My Real First Experience With A Man

by Jjj1975x

1 Apr 2022 1452 readers Score 9.4 (32 votes) PDF Mobi ePub Txt


It had been at least a month since David texted me or called me. He was my first gay experience and then my second, third and now too many to count. As it turned out, when I had free time and David could host, I would make love to him. We fucked in every room in his house. I longed for his orgasm, his cum, his smell and for the mutual high we got just being naked together. I was falling for him.

I’m 46 and just tried being with men. David was my first. However, what they don’t tell you is that when you have a fuck friend or a casual sexual male partner, you can fall in love. It was like going back to high school, like a rebirth of my sexuality. Perhaps I always could love a man as my sexual partner. After all, I thought about it in my early years. However, I let myself go with David. Even now, I envision being on my knees on his bed, my back arched, him gently holding my hips and sliding his dick in and out of me. I used to watch him in the mirror as he fucked me. We always ended in missionary with our tongues tangled moaning as he came deep inside me. That was our favorite sex. Then we would talk for hours, about everything in the world. It was sex at first, then everything else. I was falling.

It was a Tuesday. Normally I don’t get together with David this early in the week. However, he called me and very quietly told me “We can’t see each other anymore.” As it turned out, David’s husband, whom I thought knew David was having affairs, really did not. David was truthful and told me that he told his husband about me. He explained that David, his husband and I would never have the promised threesome and David could not see me, ever. I was being dumped.

I went home that evening upset. My wife and kids kept asking why. I was alone. I couldn’t say why. I told them I thought I was coming down with a flu. I couldn’t sleep, eat or really concentrate on work. The.n I tried calling David just to see if he was sure. He changed his phone number! I thought of going to his house like a psycho ex, but I am not that way. I had to mourn his loss alone.

They don’t tell you this on porn sites or in blogs or on websites like Grindr. Those places make casual sex seem fun, hot, dirty and emotionally detached. Nevertheless, having sex like I did with David brings you close. When you swallow his cum, his cock, crave his smell and even love his dirty body odor, if happenstance you also become friends…detachment becomes awful and painful. So. If you’re contemplating exploring your gay side, beware. Even worse, if you do it in secret and have nobody to talk to, it’s even worse.

As David became more of a distant memory and my wife started seeing me become more normal, I wrote off gay, bisexual and everything with men pertaining to sex. I told myself this was a chapter in life and David was gone because I was not meant to do this. This was until my employer sent me back to Winter Park, the Alfond Hotel, where I first me David. I was asked, again, to cover depositions in Orlando…lawyer work. The thing about it was, from the second I entered the room I remembered how David’s large cock first stretched out my tight asshole, how his cock first entered my mouth and how nervous I was to feel a man seduce and make love to me. The kissing, the slapping of his balls on my ass, he breath and taste of his cock were flooding my memories. I worked, but all I could do was think of sex with men.

So, I resorted to Grindr. I made an account, I logged on and found nobody. I then watched porn. That lead me to Sniffies. This was a site where men could anonymously find other men for sex. It was perfect because all those I talked to in Grindr wanted face pics. On Sniffies, right on the screen there was a map of who was near you and they had their cock, their ass, their asshole or them in lingerie. Grindr did not have a map or these dirty pics right there as you logon. Turns out that Sniffies was a cruising site. Evidently, there is a population of gay men who just go out and fuck…even in random places. I thought this was a myth created by homophobics. Not so it seems.

I thought quick sec would be easy. I figured 10 pm after work, I’d be in the hotel having a fun sexual encounter. Before I knew it, 2 am rolled around and it was just me. So much for Sniffies. Guys were interested but they were strange, weird or not my type.

This changed on the ride home. Out of curiosity I kept Sniffirs open as I traveled back to Palm Beach County. It was entertaining. In places like Bithilo (very rural/redneck) there were lots of guys looking for males to have fun with. It was incredible actually. Little do we know, men who want to have sex with men are everywhere! And this Sniffies map showed where they were on a Google style map. It was crazy!

When I was in Melbourne I stopped for gas. On Sniffies a guy in leather with a nice girth cock and trimmed pubes messaged me. “Your cock is hot, love your pic!” I responded, “I’m not into leather, but your cock is much needed today. Love it.” He quickly came back saying “Come to my hotel. Let’s meet.” I told him I could not. I was traveling to Palm Beach, maybe next time. However, he then explained he and his husband were in town from Texas and there would be no next time. He wanted me to meet up at their hotel room for drinks and “We will see what else?”

I got on the road. I couldn’t do this. My wife was expecting me home in 2 hours. He then sent me a picture of he and his husband. He was Hispanic, with a thick 7 or so inch cock and somewhat shorter than me. Maybe 5’9”. His husband was 6’, white and very pale, stockier / somewhat fit with a large cock. It was at least 8 inches. They sent another picture with them in bed, their cocks together, grinding. Their names were Jave and Mike. Their final appeal to me was a picture with Jave sucking the top of Mike’s cock. He said “I need your help with this.”

The butterflies in my stomach shot through the roof. I tried to say, I’m not gay. I’m not into men anymore. I tried. Yet, I found my car turned around. I somehow was heading to their hotel. That hotel ended up in my GPS. I stopped by a restaurant on the way there. I had supplies in my trunk wheel well saved there for David and I to where I could clean up before encounters. As I was in a restaurant bathroom before reaching the hotel, cleaning up, somehow my cock was hard, veiny, pulsing and showing precum. I dabbed my precum with my finger and told myself, “I will turn and go home if this doesn’t taste good.” My precum was salty, manly and I loved it. Even my own cum drove me wild.

I somehow ended up with my hands shaking, knocking on a Holiday Inn door. These guys could be murderers. I tried to leave. They could be serial killers. Gay bashers! How could I be doing this? My underwear had that precum cold spotty feeling…I was so hot. I even felt as if my asshole was more lubricated. Was this possible? It was a Holiday Inn with two strangers from Texas. This was dangerous. This was dirty. This was stupid. This was so hot.

Jave opened the door. He was the female in the relationship for sure. He said “Jack! We thought you were standing us up!” “It is so good to see you!” Jave was dressed in a bathing suit. He was clearly at the beach or pool today. He had a tight shirt on. He was not muscular, but was good looking. Then Mike approached. Mike was in a shorts and a shirt as well. Mike was tall and looked sun burnt from his Florida visit. He shook my hand. Meeting these guys was awkward.

Jave quickly got me a margarita. He knew I was super scared and super nervous. He could see it. I probably was shuddering. Mike sat down and I stood there with Jave drinking a margarita. I couldn’t help but be concerned about date tape. Being drugged etc, So, hopefully they are not reading this because I didn’t drink the margarita. I did not trust them yet was there to have sex with them. What was I doing?

As we talked, I got more comfortable. We talked about marriage. They had a lot of questions about sex with my wife. I did t tell them about David. I did say I really was not experienced with guys. Before I could really get more of that out, Jave moved in closer and asked “Would you be okay if I made out with you?” Mike chimed in, “Yes, if Jave doesn’t like the way you kiss, the drinks aren’t free!” It was humorous. Mike was joking trying to soften a still awkward moment. I was there for 40 minutes though so Jave’s question moved the encounter. Nervously, “Yes” I said and as I was about to say more, our lips connected.

We open mouth kissed at first. His face was somewhat unshaven, so I didn’t like the rough. Nevertheless as I opened my mouth and let his tongue and mine collide, that changed. Jave’s soft tongue slid across mine slowly as I felt his hand slowly rubbing my already erect cock. I was doing this again. Mike commented, “Wow, that is hot. Mmmm.” Mike got up and pulled me away from Jave.

Mike roughly grabbed my body pulled it into his and began deep kissing me wildly. I could feel his massive erect cock rubbing into mine as he moaned with pleasure. He kissed harder and more aggressively than Jave. We were both breathing hard with our tongues tangled deep in each others mouth. Then I felt Jave unbuttoning my jeans and ripping my pants down. I heard him removing his clothes.

As I continued my deep kissing with Mike, Jave kissed my neck. He kissed my back.I could feel his naked soft and sexy body against mine. He then began kissing my ass cheeks moaning “Baby your ass is so hot.” He licked and kissed around the crack as he caressed my ass softly.

Mike began peeling his shorts off unleashing his monster cock. I was breathing heavy as our lips broke apart and he grabbed my cock and his. He was softly rubbing them together. Mike whispered “Does it scare you?” He caressed our two cocks together. I thought he was 8 inches but he had to be more. Mine was 7 inches, I know, I’ve measured it. He looked a lot bigger I thought. “No, I said lustily. Kiss me.” I grabbed our cocks in my hand and dove my tongue deep in his mouth. I could feel him shudder with ecstasy as our cocks moved together in rhythm. My precum was seeping from me. He could feel it as our penises rubbed together between us

Jave then went from my ass cheeks to my hole. He gently used his tongue to spread my hole exposing every pleasure nerve in my body. As I rhythmically had my tongue dancing in Mike’s mouth, with our cocks nearly reaching a crescendo of cum, Jave worked his tongue as deep as he could onto my asshole. I was incredible. I could barely take more. I was close to coming and Mike knew it.

Mike then stopped and said “You want my dick in your hot mouth?” He grabbed my cheeks gently as he kissed me lightly once again. He sat down on the nearby couch and I followed him hungrily, wanting to taste his massive man tool deep in my mouth. I knelt on the floor as he spread his legs and sat back. His massive pole and beautiful tight ballsack were right in my face. I could smell his manhood. He smelled like sex. He was at the pool or beach all day and then was doing something dirty with Jave. The smell drove me wild with sexual desire. I licked the head of his cock trying to savor this moment and not go too fast. It didn’t work, I opened my mouth and slid his cock as deep into my mouth as possible. He moaned hard and grabbed my hair, “Yex, take that cock down. Mmm”

Mike’s pleasure caused Jave to sit next to Mike on the couch. They began making our heavy as I devoured Mike’s thick hard cock. As I took it from my mouth the glistening cock almost seemed as if it was pulsing precum. I licked the precum wildly as I took in the hot smell of his precum. Smoke was moaning deeply as he was making out with Jave and jerking Jave off.

Jave then began straddling Mike placing his wide open asshole directly in my face and right in line with Mike’s massive penis. His asshole smelled like man scent, dirty, yet sexy and It looked amazingly pink and inviting. His man hole was too much to ignore. I switched from pleasuring Mike and ran my tongue around the rim slowly as Jave moaned with approval. I continued burying my tongue in his ass as I rubbed and caressed Mike’s balls. I was kissing Jave’s sexy hole like I kissed he and Mike earlier. Mike was making out with Jave and so was I.

Mike instinctively began positioning his cock into the opening of Javes ass. I could feel his head competing with my tongue for the entrance. Jave maoned “Oh God, fuck me please.” As he said this, I used my hand to position the large mushroom head into the hole. This penis was thick and Jace’s hole easily accepted it, just as my hole easily accepted David’s dick eventually. As Mike fucked Jave with my saliva as the lubricant I could see that every stroke he pulled back it seemed to stretch the hole outward. It was so hot to watch up close.. Then I began taking Mike’s balls in my mouth, licking them and sucking them as Jave slowly lowered his open asshole on Mike’s beautiful manhood. The smells of their man scent, of their sex organs, of cum, of saliva and the sounds of all of us maiming quietly filled the room. This was sheer pleasure. I wanted this to last forever.

Jave then began saying, “ I’m going to cum.” Mike then pushed Jave off him, I sat on the floor in front of them. Jave stood up and turned to me. Mike said “Suck him, make him cum.” Jave stood there in front of me and I got on my knees and complied with Mike’s request. “Yes!” Mike whispered, “Make my husband cum in your mouth!” Jave’s cock was very stiff and I could tell me was going to come. He looked down at me and grabbed my hair, “Yes, baby!” he whispered, “Oh yes.” As he did this Mike then came from behind and slid is dick deep into Jave’s sexy ass and began pushing Jave’s dick deeper into my throat than expected by fucking Jave. This caused me to almost gag. Mike began hard pulses as Jave let go of his seed. I helped by working his dick deep into my mouth and throat. Oh how I loved deep throating.

Jave began cumming in pulses. At first there was a light salty sweet liquid that I swallowed hungrily. As Mike fucked him, I could feel thick streams of bitter salty sex fluid gushing into my mouth. Jave was moaning very loud in utter pleasure. At one point the cum spilled out of my mouth it was so much. The combination of Mike pounding his cock into Jave’s prostate and me sucking him passionately caused him to have a massive long orgasm. He was writhing in pleasure as he stood there.

I thought that both of them came at this point. This was the most incredibly hot and dirty sex I’ve ever experienced. I expected that Jave would have cum dripping from his ass. Mike then said, “I’m saving my cum for you Jack. I bet your pussy is tight.” He was right, my man pussy was wet with Jave’s saliva but would be right fir his large cock.

As I wiped my mouth while kneeling on the floor looking up at his massive hairy penis I began with the butterflies again. I was nervous. I had not fucked a man in a long time. I got up off the floor and Mike took my hand leading me over to the bed. Jave then laid on the end of the bed putting his ankles up into the air with his hole open. He was prolapsed, wet and open. His asshole was ready for me. He pulled me down to him and I opened my mouth accepting his hungry tongue. I was on top of him. He used some lubricant he had on the bed and positioned my cock directly into his open ass hole. I worried about diseases, about regretting this, yet I couldn’t stop. Before I knew it my balls were resting on his ass and I was deep in him. I knelt on the end of the bed, my legs spread and asshole wide open as I slid my manhood into Jave’s hot hole. I made our with him wildly, breathing hard, fucking him hard with his knees pushed almost to his shoulders.

Then I felt Mike using his fingers to enter my asshole with lubrication. As I was fucking Jave, Mike was working now two fingers into sex hole and then finding my prostate. He knew exactly how to reach my G spot. He began kissing my back saying “Are you ready for my cock, I can’t resist that tight hole. Tell me you want it,” he breathed heavily. “Yes,” I said as I paused. “ I want to feel you in me. I want you to cum in me.”

Mike took his large head and began moving it against my hungry hole. As I moved forward deeper into Jave I pushed awa from Mike’s cock, but as I moved back out of Jave, I pushed onto his large sex organ. It was so hard, but so soft. I then pushed back feeling it stretch my hole a bit more with each gentle push. I moved my wife around as I felt the pleasure of this beautiful dick massaging my hole. It did not hurt, however, I knew it would if I went too fast. As manly and sexual as Mike was, I could tell this was a recurring problem for him. He knew how to fuck a tight hole. As I worked my ass more and more onto his slick mushroom head, I was feeling him go a little deeper and a little deeper. I remember at that moment thinking, I can stop this. With Mike my fears of getting some diease were compounded. If any dick was going to create micro tears, this one was it. I so wanted to stop, but it felt so good. He was almost in me.

The feeling of working him slowly past my sphincter was mesmerizing. Every nerve in my body was on pleasure mode. He would come all the way out and then I’d slowly seek to get the head a bit deeper. As I continued, the part of this encounter that is most memorable was when I finally slipped back and the head of his cock slipped beyond my tight hole filling me completely. Words cannot describe the pleasure of being stretched and filled by a man. The large warm cock stretched my hole, opening me up and filling me completely. I was moaning in complete joy. It was so sexual and so hot. My entire body shuddered as he pulled completely out and then plunged in again and again. This time the sliding in was more pleasant, more hot, more sexy and erotic. I wanted him so badly that I could barely comprehend that my hard cock was deeply into Jave who was now hard and loving what going on.

As Mike started to fuck me more rhythmically, I was slamming deep into Jave. Jave was jerking off by this point and began screaming with pleasure, “Oh God again, keep fucking me. Oh my god please. I am going to come again! Fuck me!” As I slammed into his prostate his sexy cock erupted with his hot man juice. His got milky cum got all over his hands and he pulled me to him to kiss him. I sloppily kissed him as his orgasm subsided.

By this moment it was too much. I unleashed my cum deep into Jave as I kissed him deeply and passionately. While I was coming, Mike was sliding into me deep and hard. Mike’s thrust pushed stream after stream of cum out of me. As Mike realized so was coming, he grabbed my shoulders and was squeezing my ass hard. I could tell his cock was stiffening up, I could feel he was going to come.. “God you are so tight! Fuck I’m going to cum. Fuck, Fuck!” Mike’s hard massive cock tightened up spilling warm sex juice deeper in me than ever before. I pushed my ass back onto his hard cock, rotating my hips as I felt him grab my shoulders pulling me back to him. I turned my head and deeply kissed Mike passionately and sloppily as he fucked me deeply.

Even after having cum the feeling of him coming in me this hard and deep kept my fleeting erection stuff. He reached around me grabbing my coco as his cock drained into my sex hole. His pace slowed as did his breathing. I could feel his cock loosening it’s hold on my ass. Mike was spent. He had fucked both Jave and I hard.

As he removed his dick from me, sperm dropped out all over my ass and thighs. The entire hotel room smelled like sex. It was absolutely exhilarating and intoxicating. As a bisexual man, often after sex I’m not interested at all in more. Nevertheless, the smells, the sights and the sheer dirtiness of this erotic encounter had me horny even after spilling my man seed in a very satisfying way. His cum dripping out of me was somehow sexual. I would have let him fuck me more.

Javeand Mike begged me to stay after this. They wanted me to make up a reason to my wife to sleep over. They even tried to get me to drink more alcohol (which I didn’t drink in the first place) . I had to go. So we said our pleasantries, exchanged numbers and emails, then said adieu. I got home and went straight into the shower.

I have had a very great first time with a man in general. But even my first sex with David did not top this. Sine then I learned that Jave and Mike do this a few times a year. So, I clearly was not their first rodeo. I was also pleased to know they are on PREp. Thus, my recklessness was not as reckless as I thought. In some way I feel this was meant to be. After all, I gave up gay sex. I was hurt by David. I vowed sex with men was a fleeting experience. This encounter only made me realize that David and I are the wrong ones for cheating. Jave and Mike were doing something for them as a couple. I envied them. I would likely never have what they have. My admission to my wife, like David’s to his husband, would lead to divorce or never having sex with men again. Bisexuality has become very hard when accepted in my 40s.

That said, if you have a chance to have sex with a married gay male couple that knows what they are doing, do it. Let them be in charge and do it. Being fucked by a man passionately and fucking a man passionately at the same time is pleasure that cannot be replicated in any other sexual situation.

by Jjj1975x

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