The Dirtiest Sissy 3-Way I ever Had

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The Dirtiest Sissy 3-Way I ever Had
This is a true story about the hottest and dirtiest 3-way I ever had with guys. Though it was 20 years ago, I still cum as hard as ever when I think about this night. I hope you enjoy the story.

I was 27 and had been wearing pantyhose or nylons\stockings and being a slut for guys for quite a few years at the time. I met Paul one night on AOL and we hit it off. He lived close, was almost twice my age, had a magnificent cock, was verbal and aggressive and loved me wearing pantyhose or thigh highs when he got on me. I had been with several other guys but Paul was a regular and he would get on me at least once or twice a month. On some occasions we would indulge with a joint before he had at it on me. And at times if he needed to score some smoke he would call me to see if I could help him out. One Friday Paul called me rather early in the day and said he had a friend coming over that night and asked if I could score a bag for him? I said sure and told him I would call him later that evening. About 7:30 I tried calling him and didn’t get an answer. I tried again about 8:30 and then again at 9:00. Finally I decided to get cleaned up and go out. I hadn’t heard from my friends as we usually partied on Saturday nights so I thought perhaps a trip to the adult theater or booths. I showered, threw on some black thigh high hose and a pair of black lace-satin panties under a pair of jeans. Threw on a polo and some boat shoes, no socks and was ready to go. I didn’t usually wear panties but I had them and thought what the hell, right? It was just before 10:00 and I tried Paul one more time and no answer so I decided to go out.

I had literally just shut the door to my apartment when I heard the phone ring. I went back in and of course, it was Paul. “Hey, are you still coming over?” “I can. I tried calling you earlier but you weren’t home so I was headed out the door. I can stop by though.” “Great! Maybe you can stay for a few.” “Sure, I can do that.” I replied. I figured that meant his friend was gone and he wanted to get on me. I got to Paul’s house and the lights were on and I could hear music. Not the usual scene but whatever. I got to the door and a taller guy opened the door and invited me in. He was a little taller than Paul, around 6’3″ or so, thin with silver hair and looked to be around Paul’s age. They could easily pass for family. He said his name was Gary. I introduced myself as we headed for the living room. I sat on the couch, Gary sat in a recliner next to me and Paul was in the kitchen. Paul emerged with scotch and water for all 3 of us. I sat back and Gary started to roll a joint. Paul had explained they had been out to dinner and it ran long which was why the late call. “Hope we didn’t keep you from anything” said Gary. “Nah, I was just heading out to see what’s what” I replied. Paul headed off towards his bedroom and Gary lit the joint. Gary passed it to me and after a couple of minutes he started probing me, “So, where were you headed tonight?”. “No where special, was just going out to see what trouble I could find”. “I imagine you could find plenty dressed like that.” canlı bahis siteleri he said with a bit of a grin on his face. “Dressed like what?”, I asked. I had no idea what he was talking about. He took a hit off the joint and passed it to me and as he did he pointed down to my shoes. I then realized that I dressed to go to the theater and I never wore socks over my hose. They were there in the open plain as day and he noticed them. I took a hit off the joint to buy some time. I wasn’t really sure what to say. I was very embarrassed. “So where were you going that you would wear women’s hose?” he asked. Again, I was embarrassed to say anything. He just kind of chuckled a bit and sat back. Paul finally came out of his room in just a towel. He had just showered. He asked if I wanted another drink. I started to say no but Gary chimed in, “stay a bit, let’s smoke another one.”. “Alright, I can do another one”. This time it was Gary who went into Paul’s bedroom. Paul sat on the couch next to me and I told him what happened. “It’s alright, I already told him about you anyway”. “Why don’t you kick back and relax a little, he is okay”, Paul said. I knew what that meant. Something was about to happen. Either Gary was going to watch Paul get on me or they were both or something. I got very anxious but very curious. Paul rolled another joint and started to light it when he said “hey, kick back and relax some” again to me. I knew what that meant. Off went my shoes and jeans. I sat down next to Paul and took a hit off the joint. When I passed it back he removed his towel and I went down on his cock. He passed me the joint again and when I passed it back he told me to get on my knees. “Get on down there like a good little slut”. I got on my knees and started sucking his cock again.

About then I heard Gary walk in, “wow, that looks fun!” he said. He too was in a towel but it wasn’t on long. He walked over and stood over me stroking his cock. His cock was long but a little thin. Longer than Paul’s though. Paul was a solid 7.5 inches and nice. I started going back down on Paul and a few second later I felt a hand grab my hair tight and pull my head up, “my turn now, panty boy” said Gary in a very deliberate tone and his long cock was shoved down my throat until I gagged. He held my head with both hands and fucked his cock in and out of my mouth. Then Paul stood up next to me and they went back and forth on my mouth. “What a little fucking fag” Gary said to Paul. I felt my hair pull tight again and suddenly Gary’s cock and balls were smashed into my face and he was pushing hard. “Is that what you were wanting tonight? Is that why you have your women’s hose on? Wanna be a little fag?” He kept grinding his cock and balls in my face. I couldn’t answer him if I tried. All I could do was moan and grunt from the abuse I was taking. Back onto Paul’s cock I went. I pumped my head up and down fast on him. I was so worked up. Back onto Gary’s cock and he started pumping my face hard again. I started whining like a little girl, “that’s it, cunt!” Gary shouted. Finally he pulled me off his cock. My face and jaw were sore. “On your makrobet back, bitch boy!”, Gary yelled. I started to plead for a break when he grabbed my hair and pulled me onto the floor. “I said get on your back, panty boy!” he yelled. I laid on my back and he straddled my chest. Slap! He smacked my face. Not hard but hard enough. He grabbed my hair and pulled my head up some…”You’re my faggot tonight, got it?”. I nodded. Slap!” I said got it?”. “Yes”, I replied. Slap! “I said do you got it!?!”, he yelled. “Yes, Sir!”, I replied. he got on my face with his cock in my mouth and started fucking my face into the floor. I never saw Paul, just felt him getting between my legs. I felt lube being poured onto my ass and felt Paul’s hand rubbing it in as Gary kept fucking my face. I was so worked up but I was hurting. I was whining and at times screaming but it just made Gary hotter and hotter it seemed.

Gary finally pulled out of my mouth long enough for me to get a big gasp of air and let out a scream as Paul’s cock entered my ass. Gary just smiled and looked at me with a look that made it clear he was getting off on my screaming and wincing. Gary got up and sat on the couch as Paul got all the way up my ass and started pumping me. As much as I liked it I was enjoying the break I was getting from Gary. I loved aggressive, nasty talking guys to use me like a fuck pig and he was. But he was the most intense I had ever had. I saw Gary start to put on a condom and my mind started racing with what my come next. “Get over here!” he ordered me. Paul got off of me and I crawled over to the couch. Gary got on the floor behind me. I was leaning on the couch with my knees on the floor when once gain I felt my hair getting pulled and my head being yanked up. I was spun around and then my face shoved down into the carpet. “Ass up, faggot!”, ordered Gary. I hiked up my ass in the air and in no time his long cock was buried in me. He wasn’t as thick as Paul but longer and actually I could take it better. He got up on his toes behind me, held my head down into the carpet with his hand and started power fucking me. It’s a good thing he did too because I was screaming. I mean I was screaming loud. Both from the pain of how hard he was fucking me and the intensity of the situation which had me so turned on. I was drooling, eyes were watering, whining, screaming, grunting, and the entire time Gary was making me his fuck toy. “you like dressing like a girl, faggot? How’s it feel to be fucked like one!”, he said among other things like, “you are such a panty queer” and things like that. He was verbal, very, very aggressive and the most dominant person I had been with.

After a bit of him up my ass they actually gave me a bit of a break. Paul rolled up another joint and we sat back and smoked it. Gary started asking more probing questions about my wearing “women’s hose”. At that point I had no more shame and answered all his questions knowing every time I did it put me closer and closer to another session of him using the fuck out of me. After we finished the joint he told me to get back on the floor. I wasn’t sure what makrobet giriş he wanted to so I got on me knees. He stood up in front of me and looked over at Paul shaking his head, “you’d think the little fag would have learned by now” and I got a backhand across the face. This time was harder than the rest. Then another. “You stupid, fucking cunt! I said get your ass on the fucking floor!”. He was yelling at me like he was mad. He grabbed my hair and pushed me onto my back. Paul got down on the floor and climbed onto my face much like Gary had done earlier. Paul had done this several times though and I was expecting the typical face fucking he usually gave me. “Then Paul pinned my arms down with his legs and told Gary to “go ahead..”. Gary had a new condom on and was back between my legs holding them spread so wide it hurt. I let out a whimper and Paul said “That’s it! Take his ass!” Paul got off of me and Gary commenced to pounding me through the floor. My ass was so sore. All I could do was scream and moan and the more I did the harder he fucked me.

Paul finally came over and knelt over my face and stroked his load off. “Eat his cum you fucking bitch!” ordered Gary. I love cum jacked off all over my face and my mouth was open taking it. About then Gary got off of me and took his condom off. My body collapsed in relief as he stood over my spent body and jacked his load off all over me. My face, my shirt, my legs, he was a heavy cummer. I was so spent I wasn’t even jacking my own cock. I was in pain. I was exhausted. I had been thoroughly violated like I had never been before. My jaw was sore. My ass was sore. My legs were sore. Paul tossed me a towel and told me to clean up and get ready to go. I was being kicked out. They got what they wanted from me and now I had to leave. I never even got to cum!!!

I got home and crashed. It was almost 3:00am. I had been over there almost 4 hours. The next day I woke up with a very sore ass and the inside of my legs felt like jello. My friends had called throughout the day asking to either come over and hang out or to see if I wanted to go out. All I could do was tell them I was under the weather. Evening rolled around and I got online hoping to see Paul. There was no way my body could take anything like that two nights in a row but I wanted it away. Nevertheless I was unable to connect with him. I hung out at home checking AOL every 30 minutes or so to see if he was on. Finally around 10:00 I showered, through on some pantyhose and jeans and went to the adult theater. I still hadn’t gotten off from the night before and I was worked up even though I was in pain. I ended up sucking off a guy in the theater and then jacked off finally blowing a huge load. I headed home and tried to find Paul again though I knew as late as it was I wouldn’t have any luck.

Almost a week later I finally connected with him. I asked him if had planned what had happened and he said no. He said he didn’t think I would be able to handle Gary and that Gary actually went easy on me. I was shocked. I was used to Paul and other guys being very aggressive and verbal but I had never been violated like that. I wanted it again. Unfortunately I never did get to see Gary again. He lived a few hours away and didn’t make it to town often. I still get off so hard thinking about that night. I had some not, kinky times with guys but nothing like that.

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