Tag: High School

[FM] (multiple m’s actually) How I became a slut.

I already posted this but it was removed because I didn’t use the right tag. Hopefully it works now.

Settle in, this is a long one.

I’ve made a few posts on r/SluttyConfessions and I have a plan to “do the alphabet” so there will be more to come. But for now I thought I’d delve into my past. This is super slutty (I think so anyway – 6 guys in this episode) so you might think it’s more suitable to the aforementioned sub, but apparently it’s not for “general tendencies” and I don’t want to outstay my welcome over there. Plus I figure this will hit more people.

When I was 18 (I’m 22 now) I became single after a relationship that was 18 months long. An eternity for a teenager. High school had finished but I hadn’t yet drifted from my friends. I used to hang out with one in particular a lot because we lived around the corner from each other. Let’s call him Tom. One day, I don’t know how, we started making out. At one point he said “are we just making out or…” I thought he was going to say “are we going to fuck?” So I said “we’re just making out” because at that point I believed, that for me at least, sex was for relationships. I found out much later that he was going to ask “Or are we together?” Read more »

My Vacation Fling with my “Stepmom”, part 5 (Final) [MF]

(Part one can be found here: /r/gonewildstories/comments/hragsd/my_vacation_fling_with_my_stepmom_part_1_mf/ – link to the next part are at the bottom of each post)

The day we were due to fly back home to the East Coast the weather took a turn. Gone were the golden summer days, instead it was wet and miserable. It matched my mood. Usually the sadness of saying goodbye to my dad was balanced out with getting to see my mom again, but this time I knew I was also saying goodbye to a sex-fuelled week with Ana. I did hope for the morning that our flight might be delay a day due to the weather, but in the end, it wasn’t. I had one more morning with Ana until next time.

When I woke up, I immediately hopped out of bed in the hope that perhaps only Ana would be up. I could hear a shower running and I briefly considered seeing if the door was unlocked in case it was her. Fortunately my brain won out over my cock and I didn’t. When I walked into the kitchen, Ana was there, staring blankly at the wall with a cup of coffee. I remember that I thought then that Ana was feeling how I was, devastated to be parted, like she had fallen for an 18 year old idiot like me. Read more »

The first time I fucked my sister

[CLICK HERE FOR REAL INCEST VIDEOS](http://realincestvids.com)

Julie almost couldn’t believe her eyes when she opened her door and saw her brother Chris standing there. She screamed loudly, and jumped on him, almost knocking him over. She wrapped her legs tightly around his waist, and hugged him so hard, he almost couldn’t breathe.

“Oh my God! What are you doing here?”

She pulled herself away from him and held his hands. He just smiled as she looked at him, still not believing he was standing in front of her.

“One of my friends wanted to come up. He’s trying to get with some girl he met, so I told him I’d make the trip with him and surprise you. Surprised?”

“Oh my God! I can’t believe you’re here! C’mon…”

She pulled him by the hands into her room. There was an attractive brunette sitting at the desk, combing her wet hair, and wearing nothing but a towel.

“Brenda” Julie squeaked “This is my brother Chris. Chris, this is my roommate Brenda.”

Chris awkwardly held up his hand to wave, and Brenda smiled.

“Nice to meet you Chris. I’ve heard a lot about you.” Read more »

[FM] Thinking Back On Boyfriends Past…Dan the Virgin

Here’s another installment of the ghosts of hookups past! I met Dan in college, he was a year or two younger and whenever we were at a party together we always seemed to gravitate towards each other, inevitably winding up in a corner kissing. It all seemed pretty innocent; he was a very passionate kisser, but I noticed he kept his hands respectfully on my waist or at the small of my back. I was at the point of college where I was hooking up with so many jerks, I was surprised to meet such a gentleman, and I found him to be overwhelmingly sweet. He looked at me with stars in his eyes….so I figured I had to ruin him.

One night me and my roommates were throwing a rager at our house. We had a buddy bring his DJ equipment, a damn-near fully stocked bar, and we were all dressed in next to nothing. I had opted for a black T-shirt dress that was mesh, showing off my lace lingerie set underneath (a conservative choice compared to many of my friends), my long red and purple hair worn down extra curly. I had cleaned my room, certain that even if Dan turned me down, SOMEONE would end up in bed with me. When Dan got to the party, we found each other immediately and our game of cat and mouse began. Read more »

[FM] Sent the slutty freshman to Chapter with a Present

Sorry for the delay everyone.

This is the continuation of the [busty blonde Freshman Lauren ](https://www.reddit.com/r/gonewildstories/comments/hfvazs/fm_sorority_freshman_gets_a_ride_back_to_campus/?utm_source=share&utm_medium=ios_app&utm_name=iossmf)

So it’d been about 3 days since Lauren had sucked my cock. We’d chatted some after and I’d learn that as a freshman she was rather inexperienced. She’d only had a high school boyfriend who she told me had a tiny dick. She was finally free of him and ready to explore some real cock. I’d just gotten back from an early afternoon class and decided to hit her up again.

Me: Hey! What’s up? (Really original I know)
Lauren: just in class. You?
M: just lying in bed thinking about how sexy you are and good you were with that mouth.
L: haha really?
At this point I decide to roll the dice. I sent back a quick snap of me in my boxer briefs, my cock hard and straining against them. The outline of my cockhead prominent against the thin material
I stare at my phone nervously for a few moments before I get an uplifting message
* Lauren has replayed your snap**
I let out a sigh of relief as her next message pops up
L: Fuckkkk. I want to see it
M: Tonight.
L: I only have an hour (bitch sorority) chapter
I know that for a freshman she’ll never pick a cock over chapter this early into the year. I decide that I’ll settle for just getting a bit more head in the car before dropping her off.
M: I’ll pick you up from class and drop you off at chapter. We can just hangout near the house. You won’t be late. Read more »

[MF] First time I creampied a girl on a boat

So back in my younger days my friends and I we used to spend the summers at a lake on the Colorado River with our families. By the time we were in college our parents had collectively realized that my group of friends were pretty responsible, so they allowed us access to their power boats. On average, the boats were about 24 feet in length, small enough to water ski behind but were also big enough to sleep 4-6 people each.

After my freshman year, we organized a four-day trip in early June when everyone got home from college. There were about ten of us on the trip (eight guys and two girls who were like sisters to me). We had two boats with tank fulls of gas, cold beer and food for college age kids (i.e. burgers and hot dogs). We found an amazing campsite and partied like rockstars for the first three days, then ran out of beer and gas so we headed back to the Marina to fill up both after breakfast. Once we were at the Marina a few hours later, six people including the two girls decided they’d had enough fun and they decided to go home even though we were supposed to spend one more night on the lake. Including me, there were four guys left so after they left, we dry docked the smaller boat and grabbed lunch at the Marina restaurant. Read more »

I blow my high school “bully” [TM]

Just a small preamble for context, I’m a transgender girl, but before I formally came out, I was a crossdresser/sissy as a way to cope with my impulses. I already made this account so whatever. Anyways, on to the story!

So, when I was in high school, I met this one guy and we both just rubbed each other the wrong way. It happens to most people at one point or another in life. But other than some mean comments, it never escalated beyond that. When I graduated high school, I thought I’d never see him again.

Skip a few years into college and I started cross-dressing (I was still in a cross dresser/femboy stage and had not yet fully started to transition) and just being kind of a slutty femboy. I’m taking a chemistry class and who do I get as a partner? Mr. Fuck Face himself! We asked to switch but teacher denied us and said pairings were random and final. We didn’t like it, but he had matured a little bit and we managed to be civil to one another. Read more »

[MF] I hate fucked my ex-wife last weekend and man that felt good.

My ex-wife, Marice was my college sweetheart. We were together for 14 years and married for more than 12. A few months before our 13th wedding anniversary, she reconnected with a guy she had a crush on back in high school and they ended up having an affair. She left me and he left his wife and they got together. That was two years ago. I was blindsided by the whole thing and for about a year I was a mess, concentrating on my work and never really finding the time to socialize except with my family and a few close friends.

Marice and I went back to speaking terms because as my mom told me, “when you are angry at somebody, it eats you up whether you realize it or not”. I felt that as soon as I told myself that I wasn’t angry at my ex anymore, I felt like a thorn was pulled out of my chest and I was a much happier person. Read more »

[MFF] – My wife and I got really lucky and met a woman for an incredible threesome. We haven’t had any luck since, but hopefully we will again sometime!

This happened around three years ago. My wife and I were having a conversation about being a little jealous of friends who were dating around, we dated since high school and never even saw anyone else so it was just something we missed out on.

We agreed we could use a bit of our own experience and that we’d both be comfortable with it. She had always been a bit bi curious and wanted to try it, so we thought maybe we’d see if we could meet another woman sometime. A few nights later we made a profile on a few apps just for that sort of thing. We got a few leads, but one became really serious pretty quickly. We exchanged Snapchat usernames, and it didn’t take long for her to send us some fun stuff and we returned the favor. We eventually all agreed we’d meet up for drinks.

It went really well. We all got along great and enjoyed each other’s company. Plus she was super hot and my wife was really attracted to her as well. Afterwards, she invited us up to her place. It was a bit secluded and she’d recently gotten a hot tub out back, she had already told us about it and asked us to bring along some swimming suits. My wife and I changed in her bedroom and met her outside, she already had some music going and some drinks ready. Read more »

Misty gets a visit from the neighbors (FMM) (fantasy) (MILF)

Misty, a 39 year old wife and mom of two, waves goodbye to her family from the window. Her husband is taking the kids for a weekend camping trip. They pull away and she sighs. She’s been waiting for a while for some good alone time. She turns on the stereo throughout the house and pours herself some wine. She decides to take a swim. She glances at herself in the mirror, wearing a two piece she has t been able to fit into. Thinks to herself “Finally the working out is paying off”
She stand around 5’2, blonde hair, an ass that has been sought after since she was in high school. 36 c sized breasts of a mom.
She grabs her throw over and walks into the backyard and lays out in the sun. As she lays there she hears the mower next door stop. A man calls over to her
“ Hey neighbor! Hot one today.. does your husband still have any of those beers he made left?”
“Oh hi, yeah there’s still some in the garage fridge .” She gets up to go get one. The man stares at her lower ass cheeks peeking out of the bottom of her swim shorts. He watches as her plump ass jiggles to the garage door. She returns with two cold bottles. Hands him one and they share a drink over the fence.
She stares at his fit stomach, shoulders and arms. He’s in his mid 20s lives there alone. “Your husband told me to keep an eye on you and the house.. shouldn’t be too hard to keep an eye on you..”
He smiles and notices her blush.
“Why don’t you come over and take a quick dip?” She invites. He agrees. She gets in the pool he comes back out hops the fence athletically in his shorts. Hops right in the pool. She’s leaning on the edge of the pool taking a drink. Feeling a little buzzed already. Greg confidently swims up behind her. She can feel his semi hard cock press against her ass. She turns
“I’m not dumb Misty. I see you checking me out. You’re alone and you invite a younger guy for drinks and a swim..” she goes to reply but as she turns around he shoves his tongue into her mouth. She starts to kiss back. They make out. Pulling at each other’s swim bottoms. His cock growing harder under the water. Greg puns her against the side of the pool. Throws her bottoms on the pavement with a splat as he spreads her legs and starts pushing into her married pussy. She feeling his solid muscles on his shoulders and back. He pushes into her all the way one hand on the edge of the pool one under her ass as he squeezes. She moans out and starts to breathe heavy.
“Oh fuck yea. You were so ready for this cock” he twists his hips and starts pumping her harder and faster making waves against the side of the pool. Misty’s eyes close and she bites her bottom lip as he continues to pulse and pound his cock into her.
“This could be a all night thing, Misty.. you want to be a slut this weekend?” He pumps her again and slides out. Grabbing her by the hips and spins her around her hands grab the edge of the pool. He looks down at her pale ass with obvious tanlines. He pushes back into her pussy from behind gripping her hips. Pounding as fast as he can underwater. “Answer you want to be a slut this weekend?!” He grabs her hair and pulls her head back and she moans out a quiet “yes..” “I couldn’t hear you! Do you?!” He yells
“YES! YES!” She answers back feeling him balls deep in her
“Yes what?! Say it!!” He demands
“Yes I want to be a slut this weekend!” She screams out. She can feel him pulsing deep inside of her. As he’s fucking her he let’s go of her hair and reaches past her, picks up her swim shorts and throws them over the fence into his yard. She is so full of his younger cock. Trying to hold back from cumming on his cock so soon. She’s breathing hard water splashing into her face. She feels him slide out again. She leans forward against the edge composing herself. Wipes water from her face and turns around to see him sitting on the pool ladder his erect cock glistening and his balls just floating. He beckons her over. “Might as well lose that top and show me those big titties. Bring your pretty face over here”
She slides her top off and swims to the ladder. Her tots floating up and she begins stroking his hard cock. Read more »