Craigslist Encounter

Frank had always been bi-curious, but could never really bring himself to actually try anything. He was happily married, but had always wondered what sex with another man would be like. One weekend his wife was going out of town and Frank got to drinking. He got the urge to place an add on craigslist.

Straight male seeks experienced other male to meet me at a local motel for roleplay. You be the rapist and I'll be your victim.

I saw his ad and responded immediately. We setup the date and I met him at a local motel which it turns out is a few blocks down the street from his house. He texted me the room number, so I went right up with my bag of toys. Frank was probably still buzzed, but he was still able to explain that he always wanted to have sex with a man, but was afraid he couldn't go thru with it. He wondered if a man gave a better blowjob then a woman. He had the rape fantasy as a way to feel as if it just happened and he had no choice. I asked him if he wanted to use a safe word. He said no, he didn't want to take the chance he'd chicken out. I instructed him to go into the bathroom, relieve himself and I'd let him know when he should come out. I took some ropes out of my bag and got them strapped to the bed. Got the ball gag ready, and of course pulled out my 9mm glock. Ready to play with you Franky, I said to the bathroom door.

Frank came out and I immediately had the gun to his face. He was shocked. It dawned on him that I might be there to rob him or kill him like the infamous craigslist murder. I put the gun to the back of his head and directed him over to the bed. I told him to lay face down and I immediately strapped his 4 limbs to the ropes I had prepared. Next came the ball gag. I then removed the ropes one at a time from each limb, slipped his cloths over that limb and then retied him. He was naked and tied down on his stomach. I quickly stripped. Frank was watching me as I undressed and he seemed to be afraid. I figured he was still debating if I was actually going to kill him or something. I guess the gun scared him. I just thought I'd add a touch of realism. I pulled a bottle of lube from my bag and greased up my cock. It was already getting hard in anticipation of using Frank. He really struggled when I saw me do that and he was bucking as hard as he could when I stuck a finger in his ass to lube up his shit hole. He really seemed to be freaking out, but he didn't want to use a safe word, so he's going to get his rape fantasy. I took my dick and shoved it into his butthole. He was very tight but I had used plenty of lube and by now I was rock hard. I really didn't have too much difficult popping his anal cherry. He was still thrashing about pretty good and I could hear him trying to scream into the ball gag. That didn't bother me any, I just started pumping his shitter. Slowly at first, but after a while I started banging him pretty good. I must say I gave him a pretty hard pounding for quite a while. My cock was throbbing as I rammed him hard. I could feel my balls tightening. I dumped a healthy load into his rectom. Maybe he was upset that I didn't use a condom. Oh well, he didn't specify and since I was the designated rapist, I figured it was my choice for anything he didn't specify.

After I was done ass fucking him, I turned Frank over by releasing the ropes on one side, flipping him and then reattaching them on the other side of the bed. By the look on his face, he seemed pretty upset. Then again, I know he was concerned that he might back out, so I guess maybe he was having second thoughts. Too late now. I could hear Frank making wet farts and I guess some of my jizz was spitting out on the bedcover. I wonder who the lucky next guest in this bed might be. Oh well, I amuze myself sometimes with my thoughts. It was time to get back to business. Franks cock was kind of limp. I put it in my mouth and started sucking. It took a while but he finally got hard. Strange, normally I can get guys up pretty easily. Anyway I gave Frank a good sucking. It took a long time, but when I glanced up at him he seemed to be enjoying getting his manhood serviced. He started thrusting as best he could given the ropes as I gave his dick an intense sucking while massaging his balls. He lost it and blasted the back of my throat with a good amount of cum. I swallowed it down and got up off the bed. Frank looked relieved that it was over. I of course wasn't done for the night. Just a break while our semen reloaded. I got dressed and left the room with frank still tied to the bed naked. I went to the motel bar and had a couple of beers.

When I came back, Frank was right where I had left him. I undressed and this time lubed up his dick and my ass. I mounted him cowboy style. He seemed pretty shocked at first when I did this, but once he was in me I could tell he liked the feeling and began to relax. I rode up and down on his shaft enjoying his rod in my garage. Again, Frank started to buck his hips as he neared orgasm. I rode him until ever last drop was squeezed out of his nuts.

Now it was my turn. I was already rock hard from all the stimulation of my prostate. I just slid up his chest towards his face and removed the ball gag. As soon as the gag came off, Frank gave me an earful. Frank said he just wanted me to blow him and he wasn't looking for all this other stuff and I should get the fuck off him right now and untie him. From his tone, I guess he was actually serious. Too bad for him he didn't want to use a safe word. There's no way I wasn't going to get blown. I slid forward and stuck my prick on his face. He turned his head and started yelling that he wasn't going to do that and I should stop this right now. I reached back behind and grabbed him by the balls. Rapist said suck dick. Rapist says you didn't want a safe word so I'm not going to let you back out of this now. I'll squeeze these balls until they pop unless you start sucking. Tears were coming down Frank's face already. It took a while but he opened his mouth and let me in eventually. I gave him a good face fucking and hit the back of his throat a few times. He was gagging and struggling the entire time I face fucked him. When I was ready to cum, I backed off so that my sperm would spatter on his tongue rather then shoot directly into his throat. I wanted him to enjoy the taste for a while. When I pulled my stick from his mouth he started up where he left off with this is enough and its time to end this. Nope, I just put the ball gag back on. He wanted the full male on male rape fantasy experience and I was going to give it to him.

I used him in various ways thru the night and into the next morning. It was getting close to checkout time so I knew this was going to be our last round of sex. I had secretly turned on the video record feature of my cell phone. I removed the gag and told Frank this was our last time. I asked him which did he prefer, would he like me to fuck him in the ass or shove my dick into his mouth. There was no question in his mind that he'd rather take it in the ass. Then I asked him which he prefer I do with him, suck him off or stick his man meat in my butt. He said he'd rather fuck me. I gave him a good fucking and then serviced myself on his shaft.

Once I was done, I turned off the video cam and proceeded to go thru Frank's wallet and cell phone. Frank asked if I was robbing him. No, I explained. I've gotten your home address from your drivers license. I've gotten all your contacts from your cell phone and I've emailed this video to myself. With that I showed Frank the video of the two of us fucking. Him saying he'd rather take it in the ass, etc. Frank knew he was truely fucked at that point. He asked what I was going to do with the video and his contacts. I just smiled and said figure that out for yourself Frank. He stared pleading for me to tell him what I wanted. Well Frank, I can see from the pictures on your phone, you have a lovely wife, a beautyful daughter who appears to be about 13 and a handsome son who looks about 15. What I want is for you to get your wife to fuck me. If you don't, your lovely daughter is going to receieve a video of her father asking to be fucked up the ass. Your son will get a video of you saying you prefer to fuck my ass. Your wife will get a video showing us fucking. So will your co-workers, your boss, and I'm sure your parents will be so proud of their son. Frank was horrified. But there's no way I could get my wife to do that, Frank pleaded. Sure there is Frank, you just tell her that you have a gambling problem and that you are in serious debt to some people that would hurt you and your lovely family if they don't get paid. You tell her that there's a guy you gamble with who is willing to pay off everything you owe if she just comes to this motel next weekend and satisfies him thoughout the weekend. With that, I untied Frank and let him up. He got dressed and begged and pleaded the entire time. I'll be calling you on Friday to let you know what room. With that I gathered my things and left Frank alone in the room to think over the situation.

Frank stalled all week. In part he was afraid of what was going to happen to his marriage if he told his wife what she had to do. On the other hand, letting her and everyone else see the video would have worse concequences for his marriage and life. He also figured he better not give her too much time to think about it so she doesn't change her mind assuming he could get her to agree to do it. It was Friday afternoon and Frank left work early. He couldn't avoid it any longer. He got home and his wife was surprised to see him so early. Whats wrong she asked. You've seemed upset all week, whats wrong? Frank told her the tail of his ficticious gambling debt. How the people he owed would take it out on the family. She was in shock. She said she would leave and take the kids someplace safe. He told her how they wouldn't care if she divorced him, they'd still come for her and the kids. These were people with connections in banks and the IRS and all sorts of other organizations that they could use to get information on people who tried to hide. Unless she were under federal protection, they would be able to find her. She still seemed like she wanted to take her chances hiding. Frank told her how if they were found their son would be tortured to death slowly and their daughter would be taken to Tijuana and forced into prostitution. That seemed to do the trick. He played on her maternal instincts.

Lisa showed up for our rendezvous right on schedule. Frank introduced us and then beat a hasty retreat. Lisa was obviously a bit nervous. Frank had been her first love since highschool and she had never been with a man other then Frank. Now she was about to spend the weekend fucking a stranger. We had some chit-chat and got to know each other a little bit before getting down to business. Lisa asked how much did Frank really owe. I think in the back of her mind was that maybe there was some way to sell their house and come up with the money someway other then prostituting herself. I told her he owed 1.2 million dollars. Lisa realized she couldn't possibly come up with that amount of money, so she was going to have to go thru with the deed. On the other hand, she felt kind of good about herself, that someone would pay that kind of money just to have her for one weekend.

It was time to get down to it. I told her I wanted her to undress for me. You could tell she was really nervous. She slowly took off her shoes, then shirt and pants. Next came the bra and then the panties. She had some really nice big natural breasts and a neatly trimmed bush. I was going to enjoy giving it to her. Next, I told her to undress me. My shoes and socks and shirt came off pretty quickly. When she got to unbuckling my pants, she started slowing down. After my pants, she lowered my shorts. I gave her a bit of a nudge in the right direction so that she understood she should get down on her knees and blow me. She took the hint and got into position. She was face to face with my pecker. Again she hesitated before placing it between her lips. She closed her eyes and started sucking it. She gave pretty good head, so I let her go at it for a while. When I was ready, I gave her a nudge toward the bed. She understood what it was time to do it and got into the bed. I laid down beside her and started on her tits. They were nice and firm and so ample. I licked and sucked on them for a while, then kissed my way down towards her twat. Her beaver smelled sweet as I spread her legs and took in the view of my conquest. I then started licking and slurping on her girl hole. She was obviously very uptight and wasn't really getting into it so I decided to move on to the main event. I got on top of her and placed my penis at her entrance. I slid it in slowly and then gave her a few minutes to get comfortable with the situation. Once she seemed ready, I started giving it to her. The thought that I had taken Frank's wife from him turned me on. As I moved towards my climax, I thought about how I had made Frank suck my dick and take it in the ass. The thought of his humiliation got me so turned on as I gave his wife a nice big creampie. When I got off her, Lisa got up and went to the bathroom without even saying a word. I could hear her crying in there as she cleaned herself up and then took a shower.

By the time she was done, I was ready to go again. I fucked her a second time and she seemed to loosen up a little bit more. Between the second and third time, I ordered some room service and we had a couple of glasses of wine. That seemed to have done the trick. The third time she started getting into it and fucking me back. I got her on top this time and let her pound my meat with her pussy. When we were finished, we both passed out, my cock still inside her.

The next morning, we picked up right were we had left off. We spent all day Saturday fucking like bunnies. between fucks, I gave her a dildo and had her put on a show for me. We also watched some porn on pay per view and pretty much tried all the various positions. I let her suck me off a few times too. I had something special planned for Sunday morning. I started fucking her doggy style and then pulled my cock out and placed it at the tip of her ass. She pulled away and said she doesn't do anal. You do today I told her. She insisted she wasn't going to do it. I told her to grab her stuff and get out then. Refusal to do what I asked of her was a deal breaker. She would have wasted her entire weekend fucking me for nothing. She got really mad and started yelling fuck you! Fuck you and your money! She started to gather her things and I think she was actually going to leave. That's ok honey, I don't need your ass anyway. I hear the people your husband owes money to are planning on taking your daughter Ann to work in their brothel in Mexico. I'll just go there and fuck that pretty little 13 year old in the ass and when I'm finished I'll be sure to let her know you could have saved her from that life. Lisa got really mad, but realized what she was about to do by walking out. She got back on the bed and back into position, but now before telling me I was a sick perverted motherfucker. I didn't waste any time getting it in her. I figured better act before she changes her mind again. Since she had said some nasty things to me, I didn't particularly feel like being gentle with her either. I stuck it in and immediately started banging her hard. She was moaning in discomfort the entire time. I creampied her rectum and then made her take a shower with me. After that, we just continued doing regular sex the rest of the day. I wouldn't let her clean up after each act. I told her that when she goes home, I wanted Frank to taste my cum in her mouth and smell my cum in her pussy. When checkout time came, we parted ways.

Frank and Lisa spent the week in silence. Lisa felt betrayed, humiliated and angry towards Frank. She wasn't sure if she was going to divorce him. She just didn't want to deal with him. I spent the week editing the video I had secretly taken of me and Lisa from last weekend. Every few hours I would send Frank a picture, an audio clip, or a video clip of me and his wife doing it. Her sucking my dick, me fucking her, etc. As the week went on, I selected clips from when she was really getting into it. The grand finally was her giving me her anal cherry. She would never ever let Frank do that. Poor Frank, his life was about to get worse. I told him I was still going to send everyone the video of me and him having gay sex. I told him to meet me at the motel on Saturday or I'd hit the send button. Frank showed up and I made him suck my cock several times that day. I know how much he disliked giving oral. As it started getting late, Frank said he really has to get going home. He's in enough trouble with Lisa already and she's going to be pissed he disappeared all day. I suggested he tell her that he couldn't resist the urge to gamble and that he was playing poker all day, lost a lot of money, and needed her to come fuck me again. Frank almost lost it when I suggested that. He got out of there fast before I went from joking about it to actually demanding it of him.

Lisa did end up divorcing Frank and taking the kids with her. She insisted he not have any visitation since his gambling activities put them at risk. I continued to make Frank service me on the weekends. In the end he seemed broken. He accepted that he would have to suck my dick and swallow my cum. The fun of the humiliation was gone and I was starting to tire of Frank as he turned into such a miserable little bitch. That's when I hit the send button. Frank was fired the next day. All of his friends avoided him like the plague. Even his parents would no longer speak to him. Frank couldn't live with the total destruction of his life and ended up committing suicide.

I got to his funeral and Lisa and his kids were the only ones there. Truthfully, I was surprised she showed up, but then again, she probably only did it for the kids. Lisa tried to hurry past me after the services. I took her by the arm and asked what the hurry was. She told me she didn't want anything to do with me and she never wanted to see me again. I pulled out my cellphone and showed her the clip of us fucking when she was getting into it the first night after the wine. All she said was I was a sick motherfucker. Maybe, I said, but unless you want Ann and Frank Jr. to see this video, you should meet me at the motel on Saturday. I'd bet Ann would be embarrassed that her mother was a slut and I bet Frank Jr. just gets a hard on watching you tits bouncing as I fuck your pussy. Turns out Lisa had more balls then Frank, she didn't show. Oh well, at least I get the last laugh I thought to myself as I pressed the send button.