Author: UpstairsInterest

The Wrong Sister (FM, Cheating, Risky, Clothed)

I hate weddings. I hate the effort, the cost and the stress that comes with it. But most of all I hate the falseness, and how that falseness is fuelled by everyone in attendance. How solemn vows are shared with so little thought. How beautiful speeches are given to those in attendance with promises made to never stop loving, caring and trying to please the other. All those words ring hollow in time and are shown for the sham they are.

Of course I am not the best advocate of marriage. Not when the man who’d directed such wonderful sentiments at me a decade ago clearly didn’t mean them, shown by him leaving me for the younger, fitter strumpet from work. And in doing so, leaving me to raise the children we’d had together alone.

The fact that his new marriage was seemingly perfect, and that he’d had another child, made my own singledom rankle even more.

I’d warned my sister of such things but had, perhaps rightfully, been told I was bitter. Five years of loneliness would do that to anyone though, especially as my tenuous grasp to my mid thirties was starting to slip. Read more »

The Sexual Awakening of Polly Pinnick, Pt 5 (FM, Mild Cheating, Ageplay)

My first term at university had left me emotionally exhausted – from sleeping with my parents’ friend, to breaking up with my first boyfriend and the chaos that lead up to fucking my housemate’s boyfriend on our communal sofa – I was ready for some family time.

I returned home expecting it to feel like it always had done – a safe, loving space where I felt settled. I expected it to anchor me back to who I’d been when I left. There had been some that had told me that home would never be like that again and I’d naively dismissed it – I loved my mum and dad. I even loved my little brother. Why would it be any different?

Yet upon returning home I quickly realised what I’d been told was true. In four short months I’d grown more independent than I thought I had – I’d gotten used to eating when I wanted, going to bed when I wanted and getting up when I wanted, even when I had an early lecture. Read more »

The Sexual Awakening of Polly Pinnick, Pt 5 (FM, Mild Cheating, Ageplay)

(Part 1, Part 2 Part 3 and Part 4 can be found [here](https://www.reddit.com/r/sexystories/comments/aj5hbv/the_sexual_awakening_of_polly_pinnick_pt_1_fm/), [here](https://www.reddit.com/r/sexystories/comments/fbkkl6/the_sexual_awakening_of_polly_pinnick_pt_2_fm/), [here](https://www.reddit.com/r/Erotica/comments/ffkwel/the_sexual_awakening_of_polly_pinnick_pt_3_fm/) and [here](https://www.reddit.com/r/Erotica/comments/fofbsl/the_sexual_awakening_of_polly_pinnick_pt_4_fm/) respectively)

My first term at university had left me emotionally exhausted – from sleeping with my parents’ friend, to breaking up with my first boyfriend and the chaos that lead up to fucking my housemate’s boyfriend on our communal sofa – I was ready for some family time.

I returned home expecting it to feel like it always had done – a safe, loving space where I felt settled. I expected it to anchor me back to who I’d been when I left. There had been some that had told me that home would never be like that again and I’d naively dismissed it – I loved my mum and dad. I even loved my little brother. Why would it be any different?

Yet upon returning home I quickly realised what I’d been told was true. In four short months I’d grown more independent than I thought I had – I’d gotten used to eating when I wanted, going to bed when I wanted and getting up when I wanted, even when I had an early lecture. Read more »

The Sexual Awakening of Polly Pinnick, Pt 4 (FM, Risky, Cheating)

I’d expected there to be some awkwardness the next morning around Danny but the sly grin on his face in the hungover haze of the late morning showed me how comfortable he had been with what he’d seen. And sleep hadn’t changed any of the feelings I had about what I’d done and what he’d seen either.

I wanted him, regardless of who he was with. And I was pretty confident he wanted me too. It was just a matter of who would act first.

That wasn’t something I was good at still. It’s one thing to get drunk and let my housemate’s boyfriend watch me fuck his friend, but something entirely different to make a pass at him and instigate what I really wanted.

And what I wanted was the most incredible need and desire I’d felt for someone. With my previous boyfriend and other former lover’s the lead up had been short and sharp, and over as quickly as it had happened. Read more »

The Sexual Awakening of Polly Pinnick, Pt 4 (FM, Risky, Cheating)

(Part 1, Part 2 and Part 3 can be found [here](https://www.reddit.com/r/sexystories/comments/aj5hbv/the_sexual_awakening_of_polly_pinnick_pt_1_fm/), [here](https://www.reddit.com/r/sexystories/comments/fbkkl6/the_sexual_awakening_of_polly_pinnick_pt_2_fm/) and [here](https://www.reddit.com/r/Erotica/comments/ffkwel/the_sexual_awakening_of_polly_pinnick_pt_3_fm/) respectively)

I’d expected there to be some awkwardness the next morning around Danny but the sly grin on his face in the hungover haze of the late morning showed me how comfortable he had been with what he’d seen. And sleep hadn’t changed any of the feelings I had about what I’d done and what he’d seen either.

I wanted him, regardless of who he was with. And I was pretty confident he wanted me too. It was just a matter of who would act first.

That wasn’t something I was good at still. It’s one thing to get drunk and let my housemate’s boyfriend watch me fuck his friend, but something entirely different to make a pass at him and instigate what I really wanted.

And what I wanted was the most incredible need and desire I’d felt for someone. With my previous boyfriend and other former lover’s the lead up had been short and sharp, and over as quickly as it had happened. Read more »

The Sexual Awakening of Polly Pinnick, Pt 3 (FM, Risky, Voy)

On the Sunday I broke up with Nick.

I couldn’t in good conscience continue our relationship when I was acting like I had with Ryan and David. That was one element of my decision, and the other was that both of those men had shown me what sex could be and I badly wanted the chance to enjoy it without the guilt that had been associated with my prior experiences.

It wasn’t an easy break up, and when he started to cry I did too. I told myself that if I loved him as I said I did then I wouldn’t have done the things I had. Of course I didn’t tell him what I’d done – that his brother had fucked me twice and two days before I’d been fucked through the night by a man twice my age. Instead I told him that I needed time and space while we were still young. He fought for us, and I was even half tempted to keep the illusion going, but I knew it was over.

With a heavy heart I left his halls of residence and returned home a single, yet hopeful, woman. Read more »

The Sexual Awakening of Polly Pinnick, Pt 3 (FM, Risky, Voy)

(Parts 1 and 2 can be found [here](https://www.reddit.com/r/sexystories/comments/aj5hbv/the_sexual_awakening_of_polly_pinnick_pt_1_fm/) and [here](https://www.reddit.com/r/sexystories/comments/fbkkl6/the_sexual_awakening_of_polly_pinnick_pt_2_fm/) respectively)

On the Sunday I broke up with Nick.

I couldn’t in good conscience continue our relationship when I was acting like I had with Ryan and David. That was one element of my decision, and the other was that both of those men had shown me what sex could be and I badly wanted the chance to enjoy it without the guilt that had been associated with my prior experiences.

It wasn’t an easy break up, and when he started to cry I did too. I told myself that if I loved him as I said I did then I wouldn’t have done the things I had. Of course I didn’t tell him what I’d done – that his brother had fucked me twice and two days before I’d been fucked through the night by a man twice my age. Instead I told him that I needed time and space while we were still young. He fought for us, and I was even half tempted to keep the illusion going, but I knew it was over.

With a heavy heart I left his halls of residence and returned home a single, yet hopeful, woman. Read more »

The Sexual Awakening of Polly Pinnick, Pt 2 (FM, Cheating, Risky, Ageplay)

(Part 1 can be found [here!](https://www.reddit.com/r/eroticliterature/comments/aj5he1/the_sexual_awakening_of_polly_pinnick_pt_1_fm/))

In the end I did two rather bad things following sleeping with Nick’s brother Ryan. The first was I didn’t say a word to my boyfriend, keeping it to myself in the hope I could salvage the relationship while dealing with my guilt. The second was based partly around the first, and that was that I accepted the offer from the other university in the city we would be moving to, rather than go to the same halls as my boyfriend. He was disappointed but understood, and at least we wouldn’t be so far apart. Not really.

There was a third thing too, which was sleeping with Ryan again.

I’d not meant to, not really. Yes, I knew that Nick was out and his parents were at work. And I also knew that Ryan would probably be at home when I went round to pick up some clothes I’d left there – totally accidentally of course.

We briefly talked about nothing in particular, just general chit-chat, but it didn’t take long until I was in his arms and we were kissing. We didn’t even make it to his room this time – instead we practically tore each other’s clothes off before stumbling back onto his sofa. Read more »

The Former Trophy Wife – Part 3 (FM, Cheating, Risky)

If there had been any doubt of my infidelity and what it was, it was answered fully a few days after our time in the shed.

Chris and I had spent a little time talking relatively innocently, certainly compared to what we’d just done, after we’d finished. My limited amount of clothing was back on my body, as well as a smile on my face. I say relatively innocent, because the conversation was making plans for more.

“I’m free Friday, if you are?” he asked with a wry grin because he knew full well how busy I was in my life as a full-time mother who had little mothering to actually do while my son was at school. The date was set quickly – I’d follow him back to his after dropping the kids off and we’d spend the day together.

There was no need to say what we’d be doing.

Unlike the first two times of intimacy, this time I could prepare for him. I found out lingerie and a dress I’d not worn in years, woke early to put on a tasteful amount of makeup, and felt giddy and alive as I drove Jake to school. Read more »

The Former Trophy Wife – Part 3 (FM, Cheating, Risky)

(Part 1 and Part 2 are available [here](https://www.reddit.com/r/sexystories/comments/9nek5d/the_former_trophy_wife_fm_cheating/) and [here](https://www.reddit.com/r/eroticliterature/comments/brgggy/the_former_trophy_wife_part_2_fm_cheating/) respectively)

If there had been any doubt of my infidelity and what it was, it was answered fully a few days after our time in the shed.

Chris and I had spent a little time talking relatively innocently, certainly compared to what we’d just done, after we’d finished. My limited amount of clothing was back on my body, as well as a smile on my face. I say relatively innocent, because the conversation was making plans for more.

“I’m free Friday, if you are?” he asked with a wry grin because he knew full well how busy I was in my life as a full-time mother who had little mothering to actually do while my son was at school. The date was set quickly – I’d follow him back to his after dropping the kids off and we’d spend the day together.

There was no need to say what we’d be doing.

Unlike the first two times of intimacy, this time I could prepare for him. I found out lingerie and a dress I’d not worn in years, woke early to put on a tasteful amount of makeup, and felt giddy and alive as I drove Jake to school. Read more »