[MF] The time I fucked my High School crush during our senior trip

Hey everyone! Thanks for all the good feedback on my [last gonewildstory!](https://www.reddit.com/r/gonewildstories/comments/bq7d5y/mf_that_time_i_finally_got_frisky_with_my_high/) This is part two. After the frisky part, here’s the actual sex now! Hope you enjoy this as much as I do when I think about it. Again, scroll down for the sex part. I marked it!

After my frisky moment with Hanna at the water park, it was finally the night time, and the time for a good fucking. That night, I was sitting in my hotel room with my bros. While I had briefly told them what had happened earlier in the day, I now finally got into the full details. Naturally, they told me it was my chance to finally get in Hanna’s pants.

My bros gave me a plan. My best friend texted one of Hanna’s besties and and made up a bullshit drama story that would get Hanna and me alone in her room together. It’s now over 7 years since this happened, so I don’t remember the exact details of what he had done, but it worked. Hanna’s friends left her in the room alone and went to see another group of girls in another room.

I taught her how to masturbate [FF]

This is the true story about my college friend who confided in me, that she’d never masturbated before. I, being the best friend ever, had to show her what she was missing out on. It didn’t surprise me that she wasn’t masturbating. We left our super religious environments to a free one. That bonded us together from the start. We both hid in our dorms the first few nights fearing what Sodom and Gomorrah would be like. She seemed to be more stressed about being social than our schoolwork. I tried lightening the mood by joking a bit.

“Listen, we don’t have to go party and fuck guys. We could just fuck ourselves. Let’s go to hell that way!”

She snorted then confessed “I’m not going to Hell. I still haven’t done either,”

“What do you mean? We both haven’t! Sure college has learning but, really it’s about the adult things. Parties and fucking boys are still on my list too.”

“No, I mean…I’ve never touched myself”

“Excuse me?”

By this time “Sara” was looking at her reflection through the mirror hanging on the brick wall. I saw she was serious.

Summer with my Niece

I have always been a bit of a social outcast I suppose. I just never really seemed to fit in with the rest of the world. As a kid I was bullied a lot for being weird, ugly, or fat, and it forced me to be even more antisocial than I already was. By the time I got to high school, I had really grown into myself physically. In fact, it seemed like the older I got, the more attractive I became. With the help of exercise, diet, and a well kept beard to mask my somewhat weak jawline, I had grown to like the way I looked. Unfortunately, the kids that I went to school with still remembered me as the weird fat kid, and it was already too late for me to learn how to properly socialize. After high school, I moved far from my hometown to go to college. I wanted to start fresh somewhere that nobody knew who I was. I made a few friends in college, and even had a few girlfriends for the first time, but one by one those relationships faded away. No matter how hard I tried, I just could not seem to be like everyone else. At first, it made me sad, not being able to fit in. But the more I got used to it, the more that sadness turned into frustration, and anger. I came to accept that I would never have the groups of friends to hang out with on a Friday night, the beautiful wife and kids, or even a consistent sex life. I hated to see all of the people that I had grown up with living their perfect, happy lives while I was stuck on the outside looking in, alone. Worst of all was my younger brother, Ryan. Ryan was always handsome, smart, funny, popular, and athletic. Everyone loved Ryan. I did too of course, but seeing how easy everything was for him made me jealous. He was the star football player in high school, dating the hottest cheerleader, voted prom king, and everyone wanted to be his best friend, while I watched from a lunch table in the corner by myself.

My [F]irst [MMF]

I need to start this off by saying I haven’t had that much experience sexually. My BF was, up until yesterday, the only guy I have had sex with. We met senior year of high school and went to the same college and are still together. Before him the only guy I had done anything with was just a blowjob.

I graduated early from college and took a job back home. My BF is not going to be done until August. So for the first time we have been apart. We see each-other on weekends when we can but there has been times when we might go 2 or 3 weeks. Needless to say the lack of sex has taken a toll. Back in February i decided to do something I have never done, watch porn to help the urge. Well…this opened me up to a new sexual side of me I was not aware of.

[MF] That time I finally got frisky with my high school crush while on our High School Senior Trip

I have always been a lurker here, and finally want to share a long term story from my past on here. This was a big moment in my life, and I still think about it today and have all the details memorized. So sharing all the details with you all.

This is the first time posting on here. So forgive me if I went overboard. Maybe it will seem like I wrote 50 shades of Gray here, and sorry if I did, lol.

Also, scroll down to the very end for the actual frisky part, if that’s what you want. This might seem too good to be true, but it is real. Trust Me. There’s also a second part where sex actually happens. If the feedback is good, I’ll post it later! Thanks for your patience with me! We both were 18 at the time.

**

So, all throughout High School I, (for the purposes of this story named Alfred) always had a sexual obsession with this Asian girl, (purposes of this story, will be called Hanna.) We finally fucked in our Senior Year and when we were on our Senior Trip, so here’s part one of the story.

The Quiet Stud [MF] [Oral]

“What’s with that guy in the corner?”

“I don’t know. He’s been working here for years and he’s barely said a word.”

“I’m not sure what to make of him. Word is he’s a bit of a recluse.”

“I hear he has issues…as in, issues that require medication, therapy, and a social worker.”

“I hear he’s just plain fucking weird.”

Hellen Hyland snickered to herself as she heard that all-too-familiar conversation unfold. The company had just had its biweekly meeting. As the young paralegal tasked with handing the boring paperwork, she knew how to fade into the background while the overpaid, overdressed executives discussed the business of the day. However, it was often after the meeting ended that the more interesting conversations emerged.

A frequent subject of those conversations was Terry Rhinehart, the overly quiet man in the neatly-pressed suits who rarely said a word. He rarely had to, for the most part. He was an accountant with the finance department. Much of his day centered around staring at spreadsheets, crunching numbers, and balancing the books. By all accounts, he did that job very well. In fact, Terry might have been the only employee that the director hadn’t yelled at all year.

Massive Ass Play with a Friend [MF]

Shortly after graduating college, I moved to a new town where I didn’t have many friends close by. This led to me cruising facebook a lot to find old acquaintances that lived in or near my town. During this time I reconnected with an old high school friend named Amanda. She had always had a crush on me, and I always thought she was cute, but we never dated. She was still adorable. She was 5’6” 140 lbs with curly brown hair and lots of freckles (which I love). She was not well-endowed up top with just A cup tits, but her booty was wide and plump… just the way I like them.

Now for the bad news… she lived 4 hours from where I was currently living. Bummer. But that didn’t stop us from messaging constantly on facebook. At first our messages were innocent and rehashing old memories. Then I got flirtatious by teasing her about her crush on me and saying how it was too bad we didn’t live closer. She shot back that I wouldn’t be able to handle her as she had gotten a bit more wild since high school. This piqued my interest. Just how wild?

Hypnotizing Hanna [MF] [MC]

##

_________________________________

Hello, My name is Jackson. I’m 6’4″ and muscular. I have dark brown hair and blue eyes. I wear jeans and boots most of the time. I’m 18 and about to graduate. I moved to town at the beginning of high school from Texas. I drive a truck and play guitar.  I played traditional sports like baseball and football but I’m really good at rodeo. I can ride and rope with the best of them. I have a secret that helps me when training horses. I’m kind of a horse whisperer so-to-speak but it’s more than that. We’ll talk about my “gift” later. I work at a horse training facility outside of town while I go to school. I’ve had a few girls throughout high school but none compare to Hanna. Hanna and I are in a lot of the same classes. She’s my age. Hanna reminds me of a beautiful mare in a wild herd, incredibly well built but mean as a snake. Now, I’m content to let wild horses run wild, but sometimes you have to break and ride one and Hanna left me no choice.

Hypnotizing Hanna: Chapter 4 [MF][MC][DOM-SUB]

Dr. Tyler’s face flushed with anger. “What the hell is going on here?” he shouted as I heard the sound of Hanna’s heels fade into the distance. “Who was that?” he shouted pointing in her direction. “Did you try to rape her?” “No.” I said in a half laughing tone. That tone wasn’t a good idea but I’ve had a hard time taking these California accents seriously, ever since I moved here. Especially when they’re mad. If he had been yelling in the drawl that I was used to, I might have had a different tone but something in his voice was comical.
He grabbed his radio and called for security. “Don’t move?” he blurted out at me.
While we waited for the guards to get there, he pulled out his phone and took pictures of my scratches. “How did you get these?” he demanded. I thought for a second and said, “I fell off my horse onto a cactus.”
“A cactus! A cactus didn’t give you these scratches? No. These are defensive wounds. You tried to rape her. Who is she?”
I didn’t say a word. See, as my mind became less cloudy, it occurred to me that he couldn’t prove anything had happened. I was going to keep my mouth shut. Right to remain silent. If he wanted details, he would have to figure them out himself.
A security guard showed up, took one look at me, and laughed. His name was Bill. He was a retired cop, had been a Marine, and worked here to have something to do. He had seen everything. We had talked several times before so he knew me.
Mr. Tyler looked at Bill with an annoyed glare and said, “Take him to the front office and wait on me. And pull the security tapes on this hallway.”
I thought, “Fuck. The cameras. That’s what happens when you follow your dick, you fuck up.” My dread turned to relief however as I heard Bill say, “Sir, the cameras don’t work.”
“What do you mean they don’t work? Why?”
“I filed paperwork with the district but nothing’s happened.”
“Well, take him up front.”
Bill took me by the arm and led me out into the hallway. It was colder there and I instantly became well aware of my state of undress. My sweat and Hanna’s juices felt cold on my chest and the blood on my scratches be can to stiffen. Bill kept his arm on my elbow as he walked me down the hall. He looked up at me, nodding at my arms and shoulders, and said, “Goddamn boy. It looks like she had fun.” I smiled, even though I knew I was in trouble, and even though I hadn’t gotten to finish with Hanna. I couldn’t help thinking about her smell, her taste, the way her body tensed under my tongue, I could feel myself going from semi to fully hard again. The air stinging my scratches brought it all back until I was painfully hard in my jeans again. The squeeze and release of the denim on my head and shaft made it worse. And then the bell rang.
Students stopped in their tracks as they saw the two of us walking through the halls. I felt partially like a criminal being “perp walked” by the police and partially like King Kong being paraded through the streets. I burned with embarrassment as the students glared at me with astonishment. I could feel their eyes darting back and forth between my bloodied arms and shoulders, my chest, and the all too obvious bulge in the fabric below my belt buckle. Most of the guys gave me a look of approval or a nod of respect over the claw marks on my upper body. It was obvious that I didn’t get them in a fight. The girls’ reactions ranged from giggling to wide eyed disbelief to fear of this monstrosity being led through their midst. A few of the more forward girls gave me a lusty smirk, like they had been let in on a secret that they had expected to be true all along.
That was the last time I saw most of my classmates. I was suspended, pending a tribunal. The school attorney advised a compromise at the tribunal. Since there was really no evidence of what had happened, other than I was standing in a room shirtless and scratched up, I could make up my work and take my finals, I would still graduate but I could never set foot on school property again. Which meant that Hanna was gone from my life.
I was devastated. I missed her more than I realized I would. I had spent nearly four years being teased and tormented by the most beautiful creature I have ever imagined and now that it was over, it left a hole.
My mom was livid, by the way. My stepdad convinced my mom that I was some sort of sexual deviant and he didn’t want me around. That was fine by me. I convince them to let me stay until after one last rodeo on the day of the High School graduation. I loaded the few belongings that I wanted to keep into the tack room on my horse trailer and moved into the living quarters on it. Now, this trailer is like a small camper with the back half being a two horse trailer. It sounds nicer than it is. This one was older than dirt. I wasn’t too upset about leaving. That was my plan all along but this accelerated my timeline. After I roped on Saturday, I would follow the lead of the great frontiersman, congressman, and hero of the Alamo, Davey Crockett, who once said,
“You all may go to Hell, I will go to Texas.”
But I missed Hanna.
On Saturday, I had gone through all my goodbyes before I arrived at the arena. I parked my trailer and offloaded my horse. I got everything ready and then I waited. I was watching the saddle bronc riding from behind the roping box when I saw her, Hanna.
She was here. She shouldn’t be here. It was graduation day. She should be at parties, drunk off her ass, making some other guy’s life miserable. She appeared to be alone, which was unusual, she’s never alone. And, she was dressed like a typical “buckle bunny.” You always see them at rodeos and you can spot them a mile away. They don’t care about any of the riding or roping, they show up to ride a cowboy.
She had on jeans that looked like someone had dipped her lower half in blue paint and then ripped them in places like the knees and where her perfect ass cheeks met her perfectly toned legs. Her top was a mall store take on a western pearl snap shirt, unsnapped and tied just below her breasts. I knew from way over here that she wasn’t wearing anything underneath, and it killed me. She had on a pair of designer “cowgirl” boots. The kind that are useless for anything you would use boots for. I hated those but she was hot enough that it didn’t matter.
I felt like a recovering alcoholic staring at a bottle of single barrel bourbon. My hands were shaking, I started to sweat, and I got that same jolt in my groin that she gave me every time. I knew what she was doing. She was here to fuck some cowboy. I couldn’t be around for it. I wouldn’t.
The time came for me to rope. At this particular rodeo, team ropers were matched on site. I drew some wiry kid that I had never met as my heeler. As I approached the box on my horse, I saw her again. Fucking Hanna. As soon as I saw her, my horse could sense it. Your body communicates to your horse as you ride and if you’re scared, they get scared. I don’t know what you would call what I was, but he was antsy. In the box, my hands shook and my mind was gone. Without thinking, I nodded the brim on my 20x Resistol and the chute opened. I had an “Oh shit” moment as I realized I wasn’t ready. I spurred my horse and tried to catch up to the steer but I missed.
I was pissed. I was pissed at myself, pissed at Hanna, and pissed at everything but my goddamned horse. I slammed the door to my trailer and threw my hat across it. I plopped down on the bed to collect myself before I went back out to load up my horse. Then, there was a banging on the door. It was probably that kid heeler, pissed that I missed such an easy steer. I yelled.
“Go away” more banging.
“Go away” more banging, harder this time.
I got up and shouted as I grabbed the door and swung it open. “Go the Fuck aw..”
She was standing there outside the door, looking more pissed than I’ve ever seen her, and I’d seen Hanna pissed. She stepped in as she pushed me. I stepped back and tripped, more from surprise than from the force of her tiny frame. She glared at me and started yelling,
“Why won’t you fuck me!”
I stammered “Wha..” But she cut me off.
“What did I do!? Things were great and you just disappeared.”
“I don’t kn…”
“Shut up! I sucked your dick, twice! Twice! Before you touched me! And then you give me THE most amazing head and just disappear.”
I frantically came to the realization that I was wrong. She knew what was going on the whole time.
“I’ve been trying to get you to make a move since 9th grade. Look at how I dress. I didn’t dress like this before you. I stopped wearing underwear to try to push you over the edge. But no! Your dumb ass can’t take a hint. I’ve been frustrated for four years waiting for you to grow a pair and do something. You fucked other girls and it crushed me so I became a bitch to you. I talked about my exploits around you, hoping that you could feel the jealousy that I felt when I heard those other bitch talk. And finally, finally I’d had enough, I chased you under those bleachers and I was going to let you have it and you said “Blow me!” something came over me and I lost all my inhibitions. I did it. And I loved it. You took fucking control and it drove me crazy. I wanted to be punished for the years of teasing and bitching I had done to you and you did. You didn’t let me touch myself. Fuck, I fingered myself on the bleachers for you. All I want is you inside me. I want to fucking come. I haven’t had an orgasm since before that day in the gym. I’ve been waiting for you and now I find out you’re leaving. Fuck you! I’m going to find one of these guys here and fuck him in front of you. I hope you’re fucking happy.”
With that, she turned to go and I felt confusion and anger and a thousand other things. I don’t know what happened but I yelled. “Stop!”
She paused and then reached for the door.
“I said fucking stop!” She turned around with a look that was angry but also desperate. I reached past her and locked the door. She caught her breath.
“On your knees.” As I said that, I caught a glimpse of an excited, almost smile.
“I’m going to fuck you. Tonight, here, but you’re going to have to work for it.”
She grinned and nodded as she dropped to her knees. She furiously, unfastened my belt and jeans as I pulled my shirt over my head. She paused as she read the inside of my fly. There was a tag there that said “Cinch up”
“What does that mean?” She asked.
“It’s when you tighten up the saddle before you ride”
She grinned the most beautiful grin that I’ve ever seen and winked before snatching my jeans and boxers down and taking me into her mouth at the same time. I was in ecstasy. Her mouth felt better than I’d remembered it. Her tongue worked furiously around the head before she took my whole shaft down her throat. Her nose dug in to my public bone as she pulsed in and out at my base. She pulled all the way back out until I was out of her mouth and said, “Fuck! You’ve got a beautiful cock.” And dove back into her work. My knees got weak and I told her, “Ease up, I’m going to come too soon.” She looked at me with her big beautiful eyes, without stopping, and winked before sucking harder. I was losing it. I could feel pressure build and I couldn’t hold it any more. At the first taste of my cum, she plunged me down her throat. My knees weakened as she sucked her way back to the head and held there, stroking me with the powerful suction on my glans.
Then, she started pumping her head in and out again. I couldn’t take it. “You can stop.” But she just winked at me again. “You’ve gotta stop.” Nothing.
“Fuck!” I grunted as I reached for her. As I picked her up she increased the suction and my throbbing cock made a “pop” sound as I left her mouth. That made it throb even harder. I threw her on the bed and grabbed her belt. I felt her wetness through her jeans as I pulled them down. I removed her godawful boots and she laid there gloriously bottomless.
I didn’t take my time this go around. I led into her with my tongue and she moaned with pleasure. Her clit was already stiff and ready. I took long hard licks with my huge tongue and she grabbed the sheets as if she could brace herself against me. Her moans got louder and louder as I licked faster and faster. The pitch of her voice increased as she grabbed at her breasts.
She put her hand on my head and gasped. “Wait, not yet!” so I looked up and winked. She gave a frustrated laugh and I sealed my lips around her clit and sucked. I worked my tongue on it furiously and felt her nails in my shoulders again. Her moans turned to screams as her entire body tensed up. I felt her shake as an orgasm rocked her small frame. I didn’t stop and neither did she. She continued to shake as she came again. I could see her stomach muscles contracting as she felt herself spasm again. Her nails dug in harder as she managed to gasp, “I can’t breath.”
With that, I released her and felt the tension leave her body, replaced by intermittent spasms. I sat her up and watched her gasp for air as I laid beside her. She lifted up on one knee and place her other foot over me. She grabbed my erection in her hand. She guided it to her vulva and rubbed the tip onto it. She took her hand and wiped her juices on it to lubricate the shaft. She eased it in slowly gasping and recoiling occasionally if it went in too fast. She worked it in and out slowly inching it in until she could put her other knee down and straddle me.
I could already feel her cervix on my glans as we reached the halfway point. She let out a breathy, “Fuck you’re big!” as she got comfortable enough to start working back and forth. She was incredibly tight on my shaft. Tighter than I’ve ever grabbed it with my hand. She leaned forward and put her hands on my chest to control the depth of insertion. She couldn’t take it all but I wasn’t going to force it this time.
She felt incredible, the way she slid on my shaft. She began to moan and grab her breasts. She grinder her slickness up and down my cock faster and faster until I felt her start to tense up again. I was in agony. I’d never felt anything like it. I grabbed her ass cheeks and pulled her closer so her clit was being rubbed from the outside on my public bone and inside by the girth of my shaft. I felt her nails dig into me again as she started to climax. Tears streaked the mascara down her face as she struggled to make a sound. Her body tensed up and she bared down into another orgasm. At this point, I lost it. I exploded into her as she came. As our bodies convulsed in pleasure together, I held her tighter. After what seemed like an eternity she collapsed onto me.
After a few silent minutes, broken only by our gasping for air. She said, “Don’t leave.”
“I have to. I don’t have anywhere else to go.”
“Then let me come with you.”
“You can’t leave your life here. You have college coming up and family.”
“There are colleges in Texas, right. And I’ll come back to visit my family. I just want to be with you. I don’t want you to go to Texas without me. I want you to be mine and I want to be yours. I’ll do anything, I’ll change anything about myself that you want, just take me with you.”
And then she kissed me for the first time and looked at me with a look of playful desperation and said, “Perv.”
I kissed her again and said, “If you’re coming with me to Texas, you do have to change one thing.”
She said, “Name it, anything.”
I looked her in the eyes and said, “You’re gonna need some real boots.”

[M]y business trip last week – two [f]emales

I made two wives into hot wives, although one hasn’t told her husband yet. Cross posted from r/hotpast

1st night – messaged a woman who I had chatted with before. She’s early 40s, blonde, fake D tits, pretty attractive, 5’8”. She is married to a guy in his 60s and he has given her green light to hookup but she hasn’t done it yet. Fortunately she was available for drinks at the hotel and I was able to convince her to take the leap. She banged me like a woman who hasn’t fucked in 20 years. I came three times, twice in her pussy and once in her ass.

When we had chatted years earlier she had mentioned being intrigued by an MFM and I brought it up after my third load. We made an ad and were able to quickly find a local guy with a nice 8” cock. He came over and we did MFM until 2am and took some pics for her to show her husband. He liked them I’ve been told. She took us both in every hole and even did DP.

She can’t wait until my next trip.