One Big Sis Surprises Little Bro

Dear Reader; This is the first in a series about a younger brother and older sister reconnecting in their mid-50s after life's trials. This part covers their background and the start of their new connection, it has some flirty teasing and fondling but if you are after explicitly sexual description, it's not here, not yet. If you like a teasing set-up though, I do hope you like it.

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"Jess?" To say I was surprised at who was at my door was an understatement.

"Oh Tom!" She dropped the bag she had in each hand and came in for a hug. Well, she was the family Princess, glamorous, rich sister, older sister. Whom I had hardly seen, apart from our parents and my wife's funerals, for the best part of thirty years, maybe more. And last I heard was living with her, as she never failed to mention more than quite wealthy, husband in his home country a long way from and much hotter than here.

So, surprised yes. But it was nice to feel a woman's body against mine, it was a warm summer day so there wasn't that much between the pleasing press of her always small but firm tits and me. Damn after a few years drought, it felt good, she still looked good too, fucking good, always had.

So I hugged her back.

"Well Sis, this is a surprise." She stepped back, pushed her hair from her face and smiled as best she could, coyly, shyly, sadly, something was a bit off. In her late 50s she still looked good, Mum had drilled skin care into us from young and Jess showed the benefits, must have taken care under that hot sun. "Pleasant, but a surprise."

"I hope so, oh Tom, can I stay awhile?" She got straight to the point, I stepped back, scowling as surprises piled on each other. I instinctively checked her out, always quite tall, used to be a bit too thin for my taste, but age had filled her out nicely in the right places: tits a bit fuller if not so perky, hips a bit plumper and ass hopefully as well.

Damn she looked good for her age, my age, damn a bit older. If she wasn't my sister...well, even if she was, still eminently fuck-able fuck-lovely.

"Uh, I guess, we...I have the spare rooms at the front. What, for a holiday or something?" Why would she be slumming it with her tradesman, down market brother, though?

"Um, can I come in first, awful bloody flight be nice to shower, change, feel fresh, maybe then a bite to eat something chilled to drink? Then chat?"

Oh sure, playing the fucking Princess again expecting everyone to run after her. She had always been Mum and Dads favorite, the Golden Girl. After she left home for Uni they kept her room for her, leaving me stuck in a room barely big enough for the bed, for bloody years. That still rankled.

As for marrying the millionaire, well of course, who else was good enough? But somehow after Mum passed, Dad had left her pretty much everything. That wasn't a surprise but surely also rankled.

"Uh, OK, look the front shower room, it's being upgraded, not connected, well for now, sure, yes the en suite in our...my, room at the back is good."

She beamed a smile of relief.

"Thanks Tom, can you carry my bags? Is it through here?" She stepped passed me to head to the back. Below her light top she was wearing figure hugging leggings, sure her ass had piled some pounds on but it was a fine site. I bent down for the bags and grabbed a closer look at her buttocks before she headed off up the corridor.

I locked my gaze on her gently wobbling ass as I directed her through to the back of the house. As she unpacked a change of clothes I put out fresh towels for her. Food order in, she hankered after Mum style toasted cheese of all things, I went to the kitchen leaving her to shower and dress. Bloody hell I was becoming her servant, like everyone seemed to, and she had actually lived with for years. A cook, housekeeper and gardener.

Mind you after almost four years after the Bastard C left me alone, it was good to have a woman in the house again. Carrying her bags, cooking up a light dinner, was a small price to pay for ogling a lovely woman's tits and ass again.

"That smells good, somehow never not round to making toasted cheese!" Jess came through wearing a light, pale yellow, almost cream knee length summer dress, she didn't have big tits but the way they moved I guessed she hadn't bothered with a bra.

"Did you ever do much cooking."

"No, I didn't." She laughed, which jiggled her tits again, definitely no bra.

"Wow Jess, your looking f...fantastic." She smiled, spun round, always one for praise and delighted to show off. She pulled the dress down to accentuate her figure, always a bit of a coquette too. Damn, the fabric clung to her ass and surely there was no visible panty line.

"Thanks Tom. So sweet, but I know I have put some weight on."

"Haven't we all? But it really suits you."

"Too kind. You are looking good yourself, I did wonder if you might pile it on being alone, but you have lost some weight I would say since I saw you at..." Yeah, she didn't need to say, that funeral, the one no man wants to go to "...jeez it's so unfair she got taken away, she was always so lovely talking about you, it's such a lovely place here for you both to have shared." She wouldn't know but she had hit a spot that still got me, I turned to hide the tears that were never too far away.

"Hey little Brother, come here!" She turned me round and came in for another hug. I couldn't help, could I, but put a hand at the top of her ass. Nothing there I was sure. Damn, she might be my sister but she was a hot woman, age appropriate. As she hugged me she felt my appreciation of her as my cock hardened.

She stepped away, eyes widening. "Oh, sorry I didn't mean to..."

"No Jess, sorry, but like I said, you are looking good and I...well it's been almost four years and suddenly a lovely lady is hugging me again." I was a bit embarrassed she had rubbed up against my incipient hard on, but also couldn't stop checking her over again. The sunlight hit her from the side and hit damn I thought I could see her nipple, little or no aureole, just a neat teat, only slightly droopy now...

"Oh, come here, we aren't kids anymore." She hugged me again, pushing her hip into my stiffening cock. "It's nice to be admired again, it's been a long time I, well, since I got this kind of appreciation." She moved apart and fluttered her fingers over my cock bulge. "It feels good, and at my age, even better, it's a lovely compliment and, well, your have nothing to be embarrassed about." She eyed my cock bulge

I swallowed, blushing. There was only one other woman who had touched me there or looked at that, like that, in thirty years or so, and if it were her, we'd be fucking by now. Age be damned, no slowing down, it wasn't age that stopped us, not in the slightest. She puffed her cheeks out, stepping back from the risqué flirting.

"Oh Tom, let's eat, I am starving, wine?"

"Fridge, bottom shelf, probably not what you are used to." She bent down from the waist, back to me, letting the skirt of the dress ride up her thigh, high, oh please just a it higher I urged. Jeez her legs looked good, just a bit more and I would have had visual on the panties question...but not quite. Was she teasing me?

We sat down to eat, she had a big glass of wine, then another. Oh she had a sad, bad story but thirty odd years ago I did kinda tell her this could, would, happen. I resisted the urge to be a "I told you so" smart ass after so long.

Trying to make a long story short; She had married a guy, a very rich guy, and moved to a country where 20 years married when she got the inheritance he suddenly needed the money for an investment, he got the cash and for years it payed Jess nicely.

But then he suddenly he wanted to remarry, to a 18 year old niece, for family reasons. He now not so much needed the glam trophy wife, what with the inheritance bagged, kids now adult. Divorce papers in the morning, remarried in the afternoon. Ouch.

In his country money talks and just like that she wasn't married anymore, the investments weren't in her name, she had no money of her own, no property, no pension, no plan. Her kids; choose the moneyed Daddy or the pauper Mum. They were their fathers kids alright.

For a few years she had slunk around as a spare part, left over, staying in a servants cottage, living off scraps, too embarrassed to call on or tell her blood family, which was me. But then yesterday she snapped and really told him what she felt.

So all she got was a one way ticket home, her UK passport now, money chatting again, back in her maiden name, some taxi money and two bags of clothes.

She was crying on my shoulder. I couldn't help but look down her cleavage at the sweet swelling of her boob not, quite, seeing the nipple. Smaller boobs than I preferred but still sweet and well within "like-able", or lick-able, suck-able, you get the drift. Fucking hell I was hard again.

"Thanks Tom, I needed that, a proper shoulder to cry on." She rested a hand on my thigh, felt the boner, left her hand just a bit too long and glanced up. "I think both of us have been too long without...being, feeling, needing to be wanted."

"Sis, you know what men are like?!" I tried to laugh off having the hots for my sister. "What about your girlfriends, well, lady friends." she laughed.

"Friends to the money Bro, no money, not interested. Jeez my life is a fucking mess."

"Well, I am OK here, you can stay here, find your feet. The annex in the front is pretty independent. I am renovating it now the kids have left, that's why they bathroom is gutted. Not sure if I am doing it up to sell up and downsize or let out for holidays." She looked at me, resting her hand on my thigh again, but lower down than before, not the danger zone.

"That's so kind, I have to say yes for now, anyway." We chatted on, about the refurbishment plans, moving to sit on the sofa, she snuggled up to rest her head on my shoulder, arm round each other, hand resting on my knee, safe there I was quite long but not that long.

"Not crying this time, just..." she snuggled in, sighed as she relaxed, then looking down causally tugged her top. It slipped down and fell a bit more open so this time I could see her perfect, tight, tapered teat of a nipple, hardly darker than her skin.

She looked up and I didn't avert my ogling gaze, so obviously down her bust. "This is lovely isn't it, Tom?"

"It is indeed, very, very lovely." Her nipple rose and fell with her breathing, I was transfixed by it. She smiled, catching my allusion, again her hand fluttered up my thigh, resting on my hard cock, which made me gasp quietly, she left it there this time.

"So nice to snuggle up to someone again. Been feeling alone, unwanted for too long. I think we both have." I grunted a wholehearted affirmative and kissed the top of her head. We sat quietly, I wondered if she had fallen asleep so moved my head to get a better look down her top.

She wasn't asleep, she slipped the dress off her shoulder and it fell, fully revealing her firm little tit, just a little saggy. She didn't look at me or say anything, but guided my hand down from her shoulder to rest on her boob, the perky, hard nipple burning into my palm.

"Mmm, that's lovely." She murmured drowsily and lightly pushed her hand down on my throbbing cock. I swallowed, mouth dry, cleared my throat.

"It is Jess, very lovely."

Snuggled together and cuddling a little more intimately than a brother and sister should, we fell asleep. I woke up after an hour or so but Jess was still out cold.

I went to make the spare bed up in the renovated room and put out more fresh towels out, putting a heated blanket on to warm it up for her. I couldn't stop thinking about her sweet, tight tit resting in my hand, which made me hard again, and it wouldn't go off.

I cleared up in the kitchen and lounge, which Jess slept through, her boob still exposed to my repeated, lustful gaze. Gently I tried to wake her but she wouldn't rouse. So I fetched a soft throw and draped it up round her neck, catching one last look.

I left her a note to tell her the bed was ready but to use the WC in my en suite. I then went to shower but after I had stripped I looked at myself in the mirror, fully erect, balls swinging quite loose, I had stretched them quite a bit.

I started to masturbate with the image of my sisters naked tit fresh in my mind. But just a few steps away it was there for real. I put my gown on and went out to the living room, Jess was still asleep but had shifted and the blanket throw had slipped. Her tit was out again, gently rising and falling with her soft breathing.

She had exposed herself, not me, so I told myself it wasn't so wrong to masturbate looking at her.

I stood behind her, heart racing and gaze locked on that tight, tapering, teat of a nipple I stroked my cock. I grabbed my nuts for extra stimulation and beat over my glans, gloved by my foreskin, and very quickly, long, woman-less drought quickly, orgasmed and ejaculated into my other hand.

Jeez it felt good to have cum due to a real woman in my house again. Dripping cum from my cock and hand I went back to shower. I lay in bed going over the events that afternoon and evening, making myself hard again. I gowned up and padded out to beat myself off to her again, but she was gone.

My cock softened immediately, it was stupid but I felt a bit deflated. It stilled my racing mind and I was able to go to sleep more easily.