Milwaukee Cuckold and a friend
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Milwaukee Cuckold And A Friend free porn video
Milwaukee Cuckold and a family Friend
Judy and I have had a cuckold relationship for over 20 years. One of her sisters and her best friend knew but none of our other personal acquaintances knew what sort of life we really led.
She threatened to tell friends and family members all of the time but never did. I came home from work one Friday and I see the dinner table set for 3 people. Judy walked in the room then and she was wearing one of her really short skirts and her top was done for maximum effect and she is wearing her 5 inch heels.
I smiled at her and said, “is someone coming for dinner?” She smiled and said, “yes, Jan.” I laughed and said, “you are wearing your come fuck me outfit for Jan?” She smiled back and said, “sure why not?” She just kept smiling and getting ready for dinner.
Our friend Jan has been friends with us for 30 years. She is about 10 years older than us and kind of on the frumpy side. Her and Judy chat about sex a lot so I know she is always horny. As dinner got closer, Judy came up to me and said, “whatever happens tonight just go with the flow, because Jan is going to find out what type of lifestyle we lead and that you are a cuckold.” I looked at her and said, “you’re k**ding, right?” She just smiled back at me.
Jan got there a little bit before dinner and I opened a bottle of wine and we were sitting in the family room when Judy walked in. Jan looked up and said to Judy, “wow you look ready to go out and hit the bars.” Judy laughed and said, “hoping for a fun filled night at home.”
During dinner on our third glass of wine, Jan looked at Judy and said, “so what type of fun are you hoping for tonight?” Judy said, “I’m hoping to get filled with cum!” Jan laughed and said, “well whenever you guys want to fuck, let me know and I can leave.”
Judy smiled and said, “I’m not going to fuck him, his penis is way to small.” Jane dropped her fork and had a bewildered look on her face. Judy laughed and said, “I haven’t fucked him in 15 years, I have friends with benefits.” Jan said, “and he doesn’t mind???”
Judy turned to her and said, “he gets off on me fucking others. You are the first person besides my sister I have ever told.” Jan started laughing and said, “come on tell me really what’s happening.” Judy said let’s finish and go in the family room.
Once we were seated in the family room all of us with another glass of wine, Judy told Jan the entire story of our cuckhold relationship. Jan listed raptly mouth hanging open. When Judy finished Jan said, “you’re k**ding his penis can’t be that small can it?” Judy looked at me and said, “go on up to the bedroom and put on the outfit I left out for you.”
Hesitatingly I got up and went up to the bedroom and putting on the panties and thigh high stockings Judy left out for me and sat on the couch. In about 10 minutes Judy and Jan came up to the bedroom. Jan saw me sitting there and walked over. She checked me out moving the panties aside and pinching my nipple and turned to Judy and said, “wow it is as small as you said.” Judy laughed and said, “ I invited a friend and a couple of his friends over tonight figuring you and I could have some fun. You only have to do what you want to do.”
The doorbell rang and Judy started to go to answer it. She looked back at Jan and said, “you can watch, or fuck or whatever you want.” Judy came back with one of my patients Bill and his girlfriend.” Bill looked at me and said, “hey doc, hope you enjoy the show.”
With that Judy walked over to Bill and started kissing him. Bill’s girlfriend Amanda helped Judy get undressed and then helped Bill get undressed when his cock popped out I heard a wow from Jan sitting next to me as it was easily 9.5-10 inches and thick. Amanda then got herself undressed. She walked over to help Jan who had sat on the couch next to me but Judy said, “don’t worry she’ll join in when she is ready.”
Judy and Bill were still kissing when Judy got down on her knees and started licking up and down the shaft of Bill’s now rock hard cock. Soon she was fitting the entire monster into her mouth. Jan sitting next to me was rubbing her hand on the outside of her own pussy and leaned over to me and said, “watching her do this, excites you?” I looked back and said, “you have no idea how much and she is going to have some monster orgasms. You may want to join.”
Pretty soon Judy was kneeling on the bed waiting for Bill to enter doggy style while Amanda was laying below them waiting to attack Judy’s cunt and Bill’s cock. Bill slowly entered Judy and Judy was yelling, “stick it all in, oh God please fill me up.” Jan leaned over and said, “did you know them before Judy played with them?” I said yes, he’s a patient of mine.
As Judy was being serviced by both Bill and Amanda she was moaning and begging for more, Bill looked over at me and said, “hey doc, don’t you wish you could do this to her?” Judy laughed and said, “his cock is useless so he can’t.” All of this seemed to excite Jan even more and she stood up and got undressed. She has big saggy boobs with massive nipples she moved over to the bed and Bill said, “Amanda can you help get our new friend ready.”
Amanda led Jan to lie down and started playing with her saggy tits while fingering her now wet cunt. Pretty soon she moved her mouth down to her box and started flicking her tongue. Pretty soon Jan was moaning and as Bill and Judy were yelling as they came you could see the cum oozing out of Judy’s box. They finished and moved their attention to Jan, Bill started to mount her in a missionary position and you could her Jan squealing, “it’s so big please don’t stop.”
Pretty soon, Bill is pounding away at her pussy while Judy and Amanda are playing with her tits. Jan came so hard I didn’t know if she had ever had an orgasm like that. For the next three hours Judy and Jan fucked and sucked Bill in any possible position imaginable. Bill pumped so much cum into them I was not sure they could eve walk. Poor Amanda is Bill’s sub and was just there to help facilitate. When they were finished Jan lay on the bed totally exhausted. Bill got up and walked over to me and said, “thanks for the fun, et me know anytime Judy needs a good fucking.” Amanda walked over to me and gave me a kiss with full tongue and said, “thanks for all the fun,” and then she pinched my nipple.
Judy walked back into the room and you could see cum running down her leg and all over her vaginal area. She walked up to bed and said to Jan, “hope you had some fun.” Jan looked up at her and said, “I’ve never had sex like that or cum like that.” Judy laughed and said, “it’s real late, you should stay over, and besides we need to get you cleaned up.” She laughed and said, “are you going to help give me a shower.”
Judy laughed and said, “we have a better way to clean you.” She had Jan move over and waved me over and had me lie down and told Jan, “we’ll let him clean you since he likes it so much so just squat over him and let him do it.” Jan squatted over me and I flicked my tongue at her cum drenched box. She was starting to squirm and I heard Judy say, “if you want to can play with his nipples or penis while we talk about him.”
Jan and Judy both started playing with my nipples and penis and Jan started to squirm more saying, “I think I’m going to cum again.” Judy said, “go ahead and cum as much as you want and have him lick
as much as you want.” Over the next hour I cleaned them both out and they each came a couple of more times. When I finished Judy had me go back over to the couch and told Jan, “It’s time to reward him if you think he licked good” Jan laughed and said, “for a dickless wonder he is good with his tongue. So how do we reward him.”
Judy, said, “well let’s play with him and let him cum. But he can’t cum until we say it is ok. For the next 45 minutes they stroked my mini dick and played with my nipples and talked about how much fun they had with Bill’s massive cock and each time I came close they stopped and wouldn’t let me cum, finally Jan said, “Oh let’s let him cum.” I didn’t wait and just exploded. Jan was amazed at how far it flew. When they finished Judy said we can leave him here and we can sleep in the bed.
About 3 hours later I wake to Jan and Judy going at it in the bed and I hear Jan say, “I’ve never done it with a girl before.” Judy said, just enjoy.” I tried to turn so I could watch them get into a 69 position……………..
Judy and I have had a cuckold relationship for over 20 years. One of her sisters and her best friend knew but none of our other personal acquaintances knew what sort of life we really led.
She threatened to tell friends and family members all of the time but never did. I came home from work one Friday and I see the dinner table set for 3 people. Judy walked in the room then and she was wearing one of her really short skirts and her top was done for maximum effect and she is wearing her 5 inch heels.
I smiled at her and said, “is someone coming for dinner?” She smiled and said, “yes, Jan.” I laughed and said, “you are wearing your come fuck me outfit for Jan?” She smiled back and said, “sure why not?” She just kept smiling and getting ready for dinner.
Our friend Jan has been friends with us for 30 years. She is about 10 years older than us and kind of on the frumpy side. Her and Judy chat about sex a lot so I know she is always horny. As dinner got closer, Judy came up to me and said, “whatever happens tonight just go with the flow, because Jan is going to find out what type of lifestyle we lead and that you are a cuckold.” I looked at her and said, “you’re k**ding, right?” She just smiled back at me.
Jan got there a little bit before dinner and I opened a bottle of wine and we were sitting in the family room when Judy walked in. Jan looked up and said to Judy, “wow you look ready to go out and hit the bars.” Judy laughed and said, “hoping for a fun filled night at home.”
During dinner on our third glass of wine, Jan looked at Judy and said, “so what type of fun are you hoping for tonight?” Judy said, “I’m hoping to get filled with cum!” Jan laughed and said, “well whenever you guys want to fuck, let me know and I can leave.”
Judy smiled and said, “I’m not going to fuck him, his penis is way to small.” Jane dropped her fork and had a bewildered look on her face. Judy laughed and said, “I haven’t fucked him in 15 years, I have friends with benefits.” Jan said, “and he doesn’t mind???”
Judy turned to her and said, “he gets off on me fucking others. You are the first person besides my sister I have ever told.” Jan started laughing and said, “come on tell me really what’s happening.” Judy said let’s finish and go in the family room.
Once we were seated in the family room all of us with another glass of wine, Judy told Jan the entire story of our cuckhold relationship. Jan listed raptly mouth hanging open. When Judy finished Jan said, “you’re k**ding his penis can’t be that small can it?” Judy looked at me and said, “go on up to the bedroom and put on the outfit I left out for you.”
Hesitatingly I got up and went up to the bedroom and putting on the panties and thigh high stockings Judy left out for me and sat on the couch. In about 10 minutes Judy and Jan came up to the bedroom. Jan saw me sitting there and walked over. She checked me out moving the panties aside and pinching my nipple and turned to Judy and said, “wow it is as small as you said.” Judy laughed and said, “ I invited a friend and a couple of his friends over tonight figuring you and I could have some fun. You only have to do what you want to do.”
The doorbell rang and Judy started to go to answer it. She looked back at Jan and said, “you can watch, or fuck or whatever you want.” Judy came back with one of my patients Bill and his girlfriend.” Bill looked at me and said, “hey doc, hope you enjoy the show.”
With that Judy walked over to Bill and started kissing him. Bill’s girlfriend Amanda helped Judy get undressed and then helped Bill get undressed when his cock popped out I heard a wow from Jan sitting next to me as it was easily 9.5-10 inches and thick. Amanda then got herself undressed. She walked over to help Jan who had sat on the couch next to me but Judy said, “don’t worry she’ll join in when she is ready.”
Judy and Bill were still kissing when Judy got down on her knees and started licking up and down the shaft of Bill’s now rock hard cock. Soon she was fitting the entire monster into her mouth. Jan sitting next to me was rubbing her hand on the outside of her own pussy and leaned over to me and said, “watching her do this, excites you?” I looked back and said, “you have no idea how much and she is going to have some monster orgasms. You may want to join.”
Pretty soon Judy was kneeling on the bed waiting for Bill to enter doggy style while Amanda was laying below them waiting to attack Judy’s cunt and Bill’s cock. Bill slowly entered Judy and Judy was yelling, “stick it all in, oh God please fill me up.” Jan leaned over and said, “did you know them before Judy played with them?” I said yes, he’s a patient of mine.
As Judy was being serviced by both Bill and Amanda she was moaning and begging for more, Bill looked over at me and said, “hey doc, don’t you wish you could do this to her?” Judy laughed and said, “his cock is useless so he can’t.” All of this seemed to excite Jan even more and she stood up and got undressed. She has big saggy boobs with massive nipples she moved over to the bed and Bill said, “Amanda can you help get our new friend ready.”
Amanda led Jan to lie down and started playing with her saggy tits while fingering her now wet cunt. Pretty soon she moved her mouth down to her box and started flicking her tongue. Pretty soon Jan was moaning and as Bill and Judy were yelling as they came you could see the cum oozing out of Judy’s box. They finished and moved their attention to Jan, Bill started to mount her in a missionary position and you could her Jan squealing, “it’s so big please don’t stop.”
Pretty soon, Bill is pounding away at her pussy while Judy and Amanda are playing with her tits. Jan came so hard I didn’t know if she had ever had an orgasm like that. For the next three hours Judy and Jan fucked and sucked Bill in any possible position imaginable. Bill pumped so much cum into them I was not sure they could eve walk. Poor Amanda is Bill’s sub and was just there to help facilitate. When they were finished Jan lay on the bed totally exhausted. Bill got up and walked over to me and said, “thanks for the fun, et me know anytime Judy needs a good fucking.” Amanda walked over to me and gave me a kiss with full tongue and said, “thanks for all the fun,” and then she pinched my nipple.
Judy walked back into the room and you could see cum running down her leg and all over her vaginal area. She walked up to bed and said to Jan, “hope you had some fun.” Jan looked up at her and said, “I’ve never had sex like that or cum like that.” Judy laughed and said, “it’s real late, you should stay over, and besides we need to get you cleaned up.” She laughed and said, “are you going to help give me a shower.”
Judy laughed and said, “we have a better way to clean you.” She had Jan move over and waved me over and had me lie down and told Jan, “we’ll let him clean you since he likes it so much so just squat over him and let him do it.” Jan squatted over me and I flicked my tongue at her cum drenched box. She was starting to squirm and I heard Judy say, “if you want to can play with his nipples or penis while we talk about him.”
Jan and Judy both started playing with my nipples and penis and Jan started to squirm more saying, “I think I’m going to cum again.” Judy said, “go ahead and cum as much as you want and have him lick
as much as you want.” Over the next hour I cleaned them both out and they each came a couple of more times. When I finished Judy had me go back over to the couch and told Jan, “It’s time to reward him if you think he licked good” Jan laughed and said, “for a dickless wonder he is good with his tongue. So how do we reward him.”
Judy, said, “well let’s play with him and let him cum. But he can’t cum until we say it is ok. For the next 45 minutes they stroked my mini dick and played with my nipples and talked about how much fun they had with Bill’s massive cock and each time I came close they stopped and wouldn’t let me cum, finally Jan said, “Oh let’s let him cum.” I didn’t wait and just exploded. Jan was amazed at how far it flew. When they finished Judy said we can leave him here and we can sleep in the bed.
About 3 hours later I wake to Jan and Judy going at it in the bed and I hear Jan say, “I’ve never done it with a girl before.” Judy said, just enjoy.” I tried to turn so I could watch them get into a 69 position……………..
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