Growing up, my best friend was Don. We were smart, did martial arts, and were a great comedy duo, so in high school we ended up working our way through all of the women in our friend circle. We’d share tips with each other to help the other one score better. “Rachel likes a firm tongue on her clit and 3 fingers in her pussy” or “Kristen likes to have her hair pulled and be pounded like a jackhammer,” or “Laura has daddy issues, order her around like she’s a useless slut and she won’t stop cumming.” We’d talk about sex late into the night, and it would always make us super horny. But we grew up in a conservative town, so even that level of open communication was a little taboo. Now I realize that Don is probably bi and ashamed about it, but I’m secure in my straightness and have never been too hung up on labels anyway. I like what I like. By our senior year though, we broke through some of that bullshit and had some great times.
Tag: High School
[FM] Thinking Back To All My College Boyfriends 3- Jonny the cool guy
Been posting pics lately and figured it’s been awhile since I wrote out another take from boyfriends past. I met Jonny my freshman year of college. I was a fresh 18, and still dating my high school sweetheart Matthew, convinced we would get married. I also believed his cock was WAY above average gigantic…but that also turned out not to be true.
I got involved in an extracurricular that I knew one of my friends was apart of, and everybody hung out a lot together. This group was full of the coolest people I had met at that point of my young naive life. Jonny was one of the men in the group, and he felt like a natural leader. He was a ‘second year junior’, and he had seemed so mature and worldly! He was wildly creative, a writer and a musician with the confidence of a rockstar. He had girlfriends, but they never seemed to stick around long. They were always young and really pretty, and I could see what attracted them; he had the bluest eyes, the curliest black hair, and he was the funniest person in the room no matter where he was. This was before the ‘dad bod’ trend really caught on, but that’s definitely what he was rocking. I remember thinking he was so attractive, just how he carried himself.
[F] My first time trying anal. And the wettest I had ever been
The first time I tried anal was shortly after I had lost my virginity to my first boyfriend at 17. We lived far away from each other so we hardly ever saw one another. Being in High school still we also were hardly ever alone. Sometimes we would be able to say we were going to watch a movie and shut our bedroom doors or stay in the living room. Anytime this would happen we would be all over one another. I remember giving many blow jobs on his parents couch while the tv was turned up to drown out his moans. It was really fun sneaking around! I almost miss that excitement when you are so young. But anyways, one night we were at my parents house in my room. It had been 2 weeks since we had seen each other so it was blissful being able to touch him and be touched. For weeks before we had been sexting about how he really wanted to try butt stuff. I remember him saying he had really wanted to eat my ass and try anal because it was so tight. I was so excited to try something new so I propositioned him that we could do it that night. He was really excited and got my lube from my hiding place as I took my clothes off. I could hear my dad watching tv out in the living room and it was exhilarating. My house has very very thin walls so I am surprised to this day my parents thought I was still a virgin. After I took my clothes off he flipped me over so I was on my stomach. I lifted up my butt a bit as he grabbed my ass and started kissing around my hole. He licked softly at my O ring and traced the skin around. It felt so sensual and nice. I felt safe and ready to try what we both knew was next. Then he put some lube on his finger and slowly went in and out. At first I was confused as to how it felt. I froze unsure of if I wanted to continue. Then he put more lube and slowly put two fingers in. It started to feel really good. I loved how slow but sure he persisted. Then he barely put three fingers in and let it get used to be expanded. I got up and went down to the ground on my hands and knees and begged him to put it in. He quickly got up and took his pants off. He put just the right amount of lube on his dick. I could feel him at my entrance and he slowly slid in. I moaned deeply because it felt so amazing. He grunted and said I was so tight. Then I remembered he didn’t have a condom on! We always used condoms but forgot this time. At first I was going to say something but instead I was so happy he didn’t. It felt so amazing having him raw inside of me. I felt myself get wetter and wetter with the thought of how dirty we were being. He started to go faster and at first it started to get a bit painful but then I eased into it. He started breathing really hard saying I felt amazing. I was so excited I started touching myself. After a couple more pumps he said he was going to cum. Before I could do anything I felt his warm load fill me up. It felt so amazing with his throbbing cock filling me up and making me feel warm. He stayed inside me for a little while moaning. Then he pulled out and his cum came rushing out. He quickly put his shirt to stop it from getting all over. I reached down and I swear I had never been that wet before. Since then of course I have had better sex but this moment was certainly memorable.
High Flower Academy – Part 1 (Solo)(Spanking)(FxFuta)
Thank you for coming by! This is part 1 of what will be a story updated daily over on my sub r/dailysexstory! Please come over and read the introduction if you’re interested. Chapter 2 is there as well with chapter 3 coming tomorrow!
Author’s Note: Our protagonist is Grace. Grace is 24. She is 5’5 with a curvy body. Her skin is a simple cream color and she currently has red hair. It looks natural, but it’s dyed. Her eyes are a bright blue that are less piercing and more doe eyed. She has a cute button nose and a smile that endears many. Her body is rather curvy. Her top half is slimmer than her bottom half, with mid-sized breasts and a nice stomach. Her hips then flare out a bit and she has a bubble butt, slightly larger than expected on her shorter frame. Putting this here as it just didn’t flow naturally into the story. Please enjoy!
**Chapter 1 – Welcome to High Flower**
“Shuffle in, shuffle in!” A voice boomed from the field. I couldn’t believe this place. It looked so stereotypical. “Where did they find this place?” I muttered as I sidestep my way down the bleachers.
[MFF] The First Time My Girlfriend and I Fucked My Best Friend Pt 1
My girlfriend is bi, but has a strong preference for girls. I’m only the second guy she’s ever dated, but luckily for me she loves my dick. I don’t wanna brag but my girlfriend is fucking hot. She’s about 6’ tall (which I feel like most guys would find intimidating but I’m almost 7” taller than her so she’s the first girl I’ve dated that I didn’t have to hunch over 24/7 to interact with) and looks like how I’d imagine Stoya looked when she was 24, and she’s just as kinky as her too.
A couple months ago she got really drunk and confessed to me that she missed fucking girls, she also told me that the thought of watching me fuck another girl was a huge turn on to her. She then asked me the question that almost every dreamed about hearing, “Would you wanna have a threesome?” I said yes, and because I had become instantly hard, I immediately bent her over and fucked her right there.
[Group] An uplifting true story (with a NSFW twist)
Hey everyone! I hope your quarantine is going well, if you’re in quarantine. And if you’re not, I hope you’re still dealing with all this as best you can. We live in very strange times! So I thought I’d help distract you by telling a true story about something from my life. It’s something that happened very recently, and I hope it’s something uplifting!
So I’m 30 years old, and I have a small group of close friends in their late 20s. Two guys, and one girl. The three of them have been friends pretty much their whole lives, after meeting in early high school. I met them quite a bit later, after they were already an established group, but I became really close with them and we’ve all hung out together regularly for a few years now.
We typically get together once a week and hang out at one of our houses. We’re an incredibly normal group. We don’t really drink, and we *definitely* don’t do drugs or anything like that. We just hang out and chat, watch stuff together. We’re all very successful, good jobs, professionals. They were the super nerdy group in high school, so they’ve always done well.
The Cabin
Real story told to me by a friends girlfriend. For sake of privacy I changed the names in the story. Also because I am just re-telling a story that isn’t my own I cared less about grammar and punctuation and all that. Anyways, enjoy.
A few guys that we know went to stay at one of their houses for a night while his parents were out of town, it was a total of three of them, Jake, Andrew, and Hayden. They were having a good night, taking shots, when Andrew’s ex-girlfriend snap chatted him just to talk. The two remained friends after their breakup and they would talk every now and then.
While they were talking, she came up in conversation and out of curiosity, Andrew asked the guys if they thought that his ex Emily was attractive. They all agreed that she was hot but after high school she was doing less sports and seemed to lose a little bit of her tone. They added that it didn’t seem to matter to them, and she was still attractive.
Recent trip away for the D [FM]
Stuck at home and husband said I should post about a trip I took before all the recent shutdowns. He is usually the one using this account, but because of the shutdowns it is me today. It might be me a lot for the next few weeks if things don’t change.
I’m only posting to make up for not letting my husband post the video. I told him we could but my high school boyfriend is the man in the video and he wasn’t OK with it being posted. He is divorced now and still really hasn’t built his confidence back up. Maybe he will and we can post it then. The story will have to do for now.
I read the stories my husband wrote. I’m not wordy like him. So this will be right to the point. I even read one he edited for me and wish he’d do it to this one since he is good at writing. But he’s not mad about me screwing this guy like he was the one when I fucked the guy at the conference. He isn’t involved in this story like he was with my friend. I’ll see if he’ll repost those. He has taken them down.
Losing my virginity on a waterbed brought a whole new meaning to “motion of the ocean” [m][f]
Back when I was in high school (mid 2000’s) my parents had this weird obsession with waterbeds. I don’t know why but at one point all three bedrooms had them. The one in my room was huge, it only left about a foot on each side of the bed. So at this point in life I was a geeky sophomore who was kind of funny but didn’t really do well with girls yet. I would get super nervous talking to them and I didn’t really pick up on signals that well. It was a normal friday at school as I walk into my last class for the day, mr. Seelers algebra 1. I hated math but since the school day was almost over I was excited. Hayley sat next to me, she had a few extra pounds but by no means over weight, about 5’6 long blond curly hair, she was pretty cool as well. She would always hook me up with paper or pens or whatever I would forget to bring to class and would always laugh at my jokes. Class was almost over and we were chatting “any big plans this weekend?” She asked. “Eh not really. My parents are going camping but I’m gonna stay home and have the place to myself. Prolly play xbox and just chill out” I said. She said that sounds like a good time right as the buzzer rang. I quickly grabbed my stuff and ran out the door not realizing a ran off with her pen and a notebook.
Breaking Ashley (BDSM/MASO)
It’s ridiculously hot for June. The weatherman said it was supposed to be mild today, but the Georgia sun bares down on me as I walk the dusty dirt road behind Mr. Reed’s farm. My cut off jean shorts and my bra, buried under my loose tank top, are soaked with sweat. I guess I should have tried to get a ride from someone, but that would have taken time and Mr. Reed doesn’t like it when I’m late for our meetings, especially since we have to plan them carefully so that we don’t get caught.
A lot of people know what I do and Mr. Reed, being a proper man in town, doesn’t want gossip. No one cares what poor white trash like me gets up to, but the hoity toity would have a cow if they knew I was consorting with one of their own. It was one thing to be a common whore, but the whole town knows my Pa has been selling me off for a dime since I was old enough to drive. That kind of sinfulness scares them, and Mr. Reed is a church going man. He doesn’t want his reputation tarnished by the town whore.