(Permission was given to post this story from the girl after showing it to her, she also gave me her side to help)
After a bad experience with a hookup on tinder (she ignored the safeword when I let her dom), I realized that getting into the BDSM scene is sketchy and people have genuinely strong fantasies for scenes they’ve never done, but have no idea how to go about acting upon them with someone. So I decided, since I’m dom with few limits, experience, and a lot of patience, I could be a trainer. I went onto tinder and got matches who wanted to try kinks and I tried training them. I quickly realized that I loved training beginners. And learned to see if they were happy or were discovering a limit they didn’t expect.
A couple years have gone by and I recently got out of a relationship with a longtime gf who decided to keep me after a training session. I discovered Reddit hookups and said “screw it” and posted an ad offering my training as well as just straight hookup. Mostly fakes and escorts would message me until I got a message from a shy [18] girl a day after posting. I asked what she was looking for and she said, “I think just a hookup.” The post was on a BDSM related subreddit, so I asked what kinks she had. She started basic (“rough, maybe choking”) and I worked with that. I gave her a few other examples that were more specific (rope, handcuffs, gags, then to degradation, slavery, cnc) and she started to open up. She’s had experience with normal sex from her EXs and asked one would try to be a dom, but that only resulted in him being a little rougher and repeat “slut” over and over again. She liked the change but felt she wanted more. We kept talking, and would end up with limits, interests, and safe-word (((Mikasa *Her favorite anime character*))) before our first meet. My god, did she have a lot of interests. Her entire mentality was that she wanted to feel like a personal toy. Too feel heavily desired by someone to the point where they were willing to risk it all for a piece of her.
After a little more talking, I told her we could try CNC but we’d have to come up with a scene for us to work by, and she agreed. (Noted she wanted to try throat-fucking, bondage, and hard slapping during) We took the time to come up with a plan. It was clear she was cautious, not wanting to get into a position that she couldn’t escape. To give her multiple points in the meetup to stop and back out, we made the plan together of meeting in a town square, where I would park and stand up against my truck before she arrived. That way if she sees me and changes her mind she could just keep driving. After seeing me, she would park somewhere and come up to me where we’d walk and/or talk if she wanted to calm her nerves. Then she wanted me to follow her to her place (Back-out plan would be her turning her flashers on and I’d immediately take an exit or flip a U-turn away). She would park in her family’s (empty) house, walk in and keep the door unlocked (back-out would be locking the door) where I would walk in and take over from there. ((It didn’t go to plan))
We finished the plan the next morning and ended up planning to meet just before dusk. It was a long couple hours for me, even though we were still making conversation, but when the time came I drove to the meetup and sat on the bumper of my truck. Traffic was better than expected so I arrived 15 minutes early, but I wasn’t there 5 minutes before I saw a car pull past with her in the passenger seat.
Her car stopped not far from me and she got out with a medium bag. I barley heard the female driver call out “call me if you need a ride,” and she pulled out. The girl walked into a handmade furniture store and I watched as the car got onto the freeway. I sat on the bumper for less than a minute after seeing the car disappear, (no exits for miles in that direction either) when I saw the girl I’d been talking to walk out of the store wearing a new set of clothing. She now had on a dark grey skirt and a matching tight 3 button shirt that showed her cleavage and some of her stomach.
She looked even better in person, and I realized why she asked what my favorite type of style was on girls. I talked about liking something between a scene girl and an alt girl style, and she got it down exactly. <5′ slightly curvy with D-cups, wavy black hair passed her shoulder partially covering an eye, big glasses, that swoopy eyeliner look, fishnet leggings, and an adorable smile (seen later). She looked like a model for concerts and WAY above my league.
She came up to me, shy, upset, and definitely nervous. She apologized profusely and told me that her brother took her car and she had to ask one of his friends to drive her to a “first date.” We talked and I told her it’s ok, but it definitely changes the plans. She looked sad and defeated, almost never showing eye contact and hesitated before saying, “if you want, we could go behind the stores and you could fuck me. I’ll have my brother’s friend turn come back if that’ll make you happy.”
I’ll be honest, she looked so cute and submissive, I was already getting hard. So when she finished offering that, she looked down and saw my bulge. It didn’t feel right so I was thinking of an alternative plan as she reacted to my boner. She nervously started looking around the town square and as I was about to start talking, she pointed to a back alley and stammered, “there’s a place right there. I’m not wearing anything else, so it could be quick. I’ll be quiet and if its not enough, we could get in your truck and let you fuck my throat.”
Her hand was shaking and a tear rolled down her face. I could tell she didn’t want any of that, but she felt so guilty that she’d do anything to make sure I didn’t do anything to her. I waved her proposition away and tried to speak as soft and understanding as possible. “Hey, it’s all good. Shit happens, and plans fail. I totally get it. Let’s just call it a day and try again some other time.”
“But I don’t want to stop it like this, and I don’t want you to be mad at me,” she said
“Let’s grab something to drink. I have a better idea.”
I opened her side of the truck and she hesitated for a moment before walking up to get in. My truck is stock but a large model so she started to struggle trying to get in. I told her to grab the handle and as she was almost all the way in, I gave her a light- hearted slap on the ass. To which she let out a quiet yelp.
We drove for a few minutes, with no real destination. I made sure she wasn’t roleplaying just then (we agreed beforehand that RP would start when I got into her home), and she said no. “Since the plan won’t work now, we can come up with something else. Let’s just ignore what happened earlier. And don’t offer anything to me just because you think it’ll make up for something, because there are zero hard feelings” I said.
She agreed and I noticed she was starting to calm down. We stopped in a drive-thru and continued driving around the city. Talking the entire time, she would start calming down and even giggling at my jokes. We got back onto the subject of planning as it got dark. We got even more detailed in person and searched Google Maps for more ideas. We started taking photos for a blackmail theme. She’d flash the camera, I’d pull my dick out and take a picture of her holding it etc.. The entire night was planned with ideas, including age-play, and reinforcing the safe word (Mikasa). She was completely calm and getting excited, and told me she doesn’t feel like backing out. I stopped at a grocery store where she went in for some Plan-B. I parked in the back of the parking lot, and the scene started.
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Walking out of the grocery store, she bee-lined to my truck. Clearly embarrassed, trying to hide the pill bundled in multiple plastic bags. Before getting to my truck she stood by a random car and started acting like she lost her keys. I got out of the truck and said, “car troubles?”
“Hey neighbor. Yea I think I locked my keys inside,” she responded, definitely holding back a smile.
“Oh no! Well I guess lucky I’m here then. If you want I can give you a ride back to your place if you have spares”
She started whining, “I’m going to be late for the movie at the drive-in if I don’t leave like 5 minutes ago.”
“Oh, the romance that just came out?”
“No,” she paused, “it’s like a horror movie, called Smile. I get scared too easily and want to get past that.”
“Oh my gosh, I’ve been dying to see that. In fact I already bought tickets but now that my wife got held up at work, I wasn’t going to go”
“Oh you already have the tickets? Luckyyy”
“Well since you’re car isn’t going anywhere, why don’t you join me. Bring earplugs though, because I’m a screamer,” I said as I unlocked the rest of the doors.
She hesitated before finally agreeing. She walked to her side of the truck as I opened the door and helped her in. I shut the door and hopped in my side, where I saw she was starting to shake again. The situation hitting her again as it’s finally becoming a reality. “What did you buy?” I said, running off of how embarrassed she looked walking out with it.
“Uh oh uh, just some allergy medicine. Fall is coming up and I don’t feel like missing school,” she
stammered. Slyly fidgeting with the bag to open it for the next step.
“Oh that’s right, this is your first year in high-school. How does it feel being a freshmeat? Any boyfriends?”
“Ew, boys are disgusting. And just call me a freshman. Freshmeat sounds perverted.”
We continued talking throughout the ride to the drive-in, mostly of me making semi-perverted remarks and her brushing them off. Her nervousness subsided. As we started pulling into the drive-in’s entrance she positioned the bag on her lap, ready to let the Plan-B fall out. I pulled up to the booth and purchased the tickets to the horror movie (Can’t reserve the tickets in advance). As soon as we pulled away from the booth, she repositioned herself, letting the Plan-B fall into the center console. “Oh, what’s this? Has my innocent neighbor been sleeping around and not using protection?”
“What? No!” She shoved it back into the bag and put it on the floor. “It’s for my friend. Her long term boyfriend didn’t use a condom and now she’s freaking out.”
“Riiight, that’s believable,” I said pulling into a parking spot near the back. “Let’s just ignore that then. Look in the back seat”
She looked back and saw what I was up to while she was getting the pill. The backseats were laid flat down and a massive comforter was on top. Making plenty of room more than just a regular car for fucking. She wasn’t ready to see that and stammered, “what’s that for?”
“Oh that’s how you watch these movies in the truck. And the springs are firm on here too so there isn’t any rocking. Here hop in the back, I’ll join you.” I said as I turned the truck off. She didn’t move, so I crawled back first. Patting the space next to me, “I won’t bite”
She started to get nervous again, and hesitantly crawled back with me right as the movie started. Resting beside me with some intentional distance.
“Don’t be shy,” I said as I wrapped my arm behind her, squeezing her ass cheek as I pulled her up against me. She let out a quick yelp, and started leaning away. “Stay right beside me, I got something to show you.”
I kept my arm around her, squeezing the side of her breast as I pressed her against me. She was shaking and breathing heavy, watching as I pulled out my phone. “What do want to show me? And please let go.”
I scrolled to the images and showed the pictures of her flashing the camera, holding a dick, and a snap screenshot of her sucking on a toy with the caption “I can’t wait for the real thing ;)”
She started panting, “how did you get those? Please delete them.”
“I’ll delete them, but you’ll have to earn it. I doubt you want you parents finding out you’re just a cheap slut”
She quickly reached for the phone, leaning over me as I pulled it away. Her body was over my legs, so I lifted my legs and kneed her in the stomach. She fell on top of me groaning. I grabbed her hair and lifted her head up. “Convince me properly, and I’ll let you delete these yourself,” I said.
“Ok, I’ll do anything, just please don’t tell anyone,” she pleaded.
I grabbed her by the throat and said, “then do as I say. If you scream, you’ll regret it.” I lifted her up and sat her on top of me facing the screen.
“What do you mean scream? What are you going to do to me?” She was shaking, breathing heavily, but still going along with it and resisting.
I didn’t say anything. I reached around and started fondling her chest. She resisted until I let go with one hand and grabbed her by the throat. “The harder you resist, the rougher I’ll be.”
She attempted to shout so I grabbed her hair and threw her aside. “Didn’t I say don’t scream,” as I slapped her across the face. She started to whimper, and I was about to slow down it down when she looked at me from the corner of her eye, failing to hold back a smile.
“Ok, I promise not to scream! Just please stop hurting me. I’ll do anything to make this stop!” She laid on her back, pretending to shield herself from another hit. I grabbed her wrists as I straddled her, placing her hands under my knees. She laid there panting as I unzipped my pants, pulling out my cock. “No! Please, don’t!” as I moved up to her. My balls hit her chin and I slapped her cheeks with my dick. She flinched with each hit, and I grabbed her hair and lifted her head up to meet the tip. “Open your mouth slut, I’m gonna show you how this is going to work out.”
She sealed her mouth and shook her head until I plugged her nose. To which she immediately opened up and I slammed my dick into the back of her mouth. She let out a grunt by the force and tried to scream onto my cock as I face fucked her. I kept a firm grip on her head and started slowly but deeply thrusting into her mouth, getting my cock nice and wet. I pulled out to give her air, where she started to cough. “Please, no more.”
I pulled her body closer to the middle and moved around to where I was over her head looking at her fully clothed body. Her legs were rubbing against each-other and I looked down to find her staring directly at my cock. I put her arms over her head and lowered my ball into her mouth. She starting sucking them like a professional, but moaning in resistance. I grabbed her by the throat and said, “I hope you can hold your breathe!” and positioned the tip of my cock directly against her lips. Pushing past me choking her, she cried “Please, I’m not ready fo—”
I rammed my cock into her mouth, immediately hitting the back and continuously pressed down until her throat opened for me. She struggled to relax her throat muscles to fit me, but finally managed. I slid through and slowly pushed all the way down until my balls hit her nose. She let out a grunt and gagged. I pulled out entirely, letting her cough and breathe, looking for the safe word. When no safe word came I motioned back into her mouth and saw her open her mouth before I even reached it. Back into her mouth, passing into her throat was much easier and I continued down until I was balls deep. I started thrusting slowly from the back of her throat up, and started speeding up until she began struggling for air. I pulled out entirely to let her breathe and cough. I knew what I wanted to do and repositioned myself, letting her know to get ready. She started to hyperventilate for more air, and without me even moving, calmed her breath and opened her mouth.
As I put my cock back in, she let out a moan, and pulled an arm free to move it into her skirt. She started to finger herself as I slammed my cock down her throat. She grunted as I hit the bottom of her throat and gagged as I pulled it all the out until just the tip was in her mouth. The silhouette of her hand under her sped up, I firmed my grip on the sides of her throat, and I heard her take one last deep breath through her nose. She stopped moving, focusing entirely on what she was about to feel. She let out a quick moan, and I slammed my cock past the back of her mouth until my stomach hit her chin. The force shifted her entire body away from me, and she let out a grunt as I began a relentless assault on her throat. I pulled out past her throat until the tip was just behind her lips and rammed it back down. More grunting from the pressure, I continued thrusting from the edge of her mouth to balls deep. She started to gag and squirm, but I continued speeding up. My body slamming into her face started making a slapping sound until I could tell she needed air. I’d pull out, let her breathe and continue.
“You’re going to let me cum inside you,” I demanded during a break. She looked completely broken. Eyeliner was everywhere, her glasses were slanted, her spit was covering her entire face, and she was mindlessly fingering herself.
“Thank you,” she whimpered with a cracked voice, and opened her mouth. I moved my hands again against the front sides of her throat and listened to her take one final deep breath. I knew I was close, but if I wanted to cum within this breath, I’d have to go harder, and see a reaction from her. I slapped her face, “wider whore! give me everything, this is going to be the hardest one yet.”
She whimpered and started to hyperventilate again. Once she was ready she closed her eyes, sped her hand up, and opened her mouth. She let out a moan the moment I was in, I let go of her throat with one hand and put my hand down her shirt. Her other hand reached to pull my hand as i started grabbing her nipple. One hand fingering herself, the other weakly trying to pull my hand away from her breast, I moved foreword and started the final part
I thrust into her throat, she gagged immediately, and I began thrust with everything I had. My body was slapping against her face, she was moaning and grunting with each thrust, her nipple was rock hard, and I began to watch as she began to climax to her hand. Her entire body was shaking as I throat-fucked her. I was starting to climax as she started to run out of air. I grabbed her head and gave one final thrust and came deep into her throat. I don’t think I ever came that hard before. Multiple pulses going down her throat, I wanted to stay inside her tight throat forever, but she was about out of air. I savored the moment and let her push me off.
She leaned onto her side coughing and gagging, fighting for air. She stayed that way for about a minute before turning to me. This is typically where it ends and aftercare starts, but she looks at me and says with a smile and a destroyed voice, “so can you delete those pictures now?”
“I let you delete them” I said handing her my phone. She grabbed it and I watched as she sent the pictures to herself.
“There. No more pictures…. But what about the Plan-B?” She gave me a pouty face.
“Let me take you home, and show you how to take it,” I said with a sly, exhausted grin. “You’ll have to give me a reason to keep it a secret though.” I laid down beside her, ready to start aftercare. She ran her hand down my shirt and got up to crawl into the front seat.
“I guess we should get going then. My parents are going to be worried sick.” (We both knew everyone in her house was out for at least the night) I crawled into the front as well, and handed her a tissue box to clean her face. She pulled one out, licked her mouth, smiled, and decided to keep her face messed up. I turned the truck on and we left in middle of the movie. Luckily no new cars were around us since we got there.
I saw her stimulating herself as we were headed back to her place, and she kept up the neighbor act the entire time. I saw from the corner of my eye, her staring at my cock. I had put my pants back on but didn’t feel like putting it back in. I decided to come up with a reason to have her continue. “You did a great job, but I’m not a fan of driving without assistance. Plus those pictures are still on my cloud for a few weeks.”
“That’s not fair!” she improvised. “I already cheated on my boyfriend because of you!”
“You know full well that I’m still not satisfied. One round with some cheap slut won’t be enough. You know what to do,” as I grabbed her hair and leaned her over the padded center console.
She repositioned and started giving me road head. She said before meeting that she had little experience giving head, but now she seemed like a professional. It was a nearly hour drive back to her place but she didn’t let my cock leave her mouth once. She was going to town, moaning, slurping, and gagging on my cock. If I said I saw a cop, she would get down low, and shove it down her throat to the base. Staying there until I said the coast was clear. I rarely cum from normal head, but as I told her that we’re pulling up to her place, she deepthroated my cock and continued to throat fuck herself until I said I was going to cum. She started to speed up, but I grabbed her hair and pulled her head up to where the tip of my dick was just inside her mouth. I came in her mouth and she reacted with a moan. She waited until I was spent, sucked up any that may have dribbled, smiled, and opened her mouth to show her swirling her tongue around her accomplishment. To which she swallowed with exaggeration. “So now are you going to help me take the pill? My jaw hurts, so I don’t think I’ll do it right.” She put on an exhausted face.
“Let’s go inside and I’ll give you a hand”
(Part 2 coming (the actual sex scene) maybe. Idk why I get so detailed)
Source: reddit.com/r/eroticliterature/comments/xv30cz/25m18f_shy_and_nervous_beginner_wanted_to_try_cnc