?"

"It doesn't hurt, but I was attracted to you before Mommy and I became lovers and she insisted that if either of us was going to date you, it should be me. The rest has to be a secret that happens behind closed doors, of course."

"Of course. This might be a college town, but it's still not that open-minded."

"So, is Daddy going to wreck my pussy tonight?" she asked, grabbing my re-stiffened cock again.

"Daddy likes that idea," I said, as I scooped her into my arms and carried her toward my bedroom. "A lot," I added and kissed her all with the passion I was feeling. My hand behind her back was against her bra strap, so a quick squeeze unclasped it even before I got her to the bedroom door.

Instead of laying her on the bed, I lowered her feet to the floor and pushed her forward so that she was bent over the side. As she shrugged her bra off, I yanked her panties down to her knees and thrust inside her drenched hole as quickly as I could.

"Yes, Daddy! Give that big cock to me!" she squealed, as I drove deep into her hot, slick pussy. I retreated a few inches, grabbed her hips and drove inward again, pulling her back onto me. Over and over, I thrust into my pretend daughter, with her peppering her moans with the occasional "Yes, Daddy" or "Harder, Daddy!"

After fifteen minutes of this, I pulled out of her and flipped her over. She pulled her knees back and apart, presenting her drenched slit to me, one hand spreading her lust-inflamed labia. I dropped to my knees and pressed my face between her wet thighs, taking a long swipe of her vulva, stopping short of her clit, circling around it, teasing it.

"Please, Daddy, I'm so close!" she cried. I pressed my lips around her hood, applying a small amount of suction as my tongue slipped across her clit. Her back arched immediately, my hands holding onto her thighs the only reason she didn't buck me off. That wasn't going to happen. If she wanted me to be her daddy, her pussy was mine now and I wasn't fucking letting go.

Her orgasm intensified until she was shaking from head to toe. "Daaaaaaadddddyyyy!" she screamed as she peaked, yet continued to shudder as she came down. I finally relented in my attack on her clit, switching to softly licking up the juices that had streamed from her.

Before she had fully recovered, I stood up, notched my cock between her labia and started fucking her again, more slowly at first, driving her hips into the mattress and letting the springs' rebound slam us together, stroke after stroke.

She wrapped her strong legs around my back, helping to pull me into her. Her hands were clasping both of her boobs, pinching the nipples, as she gazed up at me.

"I love... your pussy, baby," I managed to say, between thrusts.

"It's yours, Daddy... and Mommy's," she gasped. "Package deal."

My mind instantly pictured Willow in the bed with us, straddling her daughter's face and her hands being the ones squeezing Kelsey's breasts. I realized I couldn't wait to see it for real, not an ounce of negative reaction in my mind over it being incest. My only doubt was whether I could also pretend to be Willow's son.

Imagination still spurred me closer to my orgasm and I grunted, "I'm close, baby, where do you want me to cum?"

"Fill me up, Daddy!" she said, between moans. "I'm close again, too."

Moving one hand down to frig her clit, she soon shuddered in her second orgasm right before I exploded inside her, squirting stream after stream into her depths.

When I was done, I pulled out of her and flopped onto the bed beside her, both of us pushing away from the edge. We rolled toward each other and kissed, long and hard. When we finally parted, I asked, "So, do I pass the audition? Did I portray your Daddy the way you like?"

She chuckled, then said, "You were perfect, Todd. Most of it is my imagination, anyway. The big question is, did it turn you on, too? It seems like it did."

"Yeah. I'm not sure whether it's the incest angle or the little bit of submission in the roleplay, but it definitely got me revved up to think of you as my horny daughter looking to pleasure me, plus the idea of a threesome with your mom."

"Doubts?"

I replied, "Ummmm, the idea of playing your mom's son, especially doing both daddy and son at once. I mean, if both roleplays were real, that would make Willow your grandmother, but your age difference is 22 years, right? She had you just after college?"

Kelsey grinned. "During, actually. I was conceived right as her Senior year started and she went into labor during her last final. She refused to leave and still managed to ace it, then went to the hospital. A few days later, she carried me onto the stage in a wrap on her chest that she managed to get to match her graduation robe, to collect her diploma and honors."

I said, "Wow. That was her? I had three different professors say it happened during their final, but none of them could seem to remember the student's name."

"Yeah, I heard the same story from at least five professors, who can't even agree on what year it was. Most of the students think it's completely made up, now. A campus version of an urban legend. Mom says at least a dozen professors have made the claim over the years and none of them realize it was her, not even Professor Callahan, whose class it actually was. And none of them realize I'm that baby."

"That secret's safe with me, too. Anyway, back to the question of being your dad and her son at the same time. Wouldn't she have to pretend to be your grandmother?"

Kelsey said, "She could be both my mom and grandma, if we pretend her son knocked her up after he turned 18. Although, we'd still have to play with the ages. For me, 18. For you, at least 37 and her 56. Or, it might be easier to pretend you're her younger brother instead, to reduce the age gap between you and her."

I said, "Going all in on the incest side of things, huh? I'd be your dad and brother in one scenario and dad and uncle in the other?"

"It's all pretend, right? The daddy role is what matters to me, emotionally. While I think Mom would prefer mother-son, I don't think she's nearly as invested in it as I am. She might be okay with either pretending you're a younger brother or even a younger husband so that you're my stepdad instead of biological. The two things Mom and I are sure of is that we want to be lovers and we want to share one man who's willing to accept that real incest, whether in the midst of roleplay or not. We both want that man to be you. But, if you actually married her, you'd be my stepdad for real or if you married me, you'd be her son-in-law. Both, if bigamy were legal. We'd let you choose which marriage is legal, if we get that far."

I asked, "But, having me roleplay that I'm committing incest instead of simply being a stepdad -- that adds to what you and Willow have between you? Or is it just a question of finding someone who's tolerant of your incest and this is how you test for that?"

"Huh?" Kelsey asked. "No, the roleplay isn't a test. It's what I wanted even before my mom and I became lovers. After you turned me down for a date, I did try to substitute a few older guys in that role, but they didn't work out."

"Why substitute, if you knew you wanted me?"

She raised her left eyebrow at me. "I asked you out twice while I worked for you, dummy. You turned me down. Gently, but you clearly said no. That's when I revealed my fantasy to Mom, along with the idea that I wanted her to ask you out instead, then marry you, just so you'd become my stepdad and I could then seduce you. Mom asked whether that would be separate or as a threesome like in pornos and then she kissed me. Let's just say that things progressed rapidly from there. However, we were both imagining you being in that threesome with us. She did insist I needed to be the one to date you, not her, and that I might have to choose between working for you and dating you. Since continuing to work for you was guaranteed to let me spend some time with you while quitting didn't guarantee that you wouldn't come up with another reason for saying no, such as my age, I decided to wait until after I graduated and quit at your coffee shop, to ask again."

"By which time, I was dating someone else."

She nodded. "Yeah, my roommate Cassie's mom. It was hard to resist the temptation to hate Tamara for that, but wanting you to be happy won out. Most days. Anyway, a few weeks after we became lovers, Mom revealed that she thought roleplaying incest with a younger man might be a turn-on for her, too, so I set her up with the guy I started dating after you turned me down the second time and a couple guys I knew who had recently graduated, so they weren't going to cause her fraternization problems. In between, we tried some threesomes with men she was dating, to see if anything sparked with them, keeping our distance from each other like I said. None of them worked out because they never measured up to you. So, after you broke up with Tamara, I decided to ask you out for a third time. Which brings us to tonight. Did I make a mistake, revealing all of this on our very first date?"

I responded, "No, I'm glad you were upfront with me tonight. It's just a lot to take in. It wouldn't have been any easier a month from now. I just need to know where this is coming from, in order to know where it's going next."

"It's coming from a place of love, respect, attraction and a whole lot of lust. I don't really know where the fantasy of breaking the incest taboo came from. Like I said, I didn't know my real dad. I'd like to imagine he's like you, but I don't know."

We got out of the bed, I poured two glasses of wine and we cuddled on my couch, watching a romantic comedy. I'll admit my mind was mostly focused on this idea of a package deal and whether I could do what they asked, so I don't even remember which movie it was. When the bottle was empty, I suggested we continue our date with breakfast together in the morning, since I wasn't opening the shop. She texted her mom to let her know she was staying the night and we settled back into my bed naked, with me spooned behind her, then pulled up the covers. Holding her, I felt more peaceful than I had since before my mom had died and quickly fell asleep.