I've always loved anal - not just loved it, but CRAVED it, and anyone who has spent enough time around me is well aware of this fact, including my roommate's brother, Sam. The three of us (Lisa, her brother Sam, and myself) were living together at the time (I'm 21 now), and there had always been a ton of sexual tension between her brother and myself, but he was the kind of guy who really struggled to make a move on any girl he found attractive, despite the fact I made it painfully obvious that, if he wanted, all he really had to do was ask. On this particular day, I was lounging around in my underwear and a tank top with no bra, making some food in our kitchen, when I noticed him staring at me from his bedroom doorway. I don't think he had been there long, and as soon as I glanced in his direction he turned away, closed his door, and started blasting music. I knew him well enough to make the safe assumption that this meant he was going to jerk off, as this seemed to be his go-to rout
Once upon a time I met a girl on a dating app. Tale as old as time, right? I was smitten right from the get-go and also incredibly surprised when she matched with me. My surprise turned to confusion when she agreed to grab drinks. I’m not selling myself short – these stories wouldn’t happen if I didn’t have some level of confidence – but Carly was, to put it bluntly, out of my league. Blonde, blue-eyed, with a killer rack and an amazing smile that lit up the room. She had a thing for sundresses and sneakers and red lipsticks. S*he liked puns.* We went on two dates and made out just a little bit before she called it off, saying that she didn’t feel a spark. *It wasn’t meant to be, I thought.* Until a few months later, she texted me. At midnight. “I think there might be a reason why I’m still thinking about you,” her text read. By this point I just wanted to swing for the fences. “Want me to come over now and we’ll talk about it?” She replied with her address. At midnight. I raced
This happened pre pandemic, I was travelling solo and went out with a group of other travellers that had been on a kayak tour with me. I got friendly with two girls, Lea & Olivia, who were best friends. Lea was a tall dark haired girl, and Olivia a shorter blonde, both rather attractive and had fit bodies (they did college track running together). We danced into the evening which was fun but the bar died down so we left, still really tipsy and it was early. They invited me to go back to there apartment and swim (it was hot summer evening weather) so of course I joined. At this point I was there to have fun and had no expectations. We get back and go change into our bikinis. They appear back, Lea in a nice red set, and Olivia in a tiny black set. They looked sexy. After some swimming we ended up back in their apartment drinking some more until we were really quite drunk. I think they had liquid courage and started asking more about sex (they already knew I was not straight). They
I had this friend in college who I am 99% certain was/is a sociopath. Now, do I know this for sure? Fuck no. I’m not a therapist. However, I grew up with a sociopath and I can see the signs pretty early. They’re actually quite fascinating to watch and he was super, super smart. I suppose it should be worth noting why I never fucked this dude: I had absolutely no desire. He was sexy as hell, but he scared me and treated women like play things. He hit on me once. I was visiting my boyfriend at his frat house. After my boyfriend passed out drunk I ended up hanging out with sociopath dude in their common area. “You know why you’re sexy V?” He asked me. I raised an eyebrow without looking up from my books. “Enlighten me.” “It’s the fact that you’re hot enough to be a housewife but you’re still going to law school. It’s sexy.” “I feel like there’s some kind of misogyny baked in there.” “Sorry. I’m drunk a d distracted. It’s hard because I want to fuck you so bad.” “I’m dating
I'm definitely going to be punished for this one, but I can't really help myself! It's my boyfriend's fault anyway! Lol Anyway, I went away for an extended weekend with some friends, to a house we rented out on the beach. Lots of drinking, lots of partying, lots of fun. My boyfriend was unable to join us, last minute, unfortunately. He still wanted me to go and have fun though, but he did tell me I wasn't allowed to wear a bra or panties at all the entire weekend. Normally not a big deal, most of my friends are used to me occasionally not wearing a bra. But it wasn't just my friends this weekend. There were some people there I didn't really know too well, and as soon as I showed up in my cute little sundress, I noticed two of the guys I didn't know checking me out. It was really obvious I wasn't wearing a bra lol. The weekend went on. We hung out at the beach, had a fire pit, a BBQ, even invited some people we met at the beach to come over and hang out. It was fun, but honestly I wa
I recently connected with a beautiful young stripper and we immediately hit it off. For reference she’s 5’2 probably 130lbs with nice pierced C tits and a fat ass. After a few texts, we met up for sushi a week later. One thing led to another and we are back at her house for a little 4:20 fun. Soon we are making out and head to her bedroom ([Video]( She’s been bragging about how good she is in the bed and immediately takes my entire cock down her throat. She tells me while I’m fingering her that she’s a squirter and she soaks her bed and my dick. She’s so hot so I flip her over and fuck her from the back. I knew from fingering her she liked it in the ass so she slowly slips my dick in her ass. She said I was a little too big so she does the majority of the maneuvering. After a few pumps, I’m hilt deep in her chocolate tube. Her phone starts vibrating so we pause and she yells, “you’ve got to go fast, it’s my boyfriend”. Well,
Also--this story involves having sex with a married man. If that isn't your cup of tea, I suggest you not read it. -------------------------------------------------------- I took a nap after my roommate’s Dad left. When I woke back up it was night time. I sat up in bed and smiled as I remembered the events of the day. Mr. Johnson had been practically insatiable, fucking me for hours before he finally managed to pull himself away. I had wanted Becca’s dad for so long— since high school. And it finally happened. I felt so happy. Then I looked at my phone. It was a text message from Steve--Mr. Johnson. He felt guilty. He was married, he said, and he loved his wife. He said he just lost control and gave in to my advances. He gave in alright. Repeatedly. My mind started to wander, thinking about all the implications of sleeping with my best friend’s married father. I made my way to the bathroom and looked at myself in the mirror. My hair was all messed up and I looke
I matched with a girl on tinder, Alina, a blonde with tanned skin, a face with freckles, a nose ring, and a slim thick body. She has these nice thick thighs, a peachy ass, a pretty small waist, and surprisingly full tits. After some back and forth text flirting we decided to meet up for a drink, went to the bar and automatically hit it off. A few drinks later and suddenly we were back at her place half naked on the bed, and before long having decently wild quite frantic sex. It was a fucking great evening, and Alina looked fantastic naked. After a mini marathon of sex we passed out naked on her bed. 6am rolls around and I am pulled from my slumber by a familiar pleasurable feeling. A few moments of thinking I was dreaming, and sleepy confusion as to where I am, I realise what the fuck is happening. Alina is kneeling next to me naked, bent down bobbing her head up and down on my already hard cock. She turns her head and innocently says ‘sorry I couldn’t help myself’ with a cheeky smi
Once upon a time, on my 21st year, I went out in Vegas to visit a friend who had relocated there. At this point in my life, I was a moderate to heavy drinker, typical nerdy shy-guy with minimal sexual experience. I only had a few "not serious" girlfriends. Making out, bad blowjobs, and what have you. So the prospect of going to one of the top 5 strip clubs in Las Vegas, with beautiful women, was daunting. Coming from a TEENY TINY town in the midwest, the siting of a beautiful woman was rare, and often met with skepticism by your peers. My friend and I had dressed well, as is customary for a "night out on the town", black slacks, suit jacket, decent button up shirt. And there had to have been a little magic in my outfit since we won a few hundred bucks at blackjack following basic strategy. After we cashed out our chips, my semi-local friend suggested we hit up one of the top strip clubs in Vegas. He asked if I had a preference. I suggested full nude, and NOT that far away from where
The day after Sarah’s third visit, I started feeling a little anxious and apprehensive in regards to how things were progressing. The sexual energy at the end of the massage was palpable, and over the next few days I thought long and hard about my own personal philosophy on bodywork/massage, client-therapist relationships, power dynamics, sexual energy, etc. That train of thought led me to rationalizing out my three ground rules, which you can see in part one. To try and help put you in my shoes, I’ll briefly explain some of my personal ideas on bodywork. Like I said, I think that mental anxiety and stress often manifest in the body through tension and discomfort, which may hide the true issues. The role of my massage is to help my clients feel better physically, but also help them see if there is a deeper reason why they are holding tension. I’m not a psychologist and don’t claim to be, but I think my clients can make a lot of profound realizations through breathwork, focusing on a
Soo a couple days ago I sucked off my twin brother’s best friend that I have known for years. It was honestly one of the greatest experiences of my life. I had been teasing him for such a long time and to finally taste him was incredible. Well since then he’s been at my house hanging with my brother like 24/7. Like the boy doesn’t leave haha. And of course I keep on wearing revealing clothes around him, making sure to bend over close to him, give him a good view. Whenever I catch him glancing I make sure to smile at him which I know just drives him insaneee. Since that one time I had been thinking about it a ton and have been kinda craving more of him. Well, I finally had my chance. Kyle and my brother had been up all night playing video games or doing some other dumb stuff idk I could hear them all night, so of course Kyle slept over. I get up pretty early, so I was very surprised to hear the shower going when I opened my door this morning. I walked over and peeked in my brother’s r
Okay. I have three stories I want to eventually share on this page and this one is a long one but worth it. Things get crazy half way down but I recommend reading everything! It’s a gooden! It’s one of the sexiest and wildest thing that has ever happened to me. Today I will be sharing part 1 of this crazy time in my life. I’m male, 32. I go to the gym but I’m not crazy with it, I’m 5’9 and 2 and a half months ago I got gifted a deep tissue massage for my birthday from my girlfriend (We have a somewhat open relationship that basically comes down to us being allowed to sleep with other people if it feels like an experience we would hate to miss out on! It sounds crazy but we have a complex system ironed out that works for us 😅) I went to the massage place on a Tuesday morning. It was a little room in the back of a hairdressers and I had to wait in a corridor for 5-10 minutes before the masseuse appeared from her room. There was a knee jerk reaction as she first appeared and I thou
Obviously this was several years ago when I still lived at home. The lady next door was such an unbelievable bitch, and she fucking hated me. She was one of those religious assholes who have a problem with everything you do. Anyway one summer I spent a lot of time sun bathing in my backyard, not nude or anything, just in bikinis. She complained to my parents everytime, saying I was indecent and a distraction for her son and her husband. Which is hilarious honestly, to come admit that your own husband is checking out other women, but whatever lmao. Eventually my parents got so annoyed with her complaining that they asked me to stop. I was understandably pissed off, and decided the smug bitch needed to be taught a lesson. So everytime I saw her husband, I hit on him, blatantly, sometimes even in front of her. I was always saying how good he looked, how I had a thing for older men, I always wore tight clothes and low cut tops and made a show of it. It took a long time to wear him down
This will probably be a pretty long one, also my first ever write-up here, so I hope it's good. There will be sexual stuff mixed in but the actual event the title refers to will occur after the dotted line Bit of info/backstory first. I am 25. 6'2, used to be heavily overweight but have lost nearly 90 pounds over the last year and a half. I was once extremely insecure and awkward, still am in some regards, but with the continued improvement of my new body I've gained a noticeable increase in confidence. I'd rate myself at maybe a 6 or 7 out of 10. Not bad, but definitely no model. I have an above average dick at around 6 1/2 inches. Not a porn star, but definitely decent. My best friend on the other hand, we'll call her Ash (fake name ofc) is one of the most gorgeous women I've ever seen. I'm not sure what it is about her, there's just something with her specifically that really gets me going. Objectively, someone would probably place her at around an 8 on the scale, but for me s
While I was holding the sheet up for her so she could roll over, she made eye contact with me and had the cutest little smirk on her pink flushed face, and asked if I could spend most of my time on the tops of her shoulders and neck today. I removed the headrest and supported the underside of her knees with a pillow. I helped guide her breathing again, then started on her arms to get her shoulders loose; lifting each one up, stretching it a little, then working down her biceps, over her forearms, and spending a bit of time massaging her delicate and petite hands. For some odd reason I still remember her nails were done with white french tips. She responded really well to the hand massage, and as I spread her fingers and kneaded th
I dont even know where to start with this one. It was a weird night and I'm still trying to process it all. I went out with some friends on a spontaneous bar crawl, which isn't that unusual. This time, though, one of my girl friends was newly single and she decided to really slut it up tonight. Good for her honestly but it got WEIRD. At the first bar she ended up hooking up with some guy. He then proceeded to follow us on our bar crawl and they got more and more into eachother. I mostly paid them no mind, and enjoyed my time with my friends. The guy was good looking, really funny, and he seemed like a chill guy so I didn't really mind him following us either. He was a huge flirt though. Like he mostly paid attention to my friend, but he definitely hit on all of us. We mostly just played it off to him being a little drunk and overly friendly. Fine with me, I'm the same way lol. We ended the bar crawl near my friend's house, and her and I decided to walk home. I live
My wife and I had driven down to south Georgia to drop our son off for a boy scout camp. Afterwards, we decided to drive around and take in the sights. The area wasn't exactly highly populated, so we were essentially cruising the back roads, blaring the radio and watching the trees whip past us. It was one of those rare moments of adulthood where you felt completely relaxed and unburdened. A song came on that my wife and I both love-- Howl by Florence and the Machine. We started talking about the lyrics, and how the line "I hunt for you with bloodied feet across the hallowed ground" implied this animalistic passion that was that was getting harder to come by in our civilized world. These random car conversations are one of the things I have loved the most about our marriage. My wife loved the idea of being so consumed with passion for your partner that you would hunt them through the wilderness and ravage them. She asked if I would "hunt" her like that. I chuckled at this becaus
Some seven years ago, during college, I briefly roomed in a cozy apartment with an old friend of mine. Let's call her Sylvia. She and I had known each other a long while, had hooked up a couple of times, considered dating, but never really took that step. But we always had a fantastic relationship. We hung out, made each other laugh, consoled one another during the challenging times...so when I needed a roommate for a year, when I was about 21, she thought it'd be a great opportunity to get out of her parents' place. For a while there, we were like best friends. She moved in at the beginning of spring, and was eager to fill her new space with all kinds of fun stuff. We went out for lunch before moseying off to the local mall to buy a few things. Like I said, we'd been friends for a long time already - so it quickly turned into one of those fun, impromptu dates. You remember that feeling? Like when you were a teenager? Just walking around somewhere with your friend, cracking jokes
This story took place during winter holidays at college last year. I lived in a student flat with 5 other people, we shared a bathroom and living room. Everyone returned home because of the school break, except for one flatmate, Lily. She's a super energetic girl, always running around doing things. I, on the other hand, am a quiet guy who likes to relax and take it easy. We wouldn't fit well together, but I liked her as a housemate. During this holiday, Lily worked in a restaurant, so she was away during the day and came back late in the evening. I had an online student job and was at home most of the time. In the evenings, we would sometimes watch TV together, or we would cook occasionally if she was free. It was nice to have someone around, as most of my friends were also at home. One evening I was in the shower. It had been a while since I had slept with someone, and I was home alone, so I decided to give it a go. I like to watch something while I wank off, so I came out of the ba
I was coming off of a semi abusive relationship and was kind of a mess. I kept fucking my ex because it was like fucking crack. The sex was good and I couldn’t shake him. Luckily, I had good friends… some REALLY went above and beyond. Once I ALMOST fucked my ex, but instead fled my house and ended up outside my dear friend’s apartment unannounced. His roommate let me in and I just kind of crawled into my friend’s bed. “It’s a little late, friend,” he groaned as he woke up and wrapped his arms around me. *We had made out a few times but nothing serious.* “I thought I’d finally let you introduce me to Firefly. If it’s not too late, of course.” “It’s never too late for the best show ever made… V, why are you in my bed?” I sighed. “My ex came over and I was going to fuck him if I stayed so I decided to come here.” “I don’t get you. He’s an ass.” “I’m a sex addict with intimacy issues so I tend to recycle exes because they feel safe.” That stopped him in his tracks. “You