Cheating with my boyfriend’s uncle

Hi, I’m Elisa. I’m 32, I’m bi, and I’ve had a complicated relationship with my sexuality my whole life. I’ve not always understood it, or acknowledged it, or acted on it. But it has been the source of incredible pleasures and the lowest shame. I think that I’m more at peace with it at this stage in my life but it continues to confuse me to this day.

I’ve done such depraved and immoral things in my life (despite being cripplingly shy) and I do feel shame about them, but I also love the fact that I did them. No matter how bad something makes me feel after I do it, it always seems worth it. I just love being naughty.

I have so many stories to share with you all and I’m kind of surprised I’m going to do it. Being in Covid lockdown has been really hard on me, though. I have a wonderful boyfriend who I live with, and we’re in a serious relationship, but he is very different from me. I probably fell for him because he has his shit together and is calm, stable, and set in life. But he doesn’t have a shred of a kinky side. I can’t talk to him about it or act on any desires because he has made it clear on many occasions that he will not budge on his stance. Just as a side thing, it totally sucks when you fall for someone hard and they’re not sexually compatible with you. Anyway, I need to vent. I have been stuck at home for most of a year because of Covid with only my memories, desires, and thoughts to keep me company. My boyfriend is still able to work right now so there are huge chunks of the day where I’m alone with not much to do but think. As I can’t indulge myself much, I’ve decided to write down the things that I’ve done in separate stories. Not only do I think it’ll be fun to tell a load of strangers but it’s also a good opportunity for me to masturbate while I write. So, dildo at the ready.

I won’t go into my past much now but I will say that I was raised in a tiny English town with strictly religious parents. It wasn’t the religion that was that strict I guess, just my parents’ conservative attitudes. I led a really, really sheltered life until I was 18 and I moved away. Basically, my dad became physically abusive, and as innocent as I was, I wasn’t going to sit around and get beaten. After I moved away I became extremely sexually active and that hasn’t really changed to this day. I’ll go into my past when I tell other stories but I wanted to start with a much more recent event that has been happening. Mainly because it turns me on the most. Everything I have written is true, to the best of my memory. Ive had to fill in gaps here and there but only little things. Anyway, enjoy. Or not.

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So, in 2019, I must have been with my current boyfriend for about three years. We were serious and in love. It was coming up to June and my birthday. My boyfriend, who I’ll call James, was speaking to his uncle on the phone one day and he brought up that we were celebrating my birthday at a super swanky restaurant. His uncle, who I’ll call Mike, didn’t usually come out to many family events and offered us to go round to his the week before to celebrate. James was slightly hesitant as his uncle loves to smoke weed, which James does not, and he knows I used to enjoy it a lot before I met him. He ended up caving, mostly because he was on the phone and couldn’t come up with an excuse quick enough.

It’s about a week before my birthday and we go round to his uncle’s house. Quite a nice place; decent private garden, detached, good neighbourhood. I’d met Mike several times before but I never knew where he lived. From what James had told me about him, I was quite surprised he had a nice house. We go in, exchange pleasantries, and sit down in the kitchen with some drinks. His uncle was much zanier than he had been when I’d met him previously, I think in his own home he just felt more comfortable to be himself. So we’re just chatting away when his uncle mentions that he has some great weed and offers it to us both. James turned it down and so did I, but only because I knew James would be mad with me later. His uncle lights up a joint and puffs away on it as we all talk. I remember being so wrapped up in the smell of it, which brought back loads of good memories. A couple of hours of mildly interesting conversation had passed and we decided to leave. His uncle was much funnier than I had known him to be before but they were both talking about work, which was quite boring for me. On the journey home, James brought up the weed with me. He said that he knew I only turned it down because of him, which he was thankful for. I ended up confessing that I would really have enjoyed a smoke after not having any for so long and, being my birthday soon, James felt bad and said we could go back another day. I happily agreed. James spoke to his uncle that night and we arranged to go back over two days before my birthday.

The day rolls around and I’m really excited to get high. We get to Mike’s house and within about half an hour I’m melting into the sofa. I don’t know if the weed was strong or if my tolerance was just very low but I got very high. Anyway, this is where things changed for good. They both started talking about the American civil war and I just shut off. I had zero interest in it. So, I just went on my phone and passed the time. Occasionally, I would look up at Mike or James and feign interest in what they were saying. By chance, as I glanced up at Mike one time, I noticed a large bulge in his baggy tracksuits. I immediately looked away and fixed my eyes on my phone. I just stared at the screen, mulling over what I’d just seen. He wasn’t hard, which meant that he must have a fairly decent cock when he was erect. I really struggled to get it out of my mind. I played with my phone for maybe half an hour, just thinking about Mike’s bulge. I had to see again. I snuck another quick glance when I thought it was safe and then looked straight back at my phone. After seeing it again, something changed. I was just curious and sort of shocked before but now the thought of it was making my pussy tingle. Before James, I had a crazy sexual past. I still did some naughty things while I was dating him but it had mostly all stopped. Now I was starting to feel it all again; that old, deep urge to be naughty. I probably snuck a few more looks before we eventually left. On the way home in the car, I was dead silent. James asked a couple of times if I was okay and I just played it off as being high. But I was just thinking about Mike’s cock. I imagined how big it would be, how it would feel to hold, to suck, how it would feel pounding away at me. God, I was horny that night. I felt guilty the next day for thinking it all but it still turned me on.

A few months passed and the event had completely gone from my mind. James came home from work one evening and started telling me about his meeting at work that day and how they were really impressed with him and wanted him to present his work at the regional meeting. He was really excited about it, mainly because it could potentially lead to a promotion. The next day he came home and told me that it would be in a city quite far from our house. We looked it up on Google and it was relatively near to his uncle Mike’s house. He decided to speak to his uncle and see if he could stay overnight and leave early in the morning for the meeting. His uncle agreed and that was that. I told James I would come along and I could drive him from Mike’s house straight to the meeting and he wouldn’t need to worry about parking. My only bad intention was to hopefully smoke some more weed.

The day before the meeting arrives and we are at Mike’s house talking about history, somehow, again. I didn’t get to smoke anything either because James was pretty tired and wanted to get to bed early. I was super disappointed. James was upstairs brushing his teeth and I had gone down to get a glass of water to bring up to bed with me. His uncle was watching something on TV as I passed to go up the stairs. I told him goodnight and started walking up. I was halfway up when I heard him whisper-shout my name.

“Elisa!”

I stopped and headed back downstairs. Mike ushered me closer and quietly said that I could come back over, the next day, after I had dropped James off. He said we could share a joint as he could tell I wanted to join in with the smoke that night. I said that might be cool and he gave me his number and told me to call or text him when I was about 10 minutes away. I was psyched as I didn’t know how long it would be before I could smoke again.

The next day I took James to his meeting and headed straight to a coffee shop. I grabbed some extra strong coffees and drove towards Mike’s house. I won’t lie, I had thought about his large bulge a few times that morning, but I was more interested in a smoke with him and then maybe shopping afterward, before I picked up James. I called Mike and he said he was just getting up and he would put the kettle on. I told him not to bother as I had a coffee for us both. Once I got there, we sat on the sofa and start chatting about James’s meeting. After we finish our coffee he rolls up a joint for us both and we light up. It felt so nice to be stoned again. We were talking away when he mentioned that his laptop had been playing up and asked if I could help at all. I said I’d give it a try and logged on. He was such a technophobe and was clearly awful with technology but he just came from another generation so I understood. It was just running a bit slow so I did all the usual things to help speed it up. He got up and went to fix us some more coffees as I worked away. Finally, I went to delete his browser cache, cookies, and browsing history. Oh, my, God. You have never seen so much depraved porn in your life. Pissing porn, anal squirting, gang-bangs…and everything in between. I quickly deleted it but the sight of all that filthy porn was burned into my mind. I was in shock. Mike wasn’t really a good-looking man, despite being in great shape, but I was seriously interested in him now. All I could think about was his filthy choice in porn. He came and sat back down next to me with my coffee and I could barely look him in the eye. I was nervous and speechless. He asked how it was going and I told him that I had done everything with the laptop that I could. We chatted a while longer, had one more joint, and I told him I was going to go shopping. I managed to sneak a couple of glances towards his crotch before I left but I could never get a good view. I got into the car and my mind was racing. I drove to the nearest public toilet, got in a cubicle, and played with my pussy until I came. I killed some time for a couple of hours afterward and went to pick up James. The whole ride back home he was talking and the whole ride home I barely listened. I was unbelievably horny. When we got home I basically jumped on James and we had great sex. I was just imagining being with his uncle and being treated like one of the girls in his porn videos.

A few days later, when James was getting ready to leave for work, I got a message from his uncle while I was still in bed. He thanked me again for helping with the computer and joked that it was probably all the porn that was slowing it down. I hid my phone under the pillow and waited for James to leave the room. When he finally did I whipped it out and read the message again. I replied saying that it was my pleasure and that he shouldn’t worry because I’d seen it all before. I was desperately thinking of a way to flirt with him without it being risky but I just couldn’t think of a way. I waited, impatiently, for him to reply. My phone buzzed and I opened the message. He joked that the porn was because he’d been single for about 13 years. It drove me crazy thinking about all his pent-up sexual energy and how I wanted to be on the receiving end of it. He replied pretty quickly saying that being single for that long does strange things to your mind. I immediately replied asking what he meant. He messaged me back saying that he could have sworn he saw me taking a peek at his crotch a couple of times when I was over. I was mortified. It was all fun and fantasy until he said that. I felt so guilty and ashamed and worried that he would tell James and that I had fucked everything up. In hindsight, that was probably my way in. But instead, I replied saying that it wasn’t intentional if it did happen and that I was sorry. I waited nervously for the response. My phone buzzed again and I picked it up. He said something along the lines of ‘I told you being single for this long does strange things to your mind.’ God, I was so relieved. I hadn’t fucked up my relationship. We wrapped up the texting pretty quick and I soon forgot about it. I played with myself occasionally thinking about Mike but I always felt so guilty afterward, so I eventually stopped.

A month or so passes and I get a knock at the door one day. I sign for a package and leave it on the kitchen table, assuming it was something for James. Just by chance, I glanced at the package while walking past it, later that day. It was for me. I curiously opened it up and started removing packing peanuts. I laughed when I realised what it was, a big dildo. It was fleshy, almost life-like, and maybe about 10 inches; I didn’t bother measuring it. I assumed it was from one of my silly girlfriends, so I put it back in the box and put it in a cabinet upstairs. I messaged my girlfriends on our group chat and told them to fess up. None of them admitted to sending it to me. I was convinced they were just screwing with me. I carried on with my day and told James about it when he got home, half hoping he had ordered it. He thought it was pretty funny, though, and denied sending it to me. I just assumed it was one of my girlfriends and I’d wait for whoever did it to own up to the joke. About a week later, Mike messaged me. I was just about to go out and do our weekly shop when I read the message. He said ‘did you like your late birthday present?’ I was in a rush and the message confused me. I assumed that he had sent a gift at some point and I hadn’t received it yet or something. I was most of the way to the shops when I suddenly remembered the dildo from the week before. I genuinely couldn’t believe that it could be from Mike but I had to know. I pulled over as soon as I could and took out my phone. I messaged him and asked what present he was talking about. I waited in my car for 10 long minutes before he replied. He said ‘you couldn’t have missed it.’ I sat there with my mouth hanging open. That cheeky fucker, he HAD sent me a dildo. I couldn’t quite compute everything that was going on, I remember feeling like it just wasn’t real. I messaged him saying that I wondered who had sent it and asked why he had sent it to me. That was the thing, I think, I just didn’t understand why he would have done it. He replied saying that he knew I really was trying to look at his cock that time, so he thought he would give me it instead. I remember being so confused by the word ‘it’. I messaged him, jokingly saying thanks, and asked him what he meant by ‘giving me it.’ He responded saying that he had ordered one of those penis casts and that the dildo was a replica of his cock. I can’t fully explain the disbelief and the emotions that ran through my body and mind at that moment. It genuinely didn’t feel like it was happening to me. He hadn’t been flirty at all when I’d seen him before, so I think the shock of it hit me more than anything else. But seconds after I read the message, I suddenly realised, I had a life-size replica of his cock sitting in my cabinet. My dirty mind turned on. I was insanely curious before about what it looked like hard and now I was going to find out. I literally could not go to the shops. I pulled the car around and sped back to the house; I couldn’t get home quick enough. I haphazardly parked the car in the driveway, rushed inside, ran upstairs, and pulled it out of the cabinet. I felt like a little girl on Christmas. I upended the box and packing peanuts went flying everywhere. I could feel how much it weighed as it hit the floor with a heavy thud. I just glared at it, sitting there among all these foam peanuts; it looked like an absolute monster. I picked it up and gripped it tightly, looking over all the veins and bumps. It had a huge head, was very thick, and was a long God damn dick. I wasn’t going to wait around so I ran into the bedroom and flung myself onto the bed. I wriggled off my clothes and found my old lube at the back of my night-stand. I almost emptied the whole thing onto the dildo and enthusiastically massaged it all over. I’ve never been especially tight but it was a struggle to push it in. I slowly eased it more and more into me until it found its place and slid in deep. My eyes were rolling into the back of my head. I slowly pulled it all the way out and repeated the process again, and again, and again. Now that I had got into my rhythm and pretty much got used to the feeling of being stretched, I started thinking about Mike. I was thinking all sorts of filthy things: James’s unattractive uncle just pounding me hard and calling me a slut and a pig, how naughty it would feel cheating on James, what it would be like having this huge cock unload all over my face. You name it, I thought it. I came several times, harder than I had in ages. After my session was over I went into panic mode. The box and peanuts were all over the hallway, I had to hide the dildo, I had to secretly bin the lube, I hadn’t done the shopping. And I started to feel insanely guilty and shameful. I couldn’t believe what I had been thinking. I loved James so much and I didn’t want to hurt him…but at the same time, that desire was still burning into the back of my mind.

I ended up cleaning everything up and going out to the shops in the end. I bought a really nice dinner and cooked for James and me that evening. I was massively overcompensating. At the end of the evening, when James was taking a shower, I returned to my phone which I had placed out of his sight. There were five or six messages from Mike. It suddenly dawned on me that I had never replied to him. The first message was something like ‘hope you don’t mind’, the second said ‘hope you enjoy it’, the third said ‘thought you would enjoy having a bit of something you can’t have’, the fourth was like ‘probably best to keep it between us’, and then maybe a couple more messages saying ‘sorry if it was inappropriate’ blah blah blah. I looked towards the bedroom door to double-check James wasn’t there and started replying. I basically said something along the lines of ‘it was a bit inappropriate but I thought it was really funny.’ I still felt deeply guilty about it all and was worried James would find out. We messaged back and forth a few times and settled the matter as something that was more joke-like than sexual. I was so relieved. I had this horrible gut-feeling that he would threaten to tell James about it, which would have wrecked our relationship, but thankfully he wasn’t like that. It kind of angered me a bit, actually, not sure why. Anyway, that was that.

I carried on with normal life and I’d buried the shame and desire so I could carry on maintaining some sort of happiness. My naughty moments usually happen intensely and quickly and then I’ll bury the memories of it so I don’t die of shame and guilt. I’ve sort of learned to live with it. I know I’m fucked up. About a month had passed and James ended up getting his promotion, which I would become extremely grateful for. It was difficult, though, because he had a really long commute to work, so we wouldn’t see each other that much. One day he comes home and says that he wants to move house, which led to a bit of an argument actually. He was making much better money now but it would mean that I would have to commute for much longer. He suggested I find a closer job once we had moved and that really pissed me off. He just expected me to leave my job and do what he wanted. So, we argued, but I eventually came round to the idea. It took quite a while to find a new place but two months on and we had just moved into our new home. We spent weeks making the place our own but it all came together really nicely. It was a little bigger than our old house and was much newer. James’s commute now only took about 30 minutes, so we were seeing more of each other and spending quality time in our new home. It was hard for me, though, because I had no job. It is so boring sitting in a house with not much to do. (If only I had known Covid was on the way!) I spent quite a bit of time looking for work but nothing really appealed as much as my old job. Eventually, I got really bored with looking for work and stopped searching, so I ended up with a bunch of time on my hands. I would do silly things like drink wine during the day or go out shopping, with James’s money, for hours on end. There’s only so much of that you can do, though. I started taking yoga classes, spinning classes, I even took up piano. Life is just not as fulfilling without work, though.

Christmas eventually came and we had arranged to go to James’s parents’ house with his uncle, his sister, and her little ones. It was a nice Christmas, low-key and merry. Obviously, his uncle had come into my mind a bit more leading up to Christmas. I hadn’t played with myself about it but the desires were there, stirring. I had considered getting the toy out of storage but I didn’t want James to find out I kept it, so I forgot the idea. On Christmas day, after the meal when everyone was tired and watching movies in the lounge, I went to make myself a drink in the kitchen. I was pouring out some prosecco when Mike walked in. We started chatting about the day and the meal and the presents, so I lingered in the kitchen. After we were talking about presents he suddenly said to me ‘bet you were relieved that I just got you clothes this time.’ I laughed a little bit, severely aware that James and his family were in the next room. I was so paranoid about being caught talking with Mike about it. He then said that he had another little something for me in the car. I started shaking slightly, the nerves were taking me over. He said that we should go and get it now, while no one was around. I was very curious to see what he had got me. I wanted it and at the same time, I didn’t want it. I find it hard to say ‘no’ to people, however, so we went to his car. He opened the door, grabbed something from under the seat, looked around, and placed it into my hand. I looked down and saw a small vacuum-packed pouch of weed. I was relieved and kind of disappointed at the same time. He said that it was really good stuff and I could let my hair down sometime when James was at work. I instantly rejected it and offered it back to him. I told him that I couldn’t take it home in the car as James would smell it. He said it would be fine but I could smell it without even opening it. It was just too much of a risk and I didn’t want an argument with James later. He kindly understood and we walked back towards the house. Before we got inside he asked me ‘did you try it, then?’. I played dumb and asked what he meant. He looked at me with a smirk on his face and I said something like ‘Oh, right, no, I didn’t.’ He kind of laughed it off and we went back inside. For the rest of the evening I was distracted but it was Christmas and I didn’t want to be a total slut so I tried keeping my mind on movies and conversation (I still managed to sneak in a few peeks, though!). James and I eventually went home and, again, I pushed Mike out of my mind.

The next day was fucking horrific. James got up in a sour mood and we barely talked for half the day. He snapped at me about something over dinner, so I laid into him a little bit, asking what the hell was the matter. He battled me about it for a bit but finally he admitted that he had a nightmare (more like a great dream!) that I had fucked Mike 12 times. At the time, I thought it was really strange that it was 12 times but I guess that’s just dreams for you. I calmly told him it was just a dream and then played it off like it was nothing. But, boy, it was not nothing. I was as paranoid as the first time I ever smoked weed. Had Mike told him something? Was the dream just a front and he actually knew something? Had I been too careless? God, I was a mess inside for the rest of the evening. It isn’t massively relevant to the story, I just thought it was so fucking freaky! Luckily, James forgot about it and never really brought it up again. After this, though, I just stopped thinking about Mike altogether.

January came around and I was still out of work and not really putting in any effort to find anything. I was still doing my hobbies and classes and day drinking but it just doesn’t fill the hole properly; I was super-bored most days (little did I know, in about 3 months, I would be in lockdown). I was starting to really not enjoy life. It’s so easy to fall off of a path in life and just slip into the everyday mundane. Anyway, one day, probably in the middle of January, I got another text from Mike. My heart literally jumped with excitement and fear when I saw his name flick up on my phone. He was a much-needed distraction from my boring life. He had said that his laptop had completely died and asked if I was able to help. I don’t actually know a whole lot about computers. I replied saying I could definitely help. It was honestly harmless; I just wanted to chat with him, maybe have a smoke, and as a bonus, I could get my kicks off in the back of my mind. I ended up going round the next day. I told James I was going to pop round and see if I could fix his laptop. He did kind of give me a look but I acted like I didn’t see. The next morning I left for Mike’s before James had even left for work. I said I wanted to ‘get it out of the way’. I got to his at about 8 am and we went to the kitchen to make some coffee. I had a nice little excited buzz, I was really hoping we could smoke soon, too. We caught up a little bit and he took me to the lounge to look at his laptop. I pushed the power button and it wouldn’t turn on. That was the extent of my know-how. I picked it up and looked it over with a serious face, pretending to be looking for some sort of tell-tale sign of a problem. I put it back on the table and basically told him it was broken. He thought it was pretty funny, maybe he knew I was bullshitting, I don’t know. He said thanks for trying and suggested we have a smoke. Yes! I waited greedily as he rolled up a joint for us both. We lit up and began passing it back and forth, while we talked about random crap. It was interesting to learn a bit more about him, though. I knew he was in construction but I never knew exactly what he did. He told me he did contract jobs for months-long stretches, where he acts as a sort of manager, or something. He had done a few contracts in some amazing countries too. Like me, though, he wasn’t working at the moment. He was due to take a contract in May, so was just passing time until then. I’m not sure how we got onto it, probably the weed, but we started to talk about his love life.