Storymania - When Straight Guys Go Gay by Skyler Drevan

When Straight Guys Go Gay
Skyler Drevan

One night after countless hours of irritable restlessness, I went into a gay chat room that many of my friends frequent to chat about things other than sex. Really, it’s a gay chat where a group of us discuss things such as movies and music. If the topic of sex was to arise it would be because one of us has a question regarding a sexual encounter with someone we are currently dating. The chat room was call “Gay Friends,” we are gay and we are friends so as simple as that name sounds, we thought it was straight (excuse the pun) to the point. On that night while five of my friends and I was chatting about the latest controversy surrounding a controversial pop star, we noticed that a new member had entered the room. His screen name was unfamiliar and for our particular room not very common.
He went by the name of Hair Raiser Evil. We knew at first sight that this guy was in the wrong room. After his first message was typed into the chat, we knew for sure that this kid was mistaken and in the wrong room. He made the cardinal mistake of typing ASL into the room. ASL (age, sex, location) was one rule that we enforced with great discrimination that no one break. We hated that most of the online chatters opened a conversation with ASL or top or bottom. After several ASL typos, I instant messaged Mr. Evil and explained that we were a group of very close friends that created this room to escape the common America Online bullshit that we are sure he was to pull.
After he realized that he wasn’t wanted, Mr. Evil, who by then told us his real name, was Sean, and started to ask us questions about straight and gay guys. He wanted to know what would a classify a straight guy as gay if he were to do certain things. I told him that it all depends on what that “straight” boy had done. Soon after, Sean told us that he was a twenty-nine straight guy who was married with a daughter. He then went on to say that for extra cash on the weekends and sometimes after work, he’d pose nude and/or perform certain acts for a gay website. However he had yet to do anything directly to a male. Being curious, we begged for the entire story. Sean continued but not without a larger audience. A few of us had called more of our friends to get in on the conversation. By the time Sean began his story, he had an audience of twenty-eight of my closest friends.
Sean like most men both curious and threatened by their sexuality and the sexuality of openly gay men started out his conversation with the normal “I’m not gay.” That within itself tells a person that we are talking to a man with issues with his own sexuality. Sean went into his story with surprising detail from the color shirt he was wearing to the mole on the face of the producer of one of the films he had done for a website.
“I’ve done these things for a website that no one knows about, including my wife. For extra cash to help pay some bills, I meet this guy named Troy Higgins in a hotel room near Trenton Boulevard. He is an openly gay man who makes videos of straight and gay guys alike to place on websites. He started off by paying me a few hundred dollars to jerk off on the web. I jerked off anyway so I didn’t think anything of it. Troy supplied the lubricant and the dirty movie to arouse me. I told him Troy that I was willing to do as many of the movies he wanted so long as another guy was not involved. He had no problem with it at all. So anyway, I made several jerk off videos for Troy before he started to ask me if I’d consider doing something that may involve more than just baby oil and masturbation.”
By this time we were curious, not of the story but of what he may have looked like. Most of us was aroused while reading his story in the chat room but we didn’t want to get totally turn on should this guy turn out to be some sort of pig. With my curiosity overtaking me, I requested a picture of this Sean. I was shocked by what I had seen. Sean was Greek with the body of a God. He had strong facial tones, a well defined nose, abs to die for and the arms of a tree trunk. He was my fantasy guy, minus the fact that he was torn between his sexuality. After forwarding the picture to my dear horny comrades, we begged him to continue his story. And continue he did.
“Well I thought about it for a while and declined. I couldn’t do things with other guys. I feared that any contact with another guy in any setting involving sex would make me gay and I wasn’t ready to deal with the possibility that I could be turned into a queer. Troy explained to me in not so detailed details that to do things while a guy watches is not exactly queer. I then asked him what in particular he wanted me to do. Troy had the guy waiting in the hall already. Obviously he had the assumptions that I would agree. Troy wanted me to allow this guy whose name was Peter to give me a massage. Now I’m a construction worker with not many benefits so the thought of a massage was very appealing to me. I knew that there was nothing sexual involved and that in the long run, my body would thank me.” We all knew that that was his was of justifying what may seem to be a homosexual act. Since he was opening up to us, however, we let it slide, but just that once.
Troy paid Sean two thousand dollars to lie down and receive a massage from Peter. Peter, according to Sean, was a tall nerd type boy with big hands and green eyes. Sean was certainly one to pay close attention to detail. He then went on to say that he had very bad back problems and that was why he agreed to the massage. That was his second justification in less than three minutes and even then the story seemed to change a little bit. They began with the producer Troy talking with the two men on the bed of the hotel room. Peter’s claim was that he was straight with curiosities and Sean maintained that he was straight and happily married with a daughter.
It was obvious to Peter that there was something up with Sean and that he had some underlying issues with his sexuality. As the story went, Peter and Sean were asked to undress each other. Peter began by removing Sean’s shirt then his pants. Sean was there in his underwear when he began to undress the nerd-like but cute otherwise Peter. While Sean continued his story, he slipped the name of the website to us. We logged on to discover that the producer had all of Sean’s videos in the area called cute straight-boy-Sean. There were narrations and full video clips and superb close ups. As he continued, we watched the videos and listened to him chat with his “partners” and the producer.
I decided to watch the movie on the website while Sean was explaining what he had done to us. Sort of a pseudo-narrative of what he was doing on the site. The video began with Peter and Sean looking at the producer, Troy while they were quickly being interviewed. The two both admitted that they were nervous about what they were going to do and how they were going to look. Sean was more concerned that he may be caught on the site by people who know him or people that know people that know him. Troy convinced Sean that no one will see him and that the film may or may not even make it to the site as he had many tapes that were made long before his that were in line to go on the site in a matter of weeks.
That was a white lie but it was enough to encourage Sean to participate. The interview ended after a few moments and the boys were instructed to remove all of their clothes and begin. Sean removed his shirt and pants then Peter did the same. A few moments later, Peter went into the nightstand near the bed and removed some baby oil. He poured some of the oil into his hand and then gave Sean a massage as he laid face down into the bed with his face once again buried into the pillow. Through the pillows, if one were to listen very carefully at the speakers, you could hear the pleasurable moans coming from Sean. He even began to move his toes and breathe a little deeper with almost every motion that came from Peter.
As soon as Sean seemed to loosen up to Peter, Peter asked if he could turn around so that he would have access to his front. Sean turned and Peter lubed his hands with more baby oil. Sean had his eyes closed a little indication of a smile on his satisfying face. With his eyes closed, Peter began to close in on Sean’s midsection. Starting with the rib section and moving down to his pelvic area, Peter was caressing Sean into a fit of matchless ecstasy. Sean began to moan more distinctly by this point in the near forty minute video. Noticing that Sean was beginning to enjoy the massage more than before, Peter went in for the sure fire test that Sean was into the pleasure and not thinking of the camera.
Peter began to give Sean oral sex. Almost as soon as Peter’s mouth was wrapped around Sean’s erect penis, Sean eyes opened, his mouth dropped and he let out the biggest, loudest moan in recorded history. Sean began thrusting his pelvis in and out to enjoy the sensation and, as seen in most porn flicks or rated R movies, Sean grabbed Peter’s head as he motioned up and down. Sean was getting into it and just when I thought I had seen it all, Peter went back into the nightstand and pulled out a condom. Tearing the cover with his teeth, Peter was set to place the condom on his penis when Sean grabbed the condom out from Peter’s hand. The scene ended for a brief moment and thinking that something may be wrong, Troy started to place the camera down. He asked Sean if something was wrong and Sean said that everything was great. He then grabbed Peter’s penis, gave it a little kiss and then put the condom on Peter and turned over onto his stomach.
Peter looked at Troy in shock and then went back into the drawer for the final time and got out the KY lubricant. Sean had his face pressed into the pillow and his butt sticking up in the air waiting to be filled. Peter lubed up his cock and Sean’s ass and then went slowly placed his penis inside Sean’s virgin ass. As inch by inch went inside of Sean, he began to moan more fiercely than before. It was the obvious moans of a straight virgin ass being penetrated for the first time. It didn’t take long before Peter was completely inside of Sean. Being a first timer to anal sex, Sean needed some time for his anus to adjust to having something as large as Peter’s penis inside of him. The anal muscles have the ability to stretch and accept most size penis’s inside of them. What makes most beginners of anal sex hurt the most is the anus trying to accept something going inside it other than coming out of it.
For a beginner, it didn’t take long for Sean to adjust and before we knew it he was telling Peter to begin fucking him. Peter started off slow but soon thereafter began to go in faster and faster. The faster and harder Sean was getting pounded, the more he seemed to enjoy the pleasure that he was receiving. Peter and Sean had sex for the next twenty five minutes in several positions before both removed their condoms and ejaculated on themselves. My friends and I were both stunned and totally turned on by the video. In explaining the story to us as we watched it on the site, Sean was surprisingly honest with all of the events that took place.
Even though he admitted to receiving and enjoying the act of anal sex from Peter, Sean was still questioning his sexuality. He asked once again to all of us in the room if what he had done and the feeling that he received from it had qualified his as ether gay or bisexual. We told him honestly that we thought strongly that he was in fact a homosexual that had issues with being gay that may be brought on by society’s perception or hatred of gays, his family’s beliefs and the way he was raised or by his own genuine fear of being a homosexual. We humorously explained that being gay does not mean the end of the world but instead means that his worlds could just become more fabulous.
After stepping away from the computer for a while contemplating on what we had said, Sean returned and said that all in all we may be right but that he still had this sexual attraction to his wife. We told him that his attraction to his wife is that of pure love, genuine love for the mother of his children. However, that love that he has for her could be just a mirage that his brain developed to protect him from what he may truly be feeling inside, the feeling of homosexuality. Sean was reluctant to agree that he may in fact be gay or at the very least a bisexual with a preference for males. Sean wanted so to believe that he was in fact straight that he went as far as saying that he could never to a fag. He apologized for using that word amongst us but he was sure that he wasn’t one of us.
After he had gone as far as to use a degrading term describing gays, I suggested that he seek out the proper counseling. I knew that is anyone was going to get through to Sean; it would have to be the help of someone with the proper training in the field that he needed help in and not from a bunch of “fags” at three in the morning. Sean agreed that I was right. He thanked us for our help and repeated that even if he were a “fag” he’d want to be one as wise as we seemed to be. Since that was the best way he could complement us, we graciously accepted and bid him a farewell.
As soon as Sean left the room, my friends and I decided to call in a night as well. We were tired and most of them had boners to attend to anyway. I on the other hand could not sleep. I don’t know why but I was up all morning. By dawn, I signed online once more to email my coworker and ask her to fill in for me at work because I’ll be a little late. When I checked my email, I saw I had an email from a familiar screen name. Hair Raiser Evil emailed me and thanked me once again for my time. He then went on to say that he felt deep inside that he was a straight guy who will be willing to go gay for the right amount. Putting my personal morals aside, I told Sean that there was nothing wrong with that and he should do whatever he has to to provide for his wife and child. As so long as it was legal, I explained, he really should not have to be plagued with guilt for the rest of his life putting food on the table. Over the following weeks, Sean filled me in on his website appearances as well as other events in his life. We became acquaintances of sorts. Although he felt he was a hundred percent straight, I knew that he was a straight guy who for the right buck will go gay.