Tag: Reluctant

[MF] LEXIE (Part One): The Time I (M18) Fingered A Childhood Friend (F18) While Being Sandwiched Between Her And My Sleeping Sister

I intend for this to be a three part series documenting my experiences with my childhood friend turned girl-next-door. Names have been changed of course.

This happened over 10 years ago, so a lot of details are blurry but I tried to be as descriptive as possible.

There is some background that I hope to get through in Part One and not repeat again. Skip to ********* for the sexual part.

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I first met Lexie at age 15 when my family moved into the same gated neighbourhood that she lived in. Because of how welcoming her family was, and probably also due to the fact that the four children (two from each family) were of similar ages, our families became fast friends. I remember cycling around the neighbourhood together, having joint family lunches on Sundays, racing at the nearby swimming pool, having barbecues in their backyard, and also going out on their yacht once in a while. Lexie and I were the same age (I was a few months older), my sister was a year younger than us, and Lexie’s brother was 2-3 years older than Lexie and I. Read more »

Spirit Desire: Matt & Owen [MM] [First kiss] [Virgin] [Frottage] [Part One]

*Reunited childhood friends discover that one of them hasn’t had their first kiss yet.*
*His lesson turns into something much more intense.*

**[M/M] Twinks, friends fucking around, first kiss, frottage/dry humping, explicit consent, they’re a bit tipsy though. 5.6k words.**

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**Prologue.**

Matt had recently moved back to Cullfield, a town he called home up until his parents’ messy divorce when he was thirteen. He hadn’t missed it for the neurotic weather and underfunded public schools; only for the friends that he was forced to watch go through adolescence through social media. Although there was one friend that he couldn’t keep tabs on no matter how hard he tried. Incidentally, he was the friend that meant the most to him.

He’d met Owen in kindergarten when he saw him drawing shapes in the silt at recess and decided to join him. Painfully shy from day one, Owen had just started to find his footing when they entered middle school. Matt brought him to every hangout, party, and school event until Owen felt at ease interacting with the world around him. Still timid, but functionally timid.

Once Matt was gone, their mutual friends found less reluctant people to hang out with. Read more »

The Office

You are the true star of the company. You are impactful, a brilliant leader and everyone applaud your work and your personality. Honestly, I want your job so bad, but I will never get it with you my way. I cannot compete with you. On top of that you are unbelievably sexy. It’s to the point where I wanna hate you but I can’t, because of your brilliance and your beauty which has made me so badly obsessed with you.

The worst part is that you are extremely self aware. You know just how both brilliant and sexy you are. And you know how to balance it perfectly. You are always in an appropriate but extremely sexy business attire. You know how to blend business and your female sexuality perfectly. Mostly you wear high heels and a skirt showing off both your long gorgeous legs and your perfect round ass. With that you would be wearing either a shirt or a blouse that would show off just the right amount of cleavage. You would look professional but at the same time you would be showing off your body with confidence to everyone. Read more »

[MMF] Halloween party and I got the best treat.

If you want more background or context, check my previous 2 stories.

Also for clarification, I’m an idiot, she is 29, the last couple of years jumbled together.

Me: 37 male, 6’4″ 260 on a good day, little heavier most days lol

“Jack”: 32, about 5’8″, in shape.

We’ll call her April cause why not? 29, 5’2″ish, about 115 pounds, 32B/32A chest, in really good shape from working out 5+ days a week, running, etc. Tiny, especially when compared to me.

So we live in Utah, so even though Halloween is on Sunday, in Utah, it was on Saturday. So all the trick or treating was done Saturday, Sunday Jack and April were having a small party with a couple of adult. There were 3 other couples, and me the odd one out. Party kicks off about 7, I get there a little late, one of the couples is there already, I’ve met them in passing but whatever. We’re hanging out, bullshitting, eating some snacks, drinking some drinks. About 8 the other 2 couples show up, they rode together. So more bull shitting. Read more »

Its a first time for everything [MT] Part 2

Part 2

We just lay in each other’s cum for about 15 minutes completely exhausted. We started kissed a little and now first did I notice her big firm tits. Reminded me of Pamela from the Baywatch period. mmmm. So I sucked a little on the nipples and felt that they became stiff, she had incredibly beautiful tits and I felt that I started to get a little hard again while I played with her tits. And it did not take long before I felt movement in her cock as well. Both were still wet from each other’s cum and it made us even hornier.

She slid down and started sucking my cock again. Licked the cum off it. Up and down around the top. Played with the tip. Like it was a lollipop. She licked her way down against the balls and licked it good. Put the testicles in her mouth and bit it softly so I felt a delicious pain. She continued down towards my asshole and I began to tremble with excitement. It was the first time someone licked my hole and the ecstasy I felt made me shake. She licked calmly around before she suddenly stuck her tongue into me. I could tell that my joy made her hornier. She put her tongue deeper and faster into my hole. I groaned and writhed asking for more. She put her middle finger into me and started sucking my cock again as she fingerfucked me. She put another finger into me and I did not complain and was lost in a pleasure I did not think was possible. Read more »

Your New Life As A Fuckdoll [Bound & Gagged M] [Edging] [Introduction]

You woke up at the sound of your bedroom door opening, wondered who would be disturbing you so early in the morning. It was difficult for you to see as the dim orangish light of the dawning sun barely penetrated the closed heavy curtains, but something definitely felt off. Why was everything numb and fuzzy? You heard her heels clack loudly across your marble floor, then there was the blinding sunlight right in your face as the curtains shot open. You tried to cover your eyes, but your arms wouldn’t move, tightly restrained by some kind of soft fur-lined straps, keeping both your arms and legs outstretched on the form-fitting foam bed.

You tried to mutter your concern and confusion, but the gag you just realized you were wearing made anything more than moans and groans impossible. Clamping your teeth into the soft rubbery thing in your mouth felt weird, but at least it didn’t painfully stretch your mouth open like that one time you wore a ball gag to a B&D club. All you were able to do was make a few incoherent mumblings before she spoke. Read more »

[MFM] I watched my crush(22F) have a threesome

Here’s a story I’m not proud of. When I was 22 I had a huge crush on this girl, Alex. I’d known her for years and had been in love with her for most of that time. This is how about how one night after a party she had been flirting with a guy at, I ended up spying on her and watched her have a threesome with two guys.

Before that, she’d only dated one guy, in high school, and I thought I was on the path with her to becoming her boyfriend. We’d cuddled a few times but I was too stupid to kiss her. I’d slipped my hand under her shirt and pet her side while we watched a movie. Looking back, it’s obvious that she liked me, but she was shy herself. And probably frustrated that I didn’t kiss her.
She had another guy friend who I was afraid she liked, but nothing ever came of that. She was hardworking and innocent, and I thought it was only a matter of time before we started dating.I’d frequently see other guys checking her out, but she had a terrible radar for that and never seemed to notice. She just assumed the best of everyone and had no idea how many guys wanted to get into her pants. Read more »

[M/F][M/F/M] Midnight – Episode 2(p.1) [Forced/NonCon][Abduction][BDSM]

The warmth of sunlight shone upon her face and the sweet aroma of funnel cakes and kettle corn was wafting thick through the air. In one hand she wielded her annoyingly specialized drink, a sugar free oat milk chocolate hazelnut frappe with extra whipped cream. She had already posted a photo of it. The other swung along in tandem, clutched to her Mother’s. They were at the Boardwalk but Hannah couldn’t say precisely where. Children were laughing and playing, running through the walkways. Amusement park rides were all operating around her. She felt happy to be there with her Mother, but sad that she knew it would be ending soon.

“I’m going to miss you! I just can’t believe how fast you grew up!” Her Mother mourned. “I know that a lot happens in college, so… I just want you to be safe.”

“Well, I’ll miss you too. You can’t keep saying that you know, I’m officially an adult. I mean, in like a few months.” Hannah answered with confidence.

“Oh I’ll be saying it forever. The time really flies. You know sweetie… you’re so beautiful, you’ve taken such good care of yourself. All the tedious effort and countless hours you put in to being your best self – I just want to make sure you give that gift to someone deserving.” Read more »

[MF] My(20) mom’s married hairdresser (37) might have seduced me [Long][MILF]1 of 3

As always with these stories; this happened over ten years ago. I took my mom to get her hair done and she insisted I stopped in to meet her cool hair dresser. I was reluctant because I was 20 and had music to practice with my band. That was until I saw Trish, 5’7 mid back length blonde hair and was wearing skin tight leather pants with a perky round butt. Lacy red top that exposed cleavage if she bent over. She was super excited to see my mom and even more to meet me.

“I’ve heard so much about you, some bad ass rocker—right!? “ I was gob smacked honestly. “Yea, I play guitar. Your trish?

My mom never told me about you.”

Yes I did, my mom says. Well she never described you. My mom was oblivious of my sudden boner material, probably because Trish was 37 married with two kids. You should let me cut your hair before your next show. “Sure, I could do that,” I stammer. When I picked my mom up I stayed and asked about that hair cut and she asks if I want anything else, but she says this with a certain tone that got me rock hard right away and I tried to hide it. She said she’d do highlights for no extra charge cause my moms so nice. I thanked her and agreed to a time that Thursday. Me and my mom drove home and I couldn’t stop asking about trish. And my mom gave me her cell number . … this was a mistake. Read more »

Reluctant Engagements 4 (pining) (masterbation) (trauma reveling)

I waited the next morning with anticipation for Angie to call me and ask me to wait with her. But she didn’t call.

She didn’t call and she didn’t text. By the time her bus came and left, I was furiously shuffling my cock in my hand to her pictures in a fit of anger and rage.

Before I chucked her phone, I took pictures of her nudes from her photo album. Surely they were the ones she felt confident enough in for mutual exchanges on kik or Snapchat or something. I took pictures of them on my phone and had been using them, I came six times inside of an hour.

My balls hurt so badly I had to sit for the rest of the day. Pissing was even a challenge. I was caught in a mix of climactic rushes mixed with overused cock muscles.

I just needed to relax for a day or two.

I say for five hours wondering why she wouldn’t reach out to me and where the hell she was. She missed the bus. Did she call off? Read more »