Taing the Plunge

When I went to college, an itching curiosity about guys began to creep into my psyche. While I continued to be attracted to and date girls, the idea of sex with a guy got me excited. I started looking for things around the house that I could lube up and put in my ass. I'd find gay stories on usenet and get off to them while stuffing my ass with the most phallic object I could find. This was the early 90s. It wasn't as easy as going online ordering a sex toy that arrived in a discrete package, so I made due.

After college I met my wife and we settled into a great and fulfilling marriage. But, I never had that experience. I've always been scared to tell her the desire is there because I'm not sure how she would react. I've had a good sex life with her, but the itch to explore this only got worse over the years.

So, here I am in my 40s and I start getting bolder. Reddit got me started with the R4R pages and the subreddits where I could post videos of me playing with our fuck machine and my toys. I finally decided to post on one of the Bi R4R pages and see if I could find a match.

That wasn't that fruitful, so I decided to create a Sniffies account. Went and got a Visa gift card and paid for premium.

A couple years back, we bought a place on the water and I had an opportunity coming. I had to be down there to meet some folks doing some work on it and would have a chance to be alone for a couple of nights.

I'd played around on Sniffies and flirted with some guys, but never went through with it. This was the time...I was going to do it if the opportunity came up.

So, I opened it up and I waited. I was very clear in the headline. "46. Virgin hole. Ready to change that tonight." I made sure I had some pictures of me using the fuck machine, a good shot of my hole and my cock.

Time to see if I got any bites. I was surprised and very quickly had two chat messages pop up. Both anonymous profiles. When they sent me their pics I was surprised that they were both black guys. I'm a little chunky and one said he loves that big ass. One was clearly just messing around and not serious. I moved on quickly from him and continued to chat with the other.

He dropped me a cock shot and it was impressive. Told me he was 8 inches long and I told him that sounds like a sales pitch. He then dropped a surprise on me. He wanted to come see me, but he wanted to bring his friend. He was 50, but his friend was only 30. This wasn't something I saw in the cards for me and really wasn't anything I had even fantasized about.

He said he wasn't going to ditch his friend and sent me body shots of him. His cock looked smaller. He said he would understand if that was more than I was looking for, but would really like to get together. I swallowed hard and said I'm in.

We went over the boundaries we wanted. I told him I will only fuck safe, but I will suck raw. They agreed to those terms. I gave him my address and then it was on.

I almost panicked when I realized that I actually gave these guys my address. I don't even know their names. I had not even seen their faces. Only their bodies. And I told them I wanted to suck them and fuck them. What was I, fucking crazy??? I wanted to barf and I thought about leaving and locking all the doors...but I also know that it was possible that all these guys really wanted to do was to fuck me. And that still excited me. So I waited. It was an hour...but it felt like four. Immediately after deciding I wasn't going to flee, I went to the bathroom and douched. I wanted to be really clean for them so I got everything nice and clean. Hopped in the shower and cleaned up the shave on my balls...but I took the razor south and cleared off my taint and my hole.

Now I waited...and it was only 10 minutes after I was out of the shower that I heard a couple of guys coming up to the door. I opened the door and they were standing there. One guy was about 6 foot tall and the other was my height, 5'10". Both had small guts on them. Dad bods. They had all their teeth and they were clean. I felt my nerves settle when I decided that they were attractive enough I was still interested.

I invited them in and we proceeded to have some very awkward conversation. We decided to make up names to keep it anonymous. (They were at my house...would not be too hard to figure out who I was, but I was already so far in it). I asked if they were interested in smoking. I had some medical marijuana and I joked that it is outstanding medicine for awkwardness.

We got high and then things got really interesting.

The younger one suggested that I remove my clothes and let them take a look at me. So, in my living room with all the lights on I removed all of my clothes in front of two guys who were watching me...that I didn't even know. It turned me on and I felt my cock start to grow. The older one asked me to spin around so they could take a look at me and then told me to bend over and show him my pussy. No one had ever spoken to me like that and it turned me on. My horniness began to completely overtake my awkwardness. My cock was hard.

The older guy pointed out my cock and said they appreciate me getting hard for them, but that I need to remember that my ad was for me to get fucked and that they would be the ones doing the fucking. He told me to come over to his friend and pull his pants off him. Once I had them off, I was told that I needed to show him what a good cocksucker I am. This was it. I was going to taste my first cock.

I had done a number of the lessons on hypnotube to learn how to give good head. I worked on my wife's dildo that was about the size of this young guy's cock. I was ready. I licked it from top to bottom and began stroking it. There were fireworks going off in my head. I was licking a cock and now had my tongue on his balls. I started sucking on it and began working it into my throat...just like I had practiced. It wasn't long before I had my nose nestled in his pubes and got it all the way in. I was proud. I practiced so I could do this and I was really doing it. He smelled manly and his cock was so warm in my mouth. Way better than silicone....because he moaned as I continued doing it.

I could see his partner undressing out of the corner of my eye. He took everything off and was completely naked. I paused to take him in. His cock looked even bigger than the picture and I was nervous again. I played with some big dildos on the fuck machine, but this was the real thing right in front of me. It was 8 inches, which I knew wasn't a problem, but it was really girthy too. He asked where I wanted to fuck. His friend took of the rest of his clothes and we went into our guest room. I had laid out some condoms, lube and an injector for the lube. If I was gonna fuck two guys, I was determined to get slick.

I reiterated that if their cocks are in my ass, they have to use the condoms. They agreed and the bigger guy said, "now let me have some of that mouth." He got onto the bed and I got on my hand and knees in front of him and started stroking his cock. It had lost some of its heft as we moved rooms, so I was determined to bring it back. I began stroking it and went in on his balls with my mouth.

His friend got behind me and all of the sudden I felt something warm and moist on my ass. He started lapping at my hole and it felt incredible. I was moaning into his friends balls while he was rapidly sliding his tongue across my hole.

The cock in my hand was fully hard again and I decided I was going to try to suck this monster. I put my mouth over the head and realized it was as big as I could get my mouth open. I decided I needed to wrap my lips over my teeth to try. I would love to say I was successful, but I got it in my mouth but couldn't get it out without pulling my lips back and hitting his cock head with my teeth. He reacted and I knew a blowjob was not in the cards for this guy.

He told me it's okay...and definitely not the first time he's had trouble. He told me to suck on his balls while he slowly stroked it. I started sucking on his balls and the tongue on my ass stopped short after that. With a mouth full of nutsack I could hear a condom wrapper and knew that the time was here. Turned on knowing what was coming for me, I picked up the energy on the balls in front of me. Lapping, sucking, kissing. They were soaked in my slobber. I was appreciating that the hair had been recently trimmed. As I licked the skin relaxed and it became softer and softer.

I felt something cold on my hole as the younger guy began spreading lube on it. Then I felt a finger go in and moaned into the nutsack under my mouth. Soon it was two fingers and then I felt him press his wrapped head against my hole. I was ready. I wanted it. I wanted a cock in my ass.

He slowly pushed in and I did my best to continue licking what was in front of me. I'd felt my ass being entered hundreds of times before with dildos. But this was warm...and there were hands on my hips. So different and so much more to take in. Finally, he was all the way in and he paused to let me get used to it. After what was probably only 15-20 seconds, but felt much longer, I had gotten myself to relax and he could sense it and started slowly pulling out...and then back in. I moaned in the balls in front of me as hand bumped my face as he stroked his cock. A couple more slow thrusts and then the pace started picking up. The guy in front of me repositioned and told me to lick the head. I started licking his head while he stroked...and I was getting fucked for real now. I could feel his hips hit mine with every thrust and it was making a smacking sound. I reached back and could feel his balls every time he pushed in.

On the fuck machine, my cock would always go soft...but not in this scenario. I was hard and I was dripping. The big cock in front of me pulled back as and then I felt a burn on my ass as he smacked it. Not light...this was a real smack. And he urged his friend, "yeah, fuck that pussy. Stretch it out for me." His friend was pounding relentlessly now and my head was swimming. I'm sure I was moaning...but it was involuntary. I had a cock smacking me in the face and then I got smacked on the other ass cheek. He continued to root his friend on...and told him to make me feel like a bitch. That was it...I wanted to feel like a bitch.

Now the time was here...the big guy...the one I couldn't fit in my mouth said, "Let me get some of that ass."

All of the sudden I was scared. I couldn't fit it in my mouth. I asked him to please lube well and to inject some into me. He obliged and got me ready. His friend removed his condom. The big guy gave my ass a light smack and told me to flip over. He grabbed a pillow and put the towel over it and then shoved it under my ass. He told me to put my feet on his shoulders as he stood at the foot of the bed. He then grabbed my legs and pushed them back. His cock was now wrapped and looked like it was about to break that condom. My mind was on fire. I was about to get fucked by this beautiful huge black cock. I always thought a "BBC" was a thing of legend...like the Lone Ranger or something...but it was in front of me and inches from my hole.

I felt him line up and start to push his cock head against me. His friend stood by the bed stroking his now bare cock. It started sliding in and I could feel the difference. I couldn't imagine how difficult this would be if I hadn't had that 6 incher pounding into me for a solid amount of time. He pushed further in and my hole tensed up. He could sense it. While he may have been smacking the hell out of my ass...he was sensitive to the pain I was feeling and paused. I took some deep breaths and managed to relax enough for him to push further in. This process repeated three times until he was in. He held it in place for a good while and his partner moved onto the bed with his cock above me. I grabbed his cock and started sucking...all the while trying to concentrate on relaxing. I felt the cock in my ass start to withdraw and I knew that it was starting.

It was intense. I could feel every inch move out as he withdrew and the moment he switched directions, I could feel the reversing. All the lube in the world wasn't going to change the intensity and I had to fight the instinct to tense up. The slow motions continued and became smoother. I kept my tongue working on the cock over my face. I turned my head and let him push his cock in my mouth.

The slow thrusts continued and he started dirty talk. He called me a little slut and told me to take that big black cock. I swear, those words made it feel incredible. I wanted to take that big black cock and I answered his words with moans...cock choked moans. He took the queue and started fucking. Not furiously, but with some pace. I'm sure he understood the challenge that his size brought.

It felt incredible. He just kept calling me nasty feminine names. My ass was a pussy and I was his bitch and I was taking that big fat cock. Now the pace really picked up and I couldn't believe it. He was fucking me for real...balls hitting me with every stroke. Hips smacking my ass cheeks.

The cock in my mouth came out and he pushed his balls over the top of my face. He started stroking his cock hard. The pounding of my ass continued as I sucked on the balls in my face. I continued to hear dirty talk and I was more turned on than I can ever remember. My cock was hard as a rock. I was oozing cum and I could feel that giant cock pressing on my prostate. I moaned loudly into the balls that were covering my mouth.

The younger guy started moaning and his partner commanded me. "You take that load like a good little bitch." This was not part of what we had discussed when we talked boundaries. I didn't have an opportunity to negotiate, the cock was back pointing at my mouth. Decision time, open my mouth or let it go just on my face. "Take that load." I heard it accompanied with a particularly strong thrust...I knew what I was supposed to do. I opened my mouth and he pushed his cockhead into. I could feel it pulse and then my mouth was blanketed with a warm load. I've eaten my own before. This wasn't the same. I was really turned on and it was hot. Mine was never hot...it always managed to cool by the time I convinced myself to eat it. It was wonderful. I was getting fucked by a huge cock and had another guy shooting his load in my mouth. After four spurts the volume with each pulse dwindled. My mouth was almost full. I swallowed every drop of it and he pulled away.

The big guy pulled out and pulled me off the bed. My ass felt like you could dirve a truck into it. He laid down on the bed and told me to get on top. I climbed on top of him, my cock saluting the whole time. I couldn't believe I was still hard. I slid onto his cock and began rocking back and forth. Ready to do my job. He smacked each cheek at least two or three more times and told me to ride that big as cock. I pulled my legs forward so I could bounce on it and got a decent pace going.

Not good enough for him. He grabbed my hips and held them in place as he pounded upward. He fucked me like that for what felt like forever...but was incredible. His friend simply sat and watched.

He then moved me onto my knees and continued a ruthless fucking. I sat there in amazement that it actually still felt good and that my first time was one where I was getting pounded by a huge cock. He finally pulled out and removed his condom. He told me to get on my knees and that he was going to come in my mouth. He sandwiched his balls at my mouth and started stroking. I did my best to lick and suck on his sack in response to his moans. He finally pulled my head back and put the head of his cock to my lips. He let out a loud grunt and the pulses started. Not as much as the young guy, but, hey, he's 50. What did I expect. I noticed he tasted different than his friend. His load was hot just like the other, but had a sweeter taste to it. After three spurts nothing else was coming out, he pulled back and I closed my mouth. I held it for a moment....just to take in what had just happened and then I swallowed.

My cock was still hard as a rock. It didn't matter. They gathered up their clothes and started on their way. They both actually said thanks and I returned to the living room where the older guy had gone to collect his clothes. They got dressed quickly. I had pulled on my underwear as they were heading out the door. They both said thanks...and for some reason that just felt strange.

They left and I sat there and took stock of how my ass felt. It was stretched. I'm sure that I was gaping when he pulled that fat cock out of me. I didn't see it to know...but there's no way I got pounded by that thing and wasn't stretched out pretty good.

My cock had gone down, so I went to the master bedroom and laid down. I reassembled the whole experience in my head and started stroking. It didn't take long and I was firing a missile of cum. It had built up pressure. I hit myself in the face with it and could actually hear it splash my face. I tasted it. Nowhere near as good as the other two loads I had swallowed.

So that's it. I did it...I waited more than 20 years to act on my urges, but I have to say I feel like I made up for it by doing some crazy ass shit. It was an incredible experience, but not something I'm going to change my life over. If I get the itch again, I won't be so scared.