I have been happily married for 20 years, and if you had asked me a few months ago, I had never even thought of cheating on my wife. It's crazy how I got here and now there is no turning back for me, although I am not sure how this can continue either.
Last month we went on a family vacation with my wife, my 18 year old daughter, Emily, and her girlfriend, Charlie. We have done this almost every year for the past 5-6 years and my daughter usually always had a friend tag along with her, although this was the first time she brought her girlfriend. They had known each other since they were kids but only started dating recently.
We had booked a villa with a pool, and this was supposed to be a week long relaxing holiday. The very first evening the girls went out for shopping while I decided to stay back. I was lying on the sunbed by the pool, reading my book, when I saw the living room door slide open. I hadn't realised that Charlie had also stayed back. She was in a red bikini, skin smooth as silk, as she slow walked out. I hadn't realised I was eyeing her bottom to top until my eyes met hers and she blushed a little. I felt very awkward as this just sort of happened and immediately diverted my eyes towards my book.
Over the next 15 mins or so I found my eyes slowly wandering towards her as she swam in the pool. I had known Charlie for years but had never really looked at her like a woman, until now. Again I kept trying to focus on my book but I wasn't able to concentrate. I heard her giggle and I looked at her again, as I saw her staring towards my shorts and then diving back into the water to swim. I looked down and had not realised I had a boner!
Embarrassed, I tried to shift around to hide it, and wait for it to go down so I could stand up and get back into the house. After a few minutes I turned around to catch another glimpse of Charlie, and to my surprise I saw her bikini on the ground next to the pool, while she swam in it completely naked. My jaw dropped...
I could feel my heartrate increase as I kept looking at her body. She then stood up in the pool, water pouring down her breasts, as she moved her hair back. She then started getting out the pool but I just couldn't look away, she was completely smooth from top to bottom, and my cock was now raging inside my shorts.
She didn't look at me at all, and started walking towards the living room, dripping water everywhere. I dont know what happened to me, I felt like I was not in control of my body anymore. I stood up, and started following her in. She then bent down to pick up the towel near the living room door, and I was just staring at her back, like I was going to devour her. She then wrapped herself with the towel as she continued to walk into the living room, and towards her bedroom. I continued to follow.
I then just said 'Charlie', not knowing what I will say next and she turned around, 'Yes Mr. Smith?'. I just pounced at her, as her towel fell on the floor, my arms around her and my lips on hers. She immediately grabbed me as well and started kissing back. It was as if she had been waiting for this for a long time...
Soon we were in her bedroom going at it like wild animals. She was screaming in pleasure as I thrusted inside her, deep. We fucked for a while until I couldnt hold it back anymore, and I exploded inside of her.
We just laid there for a bit more, my cock still inside her, with cum dripping out all over the bed, and we continued to kiss each other, like a young couple after making passionate love.
Suddenly we both heard some noise by the front door, my wife and Emily had returned. I jumped up, grabbing my clothes and trying to put them on in a hurry. Charlie shut the bedroom door immediately as I ran out.
To our relief this remained our secret.
The rest of the trip, Charlie and I would fuck any chance we could get. And it all felt so wrong knowing she is Emily's girlfriend, I just couldnt get her out of my mind, and it seemed neither could she. I thought perhaps she only got close to Emily to get to me? But I didn't know what to think, I was letting my cock do the thinking instead...
When we got back from the vacation, I imagined this would be the end of it. A wild affair between a young girl and an older man, who was maybe a bit bored of his marriage. But I realised, as a few days went by, that my thoughts kept wandering towards her, reminding me of our time together.
About a week later, I was working from home while my wife was at work and Emily was at college. I heard the doorbell and went to check, to my surprise it was Charlie.
She stepped inside, and before we could even say hello our lips were locked again. I had missed her deeply, and it seemed so had she. She then told me to wait for a few minutes, I assumed she needed to go to the bathroom but for some reason she walked upstairs. After a few minutes she came back down, and to my shock she was wearing one of my daughter's dresses.
'What's going on?' I asked and she just shushed me, 'I just want to try something, it's a bit of a fantasy'. She pushed me down on the sofa. I was utterly confused but didn't resist. She unbuckled my belt and pulled out my cock that was already hard. She then climbed on top of me with her dress still on, and mounted herself. She was already dripping wet and my cock slid in as she began to gently grind me.
'Ah, Charlie' I moaned in pleasure, as she whispered in my ear 'call me Emily'.. Something about this felt so wrong but it turned me on so much, I grabbed her by the hip and started thrusting myself as she rode me. 'Oh, Emily, this feels so good!', 'Yes daddy!' she exclaimed. I felt like I was about to cum right then and had to really control myself. She then pulled one of her breasts out of her dress and I instantly latched on with my mouth.
'Yes daddy, fuck me harder, fuck me like mommy' she screamed as she orgasmed, I couldn't control myself anymore and came hard.
She then got back up and giggled, and then left without saying goodbye while still wearing Emily's dress. I was so confused at this point. I felt so turned on by the sex we had but all of this also felt very wrong. I didnt know what to make of it.
This continued for a few more weeks, we even fucked in Emily's bedroom while Charlie role played as her in her pyjamas. It was fucked up but also some of the best sex I had ever had.
One of the weekends we were having a bbq before the end of summer, it was just my wife, Emily, and Charlie. Emily was wearing the same dress that Charlie had worn the first time she came by our house since the vacation. At one point I found myself eyeing up, who I thought was Charlie for a moment, and to my horror realising it's my daughter I am looking at and immediately looked away.
However, as the evening continued, I found my eyes wandering towards Emily, as I had flashbacks of fucking Charlie in that same dress a few weeks ago. On the dinner table, I started getting hard, and really had to fight myself to stop those thoughts.
Soon it was getting dark and my wife went to bed. Emily and Charlie were still up drinking and I was sitting with them, thinking I should probably also leave soon.. Charlie wanted a particular wine that we had ran out of, so Emily decided she will go get it from the local store which was about a 10 minute walk. We suggested we go with her but she insisted we stay back and she will be quick.
I got myself another beer from the fridge and sat down on the table opposite Charlie. She looked at me with a smirk on her face, 'Emily looks gorgeous in that dress, doesn't she?'. I didn't respond.. But I could feel myself getting hard as I pictured her in that dress. Charlie also made herself another drink and continued 'Emily really is beautiful, you dont know what you are missing out on..' I stayed quite but my cock was rock hard at this point.
'Quick, we don't have long' Charlie then said with urgency, as she jumped towards me and unzipped my jeans.
'Wait, hang on a minute' I tried to resist but she was too quick, and she could see I was already hard. She then turned around, facing the table, slid up her dress, and sat down on my cock. I just slid in effortlessly and gasped.
She held on to the table with her hands, arching her back a bit and pushing down on my cock. I grabbed her breasts from behind as she started to fuck me. 'Think of Emily, imagine this is your daughter on your cock, squirming from pleasure'.. As she said those words I couldn't help picture her as Emily, from behind they look almost the same anyway..
We kept fucking for a while, I felt I was about to cum but we heard the main door open. Charlie jumped up while I was just about to explode. 'Fuck I am going to cum' I held on to my cock as I was about to spray the floor.
In a split second Charlie was under the table, with her lips wrapped around my cock as she started swallowing it all down.
'I'm baaaack with more booze!' Emily exclaimed as she glanced into the living room, saw me on the chair but couldn't see Charlie under the table. I was still cumming and Charlie was gulping it down quietly. 'Where's Charlie?' asked Emily as she turned towards the kitchen to put some of the other drinks in the fridge.
Charlie then slowly got up, wiping the dripping cum from her face, and I quickly put my cock back inside. Fuck, that was a close one, I thought to myself. Emily then walked back in and Charlie immediately kissed her, almost like on purpose to show me, knowing she had just sucked me dry..
Seeing them kiss like this, I was still hard.. Charlie pushed Emily towards the wall as she kissed her passionately, I could see Emily was really into it as well. I wanted to look away but I just kept staring at them, my cock was raging again. Charlie then pulled back and said 'I missed you', as she gave me a glance as well.
We then continued with the drinks and music. Charlie was sitting on my left, and Emily on the right. They leaned forward and started kissing again.
'Uhm I think I will go to bed now, and leave you two to enjoy the rest of the night' I said as I started to get up. Charlie put her hand on my thigh and pushed me back down 'Dont be silly, stay for a bit longer'.. She kissed Emily again, with their eyes closed, and Charlie slid her hand on my jeans, over my cock slowly massaging it. Seeing them making out infront of me with Charlie's hand over my cock, I was raging to go but really had to control myself.
The drinks went on for another hour, by this time we had moved to the couch. I put my head back and didnt even realise I was falling asleep.
I soon felt Charlie sit on me again, I woke up, and saw Emily was gone now. Charlie was slowly grinding me, and I put my hand around her waist, then gently kissed the back of her neck.
I unzipped my pants and pulled out my cock. Then gently lifting her dress I positioned her on me. This time her pussy felt tighter and I was even more turned on. I slid my hand under her dress and grabbed her right breast. It also felt a bit different.
Then suddenly it hit me, wait, this was the dress that Emily was wearing!? 'Fuck' I exclaimed as I tried to push Emily off but she just pushed down instead 'Yes daddy, fuck me harder'. This was Emily, I was in shock, but I also couldnt stop myself. I saw Charlie then walk up from behind the sofa and stand in front of us. She bent down and kissed Emily, as Emily continued to ride me.
Charlie then got on her knees, and licked my balls and Emily's pussy. I couldn't hold it back anymore and filled Emily up with cum. Emily was also shaking in excitement as she orgasmed, and slowly got up. Her pussy dripping my cum everywhere as Charlie continued to lick my cock and clean me up..
I was in ecstacy...