A deal made in high school [MF]

~This is from a while back and everyone involved was over 18 (and still is lol) – There is a longer version on my profile ~

I [F19 at the time] was the bullied nerd with good grades, he [M19] was the popular kid every girl had a crush on at some point and played in a band.
We had been in the same class for most of school. We had a weird dynamic.

We were finishing HS, which meant writing hour long final exams. As per school tradition we all got drunk in the parking lot after. And the went on a pub crawl.

One night we are both drunk, he suggests a deal that we should totally fuck once we are both single, as he would never cheat. I half jokingly agree.

2 years pass. We don’t hear from each other. Until my mom accidentally hits the car of his mom while parking. Telling my mum he now lives in my city. One night I am horny and use the pretext to text him.

Amnesia Was The Best Thing To Happen To My GF [M/F/F/F/F] Part 54

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=== ***Chris*** ===

April 30, 2018

The restaurant is awfully busy, and I felt bad about leaving at 8 PM, since it’s still a packed house. I worked in a very popular Italian chain restaurant, and while we are busy, we are also fully staffed. Having me there would have been just an extra body in the way, and the kitchen is already pretty crowded.

That’s when I noticed her. Isabella. She looked lonely and she kept looking around like she’s expecting someone. A glass of wine sits in front of her and a closed menu next to it.

“Chris, I got about one table left and my shift’s about to end, do you mind taking it?” Marie told me, one of my co-workers. She’s a young mother of two, her ex knocked her up twice and then disappeared on her, and she’s a good person too.

“Of course,” I told her as she gave me such a relieved smile. She nodded towards Isabella’s table.

“Hi, um, my shift’s about to end so I’ll be handing you over to my co-worker here, Chris. He’ll take care of you, alright?”

Meeting my new partner’s son for the first time

OK, Tom, I’ll see you around noon.

I put down the phone and drew a deep breath.

I had been seeing Tom for close to 2 months. I saw his profile on a dating app and was immediately drawn to it. He openly admitted that he was a nudist and that he was only interested in dating a woman who shared his passion for being naked wherever and whenever possible. I liked his frankness, as I’m sure that most women would dismiss him for that reason. Whilst I would never have called myself a passionate nudist, I was often naked at home when alone and being a 45 yo divorcee, with just the one daughter who did not live with me, that was all too often.

So I sent him a message, we met up and we got along famously and the last 2 months have been a very happy time for me. Tom lives in a leafy suburb in a lovely modern house, with a large private backyard with a swimming pool. His property is perfect for being nude without having to worry about nosey neighbours. I had spent the last 3 weekends there, lazing around the pool on these hot Summer days, enjoying a drink and relaxing and getting to know each other.

The hottest girl I ever hooked up with [mf]

This all went down a couple years ago. I was at an old high school friend’s house party. He had really branched out since school and we had gone to different colleges so apart from a handful of old friends I hardly knew anyone. It was a pretty large party, over 100 people, but what really caught my eye was a group of unbelievably hot girls. There was a group of 5 or 6 of them and for the for few hours of the party they seemed to stick to themselves. It looked like they didn’t know too many people there either. I was shy and similarly only stuck with the few guys I knew and tried not to gawk at the girls too much.

Once that party had properly swung into gear, the host (James) brought out the beer pong, a timeless classic. He rounded up anyone who wanted to play and just started grouping people in pairs at random. To my excitement most of the hot girls had gathered around too.

It was 2 v 2 beer pong. I got paired with some random guy I’d never met and we were to play against another random guy I’d never met paired with one of the super hot girls I’d been gawking at earlier, Sophie.

How my best friend [M] and I [M] discovered we are bisexual [M4M]

My best friend at the time and I had just graduated high school, I was about to move out of state so we were living it up on the last weekend. Fishing, riding 4 wheelers, sleeping over. This was just before porn became easily accessible on cell phones.

We spent Friday fishing in a remote pasture. Although I masturbated often at this age, I hadn’t released in three or four days. I was horny, could feel it in my balls. We had some luck fishing, talked about me moving, basic guy stuff. Nothing intimate. At this point in time, I was very straight. There were no feelings of attraction to the person himself, other than being my best friend.

We returned that night and played some ping pong and ate dinner, hung out in my room playing video games and what not. All the while I became increasingly aware of the growing sensation between my legs. My cock was aching, rock hard and twitching at times. This was tough to hide throughout the evening. (Looking back I think the same thing was happening to my friend). When we went to bed (same room) I could hardly fall asleep due to my achy cock that had started to leak unwarranted precum. I’m surprised I didn’t cum in my sleep that night.

[f] [m] we are addicted to posting now

So to make a long story short. My ex and I dated in high school and used to fuck like rabbits any chance we got. We ended up breaking up but always seeing each other whenever we had a chance. I would make my way to her work or apartment and she would visit me while she was married and I was married. We would do cream pies, feet play and just fulfill each other’s sexual fantasies, regardless of our relationship status. She loves getting fucked and I love how open she is about it all. Now we have been meeting up. This past week she gave me a big because lady time, and right after that she had another guy she was going to give a bj too. That night she went home and gave her fiancé a third bj. Now we are talking about trying to get a threesome or even invited to an orgy soon. It’s to the point now that we don’t care who’s sucking or licking we just want to get ours out of sex.
Best ex’s ever.

Update now: she is running the Reddit account with me, we have both been so turned on lately.

Comforting my (M) Bestie (F) after a breakup

I waited in the car outside by the curb. I glanced over at the red door of the house to my right every so often anxiously waiting for it to open. Nothing yet. June had called me pretty upset earlier tonight about her boyfriend Tony. They had been dating about a year and from the sound of it, their relationship had finally come to an end. I rushed over to her house to find out what happened and possibly be a shoulder to cry on. I hated seeing June hurt, we had been friends since high school and now at 23 years old, we were still closer than ever. I couldn’t stand hearing her cry.
The door swung open. Toned, tanned legs stepped over the threshold and made their way down the driveway. June. She was 5’2 with dirty blonde hair, cool blue eyes, and a pink pout. She wore velvet red shorts, a white t-shirt, and sandals. I reached over to open the door to the passenger side. June hopped in and sank into the seat.
– “Hey, Chris.”
– “Hey,” I said studying her face, she had been crying. I continued “so what’s going on? How are you feeling?”
– “Tony just decided he wants to see other people so I wasn’t going to stop him. But fuck, it hurts.”
– “I’m so sorry. He’s an idiot and one day he’s going to realize he let the best girl get away.”
– “I’m just glad I didn’t officially move in with him yet. It would’ve been worse.” She smirked.
– “Exactly. Did you want me to go with you to get your things from his place?”
– “Yeah, maybe sometime this week but for tonight I just want to sit here with you. I couldn’t stand being alone anymore. “
– “I get that. Let me know if there’s anything I can do to help you feel better.”
I turned the radio on low, cracked the windows, and turned off the car. A cool breeze came through and June shivered. Her nipples grew hard and poked at her shirt. I had the biggest crush on June since high school. The older we got it faded but I still found her extremely attractive.
– “Chris, I could really use a hug right now.”
– “Of course, come here.” As June leaned in I lifted her over the center console onto my lap. She sat sideways and nuzzled her nose into my neck as we embraced. Her messy hair tickled my face.
She smelled of sweet sweat, the aroma enticed me as it made me think of the warmth of her lonely pearl.
I thought to myself- should I kiss her? No dude this totally isn’t the right time. We’ve never been this close before tho maybe I should go for it… Fuck it.
I shuffled a bit before using my hand to lift her chin to my face and without thinking next, I planted my lips right on hers. Then it happened, she began kissing me back. My heart pounded as our mouths slightly opened to take in more of one another. Suddenly, June pulled back. “Chris! Oh my God, I’m so sorry. I can’t- I shouldn’t do this.”
“No, June it’s okay trust me. I’m sorry I thought you felt it too..”
“Well, I did. It’s just. I don’t know what this means for us. I’m really vulnerable right now.”
“June, we don’t have to define anything now. I just want to make you feel good.”
She exhaled as her face fell. I studied her expression for a bit hoping she’d want to continue. She looked back at my eyes then down to my lips, she bit hers. Checkmate
June leaned in again and proceeded to kiss me harder than before. Our tongues swirled around one another getting wetter each cycle.
I ran my fingers through her hair, gripping a bit to tilt her head upward. She let out a light moan- someone likes to be dominated I thought to myself. Soon she had reached down and started undoing my belt. I put my hand over hers to stop her. I wanted to take care of her first. She pulled back to look into my eyes. I slid my seat back as far as it could go. her back was toward me as I spread her legs propping one foot up on the steering wheel and the other on the center console. She leaned into the driver’s side window. I slid her shorts to the side, her blonde thin hairs felt damp as I slowly touched her pussy which was creamy and ready to go. I sucked my fingers a bit before I started rubbing her. Up and down in and out of her hot hole, I pumped my fingers slowly, fucking that lonely pussy Tony had left behind. June moaned softly, relaxing her hips more and more sinking into the pleasure. She lifted her shirt over her boobs, she wore no bra. Her C-cupped breasts sagged perfectly and jumped with every stroke of my finger. I made circles around her clit using the juices that began to seep out of her. Her hips followed my rotation. “Mhmm good girl,” I whispered in her ear. Listening to her body I slipped two fingers back inside her pussy, curled them upward, and stroked at her g spot. June threw her head back weakly and let out a moan of complete ecstasy “please don’t stop” she begged, “I really needed this Chris” hearing her say my name and watching her spread on top of me made me so hard my eager dick poked at her ass through my pants. I was determined. I placed my thumb on her clit while keeping a steady rhythm inside of her. Stroking and rubbing I reveled in her pleasure. The windows around us started to fog up. “Fuck Chris I’m so close!” June exclaimed as her walls tightened and relaxed. I sped up keeping pressure on her sensitive button. Suddenly June grabbed my arm and squeezed as her hips convulsed up and down on my lap. Moaning uncontrollably. My sweet girl was cumming beautifully right on top of me. She relaxed and I slowly slid my fingers out taking her slippery juices with me. She breathed heavily as she looked into my eyes with a soft grin. “Would you like to come inside Chris?” She asked naughtily. I shoved my fingers in her mouth allowing her to taste herself. I replied with a smirk “Oh yes. Yes, I would.”

Connecting with an old crush [MF]

I had a huge crush on a girl when I was in high school. She got a bit of a reputation by the time we graduated (make of that what you will) and we ran in different circles. We lost touch in college except for being connected on social media. All I knew she got married, had a couple of kids and got divorced.

When I was working at a beach bar I saw her in person for the first time since high school. When you go to the town I was in it was usually to “cut loose”. We started talking and pretty soon I was ready to go on my break.

Her reputation may have been justified, we ended up going to the employees bathroom. She sat down, and took out my cock and started eagerly sucking. I’ve always heard “sloppy blow job” and seen them in porn but had never had truly sloppy head. She told me to tell her when I was getting close, which I did and she slowed her pace. She did that two more times before letting me unload in her mouth. After swallowing, she up, gave me a hug and told me to text her since she’s be around all weekend.

I 20[M] fucked my friends mom 42 [F]

Title is a bit sensationalist, sorry. Let me explain, I 20m have been fucking a friends mom (42f) for the past few weeks. I used to be friends with a dude during high school, but because of college he moved out of state and I stayed local (within 30 mins) and I haven’t really talked to him since. With that said, I started seeing his mom (she knew me) at the gym very frequently, and we started having conversations when we’d see each other. She’s a very attractive woman and I loved subtly checking her out at the gym. Our conversations started getting a bit flirtier over time, and she eventually explained that she had gotten divorced during 2020, and that she finally felt “free” as she put it. After some time of us flirting in the gym (at this point we were getting to be touchy) she finally invited me over one morning.

The beginning of my [MF] sexual adventures

*** Normal guy who is told he’s good looking and this has led to some fun sexual adventures. With that said I am not perfect as it did lead me to a path of cheating at times. Though some adventures did start before I was 18 yrs old, I am only writing about those after I turned 18. ***

*** Back history***
How did this start…
Well, I never thought of myself as “popular” with the girls. I had the two or three girls each year expressed their liking of my since 1st grade. This continued on to 8th grade. It started as a boring school year. I didn’t dress the best and guess I didn’t care. Apparently how you dressed was a big thing and I failed to notice. That is until I met “N” who was a grade lower. This change my world for the good and the bad. N was in someway part of my life from high school and beyond. This Jr High romance became short lived but N will pop up from time to time in future stories so I believe it was important to mention her. Also to mention I never had done anything other than kiss N until my senior year. The main thing to know is she, N was part of that “popular” crowd. She got her hooks in me and changed the way I dressed from bargain basement to the world of popular name brand. I will go into her more later.