[M]y [F]riend’s Dad: Age Differences

So I originally made a post in /r/sluttyconfessions about being at a wedding in a church where I’d either had some kind of sex with or been seen naked by 13 out of 18 men in the room, including both the bride’s and groom’s dads. I get messaged a lot like most women on Reddit haha but it’s the thing I get asked most and I wanted to write about at least one of them. If you haven’t read my post “A Whore in Church” you can read it now I’ll wait haha.

Dee and I grew up together but kinda drifted apart when we hit teenage years as she was more into school and honor society stuff and I was more into boys (or boys were into me haha!) We grew up a few streets apart and when we were younger we spent lots of time playing mostly at my house since my parents loved her. Her mom died when we were 14 and my parents helped her and her dad take care of things, still kinda acting like she was their daughter since she’d spent so much time at our house. Dee kept in touch with them mostly by emails and the occasional phone call while I was kinda doing my own thing by then and not really involved with her. Don’t get me wrong we were still friends but we just didn’t see each other outside school.

We went to different colleges and would occasionally email each other to see how we were doing but I didn’t see Dee much. She kept up with my parents on her various academic things though. My mom loves letting me know about Dee’s academic accomplishments and is still talking about how beautiful her wedding was haha

Anyway, I was 20 and coming back from college for summer break. I’d been pretty active on dating sites recently but had a few bad dates with guys my age and decided to have a search for guys a little bit older then me. Most women can back me up, there can be a few nice looking guys in that next age bracket but some real weirdos haha. I was going through them one night and found a pretty good-looking guy and really local to me. Couldn’t place where I knew him from so I just chalked it up to him having generic features, stubbly face, brown hair and brown eyes, average height, average build but he had a great smile! His profile picture was him on a boat with a captain’s hat on and a big grin. I LOVED it :D I read more, he was a widower and had an adult daughter, whatever. I messaged him not thinking I’d hear back but he must have been online because I heard back from him pretty quickly and we chatted a few minutes before he signed off to go to bed.

We chatted on the site for a few days, neither of us really putting any real signals out just kinda getting to know each other. When I mentioned that I’d grown up around here he was like Oh wow small world! and asked what school I went to. Still nothing clicked for me when I told him and he replied that his daughter had gone to the same school. He didn’t seem to notice or mind that he was older so I just kinda chalked it up to him being into younger women which was fine and we decided to meet for dinner. We met at a place outside town, he was early and waiting for me when I got there. The look on his face when he looked at me the first time told me that he had figured out where he knew me from. I guess my profile picture kind of hid my face enough, nothing like I was trying to hide but just me on a bar deck wearing my sunglasses that hid my face too much.

His eyes kinda widened as I walked up to the restaurant. He kinda pulled me aside in the parking lot before we walked in. He asked me what my last name was and I told him. He said that I went to school with his daughter Dee and had kinda grown up with her. It was like I solved a mystery! OMG that was where I knew him from! We just kinda stood there staring at each other but I asked if he wanted to have dinner anyway because we were both there. He agreed and we went inside. I think we were both kinda nervous at first but he had a shot and a beer and it seemed to calm him down a little. It was definetly a date after we sat down, talking about my school and his work and our experiences on the dating site we met on. Dee didn’t come up at all. By the time the check came he was definetly flirting with me and I caught him glancing at my cleavage a few times.

He paid for dinner and we hung out at the restaurant for a little bit longer but they were gonna be closing soon. He finally asked if I wanted to come back to his house to hang around and talk some more? We joked on the way out that I wasn’t old enough haha (I’d used a fake ID to get a glass of wine) and that if he was gonna card me. I followed him back to his and it was really weird walking inside because he still lived in the same house a couple streets from my parent’s house. Knowing that I’d been here as a girl and was returning here now on a date with him was weird but it didn’t feel wrong to me. For one, I was an adult and he was too. Another thing was that I could tell that he wasn’t just doing this because I was Dee’s friend, it seemed like a real surprise to him that he had a date and I showed up haha I had girlfriends later kinda call him out for being 43 on a date with a 20 year old but to me as long as we’re both of age it’s fine. It’s just what you’re attracted to I guess.

One thing I wasn’t expecting was walking in and facing a bunch of pictures of him and Dee in this big glass shelf thing that he had right inside his door. That made things get weirder and I thought about calling it off there but he realized it and apologized and brought me into the living room and gave me a beer, said that even though I was 20 he knew I’d had a beer or 2 haha There was a definete nervousness to him and I think it was the age difference and whether or not we could find common ground. He finally brought up how weird things were and I think that he was thinking how weird it was that he had gone on a date with someone who knew his daughter from when we were kids. I told him basically what I thought that I didn’t feel like he was stalking me or anything it was just a funny little circumstance and not to think anything of it. I told him we were both adults haha

Things relaxed after that and we had a few more drinks. He had a nice selection of beer and wine and we started talking about our experiences on the dating site again and he kinda casually let slip that it had been a while since he’d been on a date that had gone this well. I remember smiling in my head because I was thinking the same thing. I was finishing my beer as he said that and leaned in and kissed him. He kinda pulled back as I did but when he broke the kiss I looked him dead in the face and said that I was sure I wanted this. We kissed again and he put his drink down. We kissed again but I almost fell off the couch haha. I noticed as I was adjusting myself on the couch that there was also a picture of Dee on his coffee table. She was smiling out of that picture as I kissed her dad more and hands started to roam. He was very interested in my ass and pulled me on top of him on the couch so that he could touch me.

Hands were roaming for a little while before my blouse was opened and he had my bra pulled down and was taking each of my nipples in his mouth. I could feel his dick digging into me and managed to get off the couch and pull him back into his bedroom. He asked if I was sure because there was no turning back now. I didn’t even answer I just started taking the rest of my clothes off haha Very soon I were naked in his bed. The first thing he did was sit next to the bed and tease my pussy while he licked and sucked me. He was not the first older man I’d had but the first I’d had in a while and I’d forgotten how amazing it felt to have an experienced guy giving me head instead of some frat guy barely doing it to say he did. He brought me to the edge a few times and when I finally got him to stop since I wanted to return the favor he got a condom from his night table drawer.

He didn’t seem interested in a blowjob but I wanted to give him one. He let me undress him, he’d worn a very nice dress shirt that had been tucked into slacks. I’d already unzipped him on the couch while he was touching me and touched him through his jockeys. I was pulling the jockeys down and almost got slapped by his cock haha I took him in my mouth and heard him gasp and moan. I could feel myself getting even wetter if that was possible since he’d already fingered and licked me better then I’d been in a while. His hand found my ponytail and I let him control how fast I went. His moans told me how much I should suck or use my spit and he just kinda gently fucked my mouth. He didn’t last long before he was bringing his wrapped condom over and kinda clumsily trying to open it. The wrapper was right in my ear haha I took it from him and opened the wrapped with my teeth which made him kinda gasp like he was wondering how many condoms I’d opened haha

I slid it on him and he let me work my way on him. It was a good size, average thickness maybe a little more then average length. All I remember is that it felt amazing pushing inside me. I felt my knees kinda quiver when I hit bottom because it felt like it was a foot long haha He let me take the lead at first, hands on my hips while I just rocked back and forth and side to side on top of him. His hands gripped my ass and his first spank on me was kinda like he was wondering if he could do it or not. I moaned and nodded at him and he did it again. I started to ride him and he just held my hips in place and watched me work which I was soooo ready for. His hands would occasionally reach up to grope my tits or pinch a nipple but he was content and so was I to just let me fuck him! After a little while of this he pulled me down and kissed me, it was a soft kiss and his tongue slid in my mouth and went around my tongue while he started to thrust up to meet me. The first time he pushed up as I sat back down I felt like a shock inside me. The second time I felt it again but harder and after a few of those I came. I came so fucking hard I screamed. Just the sensation of him fucking back up into me was amazing and not something I’d had a partner do, most guys would just let me ride them and they’d play with my tits and let me get myself off. He was pushing his hips back up to meet me every single time and it felt AMAZING. He didn’t stop either. He whispered to me to try and keep going and I did the best I could and he worked out my timing and was hitting me so perfectly it was like an electric charge every time! I would let out a kinda scream each time and he had this handsome smile on his face :) until I couldn’t ride him anymore.

I wasn’t ready for round 2 yet but he was haha He rolled me over and started fucking me harder then he had all night and I knew he was close. I wrapped my legs around him again and could feel every inch of him. I was moaning with every thrust it was like he was trying to hammer me into the mattress! He was up on his forearms like he was planking and just fucking me with everything he had. He finally came and I could feel him cum in the condom and wrapped my arms around him and kinda pulled him into a hug while his cock pulsed inside me. He didn’t yell or make a really loud moan or anything like I thought he would it was kinda this really low sounding OHHHH and it would stop every time I felt his cock pulse and shoot more cum into the condom. Finally he stopped and pulled out of me. I couldn’t believe how much cum there was! He was kneeling between my legs and I looked down and could see that it was starting to slip down the sides of the condom and make its way towards the base of his cock. His dick was still doing that little surge thing where it’s just there looking at you and then it’s like it flexes haha

We didn’t want to get cum on his sheets so we retreated to the bathroom and the shower where he let me take the condom off and toss it in the trash. He started to ask if I wanted to shower real quick but I’d already turned the water on and gotten in his shower. He had this really nice bathroom and the shower was the same, all tiled and looking nice and even had a little seat in the corner away from the water. This was where I sat while he let me clean him off. We stayed in the shower for a long time, some of it was me sucking him some was him gently fingering me because I was still so sensitive from the pounding I took a few minutes ago haha and I eventually coaxed another erection from him and sucked him until he came down my throat. We must have been in there for an hour haha

We dried off and went back to his bedroom and just kinda laid there for a few minutes. He finally said that he didn’t really know what to say haha We were both really satisfied and I told him I hadn’t had anything like that in a long time. We started to talk about how a relationship would work and ended up sitting up and talking for another few hours before we came to the conclusion that it wouldn’t. First off, Dee would find out and he said he thought it would hurt her a lot and I agreed. Second, he wasn’t sure how it would look for my parents that we were dating. Then there was all the stuff about our age difference and how it would effect his job and all that and we agreed that it had to be a one-night thing. :( We didn’t have sex again that night but he did kiss me again and thank me for a great night. I did the same and we parted. I drove the few streets over to my parent’s house haha

I honestly hadn’t seen him until I was one of the people at his daughter’s wedding. He looked really happy and handsome that day and I was kinda happy but also sad to find out later that he’d been dating a woman from work for a little while. I didn’t have the balls to go up to him at the small reception, I’d just congratulated Dee and her new husband and went to have some drinks alone haha. I don’t think he’s the one that got away for sure because it would have been a weird relationship but that was an amazing night. :)

Source: reddit.com/r/gonewildstories/comments/6mg0g1/my_friends_dad_age_differences

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