My coworker JJ Chapter 1
It started at the annual overnight banquet that my company holds every year. This year my coworker JJ and I went down a night early. We worked most of the day then headed out to the hotel which was about an hour and half drive from the office. We both arrived together and parked out front of the hotel to go check-in. We were staying in Great location with bars and restaurants all around.
While we were checking in we asked if we could have rooms that were close to each other and they asked if we wanted adjoining rooms, we both looked at each and shrugged and said sure why not. So we get ours keys and go back to our cars to get our stuff. We load up a cart with both our bags and head up to the rooms. We both went to our rooms to unpack and get settled in before dinner. About 5 minutes later I hear a knock on the adjoining door and I open my side. There is JJ standing there with no shirt on and a pair of gym shorts. Now JJ was your typical early 40's guy with a dad bod (which I loved and his personality made him even hotter). Now as I mentioned JJ was a dad, married to a woman with 2 kids, so I always thought fooling around with him would always be a fantasy of mine.
And to tell you a little about myself I am 42 single gay man. I am 5'10" weigh around 210, not muscular but not fat either. Somewhere between dad bod and toned I would say.
So anyways I was still in my work clothes so when I opened the door and saw him dressed down I went and grab a pair of shorts out of my bag, I was going to go into the bathroom to change but I remembered JJ talking about how he is sort of a nudist at home and decided to push the envelope a little to help with my fantasy. So I decide to change right in front him, now typically I wear bikini briefs, small and tight. But occasionally I wear thongs, and today was a day I had woken up and wanted to feel sexy so I put a thong on. Honestly it wasn't until I had my shirt off and was already undoing my pants that I remembered I had a thong on, but I was at the point of no return so I kept removing my pants. So there I was in nothing but a thong in front of JJ. Right as I removed my pants he looked up and saw me and my bare ass, thankfully I had just nair'ed my entire body so I was nice and smooth. So as I am pulling on my shorts JJ looks me in the eye and asked if I enjoyed wearing a thong? And I replied yes, it makes me feel sexy, and we both laughed. We ended up chatting about my choice in underwear for a good few minutes with him asking what other types I wear and so on. Of course all this talk about my undies made me hard and I was trying to hide it as best I could. So of course I had to ask him what he wore and his reply made me almost shoot a load right then and there. JJ told me he prefers jockey elance bikini briefs. Now I have had an underwear obsession for as long as I can remember. And I have LOVED jockey Elance briefs especially, I remember being a kid looking at the clothing catalogs and seeing dad type men in those undies and I used it to fuel my fantasies when I would masterbate. So needless to say hearing that JJ wore them made me quite excited. I just hoped he couldn't tell how much of a hard on I was concealing.
So we ended up changing the subject and moved on to where we were going to eat. We kept throwing ideas out but couldn't decide so I decided to make us some drinks, I made us two stiff vodka and soda. We were just chilling trying to figure out dinner and enjoying the drinks, JJ get up and heads towards the bathroom and what he did next surprised me, he went to my bathroom mid-conversation about dinner to pee and what surprised me was he kept talking and didn't close the door so I could hear him pissing and was talking to him the whole time. I again nearly shot my load as Water Sports was another favorite of mine. So he came back out and we finished our conversation and picked a place for dinner. We finished our drinks and decided to change clothes for dinner as the place we picked although not fancy gym shorts were not appropriate. So he heads back to his room to change and I start changing in mine.
So we finish getting ready and head out to dinner, now remember I said I made us some stiff cocktails so we were both feeling good. So we get to dinner and grab seats at the bar. I order a Tito's martini and he orders Jack on the rocks. We are sipping our cocktails and chatting looking over the menu. We order an app to share and another round of drinks. Then we order dinner. After dinner we decide to head back to the hotel and grab a cocktail at the hotel bar. So we get back to the hotel and order drinks at the bar and then find a corner to sit and relax in, and here is where things get interesting. So we start chatting and at this point we are both feeling good from the liquor we have consumed and our conversation starts to take a turn to the more sexual side of things. It started with JJ talking about how he is a nudist at home and I admit to him that I am a nudist and can tend to be an exhibitionist at times. With this comment JJ perks up a bit and asked me to elaborate and I just tell him I don't mind being naked in front of others and it usually turns me on when I am, I told him how when I am at the gym in the locker room I walk around naked even if I have a semi or complete hard-on (side note I get a lot of action at the gym cause of this). So then I ask him about his nudism and if he has any exhibitionist in him? His reply floored me, he looked me straight in the eye and said had I know you were a nudist I would have hung out with you naked earlier. So feeling bold as I am now 4 or 5 vodkas deep at this point I say back to him "well the nights still early why don't we go upstairs and make a cocktail and hang out". With that JJ practically leaped out of his chair to pay the bill as soon as he was done we were heading upstairs.
So we get to our rooms and we head in, he came in through my door since the adjoining door was opened. He came in and immediately started to strip. So I stop making us drinks and start undressing as well. He tossed his clothes on the floor as did I. So here we are both naked in my room. I went back to making us drinks trying not to get a hard on from seeing him naked. As I said before he had your typical dad bod but man his cock was amazing. He was uncut like me, he was about 6.5" soft with a nice mushroom head and his balls were hung down decently enough, he was groomed down below but not completely hairless which I love, although I hate body hair on myself I love it on other men. Now I am uncut as I said and soft I am only about 3" (I'm a grower) and when hard I am about 6.5" with decent girth, but my balls are massive. So as we were sitting in the chairs in the room talking I could see JJ kept looking down at my crotch. He mentioned how smooth I was and asked how I stayed that way and I told him how I nair my entire body. I mentioned how I liked his manscaping. From there he mentioned my balls, as I said they were pretty big and hung decently below my cock. So with that being said I decided to be bold and I stood up and moved to standing right in front him and told him he could take a closer look. He reached out and grabbed my ball sack and squeezed and pulled them which made me moan and immediately sprung a hard on and started leaking pre-cum. Without skipping a beat JJ licked my pre-cum from my cockhead which caused me to almost shoot my load right there. He noticed this and backed off. Next thing I know he is stood up and we are rubbing our cocks together and started making out.
JJ slipped his hands down my back to my ass and grabbed a cheek in each hand and started man handling my rump. I was moaning in ecstasy! Not in my wildest dreams did I think I would be in this situation, but here I was. I reached down and grabbed his balls and squeezed and he let out a huge moan of approval and I knew he liked it. So I got on knees with his balls in my hand I was squeezing and pulling as I took his cock and slowly took it into my mouth. I started blowing him going nice and slow and gradually picked up pace. I brought him to the brink of organism and then backed off. I stood up and asked him if he would fuck me, OMG I thought he was going to die right then and there and he confessed that he hadn't had sex with a guy since he was in college but he was all for it. I went to my bag and took out my toy bag, I grabbed lube, poppers and a couple of cock rings. I put a nice thick rubber one on JJ's cock and one on me. Then I held up the poppers and asked if he liked them, but he admitted he had never tried them. So I said well you're in for a treat. I walked up to him kissed him on the lips and then shook the brown bottle I slowly opened it and held to his nose and told him what to do, he took a nice deep inhale I told him to hold it and I took a hit. Then we both exhaled. As this point we were both in ecstasy between the drinks and poppers I need to be fucked so bad.
I grabbed the lube and as I was about to starting lubing my hole up JJ grabbed the lube from me and instructed me to get on the bed doggy style on the edge, so like a good boy I did just that, and before I knew he was working two fingers into my tight pussy. Then 3 fingers in and out in and out I was in heaven. Then another surprise came and he asked me if I had ever been fisted. Which I mentioned that a number of years ago ago I played with guy who fisted me. So next thing I knew JJ told me he had 4 fingers in my pussy and wanted to make it all 5, again like a good boy I popped my pussy out and gave myself over him and next thing I knew he was wrist deep in my pussy and it felt amazing. He pulled out and went back in a few times then told me to roll over into my back. Once I was on my back at the edge of the bed he grabbed my legs and put them on his shoulders and JJ leaned down and shoved his tongue down my throat as he entered my pussy bareback with his cock going balls deep inside me. He passionately kissed me and fucked my pussy for what felt like forever in the best way. He started to speed up his pumping and I knew he was close to cumming. I grabbed his face looked him in the eyes and told him to breed me. Well that was all the encouragement he needed and with that he slammed his cock balls deep in my pussy and let out a moan that I think the whole hotel heard as he released a massive load into my pussy. I'm pretty sure his orgasm last a good 30 seconds all the while pumping my pussy full of his cum, I don't think I have ever taken that big of load in my life it was amazing. When he finally stopped cumming he just held his cock in my pussy. I knew at this point once he pulled out I was going to leak like a sieve between him fisting me and then pounding my pussy for so long! I told me to get ready when he pulled out cause I was going to leak everywhere. With that he got this devilish grin on his face and reached over and grabbed an empty cup from the nightstand. As he got ready to pull his beautiful cock out of my ass he immediately put the cup under my wet and loose pussy and as predicted I immediately started to leak out all the cum he just impregnated me with. Once I stopped leaking he took the cup and brought it to my mouth and gave me a nice big mouth full of his cum that was mixed with my pussy juice. Then he took a swig from the cup and finished it and with that he started kissing me on the lips and slowly started kissing down my body making sure to stop and play with both of my nipples. From there he kissed all the way down to my cock and then took my cock into his mouth. Having just been seeded by him and the cum filled make out session he sucked my cock for about 10 seconds before I exploded a massive load into his mouth. He sucked every bit of cum out of me and promptly came up and snowballed me! We layed there kissing swapping my cum back and forth until it was gone. And both fell asleep in each others arms.
Stayed tuned for part 2.
This is my first submission to nifty feel free to email with feedback dick.matthews@yahoo.com