Lee was doing his first shoot with us here at Broke Straight Boys, and I setup up to do the shoot with two other straight boys. I had lee com into the studio room and take a seat on the couch, and we started with a little introduction to get to know him. I found out that he is 22 years old, has a wife and a baby on the way. With the baby expenses and rent Lee was starting to get in a behind, so he researched to see how he could make some extra money to get back on his feet. Lee has never done anything with a guy before, but when I asked what he was open to his response was receiving head, giving hand jobs, and topping a guy. Not interested in bottoming at all. I had Lee stand up and he is 5'10", and one thing that I pointed out was that Lee lost a lot of weight when compared to his driver's license when he weighed 240 pounds. Lifting up his shirt I had him show his stomach so that we could see what his stomach looked like and it was flat with some muscle tone. I explained that I was going to call the other two guys in the room to join us and we would continue the shoot from there. Both Damien and Shane have been here many times before, so they were a perfect match to bring in to work with Lee. I explained that we would see how things go, and that we would work the pay out in the end and everything would be fair. Pointing out that Damien was possibly going to bottom for his second time, I knew that he was not too terribly excited. The guys knew when I asked them to stand that it was time to get undressed. Taking off their shirts first, then they continued on to their pants, stopping at their underwear. I asked them to stop at their underwear just so that we could get them rubbing their dicks outside their underwear. After we talked for a minute the guys worked on getting hard, and all three of them pulled their dicks out to jerk off when they got big enough they didn't fit in their underwear. That's when I asked Lee how big his cock gets when he is hard, and he said somewhere around 9 inches. Lee slipped his underwear off and I had Damien start to give him head, so that he could have his first experience with a guy giving him oral. Damien did it and Lee's reaction was that he immediately put his head back and was enjoying it. The blow job must have been good, because Lee wasn't showing any signs that he didn't like it. I asked him to reach over and jerk Shane off to see how he would do giving a hand job to another guy. He took a hold of Shane's cock and squeezed it lightly as he began to move his hand up and down. Damien called it quits after a few minutes of sucking and was ready to have Shane take over. Shane did just that, and I noticed that Lee didn't watch the porn really at all he just kept his eyes on his dick getting sucked. With as many shoots as I have used Shane in, he is straight, but that boy has learned how to suck good dick. He had Lee moaning a little bit and when Shane would stop to lick the tip of Lee's cock. I knew that we had transformed this straight boy into a dick sucking machine. But, shhhhh . . . . . don't tell him that. I asked Damien if he was ready to give anal a try. All the guys got themselves and the room ready so that they could fuck. Damien wanted to stay on his back, so he got into place and lifted his legs up into the air. Lee moved in behind him and grabbed one leg to hold it up, and from there he directed his dick towards Damien's asshole. Moving very slowly Lee's dick entered the tight hole, causing it to stretch and Damien was handling it much better than the first time. Keeping to a slow pace Lee was beginning to fuck, and I had Shane put his dick in Damien's face. From there I told Damien to give head, and it would make the pain go away. After it seemed like our bottom boy was getting much more relaxed, Lee was able to go much faster and deeper. Shane was stroking his dick and he gave me a warning that he was about to shoot his load. When he came he shot his load right onto Damien's chest. The other two boys fucked for a bit longer, and Damien was actually able to get off while they were fucking. He had a good size load, and that had to be from his prostate being rubbed by that big dick. Lee continued to keep going until he got to the point that he was ready to cum, he quickly pulled out and wrapped the condom off. He shot his load on to Damien's lower stomach and from there he sat back. All the guys were ready to get their money, shower, and get out.

Both Lee and Shane have been in shoots together before, and I had hopes that if I got them in the room to do anal one would cave at the chance to make some really good money for bottoming. Both guys are straight, and have placed limits on the things that they will do in the studio. Lee has only been with us for a few shoots so he hasn't relaxed enough to try sucking cock yet, he just will receive oral from a guy and top. Shane on the other hand wants to keep coming back for the money, so he will do more. I found out that the guys were both past due on their bills by about a month, almost two and needed to come up with enough money to try and get caught back up and maybe even get ahead. For both guys this would be one of their first chance at bottoming ever, so neither one was too enthusiastic about the chance. Putting $1500 on the table for the boy that would bottom, and the guy that tops would make $1000 I left the decision up to them.

Shane was the first one that I approached about bottoming and he at least started to think about it. I asked Lee if he would consider doing it and he said no. Shane spoke up asking if he could get $2000 for doing it, and I agreed to the terms. With the roles decided, the guys stood up and stripped off their shirts. Shane had a bunch of tattoos, a lean body, smooth skin, and a good tan over most of his body. Lee on the other hand had more of a jock build with more muscle, a bubble butt, and hair that reminded me of the 80's. Both guys are very hot, and so they waited in their jeans for my instructions for those to hit the floor too. With only their boxers on, they took a seat back on the couch while I turned to put some porn on. Reaching inside their shorts they started to work on getting hard and what was great was that these two weren't bothered by nerves. Boys with boners, I had them stand to show off what they got, and for the most part the two of them had the same shape and size dicks. I asked Shane if he wouldn't mind giving oral to make sure that Lee was as hard as possible.

Shane our bad boy with tats leaned over and started by licking the tip of Lee's cock with his tongue, making sure to use the tongue ring that he had in. He then put the whole dick in his mouth and started to move up and down with his mouth. Shane has realized how to give good head, knowing all the different things that he likes to receive. So, he repeated those things with Lee, one being jerking and sucking at the same time. Once in a while he would pause and just do some licking and when it was a good moment, I asked the two of them if they were ready to start the fucking. Lee said that he was, and Shane said that he would be as ready as he ever would be. The guys got the room and themselves ready, and Shane assumed the position on the bed. Bracing himself over a pillow, Shane prepared himself for what was about to come. I warned him that getting it in was the toughest part, after that it gets easier as he relaxes. Shane made a lot more noise and vocals while being fucked, and I liked his reactions. At one point he even told Lee not to go as deep as he was, so he was interacting a little more than he normally would. Lee slowed back down and the two of them kept going.

To get one more position out of them I had Shane flip over onto his back, and I told Shane that he got one of the harder positions out of the way. Now, all he had to do was just lie there and take it. Lee was able to get his dick right back in there and fucked Shane until Shane made Lee slow back down. One thing was for sure, Shane so far hadn't freaked out or wanted to quit so that was a good sign. His breathing was deep and he tried to relax, and at one point I told him to start stroking his dick to get hard and shoot his load. Lee was able to stay hard, and was completely turned on by how tight Shane's virgin ass was. While Lee fucked he kept his eyes on the porn every once in a while to keep in his fantasy, and the rhythm seemed to pick up. That's when Lee let out a warning that he was about to cum, he quickly pulled out and came right on Shane's stomach. After that, both boys were kind of out of breath, and I complimented them on a job well done. Then, I asked Shane if he would be able to pump one out for us, and he said yes after just a short two minute break. All he did was lie there, and he watched the porn, and I ran to grab a towel. When I came back into the room Shane's monster dick was back to being hard, and he was close to shooting his load. The cum dripped down the side of his fat cock, and Lee rubbed Shane's legs as he had the orgasm. Shane said not to expect to see him bottom again, but I will see about asking again after he has some time to think about it, who knows maybe we can get Lee to be next.