Adult Family Friend Gives Me My First Teen Blowjob free porn video

My name is Jimmy, and since I recently turned forty-two years old, I’ve been thinking about my first sexual experience, that happened shortly after my sixteenth birthday. I’m happily married now, to my lovely wife, Sarah, and our daughter has just recently moved away to college. I consider myself to be a normal, heterosexual man now, but I still remember when Matt, a good family friend who was forty-two at the time, taught me the joys of being bisexual, and sucking one another’s cocks.

Matt is now in his late-sixties and still lives in the Montgomery, Alabama area. I looked him up and called to let him know that I was thinking about writing a story about our mutually beneficial experiences those many years ago. He agreed to write the first part of the story for me, to help explain what his mindset was at the time. He just sent me his part, and interestingly, he encouraged me to meet with him to relive those experiences in the flesh, so to speak. Before I describe what happened with that, Matt will tell his part of the story.

Matt’s Story

My name is Matt, and it was nice hearing from Jimmy after so many years. I was born and raised in Montgomery, Alabama, went to college here, and then married Brenda, my high school sweetheart. We raised a beautiful family together in the Montgomery area. I started out working for an electrical and plumbing supplies wholesale company, until after eight years there, I got a bank loan and started a similar wholesale business.

We lived in a nice, middle-class, suburban neighborhood with many good neighbors. Matt’s parents are the same age as Brenda and me, and their family lived only three doors down the street. We were not only close as neighbors, but we also attended the same church. Our kids grew up together, and I was always attracted, in a fatherly way of course, to Jimmy and his twin sister, Jenny. They are rare, identical, monozygotic twins of different genders.

They really are identical, both being very handsome with blonde hair and piercing, blue eyes. They seemed to be a blend of male and female too, with Jenny being a little more handsome looking, rather than having a fragile beauty like other girls, and Jimmy being a little more feminine than other boys. They are smart kids too, and I enjoyed interacting with them over the years. They endured those challenging puberty years and, the late-spring when they turned sixteen years old, I saw that they had matured into very good looking and capable teens.

Jenny's body had developed magnificently by then, and my thoughts of her were no longer all that fatherly. Her well-shaped, D-cup breasts looked huge on her lithe frame, and I’ll admit to lusting after her. Jimmy was five feet and ten inches tall and weighed about one hundred and fifty-five pounds, but he still looked a little effeminate to me, especially since he wore his hair longer than most of the boys.

Jimmy’s family knew that I usually hired a teen to work in the warehouse during the summers, so I wasn’t surprised when Jimmy came over to talk with me about three weeks before school was ending for the summer.

We allowed our kids to call the other parents by their first names, and Jimmy came right out and asked, “Hi, Matt, what are the chances that I can work for you this summer? Most of my friends already have jobs, and I’m trying to save up for a car”

I was worried about him being able to handle the hot and heavy work in the warehouse, but I didn’t feel comfortable turning him down. I also must admit to worrying about how some of my rough and tumble men would react to a less-masculine boy like him, and maybe try to take advantage of him. Offsetting that was a perverted side of me that wanted him to be around, so I could see and talk with him. He and Jenny look so much alike, even both having nice asses. The big exception is him not having her big tits, and I liked knowing that I might be able ask him some questions about Jenny.

But it was only fair to warn him about the work, and I said, “Yes, Jimmy, I’d like having you work for me this summer, but be careful what you wish for. It’s hot in the warehouse and the work can be strenuous, so be sure that’s what you want. If you decide to go ahead with it, you can ride to and from work with me, since you don’t have any transportation."

He smiled, shook my hand, and said, “Thanks, Matt, I won’t let you down. I know that I don’t look very strong, but I think I can hang in with the men.”

The next three weeks passed quickly, it was soon the first Monday of school break, and we were headed to work in my truck. I wanted to find a way to bring Jenny up in conversation after a little idle chit chat. Even though I know how reluctant teens are to talk with adults about almost everything, I was determined to find out more about Jenny.

I looked over at Jimmy and said, “I’ve known you and Jenny most of your lives, but I still can’t get over how much you look alike and how attractive both of you are. It’s hard to tell you apart at a glance, especially with your longer hair, except of course for Jenny’s rather noticeable development this spring. I don’t mean any offense, and know that you’re her brother and all, but isn’t her body, with those big tits and nice ass, a turn-on for you?”

He looked uncomfortable with my question and hemmed and hawed a little before saying more than I thought he would. He said, “Jeez, Matt, you really know how to put a guy on the spot. I’m not very comfortable talking about that. I mean, I haven’t had any experiences with girls yet, and having a sister like Jenny around can be a little distracting sometimes.”

We were getting close to the warehouse, and I wanted to save my next question for when we had some uninterrupted time, and I said, “Sorry if I made you uncomfortable, Jimmy, maybe I’ll just drop it for now.”

It was important for Jimmy to develop good working relationships with the men, and that would be enhanced by letting him eat lunch with them out in the warehouse break room. But I also wanted to spend time with him, and I said, “I’ll get you started with my foreman, Mitchell, and he can give you a tour, issue your safety equipment, and get you started on the loading dock. But for lunch, come back into the office, and we can eat in my conference room.”

I sneakily looked out into the warehouse and checked on Jimmy that morning, and it appeared that he was getting along fine with the men and handling the boxes without too much strain. Then we went to my conference room to eat the lunches we had brought from home. I asked how his morning had gone and if he was enjoying the work. He enthusiastically let me know that he liked working there, and I decided to change topics.

He looked uncomfortable again when I said, “You mentioned earlier that Jenny can be a little distracting sometimes. I know this makes me sound like a dirty old man, but could you describe a situation where that happened?”

Jimmy laughed nervously and replied, “Yeah, that does make you a dirty old man, Matt, but I guess I can’t blame you for being attracted to her. Seriously, though, do you really want me to give you more details about her?”

I smiled and said, “I don’t want you to think badly of me, but I think she’s hotter than hell, and I just want to know more about her, and your interactions with her. It would be hard for me to keep my hands off her if I was you.”

He thought for a few moments and said, “Well, I can tell you that we’ve never touched one another in a sexual way, but I have seen her partially clothed, and even naked a few times, and just in the last week or two. We share the bathroom between our rooms, and I walked in without knocking one morning before school. She was just stepping out of the shower, and her big tits were right in front of my face, just bouncing and swaying there. I apologized and ran out, but not before seeing her hairy pussy too. She wouldn’t talk to me for two days after that.”

I think he saw me rubbing my crotch when he talked about her big tits and hairy pussy, but I followed up, saying, “Oh fuck, Jimmy, that’s so hot. But has she ever barged in on you?”

He seemed to be getting a little more comfortable talking about it and replied, “Yeah, well, three days after I saw her, she walked in on me while I was sitting on the toilet and, uh, uh, you know, uh, taking care of business. She screamed, called me a perv, and ran out. We’ve never talked about either one of those incidents, but it’s always there hanging over us.”

I was surprised to hear that he was ‘taking care of business’, because of how soft and effeminate he looks to me, and that was the first time I remembered wondering how big his cock might be, and curious enough to try to take a peak if I ever got the chance.

I said, “I appreciate you sharing those personal stories with me, Jimmy, but we need to get back to work. I look forward to talking more about this later.”

We were in the truck together going to and from work, and at lunch every other day or so, and had plenty of time to talk. By the end of the first week we had many, similar, and even more explicit, conversations about other embarrassing instances with him and Jenny. I was getting more excited hearing descriptions of Jenny’s tits, pussy, and ass, but surprisingly, I was becoming even more curious about the size of Jimmy’s cock. I had never had an attraction to boys or men, but the way he described some of the incidents, I was beginning to think that he must have a big cock.

For example, one story he told was about him laying on his bed taking a nap, wearing loose athletic shorts and no underwear, when Jenny came into his room and said, “Ew, gross, brother, you need to cover those things up.”

As Jimmy explained it, the bottoms of his shorts had slid up a little when he was tossing and turning in his sleep, and his cock was visible running down one of his legs, and his balls were hanging down in the other. I couldn’t get that vision out of my mind, because he would have to be well hung to be showing his junk like that.

I thought about that all weekend and came up with a way to satisfy my curiosity. We had just finished eating lunch together again on Monday of his second week, and I said, “Lunch time is over for the warehouse, but if you need to take a piss before going back to work, you can use the one in the office. Come on, I’ll show you where it is, because I have to piss too.”

He followed me into the restroom, and we stood side by side at the urinals. There is a splash guard between the urinals, but low enough that we can easily see over it. I started pissing first, and when I heard his pee splash into the bowl, I couldn’t help glancing over there. You can imagine my surprise when I saw what looked like a thick, soft, uncircumcised cock, that is almost seven inches long, and with his piss sometimes being misdirected and splashed by his long foreskin.

My previous image of him as being somehow weak or effeminate, just based on his outward appearance, was in tatters. I was impressed that a girly-looking teen his age has such a big cock and could only guess how big it would be on hard. I even tried to visualize what it must have looked like when Jenny caught him masturbating that big thing. I was embarrassed for myself, even though my circumcised dick is over six inches long on hard, and of average thickness.

It was hard to avoid staring at him, and he finally glanced over, saw me gawking at his cock, and looked briefly down at my dick. I’m not sure what was going through his mind, but he quickly looked away. We finished pissing and zipped up after that, with nothing being said, and I went back to my office as he went back to the warehouse.

I couldn’t concentrate on work that afternoon, and it disturbed me because after seeing his cock, I knew that I would be fantasizing about it. And it was even weirder for me since I was somehow confusing Jenny’s and Jimmy’s sexuality and my attraction to them. Looking at Jimmy standing at the urinal was like seeing Jenny’s pretty face and body, but with a huge, teen cock.

After seeing Jimmy’s cock in the flesh, my conversations with him started to evolve more to asking about situations when he was embarrassed and less about Jenny. I even started going to porn sites on my computer in my private office at work, trying to find pictures of legal-aged teen boys with big cocks, hoping to find some like Jimmy’s. I finally found a twink site that has hundreds of pictures of attractive, boyish-looking, well-hung, young gay men. They got my attention because Jimmy is slender, blonde, and kind of pretty for a boy, as well as being well-hung.

The most disturbing thing is that I had no reason to think that Jimmy is the least bit gay, and instead, I was exhibiting bisexual tendencies in being so attracted to him and those photos. There were numerous photos and video clips of those twinks sucking one another’s cocks. I even found myself wondering what it would be like to try sucking Jimmy’s cock. I started trying to think of a way to fully satisfy my curiosity, and finally found an opportunity.

My wholesale supply company serves smaller, retail electrical and plumbing supplies stores, as well as major contractors, generally within two hundred and fifty miles of my warehouse. Most of my customers are in Alabama, but I also have several, large customers in Mississippi and Georgia. My employees are used to me making some of the large, out-of-state deliveries, with our semi-trailer truck, to save money paying a driver for those lengthier trips.

Sometimes I need stay overnight at a distant location for various reasons, including; any customer-caused delays in the making the deliveries, congested traffic, or in the case of mechanical problems with the truck. And I sometimes take a lower-paid helper for the heavier loads. I had a trip with a large load scheduled to Mississippi on Thursday of that week and decided to take Jimmy along as my helper.

I planned on finding a way to have to stay overnight in Mississippi, which would require us to cleanup at a truck stop and sleep in the sleeper cab. I let Jimmy and his parents know that he should pack a small bag, with toiletries and a change of clothes, just in case we didn’t make it back on Thursday night.

It’s been fun relating this much of the story to you, but now Jimmy wants to take over and finish it, giving his views of what happened.

Jimmy’s Story 

I really appreciate the way Matt so thoroughly revealed his perversions, and the transition he made from having first lusted after my sister, Jenny, and then discovering his attraction to my big, teen cock. I’ll share a few of my thoughts on that, and then pick up the story at the time of our delivery trip to Mississippi.

Matt and his wife, Brenda, were and are still close to my parents, and all of us kids found that to be a nurturing environment to grow up in. Jenny and I always felt the fatherly affection that Matt showed for both of us, and that’s why I was a little surprised when he became so lustful of Jenny, shortly after our sixteenth birthdays.

I’m thankful that he gave me the opportunity to work for his company that summer, but on the first day riding into work together, he began telling me how hot he thought Jenny is and asking me about her nice tits and pussy. I was uncomfortable at first when he started asking if I was attracted to her too, and he wanted examples of when we caught each other in embarrassing situations.

I finally got comfortable telling him about my interactions with my twin sister, and the more stories I told him, the less he asked about her, and the more he wanted to know about situations where Jenny saw my cock and balls. I wasn’t even sure that he realized he was becoming more interested in my cock, and it seemed like he was confused sometimes, since Jenny and I are identical in every way except sexually, with her obvious big tits and my big cock. At that point the only sexual experiences I had were masturbating, and I started finding it somewhat arousing hearing his questions and then trying to answer them.

At the beginning of my second week on the job, something interesting happened. Matt invited me to take a piss in the office restroom, before going back to work in the warehouse. We were standing there pissing, and I sensed that he was staring at my cock. I glanced over and caught him looking down, focused on my pissing cock, and looked at his dick. His soft dick was barely visible from my angle, and I looked away quickly to avoid any embarrassment for either of us. But even with my inexperience sexually, I got a sense that he was more than a little interested in my cock, probably because his cock looks to be smaller than mine.

We both we went back to work after the incident in the restroom, and I got the feeling that was the end of it. But then, he let me know that I would be going with him to help on a trip to Mississippi, and we might be staying overnight. I had no reason to think, at that point, that it was anything more than a business trip, but I have to admit to wondering how far Matt might take our discussions.

We left early on Thursday morning, and the semi-trailer was fully loaded, with the supplies packed in reverse order. The supplies for our first stops in western Alabama were in the back, and those for the more-distant locations being in the front. It was a long hot day making the deliveries, and we had several traffic delays, as well as problems and other delays at a few of our customer locations getting access to their loading docks.

Those lulls gave Matt time to ask me even more questions about my embarrassing moments with Jenny, and he seemed even more focused on my cock. For example, I was describing how Jenny walked in on me when I was in the shower, and he said, “Damn, Jimmy, it’s too bad that wasn’t one of her girlfriends. She’d have gotten excited seeing your thick teen meat hanging out like that.”

With the delays, we had to ask a couple of customers to stay late to receive their supplies, and it was 8:30 pm by the time the truck was empty, and we arrived at a truck stop in Tupelo, Mississippi.

We went inside for dinner first, and it was 9:15 pm when Matt said he was disappointed at having to stay the night. He said, “I’m sorry, Jimmy, but as tired as I am and with almost a four-hour drive ahead of us to Montgomery, we need to sleep here in the truck for the night and get an early start back in the morning. Let’s go to the truck and get our toiletries and a change of clothes, and we can cleanup here in the truck stop.

That felt strange for me taking a shower in truck stop, but they have individual stalls, and I didn’t feel like I was exposed to any of the men. It was almost 10:00 pm when we got back to the truck, and both of us were wearing t-shirts and athletic shorts. Matt left the diesel engine running so we’d have air-conditioning, and I was surprised how comfortable the sleeper cab is.

There are two bunkbeds, the bottom one just a foot off the floor, as well as a small TV and a DVD player. Matt had also brought a cooler, and I found out it was filled with beer and ice.

We tuned into a local TV sports channel, as Matt said, “I’m a little bit too keyed up to go to sleep right now and need to have a beer or two relax. If you keep this our little secret from your parents, you can have some beers too. I know you’re only sixteen, but you put in a full day of man’s work today and deserve some adult refreshment.”

We were both sitting on the bottom bunk and watched the local channel for a while. I had never had any alcohol to drink before that night, and about the time I finished my first beer and was getting a little woozy, Matt said, “After all those conversations we’ve had over the past two weeks, I was inspired to pick up a few DVDs that you might like. Have you ever watched any porn?”

I must admit that I was a total sexual neophyte at that point, and in addition to never having had sex, I also had never seen any porn, either magazines or videos. I was just mellow enough from the beer that I thought I’d enjoy it. So, I replied, “Sure, Matt, I’ve never seen anything like that.”

The first DVD involved a lame story about an eighteen-year-old, blonde-haired, blue-eyed girl who was sucking and being fucked by the husband of her married neighbor couple. I didn’t think it was a coincidence that the girl looks a lot like Jenny, and the male actor looked to be about the same age as Matt. It was very arousing watching the video, and by the time the husband was ejaculating the first time, Matt was openly rubbing his crotch over his shorts. My cock was hard too, and when I saw Matt rubbing himself, I started rubbing myself.

Matt had just given us another beer, and was half way leaning back on a pillow against the cab wall behind the bunk, as he said, “I hope this doesn’t upset you, Jimmy, but I picked this video because the girl looks so much like Jenny. After all the things you’ve told me, and then seeing this, I’m horny as hell. Does it get you at all excited too?”

I took a sip of beer and replied, “Yeah, I admit that it does excite me, but that’s only because it’s not my sister. I could never do anything like that with her, but I don’t have a problem with you getting off on it.”

We watched that video for another few minutes, and Matt said, “This is part of a series, and you might like the next one better. It’s about a an eighteen-year-old, blonde-haired, blue-eyed boy who is having sex with the same man. In the video, he’s supposed to be the girl’s brother, and they do look a lot alike. Have you ever seen or heard about men having sex with boys, and do you mind if I play it?”

I answered, “I’m aware of a few homo guys at school who suck cocks, but I’ve never heard of grown men and boys having sex. We can watch it if you want too, but what’s the storyline about?”

Matt thought for a few seconds and said, “Well, I haven’t seen the whole thing, but it seems to be about a married man who’s not getting much sex from his wife. He starts reading porn, and for reasons he doesn’t fully understand, becomes attracted to teen cocks. In this video, he becomes attracted to the neighbor boy, who is depicted as the blonde girl’s brother, and ends up sucking his cock. It’s almost like he gets confused about the neighbor kid’s sexuality, or something.”

It was becoming clear where he was headed with the videos, and after drinking the beer, I was feeling mellow and receptive to whatever he wanted to do. He started the video when I said, “Hey, no problem for me, Matt, whatever floats your boat.”

We started watching, and the actors had just gotten out of a swimming pool, dried off, and the man got on his knees, pulling the boy’s swimsuit down and off his legs. The man gripped the boy’s naked ass cheeks and pulled him forward, sucking the teen’s huge cock into his mouth. That video was probably turning me on just as much as Matt, and he kept looking over at me as we both rubbed our crotches.

Matt looked over at me and said, “Damn, this is really hot, Jimmy. If you don’t mind, I’m going to get these shorts off, and you’re welcome to do the same, to air out that monster cock of yours.”

That was the second time he had mentioned my cock like that, and I was then certain that he was hoping to suck it. I didn’t want to think of myself as being a homo, but I also wanted to get my first ever blowjob. I wanted him to make all the moves, so I would at least have the self-respect of not having initiated it. So, I did as he suggested, lifting my ass and sliding my shorts and underwear down, as he did the same. I can still remember the look on his face when he saw my hard cock and big, low-hanging balls the first time.

My cock is uncircumcised, a little over nine inches long on hard, thick even when soft, but almost six and a half inches in circumference on hard. His cock looks to be decent-sized, but mine is so much meatier and thicker, as well as being about three inches longer than his. Even though I was inexperienced, I kind of understood how he could be attracted to my big, teen cock. We continued watching the video, with Matt looking over at my cock and big, lemon-sized, low-hanging balls every few seconds, and we were both slowly stroking our cocks.

In the video, the man sucked the boy’s cock for a few minutes on his knees, but then they moved to a large, cushioned chaise lounge, and the man got between the teen’s legs. He sucked the teen’s balls for a few minutes, before moving up to suck his cock, and I was getting turned on seeing the mature man, submitting himself to the teen’s cock.

After sucking the boy for a few minutes, he stopped sucking for a moment, and said, “You can suck my cock too, Bobby, but you don’t have to. I love sucking your big cock, and can hardly wait to taste and swallow your big load of thick, juicy, teen cum.”

The man then moved to lay down on his back, in the opposite direction next to the boy, and they were soon it what I would learn is the sixty-nine position, with the boy on top, and they began sucking each other’s cocks.

I knew that Matt was very aroused when he leaned towards me and I felt his hand on my thigh. It was only inches from my cock, as he looked over at me, and said in a guttural whisper, “Oh my, Jimmy, this video is so fucking hot, and I’m so turned on. I’ve never even thought about doing anything like this before, but would you let me pleasure you the way that man is pleasuring the boy in the video?”

He paused for a moment, and when I didn’t immediately respond, he continued, “You don’t have to do anything to me unless you want to, Jimmy. But, oh fuck, you look so much like Jenny, and well, uh, I don’t fully understand my emotions right now, but it’s almost like if I can be with you this way, it’s almost like I’m doing it with Jenny. Please, Jimmy, I think you’ll enjoy it.”

I almost felt sorry for him, seeing the way he was so hungry to fulfill his fantasies, and pleading with me to indulge his perversions. At the same time, I thought I understood at least a little of the gender confusion he was struggling with. After thinking it over for a few seconds, I knew that I really wanted to have my cock sucked and cum swallowed for the first time and was willing to deal with whatever identity issues that caused for me.

Since he was already leaning partially my way and staring at my crotch, I waved my cock in front of his face, and said, “Okay, Matt, go for it. But if this really is your first time, I don’t want you to back out and not finish me off. This would be a first for me too, and I want to feel my load going into your mouth, knowing that you’re swallowing it. I’d also like to have you suck my balls, like the man’s doing in the video.”

I let go of my cock, and Matt immediately moved to the floor on his knees in front of me and took my cock into his hand. He looked at it momentarily, probably trying to rationalize sucking a cock for the first time, but then opened his mouth wide and leaned down to suck me. His warm, wet mouth felt good on my hard cock, and when he tentatively began sucking, it felt even better.

It seemed so exciting, yet nasty for him to take my cock into his mouth. I had pissed after my shower, and just before returning to the truck, and wasn’t particularly careful about shaking the piss out of my foreskin. I also had to piss then, after drinking the beer but it all felt too good for me to let him stop sucking me. Matt was moaning and making a kind of whimpering sound as he slurped on my big cock, which told me that he was totally into and enjoying sucking my cock, and hungry for it.

His sucking was a little awkward at first, which confirmed for me that really was his first time sucking a cock. But he soon got into a good rhythm, stroking my precum and saliva-slickened shaft with his hand, just below his mouth, as he moved up and down on my rock-hard cock. I started feeling like I was close to cumming, and I wanted my first blowjob to last longer.

I was still watching the video, and they had changed positions where the teen was on his back, with his legs pulled back to his shoulders, and the man was hungrily sucking on his balls and the bulging area behind his balls, which I later learned is called the perineum. So, I started pushing Matt’s head down off my cock to give him the hint to suck my balls.

Then I let him know what I was trying to do, saying, “Holy shit, Matt, that feels so fucking good, and I’m already close to cumming in your mouth. Move on down and suck my balls, like the cock sucker is doing in the video, while my cock calms down a little.”

He seemed reluctant pull his mouth off my cock but moved down and took one of my balls and hairy scrotum in his mouth as I leaned back on the bunkbed and pulled my legs back to my chest. He sucked one and then the other of my big balls into his mouth, sucking and rolling them around with his tongue. Then he movedTo continue reading this story you must be a member. Join for FREE here.