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I slept with my friend's dad. (F/M)(Long) | 2016
Feels good to finally share this, but I suppose a bit of background is important here. My friend, we’ll call Cassie, and I had been friends since we were 15, did ballet together and all that girly crap. We were both friends with a girl who lived next door to me so we would hang out through said neighbour girl but weren’t all that close ourselves. Anywho, Cassie lived mainly with her dad because her mom was a flight attendant and was never around. Obviously I’d known Cass’s father Michael for years and I always thought he was sexy, and not in the “oh he would of been hot in his youth” kinda way, he was a fucking fox, but obviously this is just one of those things you think about and dismiss as a ridiculous immature fantasy, or so I thought. He almost has a Clooney thing going for him - about 43, square jaw and dark warm eyes and in amazing shape (he used to own a gym franchise and sold it in the 90’s and has been doing the same thing ever since, becoming very well off and established in the process). Cassie was always, in my opinion, unnecessarily cruel to her dad. I know he has fucked up in the past but he did so much for her and set her up with this incredible life and has always been trying to win back her trust. He would ask her how her day was and she would call him invasive and clingy in front of all her friends and it just sucked. She flat out told me that she has a list of things she wants in his will and is pretty much excited for him to die/divorce her mum so she can get an apartment in Sydney. I would always hang out with him and try cheer him up, and we had our fair share of awkward, bordering on inappropriate flirtatious jokes and cuddles. Even though I was attracted to him and I knew he thought I was beautiful, any thoughts I had were dismissed as ridiculous fantasy, he was twice my age and married and my friends dad and he’d known me since I was 15 for starters.
Anyway, it was Cassie’s 21st birthday dinner that her dad had organised for her family and close friends at this massive restaurant he hired out at a hotel. Being a 21st in a pretty boring city, word spread fast and there ended up being about 150 people there towards the end of the night. Luckily we had dinner with all her close friends and family before everyone in our graduating class arrived. During the dinner, I was sat next to Michael and I started experiencing all those stupid thoughts you have when you’re almost touching someone and it feels like you can physically feel the energy between your bodies. I could smell his cologne and the scotch on his breath and all these minor details were becoming almost overwhelming, my head was doing backflips just sitting beside him and we’re all having this lovely dinner and I’m pretending not to notice the warmth and shock I felt every time he touched me. As the night went on, most of Cass’s family went home and it pretty much turned into a frat party after that. We were all crazy drunk and I went out for a smoke to get some space, and ran into Michael. We shared a cigarette and conversation was so easy between us, he had his arm around me and would touch my legs while talking, but I would always overanalyse and assume I’m taking things the wrong way. A co-worker of his came outside and all of a sudden things looked weird, and I kinda understood why, he was obviously uncomfortable like he had walked in on something so we went back inside. Its about 4am and people started leaving and there was champagne and silly string over everything and everyone, there was literally a shower of champagne and glitter so we kinda looked like an adult version of those nickelodeon slime victims.
Cass and I and a couple other girls shared a room at the hotel and went up to crash, and Michael was down the hall from us. Initially we were all just going to sleep and were way too exhausted to do much else, but Cassie and the girls decided they wanted to go to this guys house near by on the beach. I never liked him (we all graduated together) for a number of reasons but I really just wanted to stay and find Michael. Luckily everyone knew I hated him and why, and thought nothing of me staying back at the hotel to sleep. It was probably 10 minutes after they left that I went to find him or ‘accidentally’ bump into him. I was out in the corridor and I contemplated knocking on his door and just as I’m about to go back to my room and remember that I’m drunk and stupid for evening thinking this could happen, when he opens the door. In a towel, to put a sign on the door. I freezed and he was startled enough as it was. I told him I was saying goodbye to the girls and he asked why I didn’t go with them. I didn’t even know what to tell him I just blanked and luckily he killed the silence and said something like “I’m not tired, do you want to hang out?”. Before I knew it I heard the door click behind me, and as soon as I did it was like the world consisted of nothing else but that room, and all pretence stopped right then. “you’re a mess” he said (I somehow forgot I was a sticky glitter wreck), “let’s get you cleaned up”. He started walking towards me and I had never been that close to him before, I studied every inch of his toned body, smelled his cologne again, and realised just how huge he was, easily more than 6ft.
I’m normally intimidated by really tall or large guys just because they could probably smash my head in with a bicep curl, but he had the softest and warmest look in his eyes and he felt so caring. He turned me around by my shoulders, walked me to the bathroom and turned the shower on. As I stood at the edge of the tub I could feel my heart beating out of my chest and I still wasn’t sure whether this was really happening. He kissed the back of my neck so that cleared everything up for me, then he started to unzip the back of my dress. I remember feeling his knuckle slide down every vertebrae, sending chills up my spine. He slipped my dress off and told me to get in, so I did. He just stood there watching for a second, I was still so nervous I thought he could actually see my heart pounding against my chest. He unhooked the shower head and started washing me all over. His eyes would fixate on every area he washed for a few seconds and then dart back to meet mine, like he was catching himself out. We barely said anything the entire time and it was really sensual and peaceful, like getting to know each other for the first time in a completely different way. When I was clean I stepped out and he embraced me in a towel and lead me back to the room. We both had a cigarette out the window, and he told me he had been thinking about this for a while, but always dismissed it and felt guilty. I told him I felt the same. Nothing else was said, he leaned in, held my face and kissed me, nothing crazy, just a soft kiss. I remember thinking how strong he felt but I wasn’t scared at all. I went and sat on the edge of the bed and he came over and told me to take off my towel. Looking back on it just about everything he said was an order but it didn’t feel like it at the time, he was just very direct and I was glad there was no confusion because all I wanted was to please him. “They’re gorgeous” he said staring at my breasts. He started rubbing and squeezing and I could feel my pussy begin to ache. He sucked my nipples and moved up my neck, he was confident and definitely knew exactly what he was doing, which was a little different having only been with 2 guys before him and being 20. He kissed my forehead gently then pulled my wet hair into a pony tail, pulling my head back. With one hand he dropped his towel revealing that beautiful cock I had been thinking about for so long, I couldn’t believe it was really in front of me. I began to lick up and down his shaft and before I could even begin to suck he pushed me back onto the bed. As soon as I felt my back against the sheets I felt his cock start to press on the outside of my pussy and we could both feel how wet I was, I was aching to the point of discomfort. He was so much thicker than anyone or anything else I had experienced, and it took a good minute or two to adjust to just how large he was. Obviously I had been with guys my own age, but i’m fairly petit and I’d never experienced anything like this. I could feel him stretching literally every inch of my pussy as it throbbed and spasmed trying to accommodate all of him. He thrusted and I yelped as he filled me entirely, never breaking eye contact and muttering ‘good girl’ every time I moaned or squirmed beneath him. He would push into me so hard the bed was smashing against the wall but he always kept a slow and steady pace. He flipped me onto my stomach, face down on the bed and began rubbing my back, moving down to my ass where he parted my legs and started rubbing my pussy, inserting one finger after another. I don’t think I’ll ever be able to explain how amazing every minute of it was, he was incredibly attentive and at the same time completely in control of me. I couldn’t stop from writhing and was shaking all over, sharp hot tingles raced all over my body and I almost felt like crying it was so overwhelming and intense. He fucked me so deep and over the next 3 hours or so I had more orgasms than I’d had in my entire life and I doubt I’ll find anyone more experienced than him. He spooned me to sleep at 7am and we got up at around 11 for brunch with everyone, including Cassie, and I had the most delicious blueberry scones.
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