My much older sister's best friend

My big sister Emma is 13 years older than me. She was well on her way to being an adult by the time I started developing boyhood crushes. Most boys crushed over a celebrity, but my first crush was my sister’s best friend Sophie. With her long blonde hair and pretty face, she was the most beautiful girl in the world to me back then.

By the time I was 18 my boyhood crush had developed into full blown lust. It wasn’t just Sophie’s  face and silky hair I was noticing now. She was a touch over 5ft, with a bust that filled out t-shirts, an arse like a peach and a waist to hip ratio toned by lots of cardio. As a horny teenager I just couldn’t take my eyes off her. She drove me insane.

Sophie and Emma were into their 30’s at this point and my sister was living between her flat in London where she worked, and the family home during the weekends and holidays. I’d still get to see Sophie often. It was a long running family joke that I had the hots for Sophie. Everybody knew I fancied her and it made an awkward teenage boy an easy target for playful teasing.

Any time Sophie came into the house my sister would burst into my room and shout something like “ooooh your girlfriend is here! Are you coming to say hello??” This kind of sibling warfare would have maximum effect when my own friends were in and I was trying to pretend I was just so fucking cool.

Sometimes Sophie would play along. She’d rush in, pin me on the bed and plant theatrical kisses on my cheek, leaving a trail of lipstick all over my face. I’d squirm and protest in defiance. I had to let them think they had won but, really I fucking loved it. It would be like going into your city’s best restaurant and saying “oh no, I hate the juicy steak and high grade champagne, please no more.” Get real! I’d have a whole buffet if it was on offer.

At that age it didn’t take much to get me excited, so being pinned down and kissed by the icon of my sexual fantasies made my mind spiral. What I really wanted was for her to pin me down and give me the ride of a lifetime.

Over the following years I’d see much less of Sophie. General life, work, relationships and Sophie falling pregnant would all play a part in curtailing social lives. My boyish infatuation with her would cool off as I grew into a man. I’d still see her occasionally at holiday get-togethers and Emma would still terrorise me.

“Remember when you were a kid? You were so in loooooove with Sophie.”

I would never be allowed to live this down. If my sister were 90 in an old folks home, she’d forget where she put her water bottle, but remember to tell bingo club how I fancied her mate 70 years ago!

Fast forward to the present day. I’m in my mid 30’s and Sophie and Emma are in the upper half of their 40’s. I moved to Spain, much to my sisters delight having realised that she now, de facto, had a holiday home in Spain. She invited herself, Sophie and Sophie’s 16 year old daughter to come visit.

Sophie was still a very attractive woman. A subtle amount of botox and a touch of lip filler made her look younger than she was. It was cool to have some company and it was rare that any of us got to hang out these days.

A few days in it became apparent that Sophie’s daughter was obsessed with Calvin Harris. My TV was constantly booming with DJ sets on Youtube. The neighbours must have thought I was running an underground nightclub. I had a bit of a brainwave, but I didn’t know if it would work or not.

Calvin Harris had an event not far from my place in a couple of days. The venue was strictly 18+ but I had a friend who worked there. He could get us in through a side door, but if we were caught by security after that we were on our own.

We set it up like a spy mission. Sophie and my sister dressed up in dancing outfits that knocked several years off their age. Sophie had hair extensions in and wore a black tube top and skirt. She looked 15 years younger. I thought I had been transported back in time, and some of that old flame I had for her in me sparked up again.

We didn’t tell Sophie’s daughter what was happening incase things didn’t go to plan but she was suspicious as to why her Mum and “Aunt” Emma were were dressed up like a couple of 20 somethings. When we were close to the venue I gave Sophie the signal. She threw a pair of gaudy designer sunglasses on her daughters face and we breezed into the venue with a wink and a handshake to my friend. We found a corner near the back and had our own little party out of the way from the crowds.

On the way home in the taxi, you could tell Sophie’s kid was absolutely buzzing. She couldn’t stop saying thanks. Then Sophie couldn’t stop saying thanks because she was happy that her girl was happy. My sister couldn’t stop saying “mrmphhhh” because she was absolutely smashed from drinking in the heat all day. Overall I think everybody had a good night.

Back at the house my sister staggered to bed and Sophie’s daughter disappeared to curate her social media posts and send videos to her friends back home. Calvin Harris was an early finisher so it was barely midnight when we got home. Sophie looked at me…

“I got all dolled up tonight, I don’t want to waste it by going to bed at this time. Bottle of Cava and an after hours playlist on the terrace? Fancy it?” she said.

Is the sky blue? Is grass green? Of course I fucking fancied it. The records will show more than one bottle was consumed, but the final number is unknown.

We cuddled up on the terrace daybed, my arm around her, her head resting against my chest. We were drinking and chatting shit under the cover of the midnight stars.

She told me how happy she was for me for where I was in life and the person I had become. I told her what an amazing job she had done raising such a well mannered and respectful child on her own. We were just high on life and stroking each others egos. We had nice chemistry and the chat was easy.

A  sudden thunderous CLUNK smashed through the tranquil atmosphere and dispatched it like shattered glass.  The roller door to the terrace had swung open sending reverberations around the outer walls.

A dishevelled Emma had appeared in the kitchen for a bottle of water and made her presence known.

“Awww look at you two all cosy. 15 years ago this would have been all of your dreams coming true” she said looking at me.

Unbelievable. An hour ago she couldn’t even speak and now she was compos mentis enough to be a smart arse.

Emma disappeared into the darkness. Usually Sophie would have joined in and I’d get double teamed by the two worst comedians on the continent, but tonight she launched into a passionate monologue.

“You know… you’re actually such a grown man now and I don’t know how I feel about that. You’re so kind and patient with my daughter. So kind to *all* of us! It’s so attractive when a guy is good with kids.… If I was 13 years younger and you weren’t Emma’s brother, I’d be trying it on with you. I’d honestly be all over you. There I said it. Take it how you will.”

Well that was a curveball. If you hunt a cougar long enough it will turn around and chase you. I didn’t know how to take such a declaration though, it was a lot to process.

“Soph you know how much I liked you so don’t mess with me like that.” I said.

“I’m not.”

She squeezed my hand, hard. “I’m NOT.”

I ran my fingers under her chin, gently guided her lips up to mine and just went for it. We both went all in. It was sloppy and passionate. Our tongues pushed against each others and neither of us were in a hurry to pull away.

“fffuck me that was intense” Sophie said as we eventually came apart.

She stared into my soul for a second then said “it’s getting a bit cold out here, will we finish this bottle off inside.”

She grabbed my hand and led the way to my bedroom. My POV was like one of those Insta posts where the girls are leading their boyfriends around tourist hotspots. All I could see was the back of her head and an arm as she pulled me like a trailer through the hall.

As soon as the door clicked shut behind me she shushed me, pulled my top up and began kissing  me from the neck down. As she went to her knees she pulled the waistband of my shorts down in one motion. She done it all so seductively I was already hard.

My dick sprung out in front of her face and she really went to town on me. She didn’t hold back, sucking and tugging. She knew what she was doing and didn’t care how she looked doing it. She brought me right to the edge and pulled back.

“Lie on the bed!” she said sharply. It was a demand rather than a suggestion.

This was new. I wasn’t used to being directed around the bedroom, but listen… you can’t be the main character all of the time. Sometimes you just need to be the supporting cast in someone else’s show.

As we made our way to the bed she pushed off her skirt and panties, then climbed on top of me sticking her tongue in my mouth in the process. Her pussy was brushing against my shaft and I could feel her wetness leaking onto me. I helped her pull off her top and bandeau bra, and her tits and pierced nipples popped out in the process.

We were now skin on skin with our tongues in each others mouths. My dick was aching to be inside her so I wrapped my arms around her to flip her on to her back but she stopped me in my tracks and grabbed my arms, pinning me back.

“Nuht uh” she shook her head. “Just do what you're told and lie back.”

I was turned on by the confidence and audacity. I think I just smiled and accepted that I wasn’t the one running the show tonight.

She grabbed my dick, guided me inside her and slid down on me. Her hips swung back and forth with so much enthusiasm. It was a such high effort fuck and the energy she gave me was hot as hell. She pushed her tits together and squeezed her nipples and that was enough to push me close to the edge.

I told her I was about to cum so she could slow down or let me control the pace, but it made her go faster, slamming down on the whole length of my dick, hard. I couldn’t hold it any longer and began pumping my cum inside her. She pushed down and buried my dick in her pussy while it pulsed inside her. When I finished cumming she rolled off and sank into the bed.

“Oh my fucking god. That was… I don’t even know what to say… Just hold me for a minute” she said.

I didn’t know what to say either. “Worth the wait” I said sarcastically. It got a big giggle.

It was the the ride of a lifetime.