ridingwild:he was so lost in the enchantmentof her bewitching...

ridingwild:<br><br>he was so lost in the enchantment<br>of her bewitching...: "

ridingwild:


I dream of sharing a cock like this with my wife.

I once had sex with a guy

We were in high school. He was my best friend. We had giving each other countless hand jobs and blow jobs. He wanted to know what it was like. It did not last long... not more than one stroke in fact. I entered him and it was too much for him. I pulled out. He was nearly in tears.

Strangely, I've wanted it to feel him inside me even more... but I left it alone. I held him while he adjusted his composure. He was embarrassed that he could not take me. I was embarrassed that I did not have the experience to give him what he wanted in a pleasurable way.

I want to know what it feels like to give that pleasure to a man. I want to know what it feels like to feel the pleasure he gives.

Permission to play...

I'm not entirely sure what to think right now. My wife has brought up a discussion several times today about me going out and finding sex on the side. She's pretty vanilla and even getting a blow job usually requires a lot of working up to it. Anal sex is out of the question these days and anything that would be considered a fetish is pretty tough to get. She gave me a hand once with her dirty sock. She can understand why I would want her to use her dirty panties, but the sock was a little out there for her and the idea of using her shoe is pretty far out there. I've been asking a lot lately about discussing the use of a strap-on (her fucking me) and that seems to be completely out of the question as is any kind of pee play, even in the shower.

So today, she's brought up again and again the idea that if I got the sex I am looking for (that she is uncomfortable doing) elsewhere, then our marriage might be better for it. On some level she may have a point, but of course you have to question how the other shoe is going to drop.

Every time I would accept it as though she were joking, she would bring it back up. I told her it almost sounded like she was trying to talk me into it. She doesn't want me to have a girlfriend, because it would have to just be about the sex. If it weren't illegal in this state, she would prefer it to be a prostitute and as she knows I sometimes travel through Vegas, suggested that I might find one there. She said as long as it was not in our house, she was ok with it. She won't come along or watch and probably does not want the details, but damn... what do I do with this? Nothing for now. I admit, I am intrigued. It's a huge turn on to even imagine she wants to let me do something like this.

I suggested I could find another man to play with. She had joked about it earlier and said, hey you did say once you were curious. So I said, ok... what if I do it. She seemed a little surprised and asked if I really was that curious. I told her I am. Definitely not in an emotional relationship, but just in the sex. She isn't turned on at all by the idea of two men having sex and she said as much. I asked her how it would affect our marriage if I did. She said she didn't know. She said she's mostly ok with another woman but isn't sure how she feels yet about another guy. I'll bring it up again and see where it goes.

At the moment, I feel like a pretty lucky guy, though all in all, I'd really like to have the kinky sex with her.

Dream... fucked in the ass

So, I had a dream last night... I was out and ended up at the front door of some college kids... As I talked to a muscular 20-something guy with short blond hair at the door, I looked over and saw through the front window that another guy was sitting on the couch, naked, leaning back with his back on the seat cushion and feet on the floor. A girl, presumably his girlfriend, was standing on her feet, also naked, facing away from him. She was bent over and steadying herself with her hands on her knees while she bounced up and down on him.

Somehow, I could tell the guy who answered the door was gay and I was half-worried, half-hoping he would somehow figure out I was interested in guys. I have no idea what we were talking about all this time, but somehow it came down to making sure he could contact me on instant messenger. He brought me inside his house and sat at his computer chair, a few feet from the other couple. I stood in front of him, at the desk, to put in my contact information and the next thing I knew, he was pulling down my shorts and underwear (which is odd in that I just about never wear any) and before I knew it, he was guiding me lower towards him. His cock was out, hard and without any difficulty whatsoever, he slid his dick into my ass and started guiding my hips up and down. I remember moaning... it felt amazing. He let go of my hips and I kept up the rhythm myself. I looked over at the other couple, the guy was smiling at me while the girl was bouncing up and down on his cock... just as I was... before long, I woke up.

I lay there in bed, rubbing my dick and remembering the details of the dream. I would love to find the right guy to try some of this with. I am dying to suck another cock, but more and more I find myself curious about being gently fucked in the ass.

Cumming on Cam

I brought my webcam with me on the trip this time along with an anal vibe. The vibrator is "jointed" and the ability to bend it allows the angle to be just right for hitting the prostate right where I need to.
I got on yahoo messenger with a guy from Newbie Nudes and we jacked off together. He did a really good job of chatting me up and helping me to get off. Between the vibrations in my ass... which were at full speed by the time I came... and the hot chatting about group sex involving our wives, it was a really good time.

I came pretty hard and watching him jack off while he watched me doing it was really hot! I have to admit that it was also hot.... and a little humiliating... when he asked me to turn around and show him the purple vibrator I had stuck up my ass. He told me to pretend it was his cock... well, I was already doing that!

I can't wait to cam again!

Road trip

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Hide and go seek

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My first "boyfriend"

I didn't really have a lot going on after Brandy. A couple of short lived middle school girlfriends. Then in eighth grade, I met a guy named Brad. If there was a guy I had any kind of real thing with, it was Brad. By now, I was a little more ... ok with what was going on. I had had time to reflect on the previous experiences and was just starting to get comfortable with it being part of who I am.

He had transferred in from another school and didn't seem to be making friends very easily, but he and I hit it off. He would come over to the house and we would walk the streets late at night with my brother and the other neighbor kids... generally causing trouble. Anyway, as we were walking, his hand sort of brushed against my leg a couple times. He was staying the night and when we got home, everyone was asleep.

He was laying next to me in my bed (yeah... didn't think anything of it at the time lol). We were talking and somehow the topic turned to girlfriends and then sex. Neither of us had ever been with a girl. I let my hand brush against his leg for just a second. We talked some more and I felt his hand brush my leg. We talked some more and I just came out with it and asked him if her ever thought he could have a relationship with another guy. His immediate response was "with you".

About three seconds later, my hand was on his crotch. He was hard as a rock. An instant later, his hand was on mine and we were rubbing each other. We both kept rubbing until we came in our pajamas pants. We fell asleep shortly after. Neither of us even bothered to change our pants.

Looking back, it was pretty risky because there was no door on my bedroom and my bed was right next to the door. My parent's room was only a few feet away but they always kept their door closed.

The other half...

In the other half of the double across the street was a boy named Keith. Keith and I became friends quickly and I would often go over to his house to play Star Wars on Atari. He had the 7800 and we had the 2600 so we were always going back and forth.

One time when he was over at my house, we were playing in the basement and there were these huge carpeted pillows... we were laying on them. I don't remember at all how it started except to say that I do know I made the first move... I remember asking him if he was gay. I remember him saying no. Somehow we went on from there and ended up in nothing but our white undies. I was laying on top of him and we were dry humping... rubbing our hard dicks together with only a couple thin layers of fabric between them. I loved the way it felt obviously, but I really also remember enjoying how good it felt to feel my bare chest pressed against his, with my arms wrapped around behind his back, my face nestled against his neck, and my hands up on his shoulders so I could pull and pull myself up and down as much as I thrust with my hips and thighs. The orgasms were amazing.

I didn't understand at all what was going on with my body when I felt them... the words I always used in my head as it was happening was that was the point we were "getting to each other". I loved doing it and feeling it. My first orgasms with another person were with Keith. He was a couple years older than me so looking back I am surprised he never ejaculated. He should have been at the right age, I would think... but I guess he was late bloomer maybe.

We probably did this on a dozen different occasions. I remember kissing his shoulders and neck a few times and once I kissed him on the lips. I really liked him a lot but of course never could say the words... partly because I was for some stupid reason afraid it would mean he might think I was gay... as though grinding my dick against his didn't already send the message. It's funny the things we are afraid of or the things we rationalize... especially when we are confused and growing up.

I told a friend in an email only yesterday that I didn't think I could see myself in an emotional relationship with another man... but as I type this I realize that isn't true. I did have feelings for Keith... I just didn't understand them and was afraid to explore them. More accurately, I can not see myself in an emotional relationship with a guy as a generalization... if I met the right guy, I could see that potential coming out. It did with Keith.

He emailed me not too long ago... found me through a website we were both on... we've chatted. We had a bad falling out before he moved ... probably both of us trying to deal with our own guilt and shame of someone else knowing our deepest secret... so I was shocked when he emailed me. He's either forgotten or forgiven. I so want to bring up our past and ask if he knew how I had a crush on him or if he even remembers. Maybe I will after a bit of catching up.

Truth or Dare?

Donny, the new neighbor who moved into the double across the street, came over a lot and we soon became really good friends. He was a year or so younger than me, my brother's age, and we would play hide and seek, laser tag, and Nintendo until all hours of the night. We both had Commodore 64 computers and would stay up all night at each others' houses playing video games and eating garlic popcorn.

Before long, truth or dare became the game of choice between Donny, myself, my brother, and the occasional couple of other neighborhood boys, Jesse, Jimmy, or Jamie. The normal themes of course were truth questions about our limited or altogether nonexistent experience with girls and the dares involved nudity of some sort or another. The most popular and recurring dares often involved stripping naked and going outside into the yard in the night, which would inevitably be followed by a door being locked as a flood light was turned on... stripping naked and climbing into a chest... stripping naked and humping any random object be it a floor lamp, pillow, or the leg, bottom, or body of a randomly selected boy. How we managed to do as much as we did and never wake our parents I will never know.

After one such game, we were all staying the night at Donny's house and everyone had started falling asleep. With images of my friends' penises wagging through my mind, I found myself quite unable to sleep. My brother was asleep on the floor of the living room, Jesse had long gone home and Donny was on the couch. I slowly got up off my chair and quietly walked over to the couch and knelt down to see if he was really out. If he was, I planned on sneaking into the bathroom to jack off so I could go to sleep.

I put my hand on his arm and gently shook him. When he did not budge, I whispered his name... still no response. I realized he was a very heavy sleeper and I just could not resist touching my cock while I had my hand on his arm. I pulled it out of my shorts, already hard as I've ever been and lifted his hand and put it on my cock. The heat of his hand felt so good. I let go of his arm and just let his hand sort of hang there resting on my dick. Afraid he would wake up and catch me doing all this, I set everything back to normal just a few moments into it, laying his arm across his body.

As I did so, I realized I could touch him too. And I did. First through his clothes and then I reached up and under the loose leg of his shorts and lightly stroked him through his briefs. He still had not moved or made any sign of waking up... I watched his face intently looking for any sign at all of that changing, not really even thinking through what I would say or do if he did.

I always thought Donny had a bit of a girlish look to his facial features... he had eyelashes that were a little longer than normal and his lips almost looked like he was wearing lipstick even though he wasn't. Without thinking, my hand still in his pants, I leaned forward and kissed him. That did make him stir a little but he did not wake up so I did it again, this time licking his lips a little. My free hand had pulled my hard dick out again.

There I was, on my knees slowly stroking myself with my right hand, my best friend with my left, lips pressed to his, breathing in his breath as he exhaled and feeling him getting hard in his sleep. I grabbed one of his dirty socks from the floor and slipped it over my dick and started pumping myself faster, wishing I had some way to get his dick into my mouth. Afraid of waking him up, I had stopped stroking him and just held my hand still on his hard dick, feeling his balls with the tips of my fingers and lightly pressing my lips into his as I came in his sock.

I cleaned myself up with it and traded it for another dirty sock I had found in his bathroom hamper, kissed him goodnight and finally managed to get to sleep on the chair next to the couch. All the while, my brother lay sleeping a few feet behind us, I had just had an amazing time with my best friend and wished there were some sign he would ever feel the same enough to do more... preferably when he was awake.

While it never happened, I often thought of him when jacking off. When he would stay over at our house, I would sneak his socks and shoes into the bathroom and prop a school picture of him up on the toilet paper holder on the wall and tie my cock up in his shoe laces or hump the floor with my dick in his shoe with his socks tied up against my face with his other laces. Sometimes, I still think about him when I masturbate. Those certainly were very good times.

All things must end...

Once school started, we saw Robbie a whole lot less. :(

Staying over on school nights was obviously not aloud and weekends were generally just time at home but we usually went over to my grandparents house on the holidays and so we still got to have some fun now and again. There was a room upstairs that was filled with stuff... they just used it for storage. There was an old mattress that was propped up against one wall and we would sneak behind it and play around when we went over.

As fun as that was, the holidays turned out to be too far between and ultimately, we ended up growing apart and soon enough the fun between us and Robbie came to an end... but my brother and I still had each other and we grew closer for a while there. We used to sneak out to this old car that was parked at the back of our yard and climb inside. One of us would pretend to drive and the other would lay his head in the driver's lap. We masturbated in front of each other and a couple of times I sucked on him and once he sucked me. It felt more wrong than it did with Robbie so it didn't happen as often or for as long.

After that, I learned to take care of myself on a much more regular basis... in bed, in the basement, out in the yard, behind the garage, in the bathroom... anywhere I could.

He asked me to put it in my mouth...

My cousin Robbie came over to spend the night quite a bit, but as always at some point in the night he would get scared and call our Grandpa to come pick him up. I don't think he ever once did stay the whole night.

One of the times he came over, we were on the floor in my bedroom. The door was closed, but there was no lock. Thinking back, we were pretty risky but it didn't even occur to us really to hide what we were doing more than closing the door. I think I knew what we were doing was "wrong" but I guess that's the extent of the concept of secrecy that you have at that age.

Robbie unzipped his pants and pulled them down and when he didn't start touching himself, I knew by now that he wanted me to do it for him. I reached over to touch his soft penis and before I could, he stopped me and asked if I would suck on it for him. I was absolutely shocked. Looking back, I really wonder where he learned about all this. I was hesitant and he told me that sometimes it hurts and sucking it would make him feel better. He offered to do it to me first and so I pulled down my pajamas and he leaned forward to put it in his mouth. It felt so much better than using my hand. He sucked it for a few minutes. Neither of us were anywhere near puberty and neither had ever even heard of cumming, let alone experienced it.

After he stopped, he asked how it felt and I told him it felt really good. Satisfied, he laid back and told me it was his turn. My heart was beating faster and I was really nervous but I didn't want to be unfair so I leaned forward on my belly and put it in my mouth. I managed to suck a little before the aroma and taste overwhelmed me. I don't remember if I actually threw up, but I remember that I at least thought I was going to. I think after all that playing in the yard and sweating all day, he wasn't as clean as he could have been. That was the end of my first oral experience. He let me use my hand on him instead.

As bad as it tasted, the next time we were together, I wanted to do it again. It was much better that time and I sucked him several times after that over the next couple of summers. I liked how it felt when he did it to me, but I really liked doing it to him and did it far more often than he did to me. When I was alone in bed or the bathroom doing "one man sex" on my own, I tended to daydream about doing that to him more often than not.

Evening Exercise - my first sexual experience

I was about 8 or 9 years old. My younger cousin, Robbie, and his friend "Scooter" came over to play at our house for the day and were planning on staying the night. We were sitting out on the back porch and they were talking about needing to go inside to do their exercises before bed. My brother and I wondered what they were talking about and so we went down into our basement so they could show us.

At this point, both of us were completely naive to any use for our penises except to go to the bathroom, so we were both surprised and curious when our cousin and friend simultaneously dropped their pants in front of us and begin to rub themselves.



I asked why they were doing that and Robbie told us it was an exercise that would make your penis bigger. While I pondered why in the world you would need it to be bigger, he quickly added that it felt really good too. He said it was called "one man sex". With a minimal amount of prodding, my brother and I pulled down our pants and soon enough there were four boys standing with our pants around our ankles watching each other masturbate. I was impressed because I did get a little bigger and harder too. That was the first time I'd ever had, or at least noticed I had, an erection. And he was right. It felt pretty good too. We exercised together on a pretty regular basis after that day.



After we'd done this a few times over the course of the summer, one time Robbie said he was too tired from playing and still needed to do his exercises so he asked if I would do it for him. I didn't see anything wrong with it so I did. It was a lot of fun and soon led to other "exercises" that involved our mouths but that's another story. As it is, I think I need to go do some exercising just about now.