Let me explain. Growing up my neighbor, Carrie, would babysit me during the summer when school was out. She drove me to practice and things. She was 4 years older than me. She was my first crush. She was naturally beautiful. She had blond hair and blue eyes. She was so sweet to me. We would play games, walk to the park or just hang out. She gave me 100% of her attention. I would say I was in love. I was for sure smitten.

She would take me to the community pool to swim. Her friends would show up and surround me like I was the center of the world. I may have been 12, but a group of 16 year old girls made me feel like a king.

Carrie was the first girl I ever seen nude. It was by accident. She was changing into her bathing suit and didn’t get the bathroom door latched. If the door didn’t latch it would creep open a few inches. I walked in thinking the room was empty, and there she was completely naked. She turned to me and let me have a long look. After a few moments she laughe... continue reading

So this takes place a couple months after our camping trip and by now my sister-in-law and I had shared some hot moments. I shared these in previous posts but at this point I was thinking about her pretty often. My wife isn't the most sexually active so these memories are my mind a lot..

So this time, my wife and I went to visit her sister-in-law at her small apartment in Chicago. It's a long weekend and she just rents a 1 bedroom place so we knew it would be fairly close quarters. My wife and her are super close, and so it wasn't something we worried about at all.

We flew in on Friday and had a great time, good food, seeing some of her favorite spots, and then had a chill Friday watching a movie together at her apartment. We all cuddled a bit but nothing too crazy. The next night though, we couldn't help ourselves.

On Saturday we had a full day but ended with some dinner and bar hopping. It was super fun, we drank a good amount, and then my wife, her and I ended up back at her a... continue reading

Everyone loved my last post, and I've never been able to share these stories so glad to hear people are interested. For reference, this was a few years ago now but, my sister-in-law and wife are very close. Based on my last post, we'd started to explore each other a bit and this time things went a bit further

Me, my wife and her sister went camping for the weekend and brought our tent. We'd shared rooms before and so it wasn't weird to share a tent. We each packed our own sleeping bag (my wife and I don't have one of those big two-person ones yet), and headed out for the weekend. This was the first night up there, so we'd set up camp early after the drive, had lunch, and went for a hike before hanging out at camp. We played some board games, chatted by the fire and cleared a few bottles of wine. It was a fairly crisp weekend in September so the weather was perfect to stay up late, drink and hangout.

Now, my sister in law was giving my looks across the fire for most of the night. The... continue reading

So I have a friend who I've always been able to talk freely about sex with. We shared stories, kinks, etc. However, we had never hooked up, until she found out about my size.

I can't remember how exactly the topic came up, but we were talking about dick sizes and how she takes pride in the fact that she's always been able to deepthroat every cock she's come across. Dhe asked me if I like being deepthroated, I admitted that I had never had the pleasure. I have had a few people try, but most tap out at about halfway down.

She seem shocked and then asked how big I was, and so I told her. She immediately blurted out "no fucking way" and I laughed hard. I then asked her if she needed proof and she obviously agreed.

"Come on, let's see this thing. I know you're bullshitting."

So I pulled up a photo on my phone and calmly showed her. That's when her mouth fell open and she snatched my phone from my hands. She proceeded to stare at the photos for a good 20 seconds before just saying "damn.... continue reading

This was from a few years ago, when I (F27 now, then 21). I had a roommate (F23) who was also my friend. She was my only friend in a new town and we hung out. As much as I liked her as a friend, she was a terrible roommate. She would leave things around, borrow my clothes without asking and just got on my nerves. I didn’t want to fight with her but I was annoyed. She would have her boyfriend (M28) visiting quite often. This annoyed me because it took away my privacy. I used to enjoy being more open with my dressing. Usually I’d walk around in my panties and a bra or a t shirt with no bra and panties. But when he was around, I’d have to be more careful and I hated that. I’ve always had big tits that grab too much attention and I didn’t want to show them or roam bra less with my nipples showing all the time. The three of us would often get stoned together but him and I never spoke much.

One day, I brought it up to her that I want to be more free and it’s an issue when he boyfriend visit... continue reading

I (M43) was at a house party a few years ago. There was a fair few people there drinking, relaxing and the occasional smoke. As it got to around 1am, people were getting very drunk and passing out. I had settled on my friends couch with a girl I knew on my left, and girl I didn't know laying on the floor at my feet. Both girls were drunk, and sleeping. There was a guy passed out on the kitchen floor, snoring quite loudly and a few others I knew dotted around the house, presumably still awake and talking quietly to each other.

By 2:30am some people had left, the talking had calmed to infrequent whispers and someone had turned the ligh off in the room I was in, leaving the only light source coming from the hall behind me, but even that wasn't very bright because of the door being partially closed. The girl beside me, Becky had leaned against me and was sleeping on my shoulder, and I was slowly falling asleep when I felt a hand unzip my jeans. I slowly looked down and saw the girl that... continue reading

so this guy is one of my absolute best friends ever....he's super chill, always checks in on me, sweet in that lowkey way, but we've never gone there "romantically'"

he's not really muy type and back when we got close i just needed a solid friend more than anything, so it worked perfectly for both of us.

anyway, one night we're drunk and we're talking deep personal shit and he opens up about how he struggles with sex because he's really sensitive down there and **cums SUUPER FAST. like embarrassingly fast.**

he said it makes him anxious every time things get intimate and he just ends up in his head the whole time. i told him straight up there are girls out there who think that's cute or hot or whatever, he just has to find the right one, but he was clearly self-conscious af about it.

so **i half-jokingly, half-seriously offered to help him practice..**..blowjobs on the regular until he could last longer and feel more confident. he laughed his ass off at first thinking i was messing... continue reading

I’ve been casually hooking up with this guy for a couple of months. Nothing emotional, just insane chemistry and the kind of sex that completely erases your brain.

Last night we were on his couch watching a movie, and he was being obnoxiously flirty. Tugging me onto his lap, kissing my neck, slipping his hand under my hoodie like I already belonged there. I assumed we’d end up fucking like usual, but instead he tipped my head back and told me to open my mouth.

I didn’t hesitate.

He stood, pushed his sweats down, and started using my mouth slowly, deliberately, like he was in full control. My body was shaking, tears spilling down my face, spit everywhere, his hand twisted in my hair like it was a grip. When he started going deeper, I grabbed his thighs and let him take whatever he wanted.

Something about it completely short-circuited my brain.

He pulled out just long enough to wipe my tears with his thumb and murmur how good I looked like that.

I moaned. Loud. Embarrassingly real.... continue reading

I (46M) was at the gym last night. I finished on the treadmill. As I go to get a towel to wipe it down I see the cute younger girl (24F) a few down from me. I decide to walk that direction on my way out to get a better look at her. As I get close I notice that it’s a friend of my daughters from high school who I have seen in like 5-6 years. She was always a little on the nerdy side, but always had a decent body. Well, she had a glow up.

She sees me, smiles and immediately gets off the treadmill to come give me a hug and say hi. I apologize for being all sweaty and she said she doesn’t care. She compliments me on how I look, I have lost probably 150 pounds since she saw me last.

As we are talking for a while she tells me her boyfriend was supposed to meet her at the gym but she doesn’t know where he is. She asks if she can get a ride home and I agree so we walk out to my car. We get in the car and are talking some more for a bit. She confesses to me that she wishes that her mom (wido... continue reading

Last night I was down on my knees with the guy I’ve been casually seeing, taking my time with him, slow, deep, exactly how he loves it. His breath got heavier, his sounds got rougher, and then his hand slid into my hair as he warned me he was about to lose it. Usually, that’s my cue to pull back and let him finish wherever, he normally cums all over my huge tiddies, but this time… something shifted.

Instead, I held his gaze, took him all the way in, and didn’t stop. When he came, it hit hard, hot, thick pulses filling my mouth, pouring straight down my throat. I swallowed every single wave on instinct, feeling him twitch and throb against my tongue while I worked him until there was nothing left. No mess. No hesitation. Just warmth, fullness, and that slow, satisfying slide as I took all of him.

When he finally pulled free, I licked my lips, looked up at him, and said, “That’s exactly where it belongs.” He actually shivered and called me a good girl.

Now I understand it. Swallowing... continue reading

I grew up with two close friends, and although we’ve drifted apart over the years, some memories still stick with me. One of them began during my friend’s 18th birthday weekend. I was a few months older, and the three of us planned to stay over at his mom’s house after the party. His older sister, Anne, she was 20 then, was home from college for the celebration. I’d always had a crush on her.

After the party we stayed up late playing games. After we dozed off, I woke up to use the bathroom. Anne was up as well using her laptop in her room. She was finishing up some last minute homework for college at her desk. We end up talking and flirting for a while. As she gets into her bed, she takes off her pants right in front of me, still wearing her underwear before crawling into bed. Being a bit dense, I thought that was some kind of nonchalant way she was telling me she was done with this conversation and was going to fall asleep. I turned away at first, making my way to her door. I... continue reading

Ali was my last appointment of the day. While I was waiting, another player came up to me and introduced herself as Millie, Ali's roommate. She said that Ali was getting extra practice in and would be a little late. I didn't mind waiting but I asked Millie if she wanted a quick stretch before Ali came out. She agreed.

Millie is a tall and slender player. She is the star pitcher for the team. Blond hair that is nearly white and very cute. A flat ass to go along with a flat chest but she had a super sexiness about her.

She said her pitching shoulder was sore and needed a good stretch. I asked which arm was bothering her and told her what I could do to help her. Once I started stretching Millie, I could tell where her problems were and I quickly helped her out. When I stepped away, she moved her arm around and smiled big.

"It feels great. You're amazing. I see why Ali requests you, plus you're cute. Do you do house visits?"

I was surprised by the flirting and was a bit speechless. Bef... continue reading

My wife’s friend, Jackie, was apparently making jokes about her husband coming too quick in bed and my wife told her that sometimes I don’t cum or I have to jerk off. Fast forward a week later and Jackie made another joke and then said she hasn’t came from a dick in three months and just wants to get off. My wife has let me play before and just said “you can have him tonight if you want to just come over.”

She started texting me the situation and I agreed. I thought Jackie was kinda bitchy sometimes but I always thought she looked hot. So I agreed.

The story was Jackie was coming over to our house to work on a Halloween costume since Jackie’s husband, Dan, wanted to watch his team on Monday Night Football.

They actually did mess with the costume for a few minutes but my wife had already done all the work. Dan started texting me about the game that was about to start. He invited me over but I told him I was working on the house because we have a lot of projects going on but... continue reading

It happened when I was in college, on the train ride back home. The train was always filled with students, most of whom knew each other. On this particular trip, my friend brought his girlfriend and another girl along. Before the train had even started, I had settled into my side upper berth. We all introduced ourselves and then continued talking as if we had known each other for ages.

As time passed, everyone was tired and getting ready to rest, but I normally can't sleep while traveling, so I took out my laptop to watch a movie. The new girl saw me and asked if she could join. She then climbed up to the berth to sit with me. Almost an hour into the movie, I could see that she was feeling cold, so I offered her my blanket. She was a bit reluctant because we would have to sit really close to share it, but then she looked at me with a naughty expression on her face. It triggered something in me, and I wondered if I should make a move. I just needed a sign.

We were sitting really close... continue reading

Back then, I was a clueless 19-year-old dude who'd hooked up a few times but honestly? I had no idea what I was doing downtown. Like, zero game when it came to going down on a girl. But that's where my best friend Erin came in and changed everything.

We'd been tight since freshman year, but platonic AF. One night, we're chilling in her room after a party, both a little buzzed on cheap beer and shots, and the conversation drifts to sex, like it always did when we got tipsy. She's venting about this guy she dated who was terrible at oral – "He'd just poke around like he was looking for lost keys, no rhythm, no clue." I laugh and admit I'm probably no better. "Yeah, my ex basically patted my head and said 'good try' before faking an orgasm to end it. I feel like I suck at it."

Erin tilts her head, smirking. "Aw, poor you. Guys never get taught this stuff properly. Practice makes perfect, though." We're both giggling now, the room feeling warmer from the booze. She pauses, bites her lip... continue reading

Last year my wife decided she wanted several of us to go to the mountains and stay in a cabin for a few days. She planned everything and the final head count was the two of us, our teenage children, my mother in law and my wife’s best friend. My father in law did not care for traveling much so he opted to stay in town and dog sit.

We made the three and a half hour trip with no problems. We did take two vehicles so that we had plenty of room for seating and luggage. We arrive at the cabin and get everything unpacked so that we can go to dinner. At dinner all the adults with the exception of my wife had a couple of drinks and were feeling good and relaxed.

After returning to the cabin everyone seemed to head off to their beds for the night so I slipped my swim shorts on and headed downstairs to their beds the hot tub with another drink. I got tin the hot tub and after a couple of minutes the door opens and my mother in law comes out wrapped in a towel. She told me she heard the jet... continue reading

I woke up so horny really early this morning and my boyfriend was lying next to me on his side facing me, softly snoring. (He drank a lot last night). I thought it would be a fun idea to see if I could make him cum without waking him up. So I very slowly lowered myself down, careful not to disturb the blankets. I very gently and softly began to lick his cock trying to get him hard. It took a minute or two but finally he began to harden. So I sucked the tip of his cock into my mouth, very gently sucking and licking being very careful not to suck too aggressively, I really wanted to see if I could do this. He didn’t move at all, it took about 12 minutes of gentle sucking and he finally came in my mouth. He never stirred, he never stopped snoring and he never woke up!

After he woke up, I asked him how he slept and he said he dreamed that Sabrina Carpenter gave him a BJ backstage after one of her concerts 😂 Then he said he thought for sure he had a wet dream but didn’t find the mess anywh... continue reading

Back in college I would regularly go party with this group of girls that I used to work with. One of them was short with a bubble butt and she'd always wear the tightest slacks. We would flirt constantly but I always thought we were just messing with each other, until one night when we went out dancing.

She was next to me in the front seat while my other two friends were in back. As we're driving downtown she reaches under her short dress and pulls off her panties and sticks them in my glove box. When we got to the club we did a round of shots and moved to the dance floor where I proceeded to grind on her ass for like an hour straight. I kept feeling up her hips, lifting her dress so I could feel underneath but she would never let my go too far. I was rock hard and I could tell she was into it because the more I pressed my dick into her the more she grinded on me. I wanted to take her right there on the dance floor but we had to babysit our friends who were getting sloppy drunk and a... continue reading

I went straight from work to the golf course to watch my youngest son play a high school match. I brought a change of clothes but was running late so I was going to change quickly in my car.

As I pulled into the full parking lot, it started to rain. I pulled into a spot between two cars and reached into the back to get my clothes. Before I took my shirt off, I looked to see if anyone was in the cars beside me and there was a lady sitting in the car on my passenger side. A cute mom of a player on my son's team. She was on her phone, waiting out the rain, so I figured I could change and she wouldn't notice.

I took my shirt off and when I grabbed the new shirt next to me, I saw her looking. I just smiled and waved. She rolled down her window, with it still raining and motioned me to do the same.

"What are you doing over there, changing clothes?" Tory said with a laugh.

I've had a bit of a crush on Tory since I first met her. Probably late 30s to 40yrs old, married, blond hair, prett... continue reading

I had just turned 18 maybe 7 months prior to this incident. I recently graduated high school, and had a summer job before going to college. It wasn't much, just a cook at a fast food restaurant. This job kept me out until 9 or 10, depending on how busy it was.

My parents had to leave for a convention out of town, and my siblings were still younger and needed a babysitter; school started in a couple weeks and they started their 7:30 bedtime routine. Since I had to work, I couldn't watch them, but my parents had a family friend whose daughter did babysitting while she was in college. For sake of the story, lets call her Sarah.

Sarah was only a couple years older than me, about 20 at the time of this incident. Sarah was really pretty and also kinda flirtatious. I never thought anything of it, just because our families were friends and I thought all of her flirting was pretty innocent.

This particular night at work was slow, so I got home at about 9 on the dot, which was earlier than ex... continue reading