[M]y First [F]WB Made Me Cum in My Boxers, Pt 4: I Think I Got Cucked?

I’ve gotten a handful of requests to continue this story, so I’m happy to share the next part of my premature adventures with Haley. As I mentioned in [my last post](https://www.reddit.com/r/gonewildstories/comments/nq3two/my_first_fwb_made_me_cum_in_my_boxers_pt_3_how/), Haley and I began dating other people off and on after those initial set of stories, so our meet-ups became less frequent. However, when we were both single at the same time, we inevitably started hanging out and hooking up again, and this next part takes place during that period when we were in between partners.

As always, to recap who I and Haley are, I’m Tyler. Currently 31, but an 18yo high school senior at this point. I was a late bloomer; a bit chubby until I grew into my height (6’2), and then became pretty tall and lanky. My cock is slightly above average size-wise (6.5 to 7″ if I’m really feeling it!), though I had no idea at the time that I was above average. I played baseball and was in decent shape, though the years of social awkwardness and not seeing myself as attractive had left me pretty unexperienced; I had kissed a girl, but never gotten past first base at this point. Until I started talking to Haley.

Destined Siblings, Chapter 1 [MF] [inc]

[Prologue](https://www.reddit.com/r/eroticliterature/comments/o2wwr3/destined_siblings_prologue_mf_inc/?utm_source=share&utm_medium=web2x&context=3)

When I woke up in the morning Andrew was not in the bedroom, but I could smell coffee, so I knew he was not far away. In a way, it was comforting knowing that I had him all to myself in the hotel suite, knowing that soon I’d be living with him, just the two of us. It could almost be like he and I were married, just without the prospect of children coming into the household.

…or so I would hope.

I wondered what my roommate was doing. She seemed genuinely happy for me that I might be sharing an apartment with my big brother. “He’s already someone you know and will feel perfectly safe with,” she had said, although I knew that she was jealous that I was spending the weekend in a really nice hotel and not a small university dorm room. She even made a nice little suggestion: “Since hotels inherently have pools, take a bikini.”

Christmas At Joe’s Place [Group Sex] [Girl on Girl] [Straight Sex] [Busty]

“I can’t believe you talked me into this!” I said as I tried to pull the top of my outfit.

Martha smiled. “The more you pull it up, the shorter it becomes at the bottom.”

I stood outside of her friend Joe’s house wearing the shortest Santa’s helper costume ever created, it was bright red and came down just past my ass, luckily, I wore black mesh stockings or my legs would be freezing. I went against her wishes of wearing high heels, I wore my thigh-high black boots instead.

“Mine is fine,” she laughed as she slammed the trunk to her car closed. She came around the car carrying the box of assorted liquor bottles.

“Well you don’t have frigging G cup boobs, trying to bust their way out of your top,” I said as I struggled to keep the top from dropping below my chest. “I should have said no to this ridiculous outfit!”

Martha hated when I brought up her small chest. She was barely a B cup and her suit didn’t look that flattering on her.

The Boss’s Wife: Part Four [MF] [Busty] [Huge Boobs] [Interracial] [Throat Fuck] [Straight Sex] [Cheating]

Not only did I have the images of Tammy’s videos and gifs running through my head. I also remembered I had to meet some of the board members today. I looked through some of the notes Juliet had sent me. Four members worried me. They could easily tear me down and send me back downstairs.

On top of that, I had two clients that wanted to set up a meeting. I scheduled them for another day. I had too much going on at the moment. My phone chirped, I took a deep sigh and hoped it was good news. Hopefully, the board didn’t want to meet today.

I picked it up and was greeted by another one of Tammy’s videos. Clicking on the play button and turning the volume down, I saw a blonde woman lying flat on her back, hovering over her head was a black male his legs straddling her body as he fucked her mouth.

‘This is my favorite,’ the text read.

I shook my head. I didn’t have time for distractions, especially ones that could lead me to lose this great position I had acquired. I hastily sent a text back explaining my situation, without making it sound like I was blowing her off.

(M/M) A reluctant tale down the rabbit hole chapter 3

“Sweetie, you’ll feel better after a shower,” he said as I followed him into his bedroom thinking I’d rather he call me ‘Brandy’ than ‘Sweetie.’

I have seen his room and have used the master bathroom in the past. A huge bedroom with a king-size bed, and a large bathroom with not only a walk-in shower but a bathtub as well.

Both rooms reek of money. I knew Big T was a very wealthy man, but I have never heard how he made, or makes his money.

He sat at a large oak desk, fired-up his computer and said over his shoulder to me, “Brandy, take off your clothes and lay them on the bed!” like it was the most natural thing in the world to say to a guest.

In what was maybe my last act of defiance, I stood motionless near the bed asking myself ‘Brandon, what kind of guy are you? How can you just do whatever he tells you to do? It’s not right. I need to be a man and stand up for yourself!’

He pulled his iPhone out of his pocket, connected a cord to the phone and plugged the other end into the computer.

The yoga instructor

I just wanna preface this and say I haven’t written anything for some time now. If you know my work you know I’m usually into the more taboo type thing, but I wanted a quick, fun idea. So without further ado:

It was a beautiful day as Janet woke with the sun warning her 22 year old, lithe fit body.
Ever since high school she got into track running so always had a great figure. At 22 she looked better than ever. Perky C cup breasts on a 5’6 slim frame.

This morning she decided to go join her yoga class that happened every Tuesday.

As she pulled her tight gray yoga pants over her tight fit ass and glided her hand over her long, smooth legs she let out a sigh. It had been a bit since a man had run his big strong hands up her legs, *I need it so much * she thought, then *no* she couldn’t be thinking that.

[F]ucked [M]y Friends Mom While High *_*

So before I start the story let me tell you something about me, my friend and his mom:

Me and this friend of mine have been very close for a long time now. We can be seen together almost everywhere, it’s almost that we are brothers. Talk about his Mom I have known her for a long time as well. She is a very kind and warm hearted lady.

Whenever I visited him or her or their place (when we lived at our homes) she would talk over sweetly with me, try to get touchy and all (although I didn’t get it at that time), at times she would even flirt with me.

Before starting the story let me tell you a bit about her:
She is a very pretty and curvy lady somewhere in her 40s, her skin gives some beach vibes and both her boobs giggle in a very sweet rhythm whenever she walks and her ass looks so good that you would want to eat it raw the moment you see it. Her relationship with my friend’s Dad and her Husband had been a mess for a long time and her situation was tragic to say in a single word.

Destined Siblings, Prologue [MF] [inc]

As my first year at university came to an end, I was searching for an apartment where I could live for the next three years when I got an unexpected message from my big brother.

“I found a solution for your apartment issues. I’ll call you tonight.”

My phone rang that evening as I was sitting on the steps of the university library, and I felt so happy and pleased when I saw my big brother’s name on the screen. Despite the fact that he was four years older than me, he and I had always been quite close, probably because I never saw our father who abandoned our mother shortly after finding out she was pregnant again with me.

I dated a few guys in high school and only one in college so far but no one could’ve been truly compared to him and I often wondered if anyone else I meet could possibly make me feel nearly as cherished, protected, and loved as my big brother did.

With a smile I picked up the call, “I was hoping you would call and I was waiting all evening.” I told him.

Destined Siblings, Prologue [MF] [Str8] [inc]

As my first year at university came to an end, I was searching for an apartment where I could live for the next three years when I got an unexpected message from my big brother.

“I found a solution for your apartment issues. I’ll call you tonight.”

My phone rang that evening as I was sitting on the steps of the university library, and I felt so happy and pleased when I saw my big brother’s name on the screen. Despite the fact that he was four years older than me, he and I had always been quite close, probably because I never saw our father who abandoned our mother shortly after finding out she was pregnant again with me.

I dated a few guys in high school and only one in college so far but no one could’ve been truly compared to him and I often wondered if anyone else I meet could possibly make me feel nearly as cherished, protected, and loved as my big brother did.

With a smile I picked up the call, “I was hoping you would call and I was waiting all evening.” I told him.

Protégés and Guardians – Prologue Part 1 – Mirror and Reflections [BDSM, Mf, Maledom, Excess of Women, Plot Heavy, Dubcon]

Luisa considered herself a mundane girl. She had grown up in an ordinary family which was well-functioning, at least as much as a girl of 18 years could consider any family in that way. Now that she was permitted to senior high, she moved permanently to the recently inaugurated dormitory of the Simone-de-Beauvoir School. The college was definitely not normal, but what is normal nowadays? No one seemed to care much about her academic track records, everything was about manners and compliance, healthiness and appearances, competition and assessment. She saw through the charade of subordinating everything to healthiness; all they cared about was beauty.

Judging from the outfit they had sent to her, this year the girls would become increasingly objectified. Luckily she was brave enough to oppose the one she received, as it was undersized around her buttocks. Was her objection successful because she could justify her arguments on the pro-code? Or was she just privileged due to her background and the flawlessness of her performances? Anyways, the new dress was now sitting in the box, unopened beside the mirror.