The Salesman

Well hello again reader. I see you have found my third personal experience story. I do hope you enjoy it. If memory serves me correctly this meetup was with an older gentleman in his 50s. Let's give him a random name like Brian. Brian found me by chance at the local shopping mall. Around this time I was still in my early 20s I think I had just turned 21 maybe a month before this meetup.

It was by chance that we bumped into each other at the mall of all places. I was in Spencer's looking at their sex toys and was deciding upon a new dildo. I personally like the ones with a sleek and minimalist vibe to it. I picked up a metal rod with a round bulb on each end and thought it would be a good buy. As I turned to walk toward the counter I ran smack dab into Brian. My toy and wallet fell straight to the ground making a loud commotion. When our eyes met, I felt the embarrassment set in and my face became lava hot.

"I'm so sorry. I wasn't looking where I was going." I stated. He nodded to me and then looked at the contents on the ground as I scrambled to pick everything up.

"That's a pretty good toy, you ever use it before?" His voice sounded like a boom throughout the store which only made me more embarrassed. Stuck not knowing what to do, I finished picking my stuff up and stood to look the man eye to eye.

"Uhm. No. No, I haven't." I whispered as one of the shop workers eyed us for a few seconds. I pointed at the other toy I was concerning and smiled.

"I haven't got a clue what I'm doing but I know it came down to this one or that one" My finger stayed pointed at the product on the wall before falling to my side. I didn't know how to respond and with each passing second, my nerves were beginning to fray.

Brian smiled at me and took out his phone. "What's your number?" He demanded.

I laughed and asked what for to which he responded that he was a toy salesman for an online company. He said that if I wanted to overpay for the toy then he didn't need my number. So reluctantly I gave him my number. I thanked him and put the product back on the shelf before shuffling out the door.

By this point, my face is still on fire and I'm sweating like crazy in my t-shirt. I felt very exposed after the interaction that just took place. Too many eyes on me in public and I start getting sketched out and wanting to leave. Even more so now that the cashier knew what I was going to buy. Quickly I started making my way down the long halls of the mall and out to my car. The only issue is Brian.

Brian followed me out of the store and stayed behind me about 10 feet from where I was. The distance between us never grew or closed at all during this time. Every so often I would act like I was looking over my shoulder at something in a store window to see if he was still on my tail. Sure enough, he still was, which made me extremely paranoid. I ended up outside in the car garage with Brian hot on my tail. It wasn't until this time that we ended up going our separate ways to our cars.

When I climbed into my car I took a deep breath and turned the AC on to cool me down. Taking a cursory glance around the parking lot, I checked to see if the man somehow was still near me. But when I didn't find any evidence I started to relax a little more. It wouldn't be for a few days until a random number texted me, I just knew it had to be Brian.

Hey. -Brian

Is this the guy from the mall? -Brian

Yes. Are you the salesman? -Me

It's me. My name is Brian. It's nice to get a chance to chat. I've been busy with work and was wondering if you'd like to talk about toys over lunch? -Brian

Lovely meeting you Brian. My name is.... Lunch sounds good but I'm not free right now. Maybe we can text for a bit until I get off work? -Me

That was the gist of our first few texts. We never did go out for lunch but instead ended up texting until 2 am. We got to know each other a little more with one thing leading to another. At first, it was all talk about toys and what gives the best orgasm for a male. After a few days of not speaking, I reached out to him. Maybe I gave off a vibe or something, I don't know.

Hey. Have you ever ordered lingerie from your site? -Me

No. Why? If you want to order some stuff for your lady friend then I have a few recommendations. -Brian

I was just curious. If you sent me the link to your website it would be a lot easier lol. -Me

Haha fair enough. Honestly, I just wanted a friend and someone to chat with me. Here's the website. -Brian

When Brian said he just wanted someone to chat with it kind of broke my heart. He wasn't predatory or trying to scam me from what I knew. He just wanted a friend, which is what I gave him. We chatted on and off for a few months hitting things off pretty well. One day I guess he was sexually aroused to the point he ended up asking what I bought from the store.

Hey, what did you end up buying off the website? -Brian

I ended up getting the one you saw at the mall. I was thinking of getting lingerie but I don't know my size. -Me

You don't know your measurements? Thats alright. Going from male to female sizes can be difficult if you don't know what you are doing. -Brian

No, I don't and I'm not even sure where to begin. Usually, I just buy what I think is sexy and hope it fits. -Me

If you are free today, I can take your measurements. Shouldn't take very long and then you can get back to your day. -Brian.

As I sat reading his last message butterflies began to flow through me. Almost instantly the ache and hunger for a cock began. I replied quickly and asked for the address. Once it was sent, I went and showered up before leaving the house for the day. I didn't dress up in anything special for the occasion or do anything of note. I did clean out and shave before leaving but that's about it. When I got to Brian's house my hands started to tremble at the thought of what was going to happen.

Shakily, my legs moved forward one step at a time until I was standing on the porch of a very nice expensive house. I shot a quick text out to Brian and waited patiently as I thought through what my plan would be once inside. It wasn't a few seconds later and I was greeted by a man who was dressed up casually. Greetings are exchanged before heading inside where the fun would ultimately begin.

Things got hot and heavy as soon as I stepped through the threshold of the door. Demands were flung my way along with a myriad of questions about my style and likings. Before too long I was naked and sitting on his living room couch. In walks the toy salesman with two glasses and an unopened bottle of whiskey. Smiling at me while sitting down, he hands me a glass and cracks open the bottle. I did start to get a bit visibly nervous, especially with drinks from a stranger. It took some time and coaxing but eventually, I relented and gave in.

A loud cracking sound filled the air. The cap on the whiskey sounded new and unadulterated which put my mind at ease. Fast forward an hour later and the bottle is about a quarter of the way empty. We are laughing and having a good time until I decide to get on with the show. I bring up the measurements issue once more and Brian agrees that it is time. The man disappears for a few minutes and upon returning pulls out a plastic measuring tape.

When it was time, Brian instructed me to stand up, which I did obediently. Grabbing me by the ass cheek, he pulls me over in front of him and smiles up at me.

"I can't see why you want to cover up your assets like this." He laughed and muttered. My cock inches away from his face as he drapes the tape over the top of my ass.

"It makes me feel sexy. Something about the skin-tight fabric pressed up against my hole sends me into overdrive." I whispered and looked around the room. I didn't want to stare down at him. It felt wrong almost. I didn't know him at all yet I just had drinks with him and I'm naked in his house. So I was already feeling quite out of place as it was at the moment. A few seconds later I'm bent over in front of him. Cock and balls pushing out from beneath my closed thighs.

I felt a prickle on my balls which at first tickled and ended in pleasure. Brian had sat forward and kissed my ball sack from behind. I shuddered and gripped the edge of the coffee table I was bent over. He continued kissing my balls before taking them both in his mouth. His other hands moved to the top of my ass where he spread my cheeks wide. I moaned at his touches and pressed back into his face. His nose was practically in my asshole while his tongue played basketball with my balls. This action went on for a while until I get fed up with it and lowered my asshole to his tongue.

Soft, warm, squishy tongue filled my hole slowly in and out. I reached a hand back and grabbed his head and pulled it deeper between my ass cheeks. High-pitched moans filled the air throughout the house. Splendor and arousal filled my body with each plunge of the old man's tongue. Reaching the point of exhaustion Brian pulled away from my ass and laughed playfully. I stood up and smiled with a flushed red face. When I turned around to sit back down, Brian was already getting up and heading into another room. Returning with a grin on his face and half naked now he sat a pencil and paper on the table and laughed.

"I forgot the pen and paper to record your measurements first." He laughed loudly.

"Oh, I get it now. You just wanted in my panties huh?" I laughed and laid back on the couch.

"No. Not really. I didn't actually think I would get this far with you, to be honest". He stated.

"I mean come on Brian." I smiled seductively up at him and then grabbed his arm and pulled him to the couch. "You mean to tell me you didn't see me grabbing an anal toy at the mall and think to yourself that I might also be interested in taking cock?" I whispered and laughed.

"Have you ever done anything like this before? Have you ever been with a man?" I asked while moving to the floor between his legs.

"No not at all. I've been curious before but too scared to try anything." He looked down at me and shifted in his seat as if it were the first time he got his cock sucked.

"Mmmmhhhhmmmm. I see. Well." I smiled and unzipped his pants slowly. There was a bulge just below where the zipper stopped and took everything I had to not rip his clothes. Instead, I worked slowly and tried teasing as the day went along.

"Well, what do we do now?" He whispered for the first time and it kind of let me know that he was putty in my hands.

"Well." I whispered again but even softer this time. I pulled his pants down to his ankles and could see a big wet spot on his underwear. I pressed my lips to the spot and sucked softly, my other hand moved to his balls. The thin fabric left little to the imagination. His smell, one mixed with slight musk and soap wafted up into my face as I continue sucking the wet spot.

I know this sent shockwaves through his body because I could feel him jolt every time I licked the spot. My hands moved to his inner thigh spreading his legs wider, I found the top of his waistband and pulled it down. Out flopped a thick long soft cock that jumped at me upon exposing it to the cool air.

I looked up at him one more time and locked our eyes together.

"We do this" I whispered almost silently and took the head of his cock in my mouth and began sucking softly. Bobbing up and down at a snail's pace I let my tongue chart and explore every inch of his cock. Brian's eyes nearly rolled to the back of his head. Now more relaxed than ever, he laid his head back and continued to enjoy my work in silence.

The only sound that filled the room was the quiet slurping of cock coming from my mouth. Still going at a snail's pace and taking my time, I begin humming deeply each time he pushes past the back of my throat. I suck all the juices off as I come up, swallow, and go back down until I can feel his cock mid throat and I hold it there. Tears were streaming down my face as I held in each gag. When I suck up the final time, Brian looks down at me and wipes my tears away with a smile.

A loud smacking sound followed by a laugh can be heard in the somewhat large living room.

"So. Thoughts?" I continued laughing and crawled to my feet. The look on his face when I stood up was one of utter disappointment. As he stammered to collect himself I climbed back over to my spot and leaned back.

"I mean wow. I could go for more of that. Fuck. Much more of that" he said breathlessly.

"Wait what? You said you want to fuck?" I teased and grabbed his still throbbing cock. I massaged it gently enough to keep him hard while we continued our conversation.

The room fell silent for a few minutes as we kind of just sat there wondering what to do next.

"You could fuck my ass." I blurted out. As soon as those words left my mouth I smacked my hand to my forehead. "Look. Do you want a fuck buddy?" I said in the most calm way I could.

Brian stood up, turning around to look at me for a few seconds before nodding. "Yeah. I would love that," he whispered.

I reached out and pulled him in front of me and grabbed his cock with my hand. He towered over me, cock inches from my mouth, eyes locked, and precum slowly dripping onto my arm. "Good. Then we are officially friends with benefits." I whispered back and shoved the tip of his cock in my mouth. I swallowed what I could and then proceeded to jerk his cock while continuing to suck the tip. As a surprise, his cock was filled with a lot of precum. He filled half my mouth with the liquid as my hand continued to work his shaft. Our eyes never broke contact. I reached my other hand up and played with his balls. Without warning he grabbed my head and started ramming his cock down my throat. Usually, this wouldn't be a problem but my god his cock was thick. It felt like it was scratching against my walls with every pump.

As I sat there getting my throat fucked, the ache in my ass for something became too much. My hand left his balls and found its way between my legs. So now I sat on his couch with my fingers in my ass and his cock gearing up to cum down my throat. I rode my fingers harder, each drop smashing into my prostate, sending electricity through my whole body. The more I rode, the more eager and needy I became for his cock to cum.

Brian quickened the pace but stopped pulling all the way out. Throughout the whole exchange, I hadn't noticed his grunts over the humming that my throat was making. Grunting loud and ferociously, the big moment was near. I pulled my hand from my ass and moved both of them to his butt cheeks. With a handful of ass in both hands, I pulled him further into me smashing my nose into his lower stomach. Tears now flowing down my face I gagged hard just as he started sending his seed down my throat. Once the moment passed I pulled back a couple inches and rammed into him again. Repeating this movement over and over the grunts slowly subsided.

The cock that once filled my throat now lay resting on my tongue, massaging my uvula. When Brian had enough he pulled from my mouth and smiled down at me.

"Wow. I'm going to need that more often." His voice was low as he struggled to catch his breath.

Without speaking I smiled back up to him and leaned forward, kissing the tip of his oozing cock. The words came to me but when I opened my mouth to speak, my voice sounded raspy and broken. I reached down and took a drink of whiskey and cleared my throat once more. "You've got my number. Night or day. Every day. Text me." My voice was now clear enough to understand but still raspy.

Eventually, Brian made his way to his seat on the couch and sat next to me. We both threw our heads back and closed our eyes for a few minutes before coming back to reality.

"Hey. If you are serious about hooking up like this then there are a few things I want to do. Given that you might want more than blow jobs." I said.

Brian sat quietly for a few seconds before nodding.

"Cool. Next time you can fuck my ass." I whispered and patted his thigh as I stood up. With nothing more to say to each other, I grabbed my clothes and left. It wasn't for another couple of days that I had forgotten that he didn't take my measurements.

This is the end of my first meetup with an older gentleman. All names were replaced to provide privacy to the actual persons involved. This is a true story and I hope you come back for more of it! I ended up playing with Brian for years before I ended up moving away.