To start, I'm not a writer so this might be terrible. I'm just trying to write it down somewhere and thought why not here. Jump to if you want to skip to the me getting spanked bit.

I guess I should describe myself. I'm a 5"10 skinny athletic 22 year old white guy. I dress very casually and am normally the person in any group conversation to just be silent listening to what others are saying. You'll see what I look like in some pictures later.

The dom I end up meeting (who I will call Nick) was an athletic older white man in his 50s. He was surprisingly quiet but was very comforting as I never felt in danger at any point while with him.

It all started with me being submissive to men and women online through /r/femdompersonals, /r/fapdeciders or /r/gaybdsmpersonals. I was being told how to pose in pictures for them, how to spank myself, where to put clothespins, etc. I would do this on and off for a few years whenever I had the house to myself and was hornier than normal. It was just a fantasy that I enjoyed fulfilling from time to time. When I graduated University and got a full time job I moved out into my own apartment. I no longer to worry about other people hearing me or walking in on me. The new freedom eventually lead to me getting on skype with a Dom I had met from reddit and submitting to his demands for me to fuck myself with a buttplug as well as a cucumber and slowly edge for him.

At this point I was starting to have the thought creep into my mind that "if I enjoyed it over skype, would I enjoy the real thing?". I downloaded Grindr. I would start conversations with guys, get off to what they said they would do to me and then I would delete the app. I think being wanted by so many guys gave me a bit of a rush (I got a small peak into what it must be like for girls on tinder lol). If you don't know, on Grindr if you have a picture on your profile and look anywhere half decent you will be flooded with messages as anybody can message you. It went on like this for a little while until eventually I decided I wanted to try it for real. I wasn't going to go too far as I didn't know if I truly would enjoy my time with a guy in person. As my first experience I just wanted to be spanked and have toys used on me. That's it. No real sex.

I made the following bio and waited to see who would message me.

** Not looking for sex or dating **Bi curious virgin with an interest in exploring my submissive side. Looking to be put in my place as a toy. I want to be abused by toys, spanked and edged until I can't take it anymore.

After receiving a bunch of different messages I found one from someone named "Dom N" who I will be calling Nick. He was a 51 year old who clearly stayed in shape and in his first message he stated he would love to give me my first submissive experience.. After texting back and forth for around a week and going over likes and limits we finally settled on a time for me to drive down to meet him. It was finally happening...

I was 22 years old and while I knew I was bi-curious I was still a complete virgin. This would be my first sexual experience and I was going to be getting spanked and have my hole fucked with toys. As I think anyone would be, I was very excited but also super nervous. In the week leading up to meeting him he also told me I was not allowed to masturbate as he wanted to keep me horny. This lead to me constantly edging myself to gay dom/sub porn each night due to how horny I was.

The night of I prepared myself fully. I shaved my chest, stomach, pubes as well as my ass as he had instructed. I also gave myself an enema (more like 3 because I was super worried) in order to make sure I was super cleaned out as we had discussed one particular kink that I wanted to be very clean for (we'll get to that later 😉). After I was completely ready I ended up just sitting down in the shower under the hot water thinking if I was actually going to go through with this. I finally got up, got dressed and started the drive to his place with butterflies in my stomach.

When I arrived at his place he texted me to say I could park on the road at the back of his condo and said he would meet me outside the lobby. As I walked towards him seeing him in person for the first time I thought he looked younger than in his pictures and more athletic which was definitely a plus. We had small talk going up the elevator together and then once in his apartment he offered me a drink to try to ease my nerves. I said I was okay and that I was ready to do this.

Nick handed me a small white jock strap and pointed me towards the bathroom. He told me he had put a small enema bulb in there if I needed it and to come out wearing just the jock strap. Once in the bathroom I quickly stripped naked and used the enema bulb just to make sure I was completely clean (I was). I then put on the jockstrap and walked out with as much fake confidence as possible in an attempt to hide how nervous I felt. Nick was waiting for me in the bedroom in just his boxer briefs. He walked over to me and eyed me up and down walking in a circle around me telling me how good he thought I looked. He placed his hand on my shoulder to ease my nerves and guided me towards the bed where he sat down and had me lay down across his knees. He started things off almost like a massage. He rubbed and squeezed my ass checks with his firm hands as if he was massaging the nervousness out of me. Honestly, it worked. Within a few minutes I was no longer thinking about anything but how his hands felt on me. After some time he very slowly worked his fingers towards my hole. Suddenly I felt my ass sting as he brought his hand up and spanked me for the first time.

He continued to spank and squeeze my ass only stopping to poke and start pressing his finger into my asshole. Stopping to apply lube he began to finger my hole fully. Starting with one finger and slowly adding in a second. I had played with my ass a few times before but it felt completely different having someone else be the one in control. Every touch and bit of pressure felt amplified since I didn't mentally know it was coming. He then brought out the first of many toys to be used on me that night. A small butt plug. I never actually saw it but it felt like one made up of 3 small sections each one slightly larger than the next. As he continued to spank me he slowly pushed the plug deeper into me. I was now moaning over his knee as I felt my hole being stretched open along with the stinging pain of my now hot pink ass cheeks.

When he felt I was ready he told me to get up and had me lay down on the bed in an ass up face down position so that my chest was on the bed but my ass was raised up into the air with my knees spread out. My hole was completely out and open for him to use with my balls dangling below me. While I was laying in that position he placed a small leather ring around the base of my cock and balls which slightly pulled them away from my body. I then felt something light slowly slide along my ass. I turned my head to look back to see he was now holding a leather flogger and slowly dragging it back and forth across my pink cheeks.

Telling me to stay in position he walked to the other side of the room and came back with another butt plug in his hand. He told me to be ready as this one was slightly larger before he slowly pressed it into me. I moaned as the plug was sucked into me after the largest part had passed the outer rim. With the larger plug now inside of me he then continued his assault on my poor red cheeks. This time with the flogger. Going back and forth between my left and right ass cheek with me letting out a light moan of pain with each hit. While it stung it definitely was not unbearable. I could tell he was holding back as it was my first time.

With me positioned and my ass now red to his liking he brought out the largest toy he was going to use on me that night. A large (to me at least) dildo. At this point I no longer cared to even see what it looked like. I just had my eyes closed and was accepting whatever he wanted to do to me. I let out a loud moan as he began to press it against my tight hole. From just the tip I could tell it was larger than anything he had used on me so far. My hole felt stretched as he began to push slightly harder on the toy. He told me to relax and slowly worked just the tip in and out until I was used to it. After that he again told me to relax and very slowly and carefully began to push the dildo deep into me. I could feel it slide past and then press against my prostate as the sensation of being full moved deeper and deeper along with the dildo inside of me. He let it rest inside of me letting me get used to it for a few seconds before he quickly pulled it all the way out. He then repeated the process pushing in the tip and then pushing it all the way inside causing me to moan each time. He repeated this over and over for what felt like 5 minutes and each time after he took it out I felt empty and then felt a sudden jolt of sensation as he began to push it back into me. He slowly sped up as he did this making me take it faster and deeper each time until I was consistently taking it all of way into my ass. This was the first time I had ever felt anything close to what I assume is the sensation of a prostate orgasm. It was this radiating feeling the felt good but at the same time was just on the edge of being overwhelming. It was like this strong feeling of sensitivity that was just spreading out from inside of me.

This whole time he was basically silent other than the occasional words of encouragement to tell me how well I was doing. He then pulled the dildo out of me and suddenly said "open your mouth" and brought the dildo that was just in my ass up to my mouth and had me suck it. At first I was hesitant but I did as I was told and began to lick and suck on the tip of the large dildo. In our previous chats ass-to-mouth was something I had mentioned I had never done before but that it was something I thought I would be willing to do. I felt like such a submissive slut for doing something so taboo just because he had told me to. All I tasted was lube and the odd texture of the rubber of the dildo (the enemas did their job). He then brought the dildo out of my mouth and continued to slowly work it into my ass some more.

After this he told me to lay down flat on my back. He walked over to the side of the bed and brought out a black hood that only had a hole for my mouth. He told me to put it on and that it was to cover my face for any pictures he wanted to take. With it on I could just barely see through it to see what he was doing which was comforting. With the hood on me he told me to move my arms up beside my head and to spread my legs so that everything was open and available to him. Here is a picture he took of me me.

He then brought out some small clothespins and placed them on my nipples. At this point he started to stroke my cock. Slowly, he working it over with his lube covered hands as he also pushed the dildo in and out of my ass. At some point maybe 5-10 minutes later he took the clothespins off. I think that was the most painful moment of that whole night. The pain only lasted a few seconds but the moment he took the clothespin off of each nipple a sharp jolt of pain shot through my chest. It was the perfect balance of pain mixed with pleasure.

For some reason I was not able to cum with him stroking me (mental block I guess 🤷) so he had me stroke myself while he focused solely on playing with my ass. He switched back to the smaller 3 part butt plug and began quickly pushing it in and out as I stroked. It felt like a sensation overload with the 3 small sections of the butt plug each stretching my hole to different amounts as I reached an amazing orgasm.

After giving me some time he handed me a towel to clean up with as well as my clothes and said I could take a shower for however long I wanted and then he would walk me back to my car. I took a long 20 minute shower as my mind raced over all different thoughts of "did I just do that", "did I really enjoy having a guy use me?", etc. until I finally settled down and decided it was time to drive home. I guess I could now officially say I was bi. At least sexually.

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Hopefully you liked it. I'm not very good with descriptive writing... Sorry.
If you are a domme in Southern Ontario and like what you see send me a message ;). I want to experience it with the other side too. Here is an album of all of the pictures he took of me (Ignore the terrible camera quality. He must have had a shitty phone): https://imgur.com/a/aaSiRl3