Let me start by saying that this series of unusual events still pops in my head randomly to this day. I haven’t been with another girl since.
This story is very long and detailed. It was a way of venting my feelings since it’s been about 8 months and I couldn’t really describe it to anyone I know personally in fear of feeling weird or being judged. Please grab a snack of coffee and enjoy y detailed story.
It was my senior year of high school. I started talking to a girl in one of my new classes at the start of second semester (18 years old). I kind of knew of her from a mutual friend. We would talk sometimes during class and eventually exchanged numbers to help each other out with assignments and such. We started talking and eventually she said we should hang out.
The first time we hung out, I picked her up at her house and we went to a coffee shop near by. We kind of just talked about our families and school life.
She was the emotionally unstable druggie type. I was the awkward, up-tight guy who did his own thing. We talked about what drugs we had done etc. I was going through a weird phase where I had a thing for girls with piercings and such, She had a lip piercing and one of those little nose hoops. She also had colored hair so it was a big yes for me.
About a week went by and the next time I saw her in class I decided to ask her if she wanted to hangout again next weekend. She said yes and we planned for Friday. The day rolled around and I went to go pick her up. It was a cold spring day, the snow had just melted but it was still pretty chilly.
I picked her up and we drove across town to get some vegetarian middle eastern food (hippie things I guess). We ate our food and then she mentioned that she wanted to smoke. I said “yeah sure” and we went to a nearby park by a lake. I drove a big ol’ Lexus LS400 at the time so I told her it was way more comfy in the back so we smoked in there. Let me explain that I’m not really into weed and I had a low tolerance so by the time she started to feel anything I was already acting goofy. We took a walk outside in the cold park which seemed to last for hours. We were cold and we got back into the car. It was getting dark so I asked her when she needed to be home. She said she didn’t have to be home till about 11. It was about 7:30 so I asked her if she wanted to go to another nearby park with some cool scenery. She said yes so we drove over.
I was high and my driving was overly cautious and I kept asking her what time it was and she laughed and just told me to “relax”. We eventually got the the park. This was in a wooded area and everyone had cleared out,
Once we got to the park, I asked her if she wanted to go into the back of the car again and she said yes. The LS400 has a ton of leg room in the back. Even a tall person would be really comfy back there. We sat down and she started smoking again. She asked me if I wanted any but I passed. Eventually she put her piece down and we started chatting. We talked about previous relationships and such. We were having a good time and getting more comfortable with each other.
Eventually, I was curious and I just straight up asked her what she was into sexually. This was really unlike me but I was a senior and I didn’t have much to lose. She didn’t seem surprised at all and she answered with “I’m into domination and stuff like that” In my high state I was thinking “interesting, what have we gotten into today?” I asked her “Like dominating people or people dominating you?” She replied “Like guys being rough or tying me up” At this point, I honestly don’t remember what I was thinking. She asked me what I was into and I just said I was pretty average and hadn’t experimented much.
We kept talking and eventually I asked her “Why do you and I hang out? Like what is the purpose” and she said that she was interested in me but not in a relationship (Awww yeah, every guys dream right?). II told her the same thing since I was graduation in about 3 months and didn’t really care. Then I said something like “How weird do you want this to get?” and she said something like “I don’t care it’s up to you” in an upbeat fashion.
If I remember correctly, in my awkward, high state, I just kinda put my arm around her shoulder in the back seat. Before I knew what happened, she leaned over and started kissing me. Of course she had to make the first move. We started making out and then I scooted her closer to me and sort of leaned her against the door. We made out in that position for a little while longer and then I started getting excited and got her to sit on my lap facing me. It was my one and only “teenage romance” moment. You know, the kind you see in the movies. The Glass Animals (that’s what she liked) played in the background as condensation formed on the windows from our body heat. This was my one true moment of joy which was different from what was to come later. We continued to make out and I reached under her shirt. To my surprise, she didn’t have a bra on. I gently squeezed her breasts with my hands. We continued to make out and her soft moaning gradually began to intensify as I got rougher and started to rub my crotch up against her. I reached for her pans and whispered “Is this okay?” she replied with “I literally just got an IUD yesterday and it’s still bleeding” Realizing that I had hit a bit of a roadblock, I eased off. She noticed my lack of spirit and if I remember right she said “I can still suck you off” I think I let her do it for a few minutes but I told her it was cool and that we could call it a night. She held my hand as I drove her home. As I was driving her home, I told her that my mom was going to be out of town next weekend and that we could hangout if she wanted to. She said “for sure” and gave me a kiss as we pulled up to her house.
My parents are divorced and my mother was going to be out of town for two weeks so I was already thinking about getting into her pants.
The next school week was interesting. We would just kind of say hi in class and that was it. Remember, I had class with her everyday. I tried texting her after school to get to know her a little better but it was obvious she count be bothered. Either it was because she was high all of the time or just didn’t care about getting to know me. Next Thursday rolled around and I asked her if we were still on for Friday. She said we were.
I don’t clearly remember what we did this time around but it wasn’t very memorable. I picked her up and she was already high so it saved me from having to smoke. We went out to dinner and talked for awhile. I had been telling her about this weird french animated movie from the 70’s called “fantastic planet” all week and told her we could go watch it at my mother’s house. We got there and I brought out my hookah and put the film in the DVD player. We sat in the living room and she asked me if she could smoke as the movie started. Of course my mom wasn’t going to be home for two weeks so it was ok. After she had finished smoking, she sat closer to me on the couch and we started to get all touchy and she started making faint moaning noises as my hand went up and down her shoulder. I think she had already told me that she was still bleeding from the IUD so it was clear we weren’t going to do much. I think I brought her into my bedroom and asked her if she wanted a massage or we just made out on the couch and then I dropped her off at home. We made plans to hang out next weekend and I told her she could sleep over.
This is where things get interesting in ways I could’ve never expected.
In the back of my head, I knew the third time would be the charm. The next school week was pretty much the same as the last one. We barely talked. In my head I was daydreaming of finally making love to this charismatic girl. At this point dude to the way she treated me I was feeling extra nervous about the weekend because I felt like I had to get it right.
Friday rolled around and like clockwork, I picked her up. She was already high and we went for dinner. I honestly don’t remember where we ate. The funny part was after we ate, we went to a local grocery store to rent one of those redbox movies for entertainment. We had a tough time deciding even though we both knew the movie was bullshit. I think we decided on a movie about that guy who walked across two building on the wire.
Let me stop here and explain the planning I had done in anticipation for this Friday. I cleaned the whole house and my room. I set up candles and changed my bed sheets. I also found a set of those kids handcuffs. The ones that have a little lever to unlock them. I also brought in some zip ties that I kept in my car. I didn’t know much about bondage but I tried my best to prepare. I should also make it clear that I really started to feel like I was sucking up to this girl. I made myself feel like I had to please her and not worry about how I felt.
We got to the house and it was pretty similar to last time. I put in the movie and she started smoking and asked me if I wanted some. I took a half-assed hit and then broke out some vodka. I took a shot to prepare and asked her if she wanted some and she took one shot even though she wasn’t big on drinking. We were literally about 10 minutes into the movie when I started rubbing her and she started getting all excited and moaning again. Quickly things progressed and I asked her to step into the bedroom. I lit the candles (how cheesy) and got her onto the bed. We continued to make out and it intensified. I asked her if I could giver her a back massage and she happily accepted. She was lying face down and I stuck my hands under her shirt and started to gently rub her back. I asked her If I could take her shirt off and she helped me with it. Once again, no bra. She laid back down on her face. I grabbed some lotion from my nightstand and warmed it up in my hands before spreading it onto her back. I straddled her and sat up on her with my crotch touching her back. I massaged her in a few different styles working my way to different areas of her back. I eventually wanted to get those pants of and started working my way down towards her ass. She was wearing dark colored jeans and right as I brought my hands towards her waist and as if she knew, she started to unbutton her pants. She didn’t move from her position as she seemed very comfortable. I took her pans of the rest of the way and found myself in a candle-lit room staring at a nice ass. It was a perfectly round, naturally soft ass. I sure was excited. I started to firmly massage it with both of my hands she and I both started to get very excited. At this point I started to feel like a madman. I was grabbing handfuls of that amazing ass and I just couldn’t get enough. Ass I started to get more aggressive, she seemed to be having a good time.
I think we made out for a little while and I asked her if she would be cool with me putting handcuffs on her. She said something like “I’m totally down I’ve never tried that before”. I went into my drawer and got the handcuffs from where I had put them before. I got them slapped her ass a few more times as I put them on her. She was still lying face down. At this point, I realized I was sort of in bondage mode. I slapped her ass and she yelled “harder!”. I started smacking her ass pretty hard. Harder than I had smacked anyone’s ass before. She seemed to be screaming louder as I hit it harder. Eventually I was sitting on this girl literally smacking the living hell out of her ass without holding back I found it kinda funny. Her ass was starting to turn red. I took my watch off (it was an automatic wouldn’t want to damage that movement with all of the smacking :) ) I also took my belt off and then it hit me. I decided to whip her with my leather belt without working. Ass the leather hit her ass, she screamed loudly. I stopped to see if she was ok. I realized that this is probably what she wanted. For some weird reason, I was getting some weird kind of satisfaction from whipping this helpless girl with a belt. It was so out of character. She would shake as the belt came into contact with her bare ass and try to grab my hand between lashes even though she was handcuffed. Eventually I came to my senses a little bit and asked her how she was doing. She said “great!”. Exploding with sexual feelings, I flipped her over and left the handcuffs on. She was now lying down with her hands under her facing me. I kissed her and then started to kiss down towards her breasts. I licked her nipple with the tip of my tongue and heard a pleasing moan. I did that for awhile and then grabbed her tits with my whole hand. I squeezed a little bit and she seemed happy. Then, I gently grabbed one of her nipples with my two fingers. She said “Squeeze harder” I imaged nipples being a pretty sensitive area so I squeezed a little harder but not a lot. She kept saying squeezed harder until I was really tugging and squeezing the hell out of her nipples. I felt weird but then I realized I was gaining some kind of weird sexual energy from all of this and becoming rougher by the minute.
I kissed her a little more and kept grabbing her tits. I eventually even started pulling on her hair because I was so damn amped up but it seemed like she didn’t really like that too much. I did it for a little while anyways as I fondled her breasts. Then I said “I better get you out of those panties before they get wet” and she said “too late”. I pulled them off and threw them on the ground. I eased into touching her pussy. It was just the right amount of wet. I could tell she was excited. I gently touched her pussy two fingers. Then, i started softly rubbing her clit. She let out a few soft moans. I then stuck a finger in and she moaned. This got me really excited. I fingered her for a few minutes and then decided to take a littler break. I flipped her on her side and we started spooning. She was still on handcuffs but she tried to tugg on my cock while we spooned. I was still in boxers and she asked me to take them off. She played with it for awhile and then I recovered. I flipped her on her back and dragged her to the edge of the bed. I kneeled on the ground and before she knew it, I stuck my face in her crotch. I started licking her clit and went all in. I also stuck a finger in every once in awhile. She helplessly moaned in handcuffs in the candlelit room. I kept licking until I though I had screamed long enough to have orgasimed once. She told me later that it was more like two or three but I didn’t think I could tell due to the adrenaline.
We cuddled and I held her for awhile before she decided to return the favor. I put my head on my pillow and still handcuffed, she scooted down and sucked on my cock. At this point I was starting to come to my sense and realized what I had just been doing. I had a few mixed emotions but my next thought was thinking that I shouldn’t come because I won’t have enough drive for actual intercourse. After I had made out with her in the back of the car for the first time, I noticed a change in my sex drive. I would have trouble getting up and I just wasn’t horny. I started thinking about that and told her to stop sucking me off. I pulled her back up next to me and we started cuddling. Eventually we did another round of grabbing her tits and smacking her ass. Eventually she asked “do you have condoms?” I said yes and got up and got them from my closet. I had bought them in preparation for this weekend. It was one of the little packs with 3 condoms inside. I put the condoms next to my bed and kinda let her take the lead as I tried to relaxed a little bit. She tried playing with my cock and asked me if I could take the cuffs off. I did and she started sucking me off again. At this point I started getting really nervous about sex. My dick was barely up and I kept feeling like I had to pee. I said “excuse me” and went to go piss. I came back and I laid down and she started jerking and sucking me off again. Eventually she tried to put a condom on. My dick was half flaccid so it didn’t go on really well, She tried to stroke it to get it back up but all efforts were in vain. I apologized and she said “It’s ok just relax it’s happened before”. We lay in bed for awhile and she started to try again. She started to sucked me off until it was pretty erect. She put the condom on and I tried to help her out. It was kind of on and I was kind of hard. Good enough, I put her into missionary position and tried to get in there. My half flaccid dick didn’t get anywhere even though she tried to help. We took a break again and both realized we only had one condom left. I told her it was sort of making me nervous and she asked if I wanted to get more. It was around 11 so I said yes since there was a store nearby that was open until 12. I started getting dressed and she asked to borrow some sweatpants.
We sorta got half ass dressed and hopped in the car talking and holding hands on the way to the store which was just a short drive away. I made her wait in the car and bought a 12 pack of condoms and a drink to make it less awkward at the register. I hopped in the car and we drove back home. We tried the same routine a few more times and realized it wasn’t happening. I asked her if we could try again in the middle of the night or in the morning. She said yes as long as I could get her to work before 10 in the morning. It was about midnight and we were both pretty tired so we decided to sleep. She smoked a bowl in my bed and passed out. I fell asleep in my boxers and she was naked. It took me awhile to fall asleep since I wasn’t used to sleeping with anyone.\
I woke up around 3am and went to take a leak. When I got back, I was starting to feel horny due to the pretty naked girl laying in my bed. I started to caress her and she mumbled “What time is it?” I said “3 in the morning” she smiled and said “well alright then”. We started slow by making out and progressed in a similar fashion as earlier. I smacked her ass and grabbed her tits again. She started sucking me off again and then I took control. I flipped her on her back and started to rub the shaft of my penis against her pussy and she moaned. Then I reached down and tried to put on a condom. I got it on and tried to get it in again. I got a few strokes in before my dick went flaccid again. We tried once more and the same thing happened.
Eventually she said “you know what I just got STD tested before they put my IUD in and I was clean so if you have a similar background we can just go at it” I was kind of confused but I said yeah. There was some more foreplay and then I was erect. I quickly got her into doggy style and with her help, slipped my dick in her pussy. I had never done it raw before. It felt fucking amazing. As I started getting more excited, I began to thrust harder and faster. I started thrusting so hard at a rate that was obviously unsustainable for about 15 seconds. I realized I was about to cum and pulled out and flipped her over. I played with her tits and fingered her for a few minutes and then slid right back in. I had her in missionary positioned. I was going to be damned if I didn’t make her scream. I started thrusting at a million miles a minute. She started screaming and rubbed her clit. I fucked the shit out of her for a good 20 seconds and then stopped. She said “Why did you stop?” I said I was about to come and she said “duh you can come inside” I thought to myself “What the fuck?” and went for it anyways. I fucked her for another good 10 seconds and came.I was damn proud for fucking the shit out of her for a minute and a half after struggling all night. She didn’t notice for about another 15 seconds after when my dick went flaccid. I tried to keep going as long as I could. “She said did you cum?” I said yes and I was giggling in my head. This whole thing was a disaster. I knew she was close but hadn’t cum. She cleaned up and I went to the bathroom. We talked about the experience and both thought it was a little goofy. She said she would appreciate it if I tied her up and ate her out again. Of course, I did what she asked. I was pretty beat so we went to sleep.
I woke up to her alarm at about 9:15. I looked around and my room looked like a disaster. There were tissues, condom wrappers, and clothes everywhere. Her piece had also tipped over and spilled ash everywhere. I went to take a leak and she was still sleeping when I got back. I gently woke her up and we cuddled for awhile. I told her she should get dressed and she did. She asked for a hairbrush and I let her use one (it still sits in my closest to this day and has a ton of her hair on it.). We both got dressed and I took her to work. She said that she had a good time and t thanked me. This was the last time I would see her outside of school. I said goodbye and went home. I realized she left a pair of underwear and her necklace here. I brought them to school on Monday and gave them to her.
This happened in about April and I would see her everyday in class until June. It was awkward and we only talked like once in class. I don’t follow her on social media so I have no idea what she’s doing nor do I care.
This experience shook me up a little bit. I realized that I need to have a strong emotional connection before I have sex again. I’m not the kind of guy that can just have sex with girls.
Source: reddit.com/r/gonewildstories/comments/bnyxko/in_over_my_head_unexpected_bondage_mf
Why didn’t you ask her out again?