Cuckhold in Milwaukee Part 6
- 4 years ago
- 16
- 0
Cuckhold In Milwaukee Part 9 free porn video
I was cuckolded for over 20 years and considered myself one of the luckiest guys in the world. Though I got jerked off only once every couple of weeks I loved hearing about what my wife has done.
One night she was entertaining a friend, that is all she would tell me is that I was too stay downstairs. Of course I couldn't wait to hear what was happening. Well as the time creeped past midnight I was getting tired and dozing off. All of a sudden someone went by me and I open my eyes to see a woman dressed in stockings and a lace thong and a bra going by and I was thinking not a bad looking ass. Couple of minutes later the woman comes back by and says, "hi, I'm Jim and you've got a sexy wife." She kept going, I mean he. I couldn''t believe Judy was doing it with a cross dresser.
I did doze off and about 4am Judy was standing in front of me, saying sorry it is so late but I really need to be cleaned out." I could see the cum oozing out of her moist vagina. As I followed her naked body up the stairs all I could say was, "a cross dresser?" Judy laughed and said, "worry about cleaning me first and then I will tell you."
We got to the bedroom and she gets into bed and spreads her legs to show her glistening cunt. Before I go over to her I see a note on my nightstand, that said thanks she is fantastic talk to you soon. Couldn't figure out what that meant but wanted to get over to Judy before she got upset. She spread her pussy lips and let me get to work. She said, "for a cockless wonder you sure can lick a pussy, maybe we should rent you out." As i continued she was starting to get into, I couldn't believe how much cum there was. It also had a different kind of taste. Eventually Judy started bucking and moaning and begging me to tongue her deeper. In minutes she was screaming, "I'm cuuuummmmmiiiinggg, don't stop. It was the longest orgasm I have ever seen her have, when she was done she lay there spent.
She had me turn onto my back and started to pinch my nipples and start to play with me. I said, I've never seen you cum like that." She said, "it was a great evening and by the way he is transgendered, not a cross dresser." For the next hour and a half she told she had met him on an adult web site, That he was going through hormone therapy and his boobs were real. She also mentioned that with his 8 inch cock he was one of the best lovers she ever had. At that moment as she pinched my nipple hard my little cock spurted all over. As Judy scooped up some of my cum and rubbed it on my tongue she said. "I'm going to have some weekly fun with him."
For the next couple of weeks she must have seen him 8 times or more. I had more messages on my phone at the office of her cumming than I had in a while. One night when I was going thru my email I had an email from a name I didn't recognize but it was titled Judy. I opened it and it was from her transgendered lover. He kept thanking me for Judy being able to play. He hoped to see me more often and maybe even have me watch. He even started including pictures and videos of what they were doing.
When I got home one Friday afternoon, Judy told me I should go check my emails. There I had an email from Jim dressed with nylons and his huge cock hanging there. I could even see the small boobs the hormones he was taking working on. He proceeded to jerk himself off inviting Judy and I to his place so maybe I could be restrained and watching them. Judy was watching me and said, "bet you would love to suck that cock." I looked up at her and she said "don't worry, you can tomorrow night when we go see him"
The next night we headed to his place. He lived in a huge trailer in a fancy area. He answered the door dressed in a slutty dress and invited us in. He thanked us for cumming and Judy said where can I put him. He pointed to a door down the hallway on the right. Judy had me go in to this huge family area that had a couch with some restraints set up. She had me get undressed and restrained me. She went back into the other room. For the next hour I could hear them going at wondering if I would get to watch.
They came into the room I was in and proceeded to go at it. I could hear them talking and Judy says, "please show the dickless wonder how to fuck a woman." Jim said, "of course, but he is lucky because he has bigger tits than me and his are natural." I couldn't believe they were worried about ny cock and boobs. Jim, then said. "maybe we should get him fitted for a bra, that could be fun." Well that did something to Judy because she started going. For the next 60 minutes they were in a ton of different positions and Judy had her tongue on the shaft of his monster cock numerous times. I lost count of how many times Judy came and Jim came 4 times himself which I couldn't believe.
They kept going at it talking about what they were going to do to me. After about 4 hours I heard a door. They evidently didn't hear it as they kept going at it like rabbits. I saw a young man of about 25-30 walk into the room and he stood there watching. He looked over at me and smiled, He then pulled his cock out of his pants smiled at me and started stroking it.
After about 20 minutes the young man was grunting a little bit and Judy turned from the bed and noticed and said, "I thought we were supposed to be alone." Jim said, "it's just the three of us, my son's are out for the night." Judy smiled and said, "well someone is having fun watching us fuck."
Jim turned around and looked up and said, "Steve weren't you staying at someone's tonight?" The young man said, "yeah, but I am glad I came home." Jim turned to Judy and said, "should we stop?" Judy said, "he's got his cock in his hand, does it look like he minds?" They laughed and kept going.
The young man seemed to be enjoying it and kept massaging his huge cock after he got totally undressed. He walked over by where I was restrained and said "so how did you get lucky enough to just watch?" I said, "that's the best part!" Over from the bed Judy popped up from sucking on the shaft of Jims cock and said, "Steve, that's the dickless wonder." Steve looked at me and said, "Oh your Judy's husband, huh?" I didn't know what to say, I couldn't believe Judy and Jim would talk about it to Jim's son.
Steve smiled and said, "do you suck cock as well as Judy does?" Jim laughed and Judy yells over, "Steve have him show you how he does so he can warm you up for us." With that Steve walked over lubed up his dick and smiled. I opened and started licking up and down his shaft, pretty soon he was trying to stick all 9 inches in. I was trying not to gag and must have been doing something right because his cock was growing. All of a sudden we hear a lot of noises on the bed and Judy is yelling, "I'm cuuummmmiiinnnnggg." It excited Steve that much more because he started fucking my mouth and pretty soon he exploded. I have never felt so much come, it was going down my throat and all over my face. He smiled and said, "thanks."
With that we hear from the bed, "why don't you come over hear and have fun with us." With that he leaves me and joins them on the bed. For the next 2-3 hours Jim, Steve and Judy kept going at it and getting into different positions and kept cumming. The entire time they kept talking about how small my cock was. At one point Steve asked, "Does he take hormones like my dad to make him have tits?" Judy laughed and said, "nope those are natural?" Jim piped in, "we really should try to dress him up to be a total sissy slut."
With that Judy said, "well I think it's his turn to cum." With that they got me on the bed and the two guys were pinching my nipples while Judy was jerking my cock. Steve said, "why not suck his cock instead?" Judy said, "he loves to give oral sex just not receive it." Judy then said, "should we make him a sissy cum slut?" My cock got harder and they Judy showed them that and they talked about what they should do. I didn't even hear what they decided because at that moment I exploded, just as I heard Judy say, "Well we can do that with him later..............."
One night she was entertaining a friend, that is all she would tell me is that I was too stay downstairs. Of course I couldn't wait to hear what was happening. Well as the time creeped past midnight I was getting tired and dozing off. All of a sudden someone went by me and I open my eyes to see a woman dressed in stockings and a lace thong and a bra going by and I was thinking not a bad looking ass. Couple of minutes later the woman comes back by and says, "hi, I'm Jim and you've got a sexy wife." She kept going, I mean he. I couldn''t believe Judy was doing it with a cross dresser.
I did doze off and about 4am Judy was standing in front of me, saying sorry it is so late but I really need to be cleaned out." I could see the cum oozing out of her moist vagina. As I followed her naked body up the stairs all I could say was, "a cross dresser?" Judy laughed and said, "worry about cleaning me first and then I will tell you."
We got to the bedroom and she gets into bed and spreads her legs to show her glistening cunt. Before I go over to her I see a note on my nightstand, that said thanks she is fantastic talk to you soon. Couldn't figure out what that meant but wanted to get over to Judy before she got upset. She spread her pussy lips and let me get to work. She said, "for a cockless wonder you sure can lick a pussy, maybe we should rent you out." As i continued she was starting to get into, I couldn't believe how much cum there was. It also had a different kind of taste. Eventually Judy started bucking and moaning and begging me to tongue her deeper. In minutes she was screaming, "I'm cuuuummmmmiiiinggg, don't stop. It was the longest orgasm I have ever seen her have, when she was done she lay there spent.
She had me turn onto my back and started to pinch my nipples and start to play with me. I said, I've never seen you cum like that." She said, "it was a great evening and by the way he is transgendered, not a cross dresser." For the next hour and a half she told she had met him on an adult web site, That he was going through hormone therapy and his boobs were real. She also mentioned that with his 8 inch cock he was one of the best lovers she ever had. At that moment as she pinched my nipple hard my little cock spurted all over. As Judy scooped up some of my cum and rubbed it on my tongue she said. "I'm going to have some weekly fun with him."
For the next couple of weeks she must have seen him 8 times or more. I had more messages on my phone at the office of her cumming than I had in a while. One night when I was going thru my email I had an email from a name I didn't recognize but it was titled Judy. I opened it and it was from her transgendered lover. He kept thanking me for Judy being able to play. He hoped to see me more often and maybe even have me watch. He even started including pictures and videos of what they were doing.
When I got home one Friday afternoon, Judy told me I should go check my emails. There I had an email from Jim dressed with nylons and his huge cock hanging there. I could even see the small boobs the hormones he was taking working on. He proceeded to jerk himself off inviting Judy and I to his place so maybe I could be restrained and watching them. Judy was watching me and said, "bet you would love to suck that cock." I looked up at her and she said "don't worry, you can tomorrow night when we go see him"
The next night we headed to his place. He lived in a huge trailer in a fancy area. He answered the door dressed in a slutty dress and invited us in. He thanked us for cumming and Judy said where can I put him. He pointed to a door down the hallway on the right. Judy had me go in to this huge family area that had a couch with some restraints set up. She had me get undressed and restrained me. She went back into the other room. For the next hour I could hear them going at wondering if I would get to watch.
They came into the room I was in and proceeded to go at it. I could hear them talking and Judy says, "please show the dickless wonder how to fuck a woman." Jim said, "of course, but he is lucky because he has bigger tits than me and his are natural." I couldn't believe they were worried about ny cock and boobs. Jim, then said. "maybe we should get him fitted for a bra, that could be fun." Well that did something to Judy because she started going. For the next 60 minutes they were in a ton of different positions and Judy had her tongue on the shaft of his monster cock numerous times. I lost count of how many times Judy came and Jim came 4 times himself which I couldn't believe.
They kept going at it talking about what they were going to do to me. After about 4 hours I heard a door. They evidently didn't hear it as they kept going at it like rabbits. I saw a young man of about 25-30 walk into the room and he stood there watching. He looked over at me and smiled, He then pulled his cock out of his pants smiled at me and started stroking it.
After about 20 minutes the young man was grunting a little bit and Judy turned from the bed and noticed and said, "I thought we were supposed to be alone." Jim said, "it's just the three of us, my son's are out for the night." Judy smiled and said, "well someone is having fun watching us fuck."
Jim turned around and looked up and said, "Steve weren't you staying at someone's tonight?" The young man said, "yeah, but I am glad I came home." Jim turned to Judy and said, "should we stop?" Judy said, "he's got his cock in his hand, does it look like he minds?" They laughed and kept going.
The young man seemed to be enjoying it and kept massaging his huge cock after he got totally undressed. He walked over by where I was restrained and said "so how did you get lucky enough to just watch?" I said, "that's the best part!" Over from the bed Judy popped up from sucking on the shaft of Jims cock and said, "Steve, that's the dickless wonder." Steve looked at me and said, "Oh your Judy's husband, huh?" I didn't know what to say, I couldn't believe Judy and Jim would talk about it to Jim's son.
Steve smiled and said, "do you suck cock as well as Judy does?" Jim laughed and Judy yells over, "Steve have him show you how he does so he can warm you up for us." With that Steve walked over lubed up his dick and smiled. I opened and started licking up and down his shaft, pretty soon he was trying to stick all 9 inches in. I was trying not to gag and must have been doing something right because his cock was growing. All of a sudden we hear a lot of noises on the bed and Judy is yelling, "I'm cuuummmmiiinnnnggg." It excited Steve that much more because he started fucking my mouth and pretty soon he exploded. I have never felt so much come, it was going down my throat and all over my face. He smiled and said, "thanks."
With that we hear from the bed, "why don't you come over hear and have fun with us." With that he leaves me and joins them on the bed. For the next 2-3 hours Jim, Steve and Judy kept going at it and getting into different positions and kept cumming. The entire time they kept talking about how small my cock was. At one point Steve asked, "Does he take hormones like my dad to make him have tits?" Judy laughed and said, "nope those are natural?" Jim piped in, "we really should try to dress him up to be a total sissy slut."
With that Judy said, "well I think it's his turn to cum." With that they got me on the bed and the two guys were pinching my nipples while Judy was jerking my cock. Steve said, "why not suck his cock instead?" Judy said, "he loves to give oral sex just not receive it." Judy then said, "should we make him a sissy cum slut?" My cock got harder and they Judy showed them that and they talked about what they should do. I didn't even hear what they decided because at that moment I exploded, just as I heard Judy say, "Well we can do that with him later..............."
Jayla
- 13.09.2021
- 23
- 0
Cuckhold in Milwaukee Part 7
- 4 years ago
- 22
- 0
Cuckhold in Milwaukee 10
- 4 years ago
- 23
- 0
