My Best Friend's Daughter

Best friend's daughter

I set the satnav for my destination, put on my favourite 80's playlist and set off for my weekend away, this time with even more anticipation than usual.

Every year we met up at around this time of year, all our old group of five friends from school (myself, Kate, Bess, Kim, Pete), plus their partners and children (too many to name here!). We were always an odd collection of friends, we all left school at different times and chose different paths for ourselves, spreading to all four corners of the UK at one time or another. But hook or by crook we all stayed in touch and then about twenty years ago we decided to meet up for a weekend at Kate's house in Scotland. She was the most organised and assertive of our group, she always was, and so could make the necessary arrangements and hand out jobs for us all - one person on breakfasts, someone else in charge of dinner, someone one else doing bedding etc so that no one person or family had to take the brunt.

That first year we met up was amazing, it was like the previous dozen years apart had never really happened and we slipped back into usual friendship where we sang and danced to crap 80 tunes, made fun of each other, and drank too much. In between we did manage to have healthy fun too (hiking, canoeing, swimming in the loch etc) but mostly we just had lots of fun being ourselves with the gang who we trusted the most not to judge or compare. That first year went so well it has become an annual thing since. Mostly, missing the odd year when one of us was on honeymoon, just given birth or during covid etc. But no more than 4 out of the 20 years had been missed. Over the years we watched each other get older, get married, have children and then watched the children grow and become part of the group fun too. My own daughter was the eldest of the children by quite a few years - the next was 5 years younger than her. So she quickly graduated to becoming one of the gang as she reached her teens, enjoying listening to their embarrassing stories about dad in his youth, teasing me with stories of my mishaps later in life in return.

And believe it or not it was always very platonic. No one messed around with someone else in the group or their partners. As teenagers we had of course. I had had a few drunken kiss and grope sessions with Bess as a youth, and I had even dated Kate for a couple of months before I fatefully dumped her for my femme fatal, Suzi. But that's another story. As adults we were very well behaved not hat score, despite the drunken fun and games we got up to. I think having our children with us not here weekends away certainly helped on that score. We saw each others kids grow and develop into confident and fun-loving teenagers, most of the group now away at university or beyond now. Only the youngest, Anne was left for this weekend now though. In fact it was Anne's 18th birthday the day before we were there. Anne was Kate's daughter who I knew well. She wouldn't be sharing her birthday celebrations with us - she was working and had planned a big party weekend the following week with her friends and work colleagues. But we should get to share a first legal drink with her at some point which will be nice.

I had particular soft spot for Anne. And I know she did for me too. During these weekends we would always find time for a catch-up. As she reached her teens Anne would confide in me and share her thoughts and worries. She valued having an adult she could talk too outside of the family I think. I am sure in a cute kind of a way she had a bit of a crush on me. Last year she even told me that she had recently lost her virginity, and made me swear not to tell her mum. Of course her mum, Kate, already knew but had made me promise not to let on to Anne because it would embarrass her. Why they both trusted me I will never know. I was hopeless with secrets when dunk. But surprisingly I managed not his occasion. There was also an awkward moment when I was waiting outside the bathroom to grab a shower (there were 10 of us in the house and one shower so if you didn't queue you didn't wash!) when Anne came out of the bathroom covered only in a towel wrapped around her. I have to admit I looked at her a bit differently for the first time that day, and the smile she gave me as she shuffled past me in the passageway was not the usual innocent, cute and fun smile I was used to. She was becoming a fully grown woman and a very hot one at that and I made a note to myself to be careful.

My mind had wandered like this for the whole of the three hour journey to get there. 'There', was Scotland, among the locks and mountains where Kate and her husband John lived, in a little village on the north end of the loch. As a setting and place to holiday this was heaven. As a place to live, with no shops or pubs for miles I'm not so sure. But I was feeling especially excited to visit this year. Not just because it meant seeing my life-long friends again, but because I had a little hope that things might get a bit more interesting and less well-behaved this year.

A couple f years ago I had separated from my partner. I won't go into that story here but after 24 years we had decided it was time. I had leant on my friend Kate quite a bit during that time and we had met a few times to talk. She was having a hard time with her marriage too and I knew that John would be away this time when the visit took place. This would be a shame because we all loved John and thoroughly enjoyed his company, but we also knew he wasn't right for Kate. He didn't value her enough or spend enough time with her or the finally, mostly he was off pursuing his career and interests, while Kate held everything together at home and maintaining a full time job into the bargain. I don't sound very impartial do I? Well I am not and that's not my role here. I had been accepting Kate's support but over time the roles reversed and I was offering her support as her own marriage was seemingly drifting away just as mine had a couple of years earlier.

I can't lie though, during this time my feelings for her were growing and my memories of us as teenagers messing around at parties and that one time we did have sex as 16 year olds had been coming back to me more and more. She was still a good-looking woman on her fifties - time had served her better than most of us in our group is all I will say. But mostly she had a heart of gold and a generosity of spirit that was second to none. I loved her as a friend but was beginning to feel more besides. If John was away maybe this visit was a chance to see if there may, in the future, if things didn't work out there, be anything we could develop?

I parked up, a little exhausted, but mostly excited and eager to join the party that I knew would already be in full-flow. I knocked and went in, knowing no one would here as the 80's tunes were already banging out in the kitchen. We always sat in the kitchen, around the table, filled with salty snacks and wine, stereo blasting and us getting sillier and sillier as the night hours ticked away. No sooner had I opened the door and stepped across the threshold than I saw Kate come hurtling towards me, arms open, a huge smile on her face, and a "hello darling! Come here you" as she ungulfed me in her arms. Kate always gave the best hugs and this was no exception. She planted a huge kiss on my lips as usual but if I'm not mistaken this one lingered for longer than usual. Kate was already a little tipsy so I put that down to lack of inhibitions. After greeting everyone else in turn with a hug and a kiss as I worked my way around the room, I gave my apologies and checked with Kate that I was in the same room as usual.

"Just want to dump my bag and grab the loo. My bladder can't cope with three hour's driving with out a pee anymore! Age is a bitch isn't it?"

"Tell me babe" Kate agreed. "You are in Anne's room as usual, she's on the mattress on our floor in theory but she may stay over at friends - I'm not sure the idea of spending the night in her mum's bedroom is that enticing anymore!"

"What do kids know eh" I quipped and winked, hoping to be mildly suggestive for a joke, and maybe not just for a joke too. You know the score I'm sure.

I headed straight for the loo. My need after three hours driving was acute. I washed my hands (always, come on guys!), zipped up and headed for the box room at the far end of the upstairs floor. This was Anne's room. This was the room I always had, first with me my daughter on a matters on the floor next to my single bed, but more recently just me as she had work and holiday plans with her own friends so chose not to join her dad on these weekends. She did always FaceTime though to catch up with everyone which did make me really proud dad. I thought I'd just get changed before heading back down as I had come straight from work. Shirt and tie weren't the look I was going for with friends. So I slipped out of my work trousers and shirt, and started rifling through my bag for my jeans and a t-shirt (imaginative for a 54 year old guy eh?). And that was when Anne came rushing through the door. Her face lit up on seeing me, seemingly not noticing I was in my boxer shorts and nothing else. She lurched towards me to give me a big hug as she usually did and wrapped her arms around me just as her mother had done a few minutes before. And just like her mother she planted a big kiss on my lips.

Fuck this was new I thought. We also greeted each other with a big hug and usually an affectionate kiss to the cheek. But she had gone straight for the lips. What was this about. I guess she was an adult now so maybe she was just trying something out. She didn't linger in the same way her mother did though so that was a relief I thought. But as she stepped back to talk to me I became acutely aware of two things. Firstly, how undressed I was! I trapped a t-shirt and slipped it on quickly. But secondly, how amazing Anne looked. Wow she had changed in the last year. She was sporting nothing more fancy than a t-shirt and a pair of cut down jean-shorts. But my god did she wear them well! I had to check myself as I realised I was staring. I had never really thought of Annie in this way before, other than that one fleeting moment last year outside the bathroom, but she hd become a beautiful, sexy confident young woman in the last year. Kate must be so proud of her I thought.

"Hey you just arrived then?" Anne asked.

"Yes of course. I wouldn't have been hiding downstairs and not come to say hello to my favourite munchkin would I?" I joked trying to ease the stress in my mind a little.

We had always referred to the children of our friendship group as the munchkins. No idea how that started but it had always stuck.

"Ha do I look like a munchkin to you?" Anne retorted. And to be honest her response almost floored me. It was an open challenge. Both, 'you can see me as a woman now not as a child' and also 'I know you have just seen me as a woman now so don't pretend' was implied in those words.

"You are not kidding. You make me feel old. You are looking great. Are you heading out tonight or joining us for our usual talking-shite and drinking too much?" I tried to acknowledge the truth in a casual way, but also tried to move the conversation onto safer ground quickly.

"I'm heading out for a bit with friends but will be back later to survey the wreckage later." There we go back to normal I thought. "Unless you're going to miss me?"

Those words, with the devilish grin she just gave me meant trouble. She was being openly flirty with me now. And I can't pretend I didn't find her attractive. Jeez I was a 54 year old divorcee who hadn't had a sexual encounter for over a year. No man on earth could have failed to find Annie attractive as she filled out her short and shirt just perfectly, her strong and long legs, her wide smile and open, joyful green eyes, screaming youth, passion and sex. And a man in my position had even less chance. I would be putty in her hands and she knew it. I just hoped she was teasing, knowing the power had changed and she could tease me mercilessly now.

"Yes I always do. No leave this old man to get some pants on please will you?" I replied, reminding her she was dealing with an old man and that anything more would be inappropriate.

"Yes sir" she saluted and winked, spun round and marched out for effect. But not before I found my eyes glued to the sight of her bum. Oh boy. So tight, full and round, with just the perfect hint of a wiggle and wobble. Oh fuck I was in trouble for sure. I needed to give Anne a wide berth tonight.

The evening after that went much as anticipated. We adults drank, ate, sang and danced, to absolute excess on all counts. We laughed and shouted and just had the best time. By the time midnight approached we were slowing down though. The years were catching up with us. In the past we would be round this table until 3 or 4 in the morning and then up for a morning swim in the lake before breakfast. We still did the swim but only after a full and proper 8 hours sleep first! There was only three of us left now, myself Kate and Kim. We had moved not the single malt I had brought - just one for nightcap we had promised ourselves. Yea, we had engineered this I have to admit. Both Kim and I were worried about Kate and her marriage and wanted a bit of time at the end of the night to find out how things were and how she was doing.

"I think this is the end to be honest." Kate confided in us. "We told the kids last week that we are going to be separating for a while. Its awful timing too, just before Anne leaves for University too. But I just can't do it anymore."

It was at this point that Kate had started to cry. Just a little at first. A sadness that that her life had come this point. But not a despair; it was clear she knew this was best for her and for everyone else to be honest. The kids had seen the marriage peter out and thats never great to witness - just ask my kids. So for a couple of whisky's more we sat and comforted her and made sure she knew we would always have her back.

As we headed to bed. Kim in the front room downstairs, Kate in her main bedroom upstairs, we bid each other good night. I lingered outside Kate's door though as we hugged goodnight, sensing her reluctance to go to bed right now. I edged forward towards her a little and took her hands in mine.

"You will be fine" I told her. "You will get through this. You are strong. You are amazing. Your kids are amazing." I told her, meaning every word as I looked into to her eyes with love. "Unfortunately you have the crappest groups of worthless piss-head mates but you can't win hem all!" I joked, having scared myself of the intensity of the last minute or two.

Kate punched me playfully in the chest. "You're a shit. But I do love you." Kate told me. And before I could respond she leant in and kissed me. Not a lingering goodnight kiss, but a full on passionate kiss. I kissed her back. I wanted and needed this so much. She was truly amazing, and I was so attracted to her. We bumped against the wall as our passion unbalanced us momentarily. I solved the situation by get pushing her against the wall now so we could embrace even more passionately, our bodies pushing up against each other know. My cock hardened and I'm sure Kate could feel this against her hip as it did. Our kissing moved from the lips to each others necks and collars bones, our hands were wandering all over.

"Hi, anyone still up. Mum, are you is that you I can hear?" Called from below. Followed by the sound of feet on the wooden stairs.

Fuck. Annie was home. Talk about putting a fire out with a bucket of cold water. We instinctively uncoupled our bodies and stepped away from each other, straightening out our clothes, trying to look innocent.

"Oh hi. DId you have a good night" Annie asked. "Sorry I'm later than planned. Olly turned up at the pub and so we had more of a night than we had intended. Lots of planning for next weekend."

"Oh lovely. How is Olly?" Kate enquired, happy to talk about anything other than what just happened here. "Olly is Annie's new boyfriend" Kate explained for my benefit.

"Oh right I see. So what's he like? Is he good enough for your daughter?" I, like Kate, was desperate for a conversation about anything but what just happened.

"Were you two just kissing?" Annie interjected, totally ignoring my teasing question.

She was so direct. She didn't mess around at all. Fuck I had better leave this to Kate I thought.

"I beg your pardon Annie" Kate fired back in the best cross-mum voice she could muster. "What are you taking about?"

"It just looks like you are both really nervous. Like I did when you caught me on the sofa with Olly the other week. Come on. Its OK I know you two are close. I won't tell dad its ok." Anne was pleading with us or more insisting, to be honest with her. But this was Kate's lead.

"No Annie we weren't kissing like teenagers. We were just talking about whether we should go back downstairs for a fast drink while everyone else is asleep?"

Good thinking I thought. That sounds believable.

"Well you won't mind if I join then?" She said, still not convinced and deciding to plant herself between us to prevent any further shenanigans.

So that was how the next hour and the next half bottle of whisky went. The three of us talking and joking. But actually having a really good heart to heart with Anne. She told me she was going to Manchester University next month and so would be able to call on me if she needed help with anything - just as my daughter had done with Kate, when she studied in Wales. I of course said she could call on me anytime and I promised Kate I would always be there for her daughter if she ever needed me.

When Anne decided to quiz on on where in the city she should I've and where the best bars were, that's when Kate stood up and called time on the conversation.

"No you don't. We need our bed. And so do you young lady. Let's leave that conversation until tomorrow."

So at that we all kissed and hugged good night. A knowing look and silent sigh from Kate made it clear that anything between us was off the cards tonight now however. So it was a very drunk and lonely man who went to bed that night. Into Anne's bed that is. And knowing that is where my problems started. I thought about her as I undressed. I thought about how she had surprised me almost totally naked earlier. How she she flirted with m. How she had turned into a beautiful young woman who could have the pick of men and the whole world at her feet and the future ahead of her. Oh how I envied her. And Olly!

As I lay in bed, just in my boxers once more, my thoughts started to drift in dangerous territory. I imagined what would have happened if when Anne had hugged me earlier in this room, what if my dick had gotten hard then. If I wasn't so stunned to have been surprised in that way there would have a real possibility of that. Given her flirtatious mood, would she have teased me about it? Or would she have taken hold of it and taken things further? As I pondered the possibilities my hand moved down body and into my shorts, almost without me thinking about it. I stroked, releasing it from their confines, and eventually removing the shorts entirely so. Could spread my legs fully and really go to town on my dick. I was about to cum in Anne's bed. That wasn't in my mind at that moment but I was so close to doing that. Luckily, or so I thought, I was so drunk, I could stay awake long enough. And so there I lay to morning, duvet pushed back, my legs akimbo, hand on my dick, snoring away like the old drunk I am.

As the morning began to ease its way around the curtains and into the room my morning glory decided to respond. I lay there in my warm sleepy state in the still very dark room and imagined Annie's lips taking my cock, feeling my dick grow between them, pushing its way into her warm wet mouth. I imagined her playing with my balls and stroking my dick as she licked and sucked my dick too the edge. I imagined her climbing astride me then, slipping my now rock hard dick inside her, as she removed her night shirt and placed my hands on her boobs. Her firm and pert young boobs that fitted my hands perfectly. Sh she ground against my dick, causing me to lose all rational thought, I groped and squeezed her boobs in return. As the pace increased and the intensity of our passions and groans grew likewise, Annie began to bounce on my dick, taking me deep inside her, the tip of my dick pushing against her cervix each time. We came together, her hand over my mouth so I didn't moan outlaid so we would be heard by her mum in the next room.

I momentarily passed in and out of sleep a few times over the next few minutes as I basked int he glow of my post-fantasy orgasm. The worrying about the clean up could wait until I was ready do drift back into reality. But that could wait a minute or two more.

Only it couldn't.

"He he that was fun wasn't it?" Anne whispered in my ear.

Suddenly I was awake. I felt Anne's weight above me. I felt her hair in my face and on my shoulder as she stayed with her lips next to my right ear. I felt the warmth and wetness of her sex on top of me. I felt my softening dick slip out of her. I felt my work fall apart.

"What the fuck." Was all I could manage.

"You just fucked me. You fucked me so good. I think you enjoyed it too didn't you?" Annie whispered again.

"I thought that was ... Wait. Stop. We can't. Get off. Let me up." I said realising I was still pinned underneath her naked body. Underneath her stunning sexy lithe body.

"Oh it bothers you now does it? It didn't a minute ago."

"Thats because I thought it was a dream. No please get off me. This can't be happening."

""Too late, it just did. And I'm not moving until we sort this out. So unless you want there to be some kind of struggle and commotion I suggest you are quiet for a bit and listen to me."

I couldn't respond. I couldn't think of anything to say that would convince her to let me go and I knew I could push her off but it would cause a commotion. I had to acquiesce, buy myself some time to think.

"So this is how I see this going. You obviously have the hots for me, you just made that abundantly clear. And I kind of fancy you. And I definitely cannot have you fucking my mum."

I started to protest but couldn't even start my first word before her hadn't was over my mouth. Fuck she was strong too I thought.

"No listen I said. And don't bother lying about my mum. I know you two fancy each other. But if you so much as touch my mum I will tell her everything about what just happened. Maybe with an embellishment or two. Maybe I just came to bring you a cup of tea" pointing at the cup of tea on the chest of drawers next to the bed, "and you just reached out and started touching. I was scared and just did what you told me to do."

Fuck. She looked me deep into my eyes then, just inches from my face. Her stare was intense and determined and knew then she could do this if she had too. All I could do was nod.

"Hmm but maybe that won't needed, because I know you want more of this. She said this while whispering in my ear once more, but she had also begun to grind against me against, as if knowing the power she had over over me was turning her on all over again.

I couldn't help myself. Anne was grinding her body on tp of me, my cum still dripping from her pussy back onto my dick and down my balls, cooling as it went, as so I started to grind back.

"See, told you. You can't get enough of me can you?"

I shook my head limply but silently.

"Ok so this is what happens next. I am moving to Manchester in two weeks. You will find me a place to stay. You will pay my rent. And I will visit you whenever I need your help with anything. And you will remain friends with my mother but you will make it clear that it must always be platonic. Even a hint of anything else and this all blows up in your face. Understood?"

I gulped. "Yes Anne. I don't really have a choice do I?"

"No I guess you don't. Ok wait here while I go and get shower. Then I think you had better be next."

As she rose from on top of me I had my first glimpse of her full naked body and lets just say it did not disappoint. Such perfect smooth, pale skin. So perfectly proportioned combination of taught toned muscles and the slightest softness to her tummy, and plumpness to her ass. There were worse ways for ones life to fall apart I guess.

"Oh and I own your ass now. You know that don't you?" She whispered finally as she slipped out of the door.