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Lucky Us Pt 01 Wdw Adventure Fri

Lucky Us Pt 01 Wdw Adventure Fri

by lucy
20 min read
4.65 (3700 views)
adultfiction
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This is part of the continuing story of two single adults who met on-line and started an adventurous sexual relationship. Overall, it's about exploring various heterosexual kinks. You do not have to read any previous parts to enjoy this, although some things might be better understood if you do.

Please check the story Tags to see what you may or may not like.

If anything isn't to your tastes, it might be best if you move on to another story, otherwise, we hope you enjoy reading. If you like it, please add some stars at the end, and even a comment. Your feedback can help inspire us to continue writing and to improve it.

NOTE: Some of this is (mostly) true and some of it is just story telling. Not all of these things could have happened in the same time frame. Some maybe couldn't happen at all. Most importantly, don't assume you can do any sexy stuff without getting caught or seen by Disneyโ€”cameras

are

almost everywhere!

Getting caught in sexual situations anywhere "in public" at Disney can get you "banned for life" and or arrested.

We're just, well, lucky...

** โค๏ธ โœจ ๐Ÿฐ โœจ โค๏ธ **

If you've read some of our other stories, you known that I feel like the luckiest guy in the world to be with Jill. After several long-term relationships, I didn't think I'd fall in love again, or want to, until I dated Jill. I'm deeply in love with her, and I think she feels that about me, too! You also know that we have a lot of great sex, and sexy fun. And, that we have a pretty unusual relationship, where Jill occasionally 'lends my services' to help some of her friends deal with sexual frustration.

You may also recall that Jill worked at Walt Disney World when she was in college, and her sister, Barbara, who's a year older, still does. Barbara is an upper manager in a department that has to do with marketing in some way. She sometimes gave Jill and her daughter Becky 'comp passes' to the parks, or met them there so they could get other perks. This weekend, she has an event going on for 'influencers,' or some-such, and asked us to be part of it. We'd get VIP passes and some special treatment. This really revolved around Jill's daughter Becky being there since she's starting a graduate degree in journalism soon, and was asked to write an article about what's being promoted.

I picked Jill up Friday morning and we went out to breakfast before getting on the highway to Disney. It's not a long drive, but it would be much nicer after rush hour. Jill found some Disney music station on the radio and was singing away to all sorts of Disney tunes. I hadn't really heard her sing before, and was quite impressed. She blushed and brushed it off when I told her how lovely her voice was. She got me to sing along with a few I knew, or sort of knew. I have to admit, it was a fun way to get 'in the Disney mood,' especially since I'm not nearly the fan she is.

We also chatted about the coming weekend. She reminded me that Saturday was to be spent almost entirely at Epcot, since we were there to preview some festival. At Epcot, a 'Festival' mostly involves lots of special food and drinks. We both like good food, a lot. Though we're not big drinkers, we certainly imbibe, especially along with good food. Did I say we like good food?

"So, Becky's gonna meet us there. Barbara's daughter, Jan, is joining Becky, so she won't be hanging out with us too much. Jan's only a few months older and they've been close since forever. Becky's thrilled, and I'm sure Jan is, too. Oh, and I think Becky has some news about grad school to share with us all.

"Oh yeah, if anyone asks, you and I are supposed to be 'social media influencers' or something. Another couple had to bail for some reason and since Becky was already lined up, she thought we would enjoy filling the open slot on short notice. If the weekend turns out well I'm sure we'll tell someone about it and 'influence' them," she laughed. "So it isn't really bogus. I have a Facebook account, and I can post something."

"Even if the weekend doesn't go well, I'm sure you'll post something good," I said. I had some special plans of my own that I hoped would work out.

"Oh, and the cousins have their own room, at another hotel. They didn't want to stay in the 'swanky' place we're at, so they're going to the Beach Club."

"What 'swanky place' are we in?"

"I didn't tell you? The Grand Floridian. They have some new or renovated section they want publicized. I really like the period elegance of that hotel. They have an orchestraโ€”well, a band I guessโ€”right in the lobby!

"I've seen pictures and always liked the look of the place."

"I think it'll be great. We're meeting Barbara in the lobby around 10. The other 'influencers' get in around noon, so she has some time to spend with us. And for something else I need to tell you about." She had that tell-tale smile, and I looked at her a little warily.

"I think I told you she's been divorced for more than a year. Well, she's had very few dates in that time, if you can even call them dates. Her sex life has been nonexistent for nearly two years, and..."

"You didn't offer to loan me out to her, did you?" I said half teasing and half concerned that she had.

"No... But she did say that if you were as hot as I've said," then she sort of mumbled, "and as good in bed..." I looked at her. "I didn't go into any details! But anyway,

she said

she might want to borrow you...

I

didn't offer, I swear. And I didn't say yes. Come on Tiger, she's really pretty, and she's done us a big favor this weekend. And the poor thing is horny as hell right now," she pleaded.

"And she's family," I added. "Isn't that a little weird? I mean it's not really incest, but..."

"She stole enough of the guys I dated in high school, and I even sorta took one of her boyfriends once, so we've kinda shared before," she snickered a little.

"And did either of you keep dating the guy the other one borrowed?" She rolled her eyes and shrugged. "So, yeah, you did."

"

Barbara

did. With one guy. But I didn't. I didn't really date anyone very long, until my husband."

"You didn't swap husbands, too, did you," I said with a chuckle, but I really was curious.

"Oh, hell no! And we're not married. Hey, it wouldn't be that much different than helping out a friend. But, she might've just been joking anyway. Still, she could really use it, and she's giving us a nice time this weekend, so it would be really nice to give her one...," she pleaded as she gently rubbed my crotch.

"You're not planning to participate are you?"

"Oh, no! Fooling around with you and JJ was pretty fun, but Barbara and I have never... No, that's not something I want, and she wouldn't either. I don't think..." she trailed off as she stared nowhere in particular, but her hand kept rubbing my growing cock through my shorts. As I got harder she started to focus back on me. "Hmm, somebody's waking up."

"I wonder how that happened. You know he likes your attention, and hasn't had it in a week or so. But it's also getting uncomfortable and I need to adjust things," I said as I squirmed some.

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"Ooo, I like to see you 'adjust things' in your shorts, but you're driving, so how about if I do it for you?" She slid a hand up into the leg of my shorts and around the head of my swelling cock that was trapped there. "Mmm, so soft and warm, but getting hard and hot. Let me help."

She let go of me and undid my button and zipper, then took hold of my shorts. "Lift that cute ass of yours, Tiger," she said as she tugged. With the car in cruise control, I was able to lift my butt some as she pulled my shorts down enough for my stiffening prick to finally point the way it wanted. "Mmm, that's better isn't it? For both of us," she added with a giggle, while taking hold and stroking me slowly.

"Yeah," I sighed and groaned and the same time. "Fuck yeah..."

"

That

would be fun, but definitely not while you're driving," Jill chuckled. "I'd love to blow you, but there's so much electrical junk on this console I don't think I can get there." One of the perks of my job as the Operations Officer for an Ambulance company, and a County EMS supervisor, was being provided with an SUV for emergency response 24/7, so I didn't have a car of my own. A downside, right then, was all the extra gadgets and paraphernalia that really got in the way when my girlfriend was offering to blow me in the front seat.

"How about a nice, what do they call it...a hand job? I haven't really jerked you off yet, have I? Would you like that, Tiger?" Her sexy voice was teasing me almost as much as her soft hand.

"You know I would, but I'm worried you're going to make a real mess if you keep this up."

"

I'm

not gonna make a mess! It'll be

your

cum all over," she laughed as she stroked me harder. "But my undies are already damp, and they'll sopping if I watch you squirt all over yourself. So, maybe I better stop." She halted at the apex of her upstroke, capturing my cock head in her fingers, then sliding one across the tip. "Oh, what have we here?" She brought that finger up to brush it across my lips. It was damp with precum.

"Maybe I'll try to milk just a little more of this nectar so I can get a taste," she cooed and started stroking me again. "You've been drinking your pineapple juice haven't you? I hope so."

"Hmm, yes," I moaned as she pumped my erection.

"Oh, good. I like doing this, and it's getting me really wet," she teased as she put her other hand under her short skirt. "Do ya wanna a taste of me? Oh, I wish you could lick me right now. Your talented tongue is so

very

good at getting me off, and it's been over a week..." she moaned as she rubbed herself in time with stroking me.

"I wish I could lick you, too, but I need you stop jerking me off or there's gonna be a mess."

"Mmm, okay, if you insist. Just let me see if you've got something for me." She stopped stroking and squeezed my head, milking some more precum onto her fingers. "Trade you," she giggled as she brought the fingers from her pussy to my mouth, and those from my cock to her lips.

I sucked her wet fingers, running my tongue all over them. She tasted wonderful to me, as always, and I really wished I could eat her out right now. "Mmm, you taste so good, Princess. I'd love to lick you `till you come, but we'll just have to wait a bit."

"You taste good too. I can't wait to suck you off and get more of your sweet cum. And I'll be very happy to come on your mouth, too!" she laughed. "We're meeting Barb at the hotel so hopefully we can play some there. Like after you give her a hand, or your tongue..."

"Um, yeah, well," I paused, not wanting to disappoint her, but not really wanting to agree either. "I hope you know that I'd rather play with you, any time..."

"

Any

time? Oh, I'll hold you to that, Tiger."

"Fuck..."

"Uh huh, that's the idea, Tiger!" she laughed. She got me thinking about fucking her and my cock started twitching, until I saw where we were.

"Um..., here's our exit, so we'll be there soon. Help me figure out where we're going. And would you please help me pull up my pants, too?"

"Oh, you don't want the guy at the gate to see you've been getting some special attention?" she said pulling my shorts back up.

"Could be a gal," I offered.

"Then I bet she'll be jealous," she responded with a smile and loving pat on my lap.

Before long we were pulling into the hotel parking lot. As I got out I looked around to be sure no one could see me closing up my shorts. Jill teased, saying, "There are cameras everywhere, babe, so don't be too sure no one saw that."

"Shit, are there really? I know the mouse has big ears, but does he really see everything, too?"

She laughed at me and said, "Oh you sound like a cast member. Assume he does, though it's mostly in the parks that cameras are all over. Let's go meet Barbara. I haven't seen her in a while, which is unusual, but she knows I've been preoccupied with someone else."

"And he's very happy that you have been!" I replied.

"Did you think I meant you? Oh silly boy," she said with a fake laugh. "Actually, I'm very happy about it, too!" She took my hand and leaned against me, snuggling as we dragged our roller bags to the hotel.

We entered the foyer and I gazed around at the place. "It's nice, isn't it," Jill asked.

"That's an understatement," I replied, duly impressed by the elegance.

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Jill suddenly ran forward and embraced a redheaded woman, a bit shorter than herself. She was definitely attractive, but not quite as much as Jill, to my eyes at least.

"You must be Rob," she said as I came up to them. "I've heard a lot about you. All very good, I might add."

"You must be Barbara. I guess I haven't heard enough about you. Jill told me a little about her sister, but she didn't tell me how beautiful she is." I was trying to be suave, which I really shouldn't, since I suck at it. Maybe I was trying to tease Jill's just little, too, sort of like she often does to me.

"Oh, aren't you the charmer? Watch out Sis, I may try to take this one, like I did with Johnny Dawson."

"Johnny

Dobson

, and I wasn't all that into him anyway," Jill responded, sticking out her tongue at her sibling. They both hugged again, and briefly whispered back and forth.

"Go over to the check-in desk. I'll meet you there with your credentials and then take you to your room. That section of the resort isn't open to anyone except invitees to this event so there's no problem getting in the room now."

Once we were registered Barbara took us to our room and showed us around. Apparently it's part of some sort of Disney timeshare thing so it's different than the rest of the hotel -- I mean

resort

. Disney refers to most things a little differently, like cast members instead of employees... Anyway, it was very nice room, or suite actually. The living room had a small balcony that looked over the lake -- I mean

lagoon

-- and you could see a bit of the amusement park -- I mean

Magic Kingdom

.

She pointed out all the features and amenities of the suite. She seemed to be in full PR mode. Since we, and the others that were part of this event, were supposed to be giving them good 'press' about it, she was probably practicing her spiel on us. The place really was nice, and she wasn't coming on like a timeshare salesman (they're worse than used car salesmen) so it was fine. The only problem was Jill rubbing up against me now and then and my mind going back to what she started in the car. I wanted some alone time for us to try out the nice king sized bed, or maybe a blowjob on the balcony, or...

Barbara opened a door in the living room that connected to the one next door. "This adjoining suite was for the girls, but since they're staying elsewhere, I decided to take it so I don't have to run back and forth to my house over the weekend. Hey, don't worry, Sis. I was only kidding about taking him away from you." Adding at a whisper I barely caught, she continued, "But about that little favor...." I looked at her and she blushed some.

Damn, that red hair and flushed face made her really alluring, to say nothing of her curvy figure. My dick stirred and I was starting to wonder if a little loan wouldn't be any trouble after all, but instead I said, "Um, Jill let me know about that and well, I'm not so sure it's a good idea...

"It's not like you two are married. And Jill tells me you never mind about helping out some of her friends in need. Believe me, I'm in

need

right now. But, it was sort of a joke anyway, `cause she said you make her really happy in bed...."

"Not just in bed," Jill said, hanging on to my arm. She looked at me and bit her lower lip, then added, "I don't think she was joking. She's been really horny and you're so very good at fixing that..." Barbara was definitely blushing now, and my dick was definitely swelling.

"You are incredible," I said, shaking my head, but smiling. "In so many ways, and constantly surprising me. I can't believe you offered me to your sister. But, I guess it shouldn't surprise me. I love you Princess, and if you really want me to, and if Barbara really needs... You know I can't refuse you. Either of you, I guess. So, when, did you to arrange to meet, or...?"

"No time like the present, Tiger. You and Barb can head into her suite while I unpack our stuff. But before you go, give me that shirt and I'll unpack a different one" she said, as she gave me a loving kiss and started tugging my golf shirt up over my head. I had no idea what this was about, as was often the case with Jill. Once the shirt came off, I turned my head towards Barbara, being a bit self-conscious that I'm not as trim as I used to be. Suddenly Jill yanked my shorts and briefs down to below my knees.

"Hey!" I exclaimed in shock. Jill leaned in and kissed me before I could say or do anything else.

"Would you take those all the way off, please Tiger? I'll take them and lay out something for you when I unpack. Doesn't he have the cute butt, Barb?" Jill's hand caressed my ass, which she knows get me going. As I'm sure she planned, my cock immediately stiffened more.

I smiled at her, and just shook my head slowly as I bent over to push my clothes all the way off my feet, shoving my butt back and purposely displaying my naked ass to Jill's sister.

"Oh, very nice," Barbara exclaimed. My dick twitched.

"I assumed it's what you wanted. I'm glad you approve."

"Oh we approve alright," Jill said, gently brushing her hand along my bobbing cock. "Now turn around and show her my pride and joy, Tiger. He's not fully wound up, but I bet he'll be more upstanding for you soon, Barbie. Remember, though, this is just 'an

oral

agreement,' Okay?"

"Yup, and I'm sure he'll do a very good job, if your stories are accurate."

I gave Jill a look that I think she understood to say 'what stories have you been sharing?' since she lowered her gaze and shrugged. She turned and stepped away, saying, "Take good care of her, Sweetie, but don't take too long since she needs to go back to work soon. I'm sure you won't have any trouble relieving her stress."

I turned toward Barbara and she immediately took hold of my semi-erect dick, leading me by it into her living room, and next to the sofa. Before I could say anything, she knelt down, placing her phone and notebook on a small table as she gazed at my cock. "Oh yes, this looks very promising. Let's see if I can wake him up some more," she said, sticking out her tongue and giving me a few slow, wet licks, before taking my cock head in her mouth and swirling her tongue around it.

"Hmm, I think that'll probably do it," I half moaned. She was good, though Barbara just wasn't arousing me quite like her sister did. Maybe I was still a little weirded out by the 'family' thing. The fact that she was still dressed, with all her fun bits covered up, probably had something to do with it, too. Even so, I was soon at full staff. While she slid her mouth up and down my shaft, I closed my eyes and started to forget she was my girlfriend's sister.

"Mmm, yes, Jilly's right," she said, letting my hard-on out of her mouth and leaning back on her heals. "That's a very suckable dick. I'd love to finish you off, but I really need you to get

me

off. I've got to meet another couple pretty soon, so I better put you to work. I just couldn't resist a little taste of this first." Before she stood she added another long lick up the length of my cock, eliciting a small moan from me.

"Are we okay out here, or do we need to go to the bedroom?" she asked as she lifted her skirt. She pushed her underwear down, letting them drop to her ankles, then kicked off her high heels and stepped out of them. I looked up from the little pile of damp satin on the floor to see a lovely patch of red curls above her bare labia. My mouth watered as I caught her scent, and my cock jumped. She must have noticed my reaction, saying "You seem to like what you see, even though I've shaved much of it. Jilly said you prefer the bush, but will this do?"

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