How I [F] started sexting with my friend’s dad [M]

*[This is a little more on the vanilla side but still thrilling for me]*

This happened a couple of years back while I was still at uni. My friend Elodie [at the time, 20F] and I [at the time, 20F] had to do an industrial placement, meaning a year working somewhere as part of our degree. While I managed to get an internship in social media marketing in the capital, she’s moved away to work at her father’s firm – lucky girl, not having to apply even. She was half French half American and her father’s [in this 50s] company had their office in New York, meaning we had to, unfortunately, part for 12 months. However, while I managed to save up a little money, I’ve booked all of my leftover annual leave to go visit her and see New York for the first time – I was super excited. Two weeks, sightseeing, partying, living with her in Manhattan rent-free – I was thinking about that trip every day since booking the tickets. Despite me researching the best combo of bus/taxi/train to get to her place, her father Eric insisted on sending a driver for me and I couldn’t be happier, exhausted and jet-lagged, having never travelled that far before. For the sake of the story, I’m going to gloss over the details as the first week and a half of the trip were very sexually uneventful – I was too busy sightseeing, getting to know Elodie’s company, friends, her new boyfriend – that was all lovely and good until a certain hungover Monday morning.

My regular morning would mean simply – everyone’s at work so I get up whenever I want, explore the city or just laze around – but mostly I’d be out of the house as quick as I could be an early riser. However, the prior night, her friends and I have gone to an American football game and I was way too much into the groove of it all – drinking, celebrating and shouting about whether something was or was not an interference (despite not knowing what that was). And I’ve been deceived all my life – American beer was not that weak so I ended up waking up with big hungover, achy legs and hurting, sore throat (from the cheering, get your mind out of the gutter). Today was then going to be unlike my normal day as I’ve just turned to my other side and slept on, recovering slowly until I’ve finally woken up, past noon and craving some water. I’ve gotten up and walked across the apartment, in the football jersey I’ve bought the night before and panties, thinking that I was alone. I walked towards the kitchen and got myself some much-needed water which mildly helped before I realised something. In my pursuit of wanting to explore every bit of the city, I haven’t actually seen the rest of the apartment. I’m not really one to snoop around but I might as well, at least, have a peek. So instead of turning left for my bedroom (guest bedroom) and Elodie’s room, I’ve turned right towards the main bedroom and Eric’s office and I was in for a little bit of a massive surprise.

But allow me to back up slightly. On the second night after my arrival, I’ve had dinner with Elodie and Eric, getting to know each other a little as he was going to be my host for two weeks. He loved the wine that I’ve brought for him and actually managed to put together and half-decent dinner too. As the dinner went on and we got to talking about my work, he expressed some of his disdain for social media, not even having anything more than barely used Facebook. So It didn’t take long for me to get on the defensive, as that was essentially my whole job, social media. It took the other half of the bottle of wine to soften him up and finally Elodie and I with big smiles were setting up his Instagram, making him follow me, her and my company (as every follow I bring counts). And that was that I didn’t think much of it, just yet another follower and nothing else – he did go back and basically liked every photo on my profile but he did the same with his daughter so I thought he was just…still getting a grasp on what’s normal on social media. I didn’t think that this would matter in any way and I definitely never thought it would end up biting me in the ass.

That’s because when I’ve turned towards his bedroom and office, wanting to see what Elodie described as an amazing view, I stopped dead in my tracks peeking a bit into the ajar door of his office. First of all, I thought that I was alone, I was certain of it, her dad would always hit the gym and go to work and not come back until after 6 pm or 7 pm. But still, from the back of his head and the reflection on the computer screen, I knew it was him so no reason to panic. He must have taken an early day at lunch or something. His desk was up against the window that was opposite the door and on it sat his computer with a widescreen and on that screen was…my Instagram. My first thought, innocent as ever, was that he’s tryna learn more about me or something. But soon I’ve put all the pieces together – he was lazily clicking his keyboard to switch from picture to picture with his left hand as his right was out of my view, on his lap clearly being in motion and doing some vigorous work. I had to cover my mouth as I’ve felt like such a pervert looking in on this. But I couldn’t step away. I’ve never had anyone pleasure themselves to me and definitely not like this – he’d go from picture to picture very slowly, no doubt soaking in the details and imagining something naughty. It was a completely arousing dissonance to see that well put together classy businessman casually stroking himself to my image in his office. To this day I kind of regret not calling it out, not interrupting or joining in but I honestly thought he might just get so angry at me if he knew I saw him.

So I’ve stepped away, tiptoeing away from the door just as he was browsing through my bikini photos from the last summer before I quietly went off to the guest bedroom. I was so shocked, so intrigued and I couldn’t stop thinking about it. I’ve had to stay as quiet as possible as I slid my hand into my panties to think about what he must be imagining. He was a very handsome guy, with a bit of a darker skin tone, deep voice and tattoos that he’d almost never show (wearing a suit all the time) that coated most of his upper body as far as I could tell, revealing some interesting past in him prior to becoming a businessman. I’ve imagined tracing those tattoos that I’ve seen peeking out of his shirt with my lips as I was touching myself. Once I’ve finished, biting down on my pillow and holding my moans, I’ve had to stay deadly quiet until about two hours later when he and I bumped into each other in the kitchen – I had to pretend that I’ve just woken up and he seemed a little bit uneasy but had no reason to doubt what I said. Still, every night until I’ve left I’d imagine that he’d be in the other room, looking at my photos and touching himself as I was trying to still hide my quiet moans as suddenly I felt like the walls were paper thin. Sadly, neither he nor I took it to the next level. I just said bye to him with a warm hug, said bye to Elodie who remained very much unaware of my discovery and I went on my way flying back to Europe. I thought that with a few time zones between us my wants would melt away and I could go back to my normal life. But I couldn’t. I still noticed that he’d be my first like the first view of my story and when I saw that, I instantly viewed my photos differently. Not “is the editing nice, did I pick the right one?” but more like “was it sexy enough for him?”.

He and I haven’t spoken since I’ve left New York until a few months later when I’ve posted a story about missing it a lot. He replied to it and I nearly dropped my phone from excitement. It wasn’t anything lewd, merely asking me how I was getting along with my dissertation but it was my way in. I’ve stayed up late texting him that night until I fell asleep with my phone still in my hand and ever since that day I just didn’t want to stop talking to him. He’d sometimes run something by me, to do with social media, and I was so thrilled. He’d show me random things, a sneaky photo from a boring meeting, his lunch, a photo from a trip. I can’t say that this is my proudest moment and definitely a strong argument against my notion of me not being a tease but I also did that – except it was for clothes. I started to casually run things by him, mostly the nicer looking sets and dresses. I’d wait with such anticipation for his reply and compliments but again my appetite was just too much. By then I felt like he and I shared this secret friendship that Elodie had no idea about, I felt like we were both in on some new bond. So in one night of rather pent up sexual frustration, I’ve run a new outfit by him that I wanted to wear for my graduate job interview. I couldn’t help myself. I just typed up quickly after his reply “I’d love to be interviewing with you instead” and just tossed my phone across the room to my bed and just wanted to throw myself out of the window with embarrassment.

After I got the courage to pick up the phone and look at what he said, I just got a massive smile on my face. He’d love to interview me. As a kind of half-joking series of hypotheticals within several messages, we’ve arrived at a very innuendo-filled conversation about how “hard” it would be for him to interview me. That conversation never really went anywhere but the next morning he just dove right back into it. I’ve missed my lecture talking to him as once again we’ve talked about an interview and I was getting more and more daring as I could tell he was getting flustered but still followed along. Yet another round of hypotheticals just had us arrive at talking about the pros and cons of spanking being a good form of corporate punishment as I just had one hand in my panties, imagining his ring-covered strong hand hitting me repeatedly as I knew he was touching himself as well staying up late to talk to me. That was the conversation that ended all of the innuendos and hypotheticals and began our journey towards more obvious sexting. What started as just a conversation about my job interview ended up now in him and I taking turns describing how that interview between us would go until he and I were busy describing me riding him in his office and earning the job and then some. I’ve had sex before but I’ve never had a harder orgasm than the one from this first, real, long-awaited sexting. His words were just perfect as he could perfectly describe how he’d want to take me and how it would feel. I was so keen to please him I just went above and beyond in describing what I wanted to do to him and in the moment of sober clarity after both he and I finished he’s admitted that he’s thought about this for a long time. And so did I.

What followed were a few lovely weeks – I’d spend hours talking to him, imagining different scenarios and situations, sending photos back and forth as I finally got to found out that this sexy tattooed businessman’s cock was lovelier than I imagined. We’d text about it almost every day as I’ve just neglected all of my other engagements, Tinder, most lectures – I didn’t end up getting that job I interviewed for. I was too busy writing to him. We’ve made up a whole story of us going away together on a trip, filled with nothing but sex. I wanted it so much but on some level, I knew it was not going to happen. Elodie actually mentioned to me at one point in those weeks that her parents, separated, were working on reconciling. So as our talks started to gradually fizzle out, some more cracks started to show. Some things that were a massive turn on for me, like that he could be my father at his age and he’s my friend’s dad, were more embarrassing for him even if he’d mention them while sexting with great pleasure. Eventually, we’ve had to have a very serious talk about it as he was going to plan his move back to Paris – to work on his marriage. As much as I loved the sexting (and I still recall those conversations sometimes when touching myself)) there were more important things – with her parents reconciling, Elodie was absolutely glowing every day and I was not gonna in the way of that.

So as spontaneously as it began, it ended. He’s still my first like on Instagram even if we don’t talk anymore at all. He will always be responsible for awakening so many desires in me and I will always be responsible for pleasing him so much. I like to think sometimes that I helped him get all of his wants out of his system, even if I really enjoyed it myself. As far as I know, they’re happily back together now and Elodie’s moved back to Paris to work closely with them. It was an amazing experience.

Source: reddit.com/r/gonewildstories/comments/oi3958/how_i_f_started_sexting_with_my_friends_dad_m