Sister and the Other Mister

Sister and the Other Mister

A daughter, a best friend, a father, lust, and love

February 1

"Hey Bestie! You know what's coming up?" Kaylee came to a sudden realization and immediately had to share.

"Oh God! What?" Hope wasn't sure what was coming, but she was eager to hear what her friend had cooked up this time.

"Only the first Valentine's Day since we were 17 that both of us are single!"

Hope laughed. "Oh my God. That's right! So...where are you taking me?"

"I'm taking

you

to Botticelli's. And

you

can take

me

to...this super-cute little Italian place...I think you know it...Botticelli's! How does that sound?"

"Sounds perfect, Then after, howz about we head back to my couch for a quart of Haagen Dazs and a cheesy Rom-Com we can make fun of."

"It's a date!"

The two friends laughed. Kaylee said, "We're going to have way more fun together than we would with some stupid guy, anyway."

"At least more fun with the lights on." They both laughed again.

"You know, it seems like guys come and go, but at least we always have each other."

"That's right. I'm your forever valentine. You can't dump me. I won't go." Hope smiled warmly at her friend.

Kaylee smiled back. "Like I'd ever."

Kaylee and Hope had been friends since first grade. They knew practically everything about each other's lives. They were closer than a lot of sisters. Sometimes, they even called each other sister.

Both girls were now 25. Hope and her most recent boyfriend had broken up a couple months before. Kaylee had been single for almost half a year. After college, they found jobs only about 60 miles apart, Kaylee in Advertising, Hope in Benefits Administration. Being so close, they still managed to see each other once a week or so.

On this particular afternoon they were standing in the kitchen of Kaylee's one-bedroom apartment, sharing a bottle of wine and just generally catching up and passing the time. The world always seemed a little bit easier to take when they were together. It didn't matter where they were or what they were doing.

"I'm kind of worried about my dad." Hope brought it up offhandedly after a brief lull in their conversation, but Kaylee knew it was something she needed to respond to so they could dig in.

"Yeah?"

"Yeah. He's been even more mopey than usual lately. He's gonna turn 50 this year and I think it's getting to him."

"Shit. If he's 50 that means we must be..."

"Old." They both laughed.

"He looks good, though, I mean for 50. Like he could pass for 45, easy. And he doesn't seem too "mopey" to me."

"He perks up whenever you're around."

"Well we've always gotten along."

"I think he loves you more than me." Hope smiled as she said it. This was something Hope had teased Kaylee about before. In fact, sometimes Kaylee said the same thing to Hope. Growing up, they each had spent so much time over at the other girl's house, that their parents came to treat each of them like one of the family.

"Maybe that's because I'm nicer to him."

"Well right now I'm about ready to revive the daughter exchange program." That was another private joke. When they were 12, the girls had actually persuaded their parents to let them trade places, and each lived at the other's house for an entire week.

"No deal. Mine's been pretty quiet lately. I don't want to ruin it."

"Ha ha. It's probably my fault, mostly. I've been pestering him again about getting out there and dating. It just bugs me that pretty much all he seems to do is go to work, come home and either watch a ball game, or fix up shit around the house. Problem is, since he and mom split, he's fixed up basically everything there is to fix. That place is perfect. Now he's moving an entire wall to create a walk-in closet. But the man only ever wears the same three pairs of pants and maybe six shirts!"

"I think it's cute. Maybe he's just trying to improve the nest to help him attract a mate."

"Well she's not gonna see it unless he actually brings someone over, which I'm pretty sure ain't anywhere close to happening."

"That's my dad too. He seems perfectly happy fixing up that old Chevy. He's finally got it running and looking pretty good, so now he's talking about getting another old beater. He's definitely not meeting any women at the wrecking yards or the swap meets."

"Also, I found out my dad's into porn."

****************************

February 14

"Hey Mr. D!"

"Hey Kaylee. What's up? To what do I owe the pleasure?"

"Oh not much. Just wanted to ask your advice about something is all."

"Sure. Why don't you c'mon in?"

"Thanks."

Brad held the screen door open and Kaylee squeezed past. She had to arch her back so her boobs wouldn't touch him when she passed through the door. He didn't create the close quarters on purpose, at least not consciously. It was just a little thoughtlessness in the moment, but as it happened, he didn't exactly regret it.

"I need some Valentine's Day advice from a more 'sophisticated' and 'worldly' man such as yourself." She laid it on a little thick. They both understood she was playing, setting the tone and keeping it light.

"Sure, Kaylee. You know you can ask me anything. But why me? Why not your dad?"

"You and I have always been able to talk. And this is the kind of thing a girl can't ask her dad. It's about s-e-x."

"Oh. I see. Wait. And you're coming to

me

?" Brad laughed. "I'm not sure what help I can be, but I'll try my best."

Most people would say Kaylee was an attractive girl. Brad always thought she was cute. There were a few times over the years when she'd caught his eye and he had to force himself not to stare. Kaylee knew it. Truth be told, Brad was one of the first men she'd ever caught noticing her "charms." It was kind of a thrill for her at the time. She'd teased him a little, but only a little. Brad had always kept a respectful distance, physically and otherwise.

******************************

February 1

"What?!!! Hope! What do you mean your dad's into porn? What happened?"

"I had to go over there and borrow his computer to copy some old photos he had saved on a CD and my laptop doesn't have a disc drive. They were photos of us, actually, from when we were kids. It was for the Valentine's Day present I was planning to give you. I saw that his hard drive was almost full, so I just thought I'd clean out some old junk files and free up space for him, but then I saw what it was."

"Bad?"

"Not like kiddy porn bad. Nothing like that, thank God. But still a little shocking."

"Like how shocking?"

"A few video clips he must have downloaded off of porn sites, and a lot of stills, probably screenshots. Most of them were of pretty, blue-eyed, dark-haired girls with big tits giving blowjobs and then letting the guys cum in their mouths and on their faces. I guess that's his favorite, or something."

"Oh my God, Hope. I don't know what to say."

"Yeah. I mean on the one hand I know he's a guy, and guys watch porn, and he's been alone a long time. It's not like he's doing anything illegal. But still..."

"Yeah. I can see how that's gotta be tough. For what it's worth, it wouldn't surprise me if my dad had something similar hidden somewhere. It's what guys do. We both know it."

"I know. I mean I like blowjobs. Maybe not as much as you, but you know I like blowjobs. I even like a little porn now and then, but I guess I just kind of had a little bit of an unrealistic image of my dad, is all."

"He's still a great guy, you know, secret porn-hound or no."

"Yeah, I know. I just wish he wouldn't waste it. There's so many women out there that would be great for him, women that would be happy to have a guy like him if he'd only give them a chance. He could probably even find one who's into the same stuff he is, or who'd at least play along, if that's his kink."

"Trevor liked that too, and you said you were happy to do it cuz it made him so happy, remember?"

"Yeah. I remember. Trevor! Don't remind me!" Hope shuddered.

"Sorry."

Nobody spoke for a couple of seconds, then Hope did. "I wish I could get past the taste, like you. I still don't know how you do that."

"I tried to tell ya, either take it deep and straight down your throat so you don't even taste it, or else let it gush back out all over his cock with plenty of saliva. You can't think about it too much. Just act like a complete whore for his cock and cum."

Both girls laughed. "I know. Probably I just need more practice with a guy I'm crazy about enough to blow—and one who doesn't eat so much beef. Shit. This whole dad/porn thing has got me all turned around a little too because I'm so fucking horny. Trevor was an asshole, but the sex was mostly good and I miss it. I need to get laid."

"Tell me about it. I think this is my longest dry spell since high school."

"So...I hate to say it. I really do. But I did notice and you're probably wondering. Yes, those dark haired girls with blue eyes and big tits did kind of tend to look like you."

"Shit."

"Yeah. Could be coincidence, but also probably not. Look. I know we're not in college anymore, but you did say it once. I know that was a long time ago and I'm not holding you to it, but all I'm saying is, if you do still want to fuck him, then I've changed my mind. I'm O.K. with it now."

Both girls were silent for a moment. Kaylee looked hard at Hope. Then Hope spoke again.

"We're not in school anymore. We're not virgins, not even close. I don't know if he'd even want to do it with you. Before, I would have thought, no way. He'd never go for it. But now after the porn thing I'm not so sure. He is a man, and Kaylee, let's face it, you;re fucking beautiful. He just might. And if you want it, then there's nobody I'd rather have blow my dad."

"Hope!"

"I can't believe I said that! But you know what I mean. I love you. Always and no matter what. So I know I said it would never happen. But now I've changed my mind. If you do him, maybe that will help shake things up with him and get him out of his shell and back into the game. If you want it, go for it."

Kaylee was silent. She just looked at her friend, who she loved probably more than anyone. She was thinking about all they'd been through together over all those years, about what they meant to each other. Then more and more, the love began to show in Hope's eyes, and Kaylee gave it right back. "I know that wasn't easy for you. And just that you would even say it means so much. God Hope I love you so much!" The two hugged.

"So you're going to do it?"

"God I'm so tempted! If I did, how would I do it? How could I make it happen?"

"Fuck! I don't know! How do the girls in the pornos do it? Just take off your shirt and drop to your knees!" Hope snapped at Kaylee a little, but then quickly she softened. "I'm sorry. I don't know. I can't help you plan out how to seduce my dad. I just can't. You're going to have to figure that out for yourself if this is something you really want to do."

Kaylee smiled at her lifelong best friend, and started to think.

**************************************

February 14

"Sounds to me like you better have a seat." Brad motioned to the couch in the living room just off the front entry. He sat down nearby in the overstuffed chair where he always sat, and leaned forward to listen.

Kaylee started to explain. "You see, I have this friend—no, don't worry, it's not Hope—it's this girl at work. She's in-between boyfriends right now and it's been a while, so she's getting kinda 'squirrely,' ya know? I don't need to spell that out for ya, do I?"

"No. I think I get your drift. Still not sure where I'd have anything to say about it, though."

"I'm getting there! Anyway, there's this guy at work, an older guy, about your age, and she's kinda got the hots for him."

"Huh. And the girl is younger, like you and Hope's age?"

"Yeah. So she's single. And he's single too. And basically, she's not looking for a relationship. She just likes his look and his overall vibe and she really wants to bone him."

"Jesus Kaylee!"

"Sorry. I know this is serious. I should be more serious. Anyway, she's always wondered what it would be like with an older guy, and he seems perfect, like just the kind of guy she's been fantasizing about. But he's also kind of a nice guy, like not the type to do that, but more the type who'd want a relationship, and she doesn't want that and she also doesn't want to lead him on."

"Hmmm."

"So the question is, how should she approach him to get what she wants? Is there a chance? Should she even try?"

"You said this guy is single, and he's like what, 40-something? Is he never-married? Divorced? How do you know he's not gay? Are you sure he's really single?"

"Divorced a long time ago. This other woman at work has known him for years and she says he's single and lives alone. He's quiet, kind of keeps to himself mostly, really nice, keeps in shape, but not a player at all. That's what makes it harder to approach him for something like this."

"So kind of like me, basically, and that's why you're coming to me for advice?"

"Exactly."

"Hmmmm. Of course it's hard to say without knowing the guy. There's so much I don't know. He could be religious. Divorced doesn't necessarily mean he's not gay. You haven't said if your friend has any reason to believe he might be attracted to her. She might be just not his type for all kinds of reasons."

"She's pretty sure she caught him looking at her a couple of times. They chat around the coffee maker. He always seems happy to see her, and he doesn't really react to anyone else that way. But that's about it."

"Hmmm. Well it's a good idea to never underestimate the perverted heart of any man, sometimes especially the quiet ones. And any middle-aged guy that would tell you he's not attracted to younger women is probably lying—at least to look at, that is. There are genuinely a lot of guys, I think, who don't want the drama, or the immaturity, or that would just rather have someone they could talk to. But on a purely physical basis I think men are most attracted to younger women. So she's got that going for her. That's no news flash. Plenty of older women like to look at hot young guys too."

"Oh sure. Even for my friend, it's not like she's into only old guys. It's just more of a thing she's always been curious about and then there's something special about this one guy in particular. She's not a slut. And she doesn't want to wreck anything for herself or for him at work or otherwise. She just wants a little casual, no consequences vacation in the bone zone with this guy."

"You make it sound so simple. It was certainly different in my day, at least for me anyway."

"I know it's not quite like that. But you know what I mean. Do you think it's possible? If so, how can she make it happen?"

"Possible? Of course. Anything is possible. It's probably better as a fantasy though. Real life is messy. There's always a chance things might go wrong, maybe even badly wrong. Still, the most likely outcome is things would only go a little wrong and it'd all just be disappointing for both of them. So it's definitely a risk, a bit of a longshot bet. Your friend has got to decide if she's willing to take that risk, if it's worth it."

"Oh she's willing. She likes adventure. No risk, no reward, right? Plus she's more than just a little bit horny. That's part of it too."

"Well...I'd say that almost no matter how she does this, for sure the older guy is going to be flattered. And if he has any class at all, if the answer is no, he'll likely try to let her down easy."

"So what's the best way?"

"I think the best way is straightforward. Just tell the guy what she has in mind, and ask him if he's interested. Make her terms and conditions clear. Most guys don't like to play games. Maybe you were thinking of some elaborate plan or strategy to maneuver or manipulate him into making the first move, or thinking it was his idea, or something like that."

"Well...kind of..."

"That's too complicated. There are so many ways a complicated plan could go wrong. Just try simple, direct, honest, and sincere. Your friend will get her answer, and it'll be cleaner that way. Then everyone can move on to what's next. Either dive in or get past it."

"So just go up to him and ask if he wants to fuck, no strings attached?"

"She can be a little more subtle than that, but essentially, yes."

"I think she'd want to be a little bit classier than that, at least."

"I'm sorry. Of course she would. Look, all she'll have to do is basically tell him she likes him and thinks he's attractive. She doesn't have a boyfriend. She doesn't want a relationship, but she would be very interested in a sort of 'friends with benefits' situation and ask if that's something he might be interested in too. He might want to think it over. He might not want to just go for it right away. She should encourage him to think it over. Because the more he thinks it over, if he's like most guys, and he's already attracted to her, as you say, then the hornier he'll get."

Kaylee thought for a moment. "Yes. Simple and direct. I like it. I think she could probably do that. That's what I'll tell her. If I put it like that, I think she'll take my advice." Kaylee stood. "Thanks Mr. D! I still want to get your ideas on a few more details. But first, can I use your bathroom?"

"Sure, Kaylee. You know where it is."

Kaylee went off to the bathroom, while Brad thought more about the situation she'd been describing. It definitely struck him as "unusual," to say the least, that she'd come to him for advice about something like this. Nevertheless, he had given his honest opinion, as she had no doubt known he would. Still, it felt a lot like there was more. There was something different about her today. He couldn't stop his mind from racing to some very dirty and exciting places, even though he was trying not to let himself go there. He felt himself getting hard. Could it be...?

When Kaylee came back, she'd let her hair down. The top three buttons on her blouse were unbuttoned, and the red lace at the top of her Valentine's Day bra was clearly visible. She was barefoot. Her demeanor had noticeably changed. She was softer, smiling, and sultry as she walked deliberately toward the big overstuffed chair where Brad was sitting.

"Hey Mr. D, did you think any more about my situation?"

"A little." Brad was noticing the change in her.

"Did you guess that I don't really have a friend who needs advice?"

"I wondered. But I wasn't sure."

"Everything I said was mostly true, except the girl is me, and the guy I've got my eye on...is you." She paused to let it sink in. "So what do you think?" Then she remembered Brad's advice. "Take your time. Think it over." Kaylee smiled.

Silence hung heavy in the room while they looked at each other. Kaylee took a deep breath and tried to let lust show through her face, her body, her eyes. Brad tried to let his mind wander through the door that had just been opened. It had been so long since he had been with anyone. But she was so lovely, beautiful really. Her lips looked delicious. He felt her allure working its magic as he took her in. Of course he had fantasized, but never in his wildest dreams did he think...

Kaylee saw the way he was looking at her and a thrill shot through her. She could see that Brad was on the hook. The thing to do now was reel him in. Kaylee looked straight into his eyes and willed her mouth to form the words filled with her power, deliberate, unmistakable. "Would you like to fuck me?" She paused, then added, "Help a girl out on Valentine's Day?"