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.

Not the typical GW story, but I need to get this out [FM] (long) (Part 1)

So this doesn’t exactly feel like the right place for this kind of story, but it’s the closest I can come up with. I need to get this all down and off my chest. I tried to go full slut and just give the juicy scandalous details. It felt too insincere. Yes, even to total anonymous strangers.

I want to give some background. I’ll do the whole all caps “this is the sex part” down below. So. I’ve never been a girlfriend. I’ve never felt like I’m the girlfriend type. That used to be in an ugly duckling syndrome way. I was a late bloomer. Now I can do quite alright for myself if I want to. I get told I look like an actress that is generally deemed attractive by society. It is mortifying every time. Outside of that, I’m quite confident and self assured. Career woman! Etc. Currently I’m not the girlfriend type, because beyond being career minded, I’m that fun broken girl trope. Refreshing! I shun away feelings (well feelings that aren’t rage! Boldness! I’m your standard fiery girl, down to the red hair. I warned you – trope. I am not a manic pixie dream girl. But. I wouldn’t exactly say I’m original in my issues, either.) You’ll never guess what happened next! I fell in love with a man that does more for me than I ever thought possible. I’m still not a girlfriend, but in his arms, I am happy. This is the story about seeing him right before I took a trip halfway across the world. My first time traveling since telling him I’m in love.

Daddy’s Journal – Chapter 2 [MF]

**|Date: June 27th 2015|**

I had just arrived at HOYTS: Melbourne Central and I was early. I didn’t expect you to be around, so I grabbed myself a drink as I waited for you. My hands were very sweaty, and I was incredibly nervous.

Tonight would be my first proper date since I split with my ex-girlfriend and I wasn’t sure what to expect from this date, but I was excited.

It was now 7:57 pm and all of my hopes for tonight had gone out the window. I finished off my drink and gathered my things as I stood up and started walking towards the doors to leave the cinema.

As I was making my way there, I heard a small yet loud voice yell out “Ryan” from across the floor. It was you! You were waving as you said my name again “Ryan!” this time louder.

I waved back and smiled as I watched you quickly weave your way through the crowd of people that were between us. You were a lot shorter than I had imagined, but I had no complaints.

[M]y [F]irst Time Being Pegger

I’ve always wanted to try pegging because well I love having my ass filled. I brought a strap on a few months ago for my girlfriend but we never got the opportunity to use it until a few days ago.

We were home alone and decided to have a bit of fun. We made out a little and started to take each other’s clothes off. We kissed and touched each other until my girlfriend asked to be blindfolded whilst I played with her body. I put an eye mask over her and started to play.

I kissed up and down her arms and slowly kissed, licked and sucked on her nipples. I made my way down to her legs and made my way up to her beautiful, hairy pussy. I kissed her everywhere as she squirmed. I kissed her on the lips and we decided to swap. She took the blindfold off and sat up and put it on me. She made her way up my arms and over my neck and face. She kissed my nipples and flicked them with her tongue. She kissed up my legs before slowly teasing the head of my dick and balls. She mounted on top of me and grinded on my dick before forcing one of her perky tits into my mouth forcing me to suck on it. She kept grinding on me and swapping which boob I was playing with.

[MFF] Nerdy Girl from Algebra, Part 5

[Part 1](https://www.reddit.com/r/Erotica/comments/f8yv3p/mf_nerdy_girl_from_algebra/), [Part 2](https://www.reddit.com/r/Erotica/comments/f938y5/mf_nerdy_girl_from_algebra_part_2/), [Part 3](https://www.reddit.com/r/Erotica/comments/f9hwrh/mf_nerdy_girl_from_algebra_part_3/), [Part 4](https://www.reddit.com/r/Erotica/comments/falcyg/mf_nerdy_girl_from_algebra_part_4/)

*for maximum impact, I urge you to read the other parts first*

I feel her tongue flicker against my ear lobe as she whispers into it, “Well, nod if you understand?”

I feel her grip on my balls tighten as she says it. She wants the answer she wants, and I wonder deep down if I even could give her anything else.

I wonder why she’s choosing to whisper so suddenly, she had been bold and brazen and bitchy when she commanded seconds earlier that I bring her to my girlfriend.

*Girlfriend.*

That’s the hesitance.

How, if I go through with this, will that relationship not change forever?

But then, last time I went to the kink zone with this stranger it changed my relationship with Kathy very much for the better.

I nod.

I feel her smile before she whispers, “Good boy.”

Then she removes her hand from my balls, uses it to take me by the hand and walk with me out of the building.

As we walk she asks if I know where to find “the whore” and I nod.

How I lost my virginity to a MILF as a gay teenage boy [MF] [Pizza Delivery] [Seduction]

During my late teens (19yo), I used to work as a delivery boy. It was in a small town, filled with lovely and well-decorated houses. I worked for the main pizza company in town, so we got a *lot* of customers from all over the place. At the time, I had a boyfriend. We had been together for a couple months already.

Anyways, I used to work the night shift, and during a hot summer night, we got a call from a house I had never delivered to before. It was on the outer side of town, but didn’t feel creepy or dangerous, I didn’t give it much thought. So, I got the pizza, and drove all the way down to this place. It was a very big, white and brown mansion, with a pool and a huge garden. I ringed the bell, and a lady answered, and told me to wait while she looks for the keys. She opened the door, wearing only a bathrobe that outlined the edge of her breasts. She was tall, light brown hair, thick lips with red lipstick on them, and makeup on.

Fucking My Best Friend’s Boyfriend

I’ve always been a bit promiscuous. Ever since I first discovered sex when I was 15 years old, I just wanted it. Over and over and over again. The feeling of a guy inside me, expanding me, splitting me open, fuck, I don’t even have to cum, that alone feels just fine. But cumming, my god. The best is an eye rolling orgasm. When a guy fucks me so hard that my eyes just roll into the back of my head and my body loses all control. It’s fair to say, I FUCKING LOVE SEX.

Even more than sex, I like fucking men that are taken. It’s just so naughty, so taboo, and the feeling I get….that I satisfy them better than their wife or girlfriend, it’s just amazing. I am not trying to steal their man when I do this, not at all, I just want to have fun with him. And for him to have fun with me. The more taboo, the better. The riskier, the better. When the stakes are raised, everything becomes hotter.

Prequel: Cheating with My Bestie’s Boyfriend

I’ve always been a bit promiscuous. Ever since I first discovered sex when I was 15 years old, I just wanted it. Over and over and over again. The feeling of a guy inside me, expanding me, splitting me open, fuck, I don’t even have to cum, that alone feels just fine. But cumming, my god. The best is an eye rolling orgasm. When a guy fucks me so hard that my eyes just roll into the back of my head and my body loses all control. It’s fair to say, I FUCKING LOVE SEX.

Even more than sex, I like fucking men that are taken. It’s just so naughty, so taboo, and the feeling I get….that I satisfy them better than their wife or girlfriend, it’s just amazing. I am not trying to steal their man when I do this, not at all, I just want to have fun with him. And for him to have fun with me. The more taboo, the better. The riskier, the better. When the stakes are raised, everything becomes hotter.

Sex shorts [MF]

My ex-girlfriend and I used to have a bit of a weird kink: whenever we were going to have sex, she would always be wearing the same super-short pink shorts (not something to wear in public). It somehow just became a routine, and whenever she was in those shorts, I knew that we were about to get it on. Somehow, later in the relationship, it became a thing for me to pull out during sex, take the condom off, and come on those shorts. Of course, we would wipe it off after, but it turned us on so much that we had a pair of dirty sex shorts. Even when we traveled, she would always pack the shorts as well.

Well, sadly we broke up — and not on good terms. I was staying with my parents at the time. She sent me a package with an angry letter and the sex shorts included, along with a few other things. I guess she didn’t want to keep them. Well I didn’t know what to do with it either, so I just put it in a drawer in my closet, and I forgot about them.

[MF] Nerdy Girl from Algebra, Part 4

[Part 1](https://www.reddit.com/r/Erotica/comments/f8yv3p/mf_nerdy_girl_from_algebra/), [Part 2](https://www.reddit.com/r/Erotica/comments/f938y5/mf_nerdy_girl_from_algebra_part_2/), [Part 3](https://www.reddit.com/r/Erotica/comments/f9hwrh/mf_nerdy_girl_from_algebra_part_3/)

I arrived in at Algebra class and sat down in my usual spot, but the nameless nerdy dom girl never showed.

I scanned the lecture hall the entire 50 minutes the class lasted, but could not spot her.

When lecture ended I rushed to the door, and by that I mean I literally ran down the stairs to beat everyone to it. Then right before I would have left, suddenly pretended to have to look for something in my bag right by the only exit, so I’d be sure if she was in the room she would not escape me. I didn’t care if everyone else in the room thought I was some idiot – they would be right, I was an idiot for ass.

But all I proved as the room emptied out was that my great expectations were a giant bust.

I even hung onto false hope and waited outside the room, incase she would show up later. I don’t remember how long I waited, maybe an hour, before I finally admitted to myself that what had happened was indeed too good to be true.