This is a first attempt at putting into words the fantasy that keeps going through my head. A little backstory about myself. I'm a 64-year-old man recently widowed after 40 years of marriage to a wonderful woman. She succumbed to the virus a year ago. Till now, I had never thought about sex with anyone else. After a few months, passed I started to surf the web for porn and stuff, I came across Literotica. I began reading the straight stories and found them to be hot, I moved around the site and discovered many new ideas about what makes people happy and sexually satisfied. I moved from straight to first time, to anal, to BDSM, to lesbian, but for some reason I avoided the transgendered and gay sections. Until I came across a story in the first time section. It was about a guy who was seduced into gay sex for the first time. I almost didn't finish the story at first, but for some reason my dick seemed harder than ever as I thought about putting myself in the place of the man being seduced. Never in my life had I thought about having a sexual encounter with another man. The more stories I read in the first time section, the more I began to search for the first time gay tag, and then began reading as many of the stories in the gay male section every time I visited Literotica. My masturbation fantasies became more and more about me being seduced and taken for the first time with another man. It didn't matter if it was an older or younger man just the thought of being used by a man for the first time always fueled a furious jack off for me.
I found the chat room section of the site and the curiosity of what other guys say about other guys got the best of me and I signed up. Chatting with other people have only excited me more. I mentioned that I had never seen another man's cock in a sexual situation, one of the guys I was talking to suggested I get a toy to play with and practice with before trying to meet with the real thing. I think he was just poking fun at the new guy in the room, but after I got done, I started looking at dildos and butt plugs. Not only that, but I never ever had a finger in my ass, and now I'm looking for a fake cock or plug to stick in my ass. The idea didn't go away. So, I ordered a 7" cock shaped dildo and a butt plug. A few days later the package arrived. I saw the brown truck pull up to the house while I worked in my yard, and as the driver stepped out I found myself looking at him in an entirely different way. This is where the fantasy starts.
As the delivery man walked toward me, I noticed his legs in his brown short pants and traced my gaze up towards his cock and paused there as he moved closer.
I broke my gaze when he spoke saying, "I'm sorry sir, but your package was damaged in shipment. Would you like to refuse the shipment?"
As I looked up to him (I was on my knees at the time) I think he noticed I was staring at his crotch, he added.
"Or open it up and inspect the contents to make sure there is no damage?" I began to turn a little red in the face when I realized just what was in the package, but there was no way I was going to refuse it, so I told him I would make sure there was no damage to it when I got inside.
There was a little tremble in my voice as I looked at this man who was a hell of a lot younger than me in the eyes for the first time.
He smiled a little, saying "I'm sorry sir, but I need to see you open and inspect the package before I can go."
As I fumbled with the box to open it and at the same time try to hide the fact that there was a butt plug and a dildo in it. The worst thing happened: the 7" dildo fell out and hit the ground, before I could react, he bent down and picked it up. I felt my face getting redder and redder with shame and embarrassment. As he handed it back to me, he showed no emotion or change in his demeanor as he asked if the contents were what I ordered and in good condition.
"Yes sir, yes sir, everything is here and in good shape." I managed to respond. "That's good. It's my policy to make sure all my customers get what they desire, the load is delivered properly, and they are completely satisfied with my service." He said as he returned to his truck and drove off. Feeling completely ashamed and embarrassed I took the opened box into my house and just put it on the couch. I was considering just returning it and forgetting the whole thing. But for now, I just wanted to get away from those thoughts and returned to doing my yard work.
A few hours went by, I finished cleaning the yard and was putting away my tools when I saw the Mustang pull into my driveway. I paid it attention because I didn't know anyone with that car, as I walked towards it the driver's door opened and the delivery guy got out.
Still in his uniform he started off by saying. "Hello again, I just wanted to stop by and make sure you are completely satisfied with my service."
"Oh yeah the delivery was great" I replied.
"Fine but I wasn't just talking about the delivery. Mind if I ask, were the items for you, your wife, girlfriend or" after a slight pause, "boyfriend?" Again turning red I looked down and relied on, "for me. I don't have a wife anymore, and I've never had a boyfriend."
"Perfect, then you're going to need this, and I'm assuming some instruction on how to use the items you purchased." With that, he reached out and handed me a bottle of lube. Sheepishly I took the lube from him.
"Good, why don't we go inside, and I will make sure you get the load I know you want and delivered the way I know you need." with that he took my hand and led me into my house, through the front door and I let him. Once inside he locked my front door, turned to me and kissed me. I was shocked at first I had never been kissed by another man before. It was so hot, and forceful. I began to kiss back, his younger lips felt so different from my wife's and as his tongue began to press against my lips I opened my mouth and let this man have his way. We kissed for a few minutes just standing in the middle of my living room, and as we broke the kiss he turned my face and licked my cheek.
"I like the way you taste. But for your first time you need to clean, Go take a shower and wash yourself. I'll wait." He directed.
As I turned to go to the shower I was a little taken aback that I was letting the strange young man tell me what to do, but as I turned on the shower and got naked I saw just how turned on I was. My cock was already rock hard and throbbing. As I was soaping up and washing I reached for my cock I knew just a couple of quick jerks and I would explode.
That's when I heard him say, "Don't you dare jack off in the shower!" Turning toward the voice I saw him standing there watching me, drinking a beer from my fridge. "When you finish, towel off and come into the kitchen. Naked and hard, you understand?"
"Yes" I replied. "YES WHAT" he commanded. "Yes sir" I replied head down and embarrassed.
"Good boy, you won't regret it. I promise." At that he turned and left the bathroom. As I stood in the shower I began to wonder what I had gotten myself into. There was no denying the fact that I was more turned on than I had been in years, but what was in store for me next. While in the trance he put me in I dried off and wrapped the towel around my waist. As I stepped out of the bathroom, I remembered he said naked, no he commanded NAKED and HARD. Hard was no problem, so I took the towel and tossed it back into the bathroom. There I was naked and sporting the biggest hard on I've had in years walking toward a stranger in my kitchen. I took a big gulp and turned into the kitchen.
As I looked around the room I knew so well, I saw a few changes. The kitchen table had been moved and all the chairs, but one had been removed. Sitting in that chair was him, shirt and shoes off he was just sitting there in his brown shorts with a noticeable bulge, drinking a beer. His chest was perfectly smooth as were his legs I noticed for the first time.
"Before we go any further, you need to know a few things. My name is Derrick, I don't do this type of thing often but when I saw you checking me out when I first got here you licked your lips a little. I thought you might be some old worn out fat guy going to hit on me for the thousandth time. You have no idea how boring that gets having to turn down some old sloppy blow job from a guy who passed his prime. As I got closer I saw you are in pretty good shape for an older man, and I thought I might have a little fun with you and see just how far you would go.
I knew what was in the package before I got to your house. The damage happened as the package was loaded and the dildo fell out in my truck. I put it back and made sure you were my last delivery of the day. So, when you dropped your dildo again I almost lost it and laughed right then and there. But when you became so embarrassed and replied yes sir to me, I knew I had to come back."
I stood in the doorway hanging on his every word. He took another sip of beer and continued, "From your response earlier I am assuming you've never been with a man, correct?" I could only nod yes.
"Perfect. You see the pillow on the floor in front of me" I looked down and noticed it for the first time. "If you walk into the kitchen and kneel before me, I promise your first time will be both memorable and pleasurable for the both of us, but you will do everything I tell you to, no questions asked and no backing out. Understood?" Again all I could do was nod the affirmative.
"No, not good enough. I need you to say the words, say you understand, and you will obey."
"Yes Derrick I understand.' He stopped me there, "No like you said it in the yard this afternoon. Try again." I paused just a second to consider my next words carefully.
"Yes sir, yes sir, I understand and will do everything you tell me to. No questions asked, no backing out." As I stepped towards the pillow, kneeling I added. "I am yours to command." Kneeling and looking at the floor in front of him was one of the most arousing thing I had ever felt in my life. The excitement coursing through my body was so intense I almost passed out.
"Good. From this point forward the only appropriate response to anything I say is "Yes Sir" do you understand?" "Yes sir." was my reply.
"The only sounds I want coming from you is moaning in pleasure and begging me for more. Is that understood?" "Yes Sir." As Derrick stood up, turning his back to me.