I [M] 36 had sex with a younger girl [F] 24 when I thought it would never happen again

I had spent the last 10 years in a long relationship with the same woman (she was a bit older than me) so I thought I would never go to bed with a 20-something year old in my life. Besides, I am not as fit as I used to be and I have a small beer belly, so I can see why a younger girl would never be with me. I didn’t feel too much confidence.

I was so wrong. Some time ago I started talking a lot with a young girl from my own department. She started as an intern at 21 or 22, but she was quickly hired and started working with me. I would see other men checking out at her, or at least, I did, but she was soooooo out of my league. So skinny, so cute, so intelligent, so perfect. An amazing body, a sweet personality. Everybody liked her. In my defence I got to say that people liked me and I have a very good reputation at work, so she enjoyed working with me a lot and I taught her a lot of things about it.

I fucked my first boyfriend only when he became my ex [FM]

*A warning: the lines between consent and non-consent might get blurry.*
———-

First boyfriend gave me [my first taste of cum](https://www.reddit.com/r/gonewildstories/comments/td5uj2/my_first_blowjob_or_i_swallowed_sperm_at_grandmas/), but when we dated I was not ready to go all the way. After our break up, we remained friends. At times, he flirted with me, which felt benign because he had moved to a different place and was getting plenty of quality pussy.

So, 7 years after our break up, I did not take him seriously when he said his main regret was not fucking me while we lived in the same city. I laughed it off. Well, it turns out he really did mean it, and this became a sticking point in our conversations for months. To his credit, he waited for me to break off a marriage prospect before he pounced.

“I thought he was the keeper. He would have made you a very happy wife.”

“There are some things I need to do before I commit at that level.”

“I sure hope fucking me is one of them.”

Mothership Wilderness Chapter 29 [MF] [inc] [cheat]

I’ve written this story through chapter 33, including the finale. All chapters are available on my website. You can find the link in my Reddit profile if you’re interested. Or if can’t find the link there, you can search my name on google to find my site. If you prefer to wait, I’ll post about a chapter a month here. All characters in sexual situations are 18 or older. Thanks for reading!

Previous Chapters:

Chapters 1 and 2 https://www.reddit.com/r/eroticliterature/comments/eon791/mothership_wilderness_chapters_1_and_2_mf_inc/

Chapter 3 https://www.reddit.com/r/eroticliterature/comments/f0ckuv/mothership_wilderness_chapter_3_mf_inc_cheat/

Chapter 4 https://www.reddit.com/r/eroticliterature/comments/fgebpk/mothership_wilderness_chapter_4_mf_inc_cheat/

Chapter 5 https://www.reddit.com/r/eroticliterature/comments/fxvdol/mothership_wilderness_chapter_5_mf_inc_cheat/

Chapter 6 https://www.reddit.com/r/eroticliterature/comments/gijpmt/mothership_wilderness_chapter_6_mf_inc_cheat/

Chapter 7 https://www.reddit.com/r/eroticliterature/comments/hacfee/mothership_wilderness_chapter_7_mf_inc_cheat/

Chapter 8 https://www.reddit.com/r/eroticliterature/comments/hunj1g/mothership_wilderness_chapter_8_mf_inc_cheat/

Chapter 9 https://www.reddit.com/r/eroticliterature/comments/icok2w/mothership_wilderness_chapter_9_mf_inc_cheat/

Chapter 10 https://www.reddit.com/r/eroticliterature/comments/iqtmns/mothership_wilderness_chapter_10_mf_inc_cheat/

Chapter 11 https://www.reddit.com/r/eroticliterature/comments/jpbuy5/mothership_wilderness_chapter_11_mf_inc_cheat/

Chapter 12 https://www.reddit.com/r/eroticliterature/comments/kd73gj/mothership_wilderness_chapter_12_mf_inc_cheat/

Chapter 13 https://www.reddit.com/r/eroticliterature/comments/kqan9h/mothership_wilderness_chapter_13_mf_inc_cheat/

Chapter 14 https://www.reddit.com/r/eroticliterature/comments/ldhx4a/mothership_wilderness_chapter_14_mf_inc_cheat/

Chapter 15 https://www.reddit.com/r/eroticliterature/comments/m28i9f/mothership_wilderness_chapter_15_mf_inc_cheat/

Chapter 16 https://www.reddit.com/r/eroticliterature/comments/mgj4nr/mothership_wilderness_chapter_16_mf_inc_cheat/

Chapter 17 https://www.reddit.com/r/eroticliterature/comments/mxps1w/mothership_wilderness_chapter_17_mf_inc_cheat/

Chapter 18 https://www.reddit.com/r/eroticliterature/comments/njzkga/mothership_wilderness_chapter_18_mf_inc_cheat/

Chapter 19

Mothership Wilderness Chapter 19 [MF] [inc] [cheat] from eroticliterature

Chapter 20 https://www.reddit.com/r/eroticliterature/comments/oneauv/mothership_wilderness_chapter_20_mf_inc_cheat/

Chapter 21 https://www.reddit.com/r/eroticliterature/comments/p3nhff/mothership_wilderness_chapter_21_mf_inc_cheat/

Chapter 22 https://www.reddit.com/r/eroticliterature/comments/plsi1d/mothership_wilderness_chapter_22_mf_inc_cheat/

Chapter 23 https://www.reddit.com/r/eroticliterature/comments/q41wxe/mothership_wilderness_chapter_23_mf_inc_cheat/

Chapter 24 https://www.reddit.com/r/eroticliterature/comments/qngufi/mothership_wilderness_chapter_24_mf_inc_cheat/

Chapter 25 https://www.reddit.com/r/eroticliterature/comments/r83fkd/mothership_wilderness_chapter_25_mf_inc_cheat/

Chapter 26 https://www.reddit.com/r/eroticliterature/comments/rt108k/mothership_wilderness_chapter_26_mf_inc_cheat/

Chapter 27 [https://www.reddit.com/r/eroticliterature/comments/seugd9/mothership_wilderness_chapter_27_mf_inc_cheat/](https://www.reddit.com/r/eroticliterature/comments/seugd9/mothership_wilderness_chapter_27_mf_inc_cheat/)

Chapter 28 [https://www.reddit.com/r/eroticliterature/comments/t1g01s/mothership_wilderness_chapter_28_mf_inc_cheat/](https://www.reddit.com/r/eroticliterature/comments/t1g01s/mothership_wilderness_chapter_28_mf_inc_cheat/)

[fM] Got fisted by a rich dilf at the pool side

Well, i didn’t know i was such a hottie in my lingerie although i get that alot but it’s becoming so sweet and also becoming my hobby to make some old man cum smoothly and take off that stress boiling through his hot pants.

So i went swimming at La with a friend i stayed with last week and stormed into this hot looking man although i undressed him but didn’t want to shoot the shot first.

So while i and my friend were on some tequila shots we decided to cool off in the pool and swam a bit and so fucking happy, probably cos we was high af or something.

So along the way we had a little chat with him that morning and he was actually separated from his wife and wanted to taste an Asian pussy while he got the chance, my friend moved a little away cos her man was coming to meet her and she didn’t want no complications so i stood my ground and was actually enjoying his conversation with me.

M4M-GayM Seeking Str8M

I have a few roleplays I’d like to try.
I like my partners to make it difficult/play hard to get.
Here’s background on our characters;
You:Str8 Alpha Male. 6’5, Muscular, Handsome-Could totally get any chick he wants
-you can pick your hair color, race, etc.
Me: Gay, short and skinny beta. A little shy but ballsy.
Roles:
1. You’re out at the bar checking out the local tail. You’re wearing a snug v neck shirt, jeans and brown flip flops (feel free to change outfit if you’d like). I see you sitting by yourself and when I spot opens, I approach asking if I can sit here so I can get a better view of the game on tv.
2. You’re coming to the massage parlor after a hard workout. You’re hoping to get your usual masseuse but you get me instead.
3. You’re my new boss and it’s your bachelor party weekend. I ask if I can come along so I can hang with the boys.
4. You’re out in public and see me checking you out. You keep trying to ignore it… but can’t. After a while you officially get pissed and tell me to leave you alone. I proposition you for…(let’s play it out)
5. Something based off a MyFriendsFeet .com scene where I worship your feet(We can use one of the above prompts)
6. You’re my older brother’s best friend. You guys come back from a game of basketball/working out/partying/other and you crash on our couch. I decide to take advantage of the situation (I’d play 18 or 19 years old, you’d play 23-30 yo)

[MF] Caught in the cougar trap pt2

We get into the elevator to make it up to her room. As soon as the doors shut we are all over each other. She pulls her tits out of her dress and grabs my head and pulls my face into her chest. I’m sucking, licking, and kissing those hard nipples like my life depended on it. Her moaning and saying “mmm yes baby just like that”. The elevator stops at her floor and she puts her tits away. Damn I needed that elevator ride to be longer!

She grabs my hand as we walk to her room. I’m slightly behind her following, watching her hips sway back and forth begging for my cock to be inside. I’ve also been rock hard since we first got in my car and it wasn’t going away. When we get into her room she immediately demands I sit at the edge of her bed. She comes over and starts kissing me and rubbing the tent that’s in my pants. She then gets down on her knees and starts taking my pants off. My cock springs out and hits her in the side of her face. She giggles and says “oh you look much bigger in this lighting”.

35M, 33M and 29F

Being away from home is never fun. The worst is when your wife sends naughty photos and your stuck to take care of yourself. Well, last night was different. My wife knew that one of the sites I was going to, was in the same town I went to college. More specifically, the same college I had my first blowjob from a guy. My wife and I started fantasizing that it would be hot to hit him up and have a good “reunion.” But even hotter if she were to watch. So, I hit up my friend and made plans to meet up for a drink at the hotel bar. When we got there we exchanged in a good conversation and caught up on our lives since college. Well, as the drinks kept coming, I told him about my wife, and how she wanted to watch, what happened in college all those years ago. To my surprise, he picked up the tan and asked, “Ready to go to your room then?” When we got back to our room, I couldn’t get my phone out quick enough. I quickly called my wife, flipped the camera around, and my buddy was already down on his knees ready to receive my cock. My wife took the lead, immediately with the commands. She wanted him to get my cock out and start stroking me. Then, start sucking on the head of my cock. Once I was fully erect, she wanted me to shove my cock as deep as it would go. He had not lost his touch. In fact, better than I remember. This time though, my wife wanted me to cum on his face. As I was about to cum, I pulled out, and coated his face just like he was my wife. Once finished, she told me she loved me and told me to expect some photos of what she was going to be doing to herself. He rinsed off, we gave each other a hug and I head off to bed.

18th Birthday Bukkake – Pt. 1 [Cumshots][Gangbang][Blowbang][Age Gap][Free Use][Public]

“Happy birthday, Nessie!” Mrs. Bauer called over her shoulder, departing arm-in-arm with her husband as he shimmied his steps to zip up his fly. The balding deli clerk had impatiently waited for the singing, presents, and cake to conclude so that the real reason everyone attended these festivities could begin. Then he’d hunched over me, sweating and stroking as I knelt in my birthday suit, until he went rigid and drizzled a warm, stringy load over my left eyebrow and cheek.

My singed-caramel skin was already spattered with the underwhelming climaxes of my family’s mailman and my old school bus driver, making Mr. Bauer the third “marker” of my womanhood for the day. Some girls were lucky to only have 5 or 10 guys from town show up for their 18th birthday party — but my dad was the former mayor, and I was cursed with unhideable F-cup tits above my slim waist. So my party was more of a backyard bash, and the streamer-strewn canopy my mother had ordered was packed with half the guys in town.

Backseat fun on prom night with my gf Jenny (MF 18)

I originally wrote and posted this story under a different username. I deleted that account because Jenny, the girl in this story found the story and recognized herself. Jenny and I were chatting on social media and she mentioned this story on Reddit which blew my mind. She said she almost wondered if I wrote it. I had no idea she was on Reddit much less reading NSFW stories. I panicked and deleted everything.

Then I realized that was stupid because it was so obvious it was us. So, I told her she was Jenny. I said, “Jenny (her name is not Jenny but that is what I typed), did you like the prom story.” She was shocked. I was embarrassed and shocked. I told her I deleted everything. She wanted me to repost everything because she liked the stories. So, I did repost and wrote some new ones under this username, but this one was missing. I found it and that is why I am reposting – I just wanted them all in one place. So here is the original Jenny story:

How a threesome joke turned in to this teachers [F]irst [MFM] with two firefighters 👨‍🚒 👩‍🏫

Yes yes I know I I posted this a year or two ago but I’m going again. I deleted just because but I figured it deserves to be out there. 😅

This story got rather long. Hopefully it’s worth it!

I’m Kristie. 29 and freaking out I turn 30 in one more! 😂 I was 28 when this event happened! Covid has me bored so I’m writing some stuff up to use some time. This happened late last year! It seems like soo long ago with the way the world is now.

I’m your typical primary school teacher, love the job but it’s a long day and it’s always stressful. I’d been single a wee while after the break up of a long term relationship which I thought might be my last and it became apparent I had no time to try start another one with the business of my job. I’d put dating and trying to find anyone in the too hard basket for awhile.