Milwaukee Cuckold and a friend
- 3 years ago
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Milwaukee Cuckold From Judy 2 free porn video
More from Judy
Let me tell you a little more about my husband. He has been cuckolded for over 30 years. He actually has not fucked in that time. I do jerk him off every couple of weeks and fill him in on some of what I have done. I keep a lot to myself figuring he doesn’t need to know. His cock really is that small. 2 inches hard at best. It really is a lady clit. But he can shoot a long way when I play with it. I also love the fact that he has man tits. Would love it if I could get them to squirt milk. If anyone reading it this has an idea of how to please let me know.
One thing I have never understood is why he likes to be humiliated. He loves to have me be more physically abusive. He loves when I pee on him, He loves to have his man tits twisted and pulled. When I do jerk him off he loves for it to take hours if possible before I let him cum. He won’t admit it but when I come home with a pussy full of cum he loves to lick it out. When I jerk him off he always asks about the guys and their cocks. How big are they, how much of my pussy do they fill, how does their cum taste? I always figured he was gay or bi and made sure he could suck cock. I even have him on some of those gay sites so I can watch him get fucked or sucked.
Only a few people know about my secret life. One of my husband’s assistants, my best friend, my ther****t and 2 of my sisters. One of those sisters showed me how to suck cock and make love to our dog. That sister has a love of fuck fest parties at her house. At one of those parties I fucked 27 people. Men and women. My sister couldn’t believe what got into me after I drank a little.
When I got home the next morning I had come all over me and in all of my holes. My pussy was stretched so much I could have probably taken an entire fist. When I got home I through off my coat and my husband could see that I came home naked. I walked over to him and took his hand and put it on my soaking wet pussy. I pulled him up and took him to the bedroom and told him he had to get undressed. Once he was naked and I made my normal comments about his lady clit, I laid down and had him lick me clean. I was so filled with cum it took him 45 minutes to get the job done.
He may have a small cock, but he is really good with his tongue. As his tongue was twisting around my clit and making that little nub stand out, he was able to make me come 6 times. He completely cleaned out my pussy and my ass. When he was done, I asked him if I tasted good. He told me I always taste good filled with fresh cum.
I took him by the hand and went over to the computer. We looked up a lot of porn sites that afternoon most of them about cuckold situations. Finally, one of the websites I went to had the title BBW cuckoldress and her cross-dressing lover. I turned it on and about 30 seconds into it he goes that’s you. I said, “of course it is.” He said, “I can’t believe you put it on the internet.” He then realized it had over 20, 000 views. I said, “I only wish I got paid for each of those views.
I ordered pizza for dinner and he kept saying you should get dressed it is going to be here soon. I had already decided to have some fun with it but didn’t tell him. The doorbell rang a few minutes later and I got up naked and went to the door. I opened it and the look on the face of the 20 something pizza delivery guy was priceless. He stammered he had our pizza. I took the pizza and said I just didn’t tom get the cash. I turned around and walked over to my purse and gave him a view of my big naked ass. I walked over and handed him a $50 bill and he stammered he didn’t have change. I said, “don’t worry, that will be part of your tip.” With that I reached down and unbelted his pants and pulled down his pants and underwear.
Out popped his glorious 9 inches of young manhood. I went down and in about 2 minutes he was grunting and twitching. All of a sudden I felt this hot steamy cum filling my mouth, and he had a load. When he was done filling my mouth, I walked over to my husband and bent down to kiss him where he sat and fed him all of that yummy cum. After I filled my husband’s mouth with cum, I walked back to our delivery man and whispered in his ear. He got a smile on his face and said, “really?” I smiled and said, “2 hours.”
With that I went to my husband and took him by the hand into our bedroom. Sat him in his viewing chair and tied him down and blindfolded him. As soon as I was done I called my sister and told her to come over. 30 minutes later she and my other sister got to the house and I took them to the bedroom. When we got there my sister Sheri goes, “wow you were serious it really is that small.” I told them to get ready just as the doorbell rang again. I left as they were getting undressed.
My pizza delivery man was back and he brought 2 friends with. I was still naked and looked at them and smiled and said,” hope you guys have some stamina.” I led them to the bedroom where my sisters were waiting naked. We are all different. My sister Sheri has smallish tits like me but with these huge areolas and I don’t think she ever heard of the word ladyscaping as she has never shaved around her pussy. My sister Trish had implants and was a proud 38D and her pussy was shaved like mine. The guy’s eyes got wide and the three of us descended on them. Turns out my sister Trish as the star of the party. Sheri and I got to cum but Trish was impaled. I don’t think she had ever been with more than one person. She managed to take Steve, our pizza guy in her pussy and had one of his friend in her ass and took the last guy all 10 inches in her mouth.
I went over to my husband and described what was happening. I finally took off his blindfold just before Trish started to orgasm. That was a sight to see. She went rigid with that first wave of orgasm and it went on for a full five minutes as she just kept spasming with orgasm after orgasm. When she was done, you could hear the cocks pop out of her ass and her pussy with a true pop. She had cum all over her face and collapsed on the bed. As she lay there recuperating Sheri and I finished off the guys. When we were done, I showed them to the door and thanked them but made sure I had their phone numbers.
When I got back to the bedroom my sister Trish was laying there completely spent. I looked at her and laughed. She lifted her head up and said, “I never have never been fucked like that with cocks so big.” I laughed and said, “that was obvious.” She just smiled back. I said, “you really need to get cleaned up though.” She started to ask where the shower was but I told her, “Just wait.” I went over and got my husband and brought him over to Trish and said, “clean-up we want no evidence.” With that he went down on Trish and proceeded to clean every hole she had just had filled. She must have cum 3 or 4 more times as he cleaned her and when He was done she said, “wow, no cock to speak of but his tongue can work magic.” She lay there spent and suggested my husband deserved a treat. I said,” ok you guys can help with the way I normally do it.”
I had him lie on the bed and tied his ankles and wrists. I told my sisters they can pinch and twist his nipples and masturbate him while I fill him in on my last couple of weeks and show him my new video. I put a DVD in the player and turned it on and my sisters and husband got to see me get fucked by a crossdressing friend and his son. My sisters played and twisted with my husband’s lady clit and man tits while I filled them in on my exploits. 90 minutes later he shot his load and my sister Trish goes “wow for such a small cock he shoots a lot.” And boy he did.
One of my greatest joys is surprising my husband with things that he would never suspect I would do. He had no idea I was fucking my ther****t, who I had seen for over 20 years. I decided he should learn the truth. I Suggested he come with me one time so we could have couples counseling. He was very reluctant but finally agreed. The day we got there we went in and I introduced them. Kyle my ther****t told my husband he was a guest and should sit there until he was involved in the discussion, He also told him that he films all sessions so that he could go back and that the patient could have a copy if they wanted. He agreed to it all.
We started with small talk and then Kyle asked how the last couple of weeks had been. I started to tell him about the fucking I had done and my husband’s eyes got wide and he said, “what are you doing?” Kyle jumped in and said, “remember you can’t join in until Judy invites you.” I just smiled and said, “don’t worry, Kyle knows everything about me and what I do.” I went on with what I had been doing and it made me horny and I started to grind in my seat. Kyle said, “it looks like what you are talking about is affecting you why don’t you make yourself totally comfortable.” With that I stood up and got completely naked.
The look on my husband’s face was priceless as I was now naked and sat back down and stared recounting my week. The more I was talking the hornier I got and I was furiously rubbing my pussy. The more I talked the more I was grinding on the chair. Kyle was watching me with a smile on his face, as he turned to my husband and said, “what are you thinking about now.” My husband stammered and said,” I can’t believe she is doing that and telling you all of this.” Kyle laughed and said, “I’ve heard for years how you have forced Judy to fuck others to make up for your miniscule excuse of a penis.” My husband looked flabbergasted like he didn’t know what to say. With that Kyle got up and walked over to me and started massaging my now huge nipples and licking my soaking wet pussy. I managed to moan out, “don’t stop, go faster I’m cuuuummmmiiiing” With that orgasm I looked over at my husband and enjoyed the bemused look he had on his face.
Kyle stood up and got undressed. When he did his 8 plus inches of manhood sprung out and he properly slammed it in my pussy. He kept pounding and I kept cumming. It was fantastic. I looked at my husband who was rubbing the outside of his pants as Kyle and I were fucking. I heard a loud click and Kyle said hang on. He went to his desk and picked up his phone and said, “Elaine, we need a new tape, please bring it in and set it up. He came back over and started fucking me again. 1 minute later the door popped open and Elaine his 50 something secretary came in and went about changing the tape. Kyle popped up his head from eating my pussy and said Elaine, can you help Judy’s husband get undressed. I was too busy paying attention to my pussy being eaten when I heard Elaine laugh and say, “wow Judy, you weren’t k**ding it is small.” Elaine stayed in with us and got undressed herself. She put on a strap on dildo and came over and started fucking me while Kyle entered her doggie style.
For the next two hours, we had fun while making my husband watch. Later on, he admitted he had a lot of fun being humiliated that way.
He has asked me to do another one, I said I would under one condition. I want good ideas of what I can do to him. He loves to be humiliated so please give me ideas. I will consider all. I told him if any of you answer, he has to share it with me. I’ll even share pictures of what I have him do. Just remember he likes to be humiliated so ANYTHING goes
Let me tell you a little more about my husband. He has been cuckolded for over 30 years. He actually has not fucked in that time. I do jerk him off every couple of weeks and fill him in on some of what I have done. I keep a lot to myself figuring he doesn’t need to know. His cock really is that small. 2 inches hard at best. It really is a lady clit. But he can shoot a long way when I play with it. I also love the fact that he has man tits. Would love it if I could get them to squirt milk. If anyone reading it this has an idea of how to please let me know.
One thing I have never understood is why he likes to be humiliated. He loves to have me be more physically abusive. He loves when I pee on him, He loves to have his man tits twisted and pulled. When I do jerk him off he loves for it to take hours if possible before I let him cum. He won’t admit it but when I come home with a pussy full of cum he loves to lick it out. When I jerk him off he always asks about the guys and their cocks. How big are they, how much of my pussy do they fill, how does their cum taste? I always figured he was gay or bi and made sure he could suck cock. I even have him on some of those gay sites so I can watch him get fucked or sucked.
Only a few people know about my secret life. One of my husband’s assistants, my best friend, my ther****t and 2 of my sisters. One of those sisters showed me how to suck cock and make love to our dog. That sister has a love of fuck fest parties at her house. At one of those parties I fucked 27 people. Men and women. My sister couldn’t believe what got into me after I drank a little.
When I got home the next morning I had come all over me and in all of my holes. My pussy was stretched so much I could have probably taken an entire fist. When I got home I through off my coat and my husband could see that I came home naked. I walked over to him and took his hand and put it on my soaking wet pussy. I pulled him up and took him to the bedroom and told him he had to get undressed. Once he was naked and I made my normal comments about his lady clit, I laid down and had him lick me clean. I was so filled with cum it took him 45 minutes to get the job done.
He may have a small cock, but he is really good with his tongue. As his tongue was twisting around my clit and making that little nub stand out, he was able to make me come 6 times. He completely cleaned out my pussy and my ass. When he was done, I asked him if I tasted good. He told me I always taste good filled with fresh cum.
I took him by the hand and went over to the computer. We looked up a lot of porn sites that afternoon most of them about cuckold situations. Finally, one of the websites I went to had the title BBW cuckoldress and her cross-dressing lover. I turned it on and about 30 seconds into it he goes that’s you. I said, “of course it is.” He said, “I can’t believe you put it on the internet.” He then realized it had over 20, 000 views. I said, “I only wish I got paid for each of those views.
I ordered pizza for dinner and he kept saying you should get dressed it is going to be here soon. I had already decided to have some fun with it but didn’t tell him. The doorbell rang a few minutes later and I got up naked and went to the door. I opened it and the look on the face of the 20 something pizza delivery guy was priceless. He stammered he had our pizza. I took the pizza and said I just didn’t tom get the cash. I turned around and walked over to my purse and gave him a view of my big naked ass. I walked over and handed him a $50 bill and he stammered he didn’t have change. I said, “don’t worry, that will be part of your tip.” With that I reached down and unbelted his pants and pulled down his pants and underwear.
Out popped his glorious 9 inches of young manhood. I went down and in about 2 minutes he was grunting and twitching. All of a sudden I felt this hot steamy cum filling my mouth, and he had a load. When he was done filling my mouth, I walked over to my husband and bent down to kiss him where he sat and fed him all of that yummy cum. After I filled my husband’s mouth with cum, I walked back to our delivery man and whispered in his ear. He got a smile on his face and said, “really?” I smiled and said, “2 hours.”
With that I went to my husband and took him by the hand into our bedroom. Sat him in his viewing chair and tied him down and blindfolded him. As soon as I was done I called my sister and told her to come over. 30 minutes later she and my other sister got to the house and I took them to the bedroom. When we got there my sister Sheri goes, “wow you were serious it really is that small.” I told them to get ready just as the doorbell rang again. I left as they were getting undressed.
My pizza delivery man was back and he brought 2 friends with. I was still naked and looked at them and smiled and said,” hope you guys have some stamina.” I led them to the bedroom where my sisters were waiting naked. We are all different. My sister Sheri has smallish tits like me but with these huge areolas and I don’t think she ever heard of the word ladyscaping as she has never shaved around her pussy. My sister Trish had implants and was a proud 38D and her pussy was shaved like mine. The guy’s eyes got wide and the three of us descended on them. Turns out my sister Trish as the star of the party. Sheri and I got to cum but Trish was impaled. I don’t think she had ever been with more than one person. She managed to take Steve, our pizza guy in her pussy and had one of his friend in her ass and took the last guy all 10 inches in her mouth.
I went over to my husband and described what was happening. I finally took off his blindfold just before Trish started to orgasm. That was a sight to see. She went rigid with that first wave of orgasm and it went on for a full five minutes as she just kept spasming with orgasm after orgasm. When she was done, you could hear the cocks pop out of her ass and her pussy with a true pop. She had cum all over her face and collapsed on the bed. As she lay there recuperating Sheri and I finished off the guys. When we were done, I showed them to the door and thanked them but made sure I had their phone numbers.
When I got back to the bedroom my sister Trish was laying there completely spent. I looked at her and laughed. She lifted her head up and said, “I never have never been fucked like that with cocks so big.” I laughed and said, “that was obvious.” She just smiled back. I said, “you really need to get cleaned up though.” She started to ask where the shower was but I told her, “Just wait.” I went over and got my husband and brought him over to Trish and said, “clean-up we want no evidence.” With that he went down on Trish and proceeded to clean every hole she had just had filled. She must have cum 3 or 4 more times as he cleaned her and when He was done she said, “wow, no cock to speak of but his tongue can work magic.” She lay there spent and suggested my husband deserved a treat. I said,” ok you guys can help with the way I normally do it.”
I had him lie on the bed and tied his ankles and wrists. I told my sisters they can pinch and twist his nipples and masturbate him while I fill him in on my last couple of weeks and show him my new video. I put a DVD in the player and turned it on and my sisters and husband got to see me get fucked by a crossdressing friend and his son. My sisters played and twisted with my husband’s lady clit and man tits while I filled them in on my exploits. 90 minutes later he shot his load and my sister Trish goes “wow for such a small cock he shoots a lot.” And boy he did.
One of my greatest joys is surprising my husband with things that he would never suspect I would do. He had no idea I was fucking my ther****t, who I had seen for over 20 years. I decided he should learn the truth. I Suggested he come with me one time so we could have couples counseling. He was very reluctant but finally agreed. The day we got there we went in and I introduced them. Kyle my ther****t told my husband he was a guest and should sit there until he was involved in the discussion, He also told him that he films all sessions so that he could go back and that the patient could have a copy if they wanted. He agreed to it all.
We started with small talk and then Kyle asked how the last couple of weeks had been. I started to tell him about the fucking I had done and my husband’s eyes got wide and he said, “what are you doing?” Kyle jumped in and said, “remember you can’t join in until Judy invites you.” I just smiled and said, “don’t worry, Kyle knows everything about me and what I do.” I went on with what I had been doing and it made me horny and I started to grind in my seat. Kyle said, “it looks like what you are talking about is affecting you why don’t you make yourself totally comfortable.” With that I stood up and got completely naked.
The look on my husband’s face was priceless as I was now naked and sat back down and stared recounting my week. The more I was talking the hornier I got and I was furiously rubbing my pussy. The more I talked the more I was grinding on the chair. Kyle was watching me with a smile on his face, as he turned to my husband and said, “what are you thinking about now.” My husband stammered and said,” I can’t believe she is doing that and telling you all of this.” Kyle laughed and said, “I’ve heard for years how you have forced Judy to fuck others to make up for your miniscule excuse of a penis.” My husband looked flabbergasted like he didn’t know what to say. With that Kyle got up and walked over to me and started massaging my now huge nipples and licking my soaking wet pussy. I managed to moan out, “don’t stop, go faster I’m cuuuummmmiiiing” With that orgasm I looked over at my husband and enjoyed the bemused look he had on his face.
Kyle stood up and got undressed. When he did his 8 plus inches of manhood sprung out and he properly slammed it in my pussy. He kept pounding and I kept cumming. It was fantastic. I looked at my husband who was rubbing the outside of his pants as Kyle and I were fucking. I heard a loud click and Kyle said hang on. He went to his desk and picked up his phone and said, “Elaine, we need a new tape, please bring it in and set it up. He came back over and started fucking me again. 1 minute later the door popped open and Elaine his 50 something secretary came in and went about changing the tape. Kyle popped up his head from eating my pussy and said Elaine, can you help Judy’s husband get undressed. I was too busy paying attention to my pussy being eaten when I heard Elaine laugh and say, “wow Judy, you weren’t k**ding it is small.” Elaine stayed in with us and got undressed herself. She put on a strap on dildo and came over and started fucking me while Kyle entered her doggie style.
For the next two hours, we had fun while making my husband watch. Later on, he admitted he had a lot of fun being humiliated that way.
He has asked me to do another one, I said I would under one condition. I want good ideas of what I can do to him. He loves to be humiliated so please give me ideas. I will consider all. I told him if any of you answer, he has to share it with me. I’ll even share pictures of what I have him do. Just remember he likes to be humiliated so ANYTHING goes
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