Milwaukee Cuckhold
- 2 years ago
- 9
- 0
Milwaukee Cuckhold Before The Cuckhold free porn video
After we were married we were always horny. Judy knew I loved to see her play with herself and do whatever she could so I could watch her come. She had filled me in on some of the kinky things she had done when she was young like doing it with her sister-in-law at parties and even having sex with her dog.
She also loved staying in contact with her friends and most of them were not married but occasionally we would go out with some of them. I always felt like a third wheel but she liked to see those friends. One night we went out to dinner with her best friend Lisa. Lisa was heavy set and frumpy looking. Judy told me she loved playing with herself and loved to hear what Judy and their other friends were doing sexually. Judy had never had sex with her but they used to play with themselves in front of each other.
We went to a pizza place for lunch one Saturday and I had gone to the bathroom and was heading back to the table and was around the corner when I heard the two of them talking. Judy was saying the sex was good, but that my cock was too small to do much to her but my tongue could bring her to an orgasm within minutes and keep on going. Lisa asked if my small cock bothered her and she said not at all because she loved me and he had a great tongue.
Lisa then said, “is his cock really that small?” Judy said, “yeah, it’s about two and a half inches” and then she laughed. Lisa said, “Is it really that small?” Judy laughed again and said, “you’ve never seen a cock you wouldn’t be able to tell. “Lisa must have blushed because Judy said, “boy that made you red, bet you would love to see his.”
At that moment, I got back to the table. Lisa was still bushing and they got quiet but Lisa’s head was bobbing up and down I assume at Judy’s comment. I asked if I missed anything and Judy said, “no nothing big” and both she and Lisa laughed. We went to play paintball after that.
During paintball, they double teamed me and managed to get paint on my arms and other parts of my body. When we got back to our apartment Judy suggested I go take a shower and her and Lisa would get comfortable. I went in and took a shower, when I came out my clothes weren’t by our sink where I thought I left them. I ran from the bathroom to our bedroom where I didn’t see my clothes either. I did see several of Judy’s toys laying out though and the ropes she used to bind me when we had fun. Our clothes closet was in our spare room and I wasn’t going to traipse in there naked.
I yelled to Judy that I needed clothes. She brought me a robe and said stay comfortable and come out to the family room so we can play some games. When I got out there her and Lisa were sitting there and I could tell they had taken their bras off as pointy nipples were showing through their shirts. I asked, “what games do you want to play.” Judy smiled and said, “how about truth or dare?” I laughed and said, “you two wouldn’t have the guts to play truth or dare where anything goes.” Judy laughed and said, “I would but you two wouldn’t” Lisa blushed again and said, “if you two play, I will too.”
So, the ground rules were set. Each person got to ask the roasted a truth and the if they chose not to answer or they lied then it was a dare but after every five questions, if there hadn’t been a dare there would be. They decided they would each ask me a question first.
Lisa went first and said to me, “is it true that you have a really tiny cock?” I knew it was a setup at that point but decided to go along with it. I stammered a little and said, “yes, it is small” in a really demurred voice. Judy laughed, “and said he told the truth on that one.” It was now Judy’s turn to ask a question, and she said, “does it turn you on to have your wife fucked by others?” I decided to play along and said, I would rather have the dare. Judy laughed and turned to Lisa and said, “you can take the dare.” Lisa smiled and told me to get undressed as I would have to sit there naked after she got to examine me. I stood up took off my robe and went to stand in front of her.
She started to examine my cock and squeeze my balls and then ran her hand between my thighs and reached up to pinch my nipples. Judy sat there the entire time smiling. We asked Judy some questions which didn’t faze her and then Judy got to ask Lisa a question. She said, “even though his cock is small it still excited your virgin pussy, didn't it? Lisa blushed and said she would take the dare. Judy smiled at us both and said, “Lisa go get undressed and lay on the bed and wait for the rest of the dare.” Lisa didn’t even hesitate and went into our bedroom and I could hear her undressing. Judy turned to me and said, “I’d have you pop her cherry but your cock is too small, so go use your tongue to make her cum.”
I went into the bedroom and Lisa was laying on the bed her big saggy boobs with their pointy nipples laying off to the side and her hand seriously massaging her vaginal lips. Judy told her to stop as she was about to have oral sex for the first time. She stopped and I went over, spread her legs apart and moved my tongue down by her sopping pussy. I started slowly gently flicking my tongue all around. Lisa started grinding her ass against the bed and moaning. I started pushing my tongue deep and all around. Her moaning got louder and Judy said, “Start pinching your nipples.”.
I was doing this for about 10 minutes when Lisa started moaning louder and said, “Oh God, please don’t stop go faster.” I did as she asked about 3 minutes later there was a loud moan and a scream from Lisa as she squirted all over my face. She begged me not to stop and Judy said, “you heard her keep going.” I did as I was told. Lisa came 3 more times over the next half hour and when I was done I looked up to see Judy sucking and biting on Lisa’s nipples and Judy was naked and she must have played with herself as her pussy stood gaping wide and soaking wet.
Judy reached down and took my wrist and slipped the ropes over them and secured me to the bed. Of course, I offered no resistance. She then went over to Lisa and asked if she was ok. Lisa smiled and said she had never felt anything like that and she didn’t want to stop. Judy said, “Don’t worry we aren’t but we are only going to let him listen and not see. She put a blindfold on me and for the next three hours Judy showed her how to use all of her toys. I heard them going at it and they must have each come 10 times. I have never heard anyone beg as much as Lisa. At different points Judy would come over and have me feel their pussy’s. I have never felt anyone so wet as these two. As they were still going at it Lisa said to Judy, “what time is Lori coming over.” Judy said, “don’t worry we still have time to cum some more before she does.” They proceeded to eat each out and fuck each other for the next two hours. S they stood up Lisa looks at Judy and I and says, “I had a lot to make up for, thank you both.” Judy gave her a kiss slipping her some tongue and says, “who’s to say we are done?”
They walked around naked for the next hour or so and occasionally would come over to have me fell their cum soaked pussy’s. Finally, Lisa said to me, “it’s funny the first cock I get to see in person is so small like a 10-year old’s.” With that she pinched my nipple and said to Judy, “I can’t wait to tell Lori I lost my virginity.” Judy said, “I wouldn’t do it like that but maybe we can have some fun doing it. Lisa smiled and said, “sounds great.”
Judy walked over and told me she was going to leave me bound on the bed and that I should be quiet when Lori comes over. Judy and Lisa came into get dressed in front of me. They decided to go without bras and panties just wearing tank tops and skirts. Judy gave me a kiss and told me to be quiet and turned the baby monitor on so I could listen.
I heard the door buzzer about an hour later and figured it must be about 7pm. Lori came in and Judy gave everyone a wine cooler. Over the next hour, you could hear everyone loosen up but they weren’t drunk. Lisa said, “so what should we do tonight?” Lori said, “How about ordering a pizza and playing games.” Judy said, “great idea.” She ordered a couple of pizzas and said they would be there in about 30 minutes so what game should they play. They couldn’t decide on one so Judy said, “well if you guys weren’t wimps, I would suggest Strip Poker, but you guys are probably chicken.” Lisa laughed and said, “I’m no wimp I’ll play.” Lori said, “I’ll play.”
Judy said, “ok losers have to take an item of clothing off and once someone is naked if they lose again they have to do a penalty.” Everyone agreed and they started playing. Shortly Judy was down to just her skirt while the others had lost less when there was a knock on the door. Judy got up to go to the door and Lori said, “you are half naked!” Judy smiled and said, “so?”
Judy opened the door wearing only her skirt and it was the pizza deliveryman. Judy put the pizzas down and told the guy I only have enough cash for the pizzas how about something else for the tip. The young guy stammered and Judy pulled him closed the door and reached down opened his pants and let his cock out. It was already hard so she got on her knees and place the stiff shaft in her mouth and lick it up down and around. She had the whole thing in her mouth and was going at it and the young guy was grunting and moaning the whole time and all of a sudden, he exploded filling her mouth with cum. She zipped him and said thank you as she pushed him out the door as he stammered.
She walked back over to Lori and Lisa and Lori was sitting there wide mouthed. Judy said, “Ok that was fun, let’s break while we eat.” While they were eating, the talk turned around to how could Judy do that, she’s married. Judy laughed and said, “It’s not that big a deal I have lots of friends I do that with!” Lori’s mouth was agape and said, “but you are married!” Judy laughed and said, “Don’t worry, he knows everything I do.” “Wow” was all Lori said.
Judy then began to explain. “he has a tiny dick and I married him because I love him not because he can fuck me. He likes to hear about me with other people and he does have a great tongue, just ask Lisa.” Lisa laughed and said, “He’s really good with his tongue, I came almost as good with Judy and her toys.”
As the three of them sat around half naked eating pizza Judy and Lisa told Lori about earlier that afternoon. Judy walked over to her and had her stand up and started tweaking her nipples and bent up to kiss her with her tongue. Lori stood there and let it happen. Judy said, “if you really want to see how small it is that is cool as long as you are willing to play.” Lori said, “OK”.
Judy finished kissing her and helped her finish getting undress as Lisa was already naked and Lori could see how wet both their pussies were. Judy took Lori by the hand and brought her to the bedroom. I was laying there and the next thing I hear is Lori saying, “wow who thought the first cock I ever saw would be so small.” Lisa said, “don’t worry try his tongue.” Lori had a funny look on her face and Judy pulled her over to the bed and had her lay down. She untied my hands and told me to make Lori feel good. I bent between Lori’s legs and slowly massaged her clit. She started to relax and loosen up and I started to dart my tongue in and out. Pretty soon she was panting and moaning. All of a sudden, she grabbed my head and pushed in harder to her glistening pussy. She soon let out a large moan which went on for two minutes. Lisa and Judy congratulated her on her first real orgasm. She told me to keep licking and her and Lisa linked up and got into a 69. Lori tapped me on the shoulder and pointed to those two and I said, “they’ll make you join soon.
I licked and fingered Lori to another 3-4 orgasms and then Judy tied me back up and told me to enjoy the show. Judy then put on her medium sized strap on and proceeded to fuck both Lori and Lisa. When they were done being fucked they started to attack each other orally. Over the next 2 hours they continued to cum a variety of ways while I watched. When they were done, Judy said to the Lisa and Lori, “How would you guys like to see a little dick cum.” They both smiled and yelled, “Yes.”
Judy moved me to the middle of the bed and left me tied up. She put a blindfold on me and told me to lay back and enjoy but not to cum until she ok’d it. She had one of her friends get on each side of my upper torso and told them to play and pinch y nipples and they could do it anyway they want and pinch as hard as they want. They started to do that and I started to squirm a little it felt like heaven. Judy cupped my teeny weeny and started to play with it asking her friends if they wanted to hear how we got started in this year.
For the next 45 minutes Judy continued to play without letting me cum. My tits felt like they had been manhandled but felt so good. After telling the whole story, Judy said to me, “Ok go ahead and cum.” I started to squirm but let go and Judy told me later that I actually hit Lori in the face. When we were done and I was still tied there, Judy showed her friends to the door and then I heard them both say, when can we come back………
She also loved staying in contact with her friends and most of them were not married but occasionally we would go out with some of them. I always felt like a third wheel but she liked to see those friends. One night we went out to dinner with her best friend Lisa. Lisa was heavy set and frumpy looking. Judy told me she loved playing with herself and loved to hear what Judy and their other friends were doing sexually. Judy had never had sex with her but they used to play with themselves in front of each other.
We went to a pizza place for lunch one Saturday and I had gone to the bathroom and was heading back to the table and was around the corner when I heard the two of them talking. Judy was saying the sex was good, but that my cock was too small to do much to her but my tongue could bring her to an orgasm within minutes and keep on going. Lisa asked if my small cock bothered her and she said not at all because she loved me and he had a great tongue.
Lisa then said, “is his cock really that small?” Judy said, “yeah, it’s about two and a half inches” and then she laughed. Lisa said, “Is it really that small?” Judy laughed again and said, “you’ve never seen a cock you wouldn’t be able to tell. “Lisa must have blushed because Judy said, “boy that made you red, bet you would love to see his.”
At that moment, I got back to the table. Lisa was still bushing and they got quiet but Lisa’s head was bobbing up and down I assume at Judy’s comment. I asked if I missed anything and Judy said, “no nothing big” and both she and Lisa laughed. We went to play paintball after that.
During paintball, they double teamed me and managed to get paint on my arms and other parts of my body. When we got back to our apartment Judy suggested I go take a shower and her and Lisa would get comfortable. I went in and took a shower, when I came out my clothes weren’t by our sink where I thought I left them. I ran from the bathroom to our bedroom where I didn’t see my clothes either. I did see several of Judy’s toys laying out though and the ropes she used to bind me when we had fun. Our clothes closet was in our spare room and I wasn’t going to traipse in there naked.
I yelled to Judy that I needed clothes. She brought me a robe and said stay comfortable and come out to the family room so we can play some games. When I got out there her and Lisa were sitting there and I could tell they had taken their bras off as pointy nipples were showing through their shirts. I asked, “what games do you want to play.” Judy smiled and said, “how about truth or dare?” I laughed and said, “you two wouldn’t have the guts to play truth or dare where anything goes.” Judy laughed and said, “I would but you two wouldn’t” Lisa blushed again and said, “if you two play, I will too.”
So, the ground rules were set. Each person got to ask the roasted a truth and the if they chose not to answer or they lied then it was a dare but after every five questions, if there hadn’t been a dare there would be. They decided they would each ask me a question first.
Lisa went first and said to me, “is it true that you have a really tiny cock?” I knew it was a setup at that point but decided to go along with it. I stammered a little and said, “yes, it is small” in a really demurred voice. Judy laughed, “and said he told the truth on that one.” It was now Judy’s turn to ask a question, and she said, “does it turn you on to have your wife fucked by others?” I decided to play along and said, I would rather have the dare. Judy laughed and turned to Lisa and said, “you can take the dare.” Lisa smiled and told me to get undressed as I would have to sit there naked after she got to examine me. I stood up took off my robe and went to stand in front of her.
She started to examine my cock and squeeze my balls and then ran her hand between my thighs and reached up to pinch my nipples. Judy sat there the entire time smiling. We asked Judy some questions which didn’t faze her and then Judy got to ask Lisa a question. She said, “even though his cock is small it still excited your virgin pussy, didn't it? Lisa blushed and said she would take the dare. Judy smiled at us both and said, “Lisa go get undressed and lay on the bed and wait for the rest of the dare.” Lisa didn’t even hesitate and went into our bedroom and I could hear her undressing. Judy turned to me and said, “I’d have you pop her cherry but your cock is too small, so go use your tongue to make her cum.”
I went into the bedroom and Lisa was laying on the bed her big saggy boobs with their pointy nipples laying off to the side and her hand seriously massaging her vaginal lips. Judy told her to stop as she was about to have oral sex for the first time. She stopped and I went over, spread her legs apart and moved my tongue down by her sopping pussy. I started slowly gently flicking my tongue all around. Lisa started grinding her ass against the bed and moaning. I started pushing my tongue deep and all around. Her moaning got louder and Judy said, “Start pinching your nipples.”.
I was doing this for about 10 minutes when Lisa started moaning louder and said, “Oh God, please don’t stop go faster.” I did as she asked about 3 minutes later there was a loud moan and a scream from Lisa as she squirted all over my face. She begged me not to stop and Judy said, “you heard her keep going.” I did as I was told. Lisa came 3 more times over the next half hour and when I was done I looked up to see Judy sucking and biting on Lisa’s nipples and Judy was naked and she must have played with herself as her pussy stood gaping wide and soaking wet.
Judy reached down and took my wrist and slipped the ropes over them and secured me to the bed. Of course, I offered no resistance. She then went over to Lisa and asked if she was ok. Lisa smiled and said she had never felt anything like that and she didn’t want to stop. Judy said, “Don’t worry we aren’t but we are only going to let him listen and not see. She put a blindfold on me and for the next three hours Judy showed her how to use all of her toys. I heard them going at it and they must have each come 10 times. I have never heard anyone beg as much as Lisa. At different points Judy would come over and have me feel their pussy’s. I have never felt anyone so wet as these two. As they were still going at it Lisa said to Judy, “what time is Lori coming over.” Judy said, “don’t worry we still have time to cum some more before she does.” They proceeded to eat each out and fuck each other for the next two hours. S they stood up Lisa looks at Judy and I and says, “I had a lot to make up for, thank you both.” Judy gave her a kiss slipping her some tongue and says, “who’s to say we are done?”
They walked around naked for the next hour or so and occasionally would come over to have me fell their cum soaked pussy’s. Finally, Lisa said to me, “it’s funny the first cock I get to see in person is so small like a 10-year old’s.” With that she pinched my nipple and said to Judy, “I can’t wait to tell Lori I lost my virginity.” Judy said, “I wouldn’t do it like that but maybe we can have some fun doing it. Lisa smiled and said, “sounds great.”
Judy walked over and told me she was going to leave me bound on the bed and that I should be quiet when Lori comes over. Judy and Lisa came into get dressed in front of me. They decided to go without bras and panties just wearing tank tops and skirts. Judy gave me a kiss and told me to be quiet and turned the baby monitor on so I could listen.
I heard the door buzzer about an hour later and figured it must be about 7pm. Lori came in and Judy gave everyone a wine cooler. Over the next hour, you could hear everyone loosen up but they weren’t drunk. Lisa said, “so what should we do tonight?” Lori said, “How about ordering a pizza and playing games.” Judy said, “great idea.” She ordered a couple of pizzas and said they would be there in about 30 minutes so what game should they play. They couldn’t decide on one so Judy said, “well if you guys weren’t wimps, I would suggest Strip Poker, but you guys are probably chicken.” Lisa laughed and said, “I’m no wimp I’ll play.” Lori said, “I’ll play.”
Judy said, “ok losers have to take an item of clothing off and once someone is naked if they lose again they have to do a penalty.” Everyone agreed and they started playing. Shortly Judy was down to just her skirt while the others had lost less when there was a knock on the door. Judy got up to go to the door and Lori said, “you are half naked!” Judy smiled and said, “so?”
Judy opened the door wearing only her skirt and it was the pizza deliveryman. Judy put the pizzas down and told the guy I only have enough cash for the pizzas how about something else for the tip. The young guy stammered and Judy pulled him closed the door and reached down opened his pants and let his cock out. It was already hard so she got on her knees and place the stiff shaft in her mouth and lick it up down and around. She had the whole thing in her mouth and was going at it and the young guy was grunting and moaning the whole time and all of a sudden, he exploded filling her mouth with cum. She zipped him and said thank you as she pushed him out the door as he stammered.
She walked back over to Lori and Lisa and Lori was sitting there wide mouthed. Judy said, “Ok that was fun, let’s break while we eat.” While they were eating, the talk turned around to how could Judy do that, she’s married. Judy laughed and said, “It’s not that big a deal I have lots of friends I do that with!” Lori’s mouth was agape and said, “but you are married!” Judy laughed and said, “Don’t worry, he knows everything I do.” “Wow” was all Lori said.
Judy then began to explain. “he has a tiny dick and I married him because I love him not because he can fuck me. He likes to hear about me with other people and he does have a great tongue, just ask Lisa.” Lisa laughed and said, “He’s really good with his tongue, I came almost as good with Judy and her toys.”
As the three of them sat around half naked eating pizza Judy and Lisa told Lori about earlier that afternoon. Judy walked over to her and had her stand up and started tweaking her nipples and bent up to kiss her with her tongue. Lori stood there and let it happen. Judy said, “if you really want to see how small it is that is cool as long as you are willing to play.” Lori said, “OK”.
Judy finished kissing her and helped her finish getting undress as Lisa was already naked and Lori could see how wet both their pussies were. Judy took Lori by the hand and brought her to the bedroom. I was laying there and the next thing I hear is Lori saying, “wow who thought the first cock I ever saw would be so small.” Lisa said, “don’t worry try his tongue.” Lori had a funny look on her face and Judy pulled her over to the bed and had her lay down. She untied my hands and told me to make Lori feel good. I bent between Lori’s legs and slowly massaged her clit. She started to relax and loosen up and I started to dart my tongue in and out. Pretty soon she was panting and moaning. All of a sudden, she grabbed my head and pushed in harder to her glistening pussy. She soon let out a large moan which went on for two minutes. Lisa and Judy congratulated her on her first real orgasm. She told me to keep licking and her and Lisa linked up and got into a 69. Lori tapped me on the shoulder and pointed to those two and I said, “they’ll make you join soon.
I licked and fingered Lori to another 3-4 orgasms and then Judy tied me back up and told me to enjoy the show. Judy then put on her medium sized strap on and proceeded to fuck both Lori and Lisa. When they were done being fucked they started to attack each other orally. Over the next 2 hours they continued to cum a variety of ways while I watched. When they were done, Judy said to the Lisa and Lori, “How would you guys like to see a little dick cum.” They both smiled and yelled, “Yes.”
Judy moved me to the middle of the bed and left me tied up. She put a blindfold on me and told me to lay back and enjoy but not to cum until she ok’d it. She had one of her friends get on each side of my upper torso and told them to play and pinch y nipples and they could do it anyway they want and pinch as hard as they want. They started to do that and I started to squirm a little it felt like heaven. Judy cupped my teeny weeny and started to play with it asking her friends if they wanted to hear how we got started in this year.
For the next 45 minutes Judy continued to play without letting me cum. My tits felt like they had been manhandled but felt so good. After telling the whole story, Judy said to me, “Ok go ahead and cum.” I started to squirm but let go and Judy told me later that I actually hit Lori in the face. When we were done and I was still tied there, Judy showed her friends to the door and then I heard them both say, when can we come back………
Rowan
- 25.07.2022
- 9
- 0
Milwaukee Cuckhold s Wife and the landlord
- 1 year ago
- 21
- 0
Milwaukee Cuckhold and her disabled husband
- 3 years ago
- 9
- 0
