u/Immortal_truck77

This might get a bit complicated. Our twenty two year old Son's best friend, recently started living with us. There was alot of drama, at his mom's house. He's always gotten along with us, and even calls my Wife, his second Mom. Before he lived with us, he was already aware of Wife and Son's sexual relationship. Son had admitted it to him a couple months before, he moved in with us. After some discussion, Wife, Son, and I all decided, the best way to insure friend keeps our secret, was to invite him in. He accepted the invitation, and had been with Wife, a few times (before he moved in). Since he's been living with us, he's also had sex with her several more times.

A couple months ago, he ended up getting a nineteen year old girlfriend. She visited our house, a few times. We all got to know her and she ended up, even working at the same place, as my Wife. Once she had been around for a bit, she started catching on to our open sexual lifestyle. Once her boyfriend explained everything to her, she admitted that it was a bit weird, but also exciting. She also have a very fun and loving personality, similar to Wife's. So I know her and Wife getting along so well, would help alot. On a Saturday, we all went to explore a larger city. While we were sitting in a café, she looked at Wife, and said "I've been thinking about your sex setup. I've decided, I'd like to give it a try"

Wife and her boyfriend answered some questions she had, about the whole situation. They also discussed any concerns, she might have. Once she had all the details, we continued our fun around town. Not much else was said, until we all returned to our house (a couple hours later).

Once home for a bit, everyone began gathering in our living room. We all sat around and chatted for a short time. Son's Friend's girlfriend (SFG), asked me about some things the guys had told her (about me). She was curious about my cross dressing, and things that I post here. I mentioned, that I also love being nude and, even crossdressing outdoors. And that I also love posting those pics.

SFG dared me to go outside and pose on one of the cars. She said I at least had to be nude from the waist down. I told her I would do it. She jokingly said, she didn't believe me. I said "wanna bet?" She said, "I'll take that bet!". While I took my pants, and thong off, I asked her what I win, if I do it. She thought for a second, and asked what I wanted. I told her that if I do it, i get her, before anyone else does. She said "deal!"

I slid Wife's flip flops on, and walked outside. The top was already down, on our convertible sports car. So, I bent over it, and sat on it. I spread my legs, and showed off my soft dick. She was excited that I did it, like it was nothing. I told her to take a couple pics of me, and I'll post those to reddit. As she had walked outside, Wife, Son, best friend, and Son's other friend that had been hanging with us, all were either standing at the door. They were looking out, and the others were outside watching. Once she'd taken a few pics, she walked closer to me.

She said "wow! You're more brave than I thought", as she walked closer. She then grabbed my cock, and leaned to begin sucking it. I got instantly hard, thinking about this soft nineteen year old mouth, sucking my forty eight year old cock. She did that for around a minute, then I stopped her. I told her she feels very good, but I don't wanna cum, before all the other fun starts. She said "fair point", and we all went back in the house.

SFG is fairly thin, with a nice and tight body. She also has thicker thighs (for a thinner woman). When we all sat back down, Son and I were on either side of her. Both of Son's friends were sitting on either side of Wife. Everyone slowly began taking clothes off, while touching each other. Son and I quickly had our hands all over the sexy young lady. She seemed to be enjoying all of the attention, and only acted a bit shy at first. I gently touched her opposite cheek, so she would look at me. I begin kissing her. She returned it, and we were making out. Son ended up taking her tits out. He was sucking them, and playing with them. I also had one hand, at her crotch. I caressed her thighs, and then worked my way, to her pussy. When I reached her pussy, my cock bounced and throbbed. She was already soaking wet, and even leaking some. As I sucked her tongue, I slid two fingers in at once. I usually start with one. Especially if it's the first time exploring a new woman. I was so worked up, I didn't even think about it. As my fingers entered her, she said "damn that feels good!" I could tell she was super tight, since my two fingers seemed to fill her up.

After a short time, Son Had gotten completely naked, and now had himself propped up, on one knee (on the couch). He was getting into position, for her to suck him. Before she began, I asked "doesn't he have a nice cock?" She said, "yes he does!" I asked her to re position a bit. I wanted to eat her, while she sucked him. After losing her clothes, she went down on him. The first time she pushed her mouth all the down, to the base of his cock. I then put my face close enough to her pussy, to get a good smell. Her scent was so sweet and nice. I knew this was about to have a delicious snack!

Before I buried my face in her, I looked over at wife, and Son's two friends. The nineteen year old, was making out with her, and playing with her DD tits. The twenty one year old (Who's girlfriend I was licking), had his face buried between my Wife's legs. I then focused on the meal, in front of me. She continued to suck Son, the whole time I ate her pussy. I held her legs up, spread I could also reach her ass. Making sure to also taste it. We stopped and switched positions, after a while. Son got up, she layed back and opened her legs wide, as I positioned myself to take her, in missionary.

I wasted no time, rubbing the head of my cock, on her clit and pussy. Then wasted even less time, sliding all the way in. Entering a new pussy for the first time, Is always like a religious experiment. And this time, was no different As I hit bottom the first time, she said "fuck!" really loud. The others looked, as I asked if that was a good "fuck". She said "hell yes it is". I continued fucking her, for several minutes. Getting faster and thrusting harder. Son had re-positioned himself, to basically face fuck her. She was such a good slut, for taking a cock in two holes at once. And she seemed to be loving every minute of it. As I was close to cumming inside her, Son was reaching his climax. She started to choke a bit, but kept swallowing. When he pulled out, I saw cum running our of the corner of her mouth. By the time she had taken a breath, I had leaned in and started making out with her. As we kissed, I blew my load deep inside her pussy.

By the time, the three of us separated, SFG was telling me, that she wanted me to make her cum. So, I did exactly what I was told. I immediately went down, and began licking her clit. After blowing on, and sucking her clit, she began to get close. I stayed locked on her clit, untill she was thrashing around, on the couch. I tried to move with her, but wasn't very successful. After this we settled into relaxing next to each other.

The two friends with Wife, were now split roasting her. The younger one in the front, and the older in the back. As they bounced her between the two of them, she would occasionally gag on the nineteen year oldest cock. I watched untill, friend behind her came first. he kept smacking her ass, as he blew inside her. Her muffled moans sounded so hot and erotic. Next, the friend in front came. When she stopped for a second, to catch her breath, he let out a big moan. He came hard, as he held his cock. It was a couple inches from her face, when he shot all over it. She took it like a good slut, even though she's not into facials.

A while later, we were all relaxing, and hanging out in the living room. Some of them fell asleep. I was talking to new girl (SFG). She was talking about how much fun she had. She said she'd always kinda thought she'd like to try group sex. I told her it didn't have to be over. She came and sit by me. I held my limp dick, and told her if she could make it hard again, we could have more fun. She started sucking it. As she sucked me, I kept getting harder and harder.

She was very energetic, and even kinda all over the place sometimes lol. it's def a fun ride. She was more like that during the group activities. I think its alot for her senses. By this time, she was more calm, and chill. I let her set her on pace, on me. She was slower and more sensual. I asked her to lick my balls too. She did it, without hesitation. I asked her if she's ever licked anyone's ass. She said she had only licked, one other woman's.She asked if I wanted her to lick mine. I said "of course!" If you're comfortable with doing it. She said she didn't mind trying it. I pulled my legs up, and held them. She licked my balls, then worked her way down, to my hole. She licked it lightly, and slow. As I moaned more, she got into it more. She began pushing her tongue in as far as she could. After letting her do this for a bit, I said "I want you to ride me sweetheart". She just smiled, and hopped on.

As she slowly rode me, I held her tits. I also played with her nipples, and held her hips. She has a hot "dip" at her hip bones, that are just perfect, for holding. When she leaned down, to make out, my hands went to her ass. I started working my index finger in. She was so tight, and I could feel her ass squeezing my finger tight. I kept working it in and out, as she continued to ride. She started getting closer to orgasm, so she spead up. Grinding her hips into me, as she moved in circles. She was working my cock, like a joystick. And I have to say, she was definitely winning the game! As she started to cum, I grabbed her hips again, and helped her bounce. Thrusting myself, all the way into her. As she climaxed, she started moaning louder. Wife woke up a bit, looked at us (still half asleep) and said, "you two are so naughty. You need to get some sleep". I said "we're both about to cum". After that, you and I (Wife), will go cudddle, in bed. She smiled and said "goody!" After this, we worked ourselves to orgasm fast. I blew in her, and she came on my cock!

Once we slowed, I asked her to sit on my face. She did, and I thoroughly cleaned her. By this point, I was exhausted. I woke Wife up, and as promised, we went to bed, cuddled, and fell asleep.

The next morning, we all had breakfast. After we had eaten, I looked at Son. I said "I realized that you didn't get to try your friend's girl last night. He said "you're right!" I looked at her and her boyfriend. I asked if we could fix that, before they leave. The gave each other, a nod, then agreed. Wife spoke up, and said to SFG "Since Son Is trying you... Is it ok, if I take your boyfriend again. She said "of course!"

The two ladies ended up, side by side, in doggy. I layed sideways, under the ladies faces. My crotch in SFG's face, and my face at Wife's face. Son and his friend stepped up, to the bed (behind their respective sex partners). I could tell when each guy entered, each woman. SFG put her head down towards me, and let out several loud moans. Wife's moans, from Son's friend entering her, were softer and more sensual. As the guys did their thing, I began making out with Wife. Not long after, I felt SFG (Ms.V), start licking my cock. I was already rock hard. She made it start pulsating. It was so sexy, every time one of the guys, pumped into one of the ladies. I could feel their bodies react, and sometimes they would even shake and shiver. This lept going on, until the guys were ready to cum. I think Son's friend, shot his load, inside Wife first. Followed by Son shooting his load, in his best friend's girlfriend. Once they were finished, wife rolled over, and took a breather.

Since I hadn't cum yet, I asked SFG if she would lay on her back, next to Wife. She agreed, and took her place. I hurried up, and started sliding in her. I wanted to get in her, while she still had alot of Son's cum, in her. I fucked her sloppy pussy, in missionary, without stopping. I kept it up, until I began to cum. I slowed to use deep and hard thrusts, as I came inside her. This wrapped up, our fun time, with Son's best friend, and his girlfriend. They left around an hour after.

Since then, she has visited one more time. The second time, her and Wife played. Wife ate her pussy first, then she returned the favor. I've gotten behind on stories. So, it I get time, I'll write a more in depth account of this time...

This might get a bit complicated. Our twenty two year old Son's best friend, recently started living with us. There was alot of drama, at his mom's house. He's always gotten along with us, and even calls my Wife, his second Mom. Before he lived with us, he was already aware of Wife and Son's sexual relationship. Son had admitted it to him a couple months before, he moved in with us. After some discussion, Wife, Son, and I all decided, the best way to insure friend keeps our secret, was to invite him in. He accepted the invitation, and had been with Wife, a few times (before he moved in). Since he's been living with us, he's also had sex with her several more times.

A couple months ago, he ended up getting a nineteen year old girlfriend. She visited our house, a few times. We all got to know her and she ended up, even working at the same place, as my Wife. Once she had been around for a bit, she started catching on to our open sexual lifestyle. Once her boyfriend explained everything to her, she admitted that it was a bit weird, but also exciting. She also have a very fun and loving personality, similar to Wife's. So I know her and Wife getting along so well, would help alot. On a Saturday, we all went to explore a larger city. While we were sitting in a café, she looked at Wife, and said "I've been thinking about your sex setup. I've decided, I'd like to give it a try"

Wife and her boyfriend answered some questions she had, about the whole situation. They also discussed any concerns, she might have. Once she had all the details, we continued our fun around town. Not much else was said, until we all returned to our house (a couple hours later).

Once home for a bit, everyone began gathering in our living room. We all sat around and chatted for a short time. Son's Friend's girlfriend (SFG), asked me about some things the guys had told her (about me). She was curious about my cross dressing, and things that I post here. I mentioned, that I also love being nude and, even crossdressing outdoors. And that I also love posting those pics.

SFG dared me to go outside and pose on one of the cars. She said I at least had to be nude from the waist down. I told her I would do it. She jokingly said, she didn't believe me. I said "wanna bet?" She said, "I'll take that bet!". While I took my pants, and thong off, I asked her what I win, if I do it. She thought for a second, and asked what I wanted. I told her that if I do it, i get her, before anyone else does. She said "deal!"

I slid Wife's flip flops on, and walked outside. The top was already down, on our convertible sports car. So, I bent over it, and sat on it. I spread my legs, and showed off my soft dick. She was excited that I did it, like it was nothing. I told her to take a couple pics of me, and I'll post those to reddit. As she had walked outside, Wife, Son, best friend, and Son's other friend that had been hanging with us, all were either standing at the door. They were looking out, and the others were outside watching. Once she'd taken a few pics, she walked closer to me.

She said "wow! You're more brave than I thought", as she walked closer. She then grabbed my cock, and leaned to begin sucking it. I got instantly hard, thinking about this soft nineteen year old mouth, sucking my forty eight year old cock. She did that for around a minute, then I stopped her. I told her she feels very good, but I don't wanna cum, before all the other fun starts. She said "fair point", and we all went back in the house.

SFG is fairly thin, with a nice and tight body. She also has thicker thighs (for a thinner woman). When we all sat back down, Son and I were on either side of her. Both of Son's friends were sitting on either side of Wife. Everyone slowly began taking clothes off, while touching each other. Son and I quickly had our hands all over the sexy young lady. She seemed to be enjoying all of the attention, and only acted a bit shy at first. I gently touched her opposite cheek, so she would look at me. I begin kissing her. She returned it, and we were making out. Son ended up taking her tits out. He was sucking them, and playing with them. I also had one hand, at her crotch. I caressed her thighs, and then worked my way, to her pussy. When I reached her pussy, my cock bounced and throbbed. She was already soaking wet, and even leaking some. As I sucked her tongue, I slid two fingers in at once. I usually start with one. Especially if it's the first time exploring a new woman. I was so worked up, I didn't even think about it. As my fingers entered her, she said "damn that feels good!" I could tell she was super tight, since my two fingers seemed to fill her up.

After a short time, Son Had gotten completely naked, and now had himself propped up, on one knee (on the couch). He was getting into position, for her to suck him. Before she began, I asked "doesn't he have a nice cock?" She said, "yes he does!" I asked her to re position a bit. I wanted to eat her, while she sucked him. After losing her clothes, she went down on him. The first time she pushed her mouth all the down, to the base of his cock. I then put my face close enough to her pussy, to get a good smell. Her scent was so sweet and nice. I knew this was about to have a delicious snack!

Before I buried my face in her, I looked over at wife, and Son's two friends. The nineteen year old, was making out with her, and playing with her DD tits. The twenty one year old (Who's girlfriend I was licking), had his face buried between my Wife's legs. I then focused on the meal, in front of me. She continued to suck Son, the whole time I ate her pussy. I held her legs up, spread I could also reach her ass. Making sure to also taste it. We stopped and switched positions, after a while. Son got up, she layed back and opened her legs wide, as I positioned myself to take her, in missionary.

I wasted no time, rubbing the head of my cock, on her clit and pussy. Then wasted even less time, sliding all the way in. Entering a new pussy for the first time, Is always like a religious experiment. And this time, was no different As I hit bottom the first time, she said "fuck!" really loud. The others looked, as I asked if that was a good "fuck". She said "hell yes it is". I continued fucking her, for several minutes. Getting faster and thrusting harder. Son had re-positioned himself, to basically face fuck her. She was such a good slut, for taking a cock in two holes at once. And she seemed to be loving every minute of it. As I was close to cumming inside her, Son was reaching his climax. She started to choke a bit, but kept swallowing. When he pulled out, I saw cum running our of the corner of her mouth. By the time she had taken a breath, I had leaned in and started making out with her. As we kissed, I blew my load deep inside her pussy.

By the time, the three of us separated, SFG was telling me, that she wanted me to make her cum. So, I did exactly what I was told. I immediately went down, and began licking her clit. After blowing on, and sucking her clit, she began to get close. I stayed locked on her clit, untill she was thrashing around, on the couch. I tried to move with her, but wasn't very successful. After this we settled into relaxing next to each other.

The two friends with Wife, were now split roasting her. The younger one in the front, and the older in the back. As they bounced her between the two of them, she would occasionally gag on the nineteen year oldest cock. I watched untill, friend behind her came first. he kept smacking her ass, as he blew inside her. Her muffled moans sounded so hot and erotic. Next, the friend in front came. When she stopped for a second, to catch her breath, he let out a big moan. He came hard, as he held his cock. It was a couple inches from her face, when he shot all over it. She took it like a good slut, even though she's not into facials.

A while later, we were all relaxing, and hanging out in the living room. Some of them fell asleep. I was talking to new girl (SFG). She was talking about how much fun she had. She said she'd always kinda thought she'd like to try group sex. I told her it didn't have to be over. She came and sit by me. I held my limp dick, and told her if she could make it hard again, we could have more fun. She started sucking it. As she sucked me, I kept getting harder and harder.

She was very energetic, and even kinda all over the place sometimes lol. it's def a fun ride. She was more like that during the group activities. I think its alot for her senses. By this time, she was more calm, and chill. I let her set her on pace, on me. She was slower and more sensual. I asked her to lick my balls too. She did it, without hesitation. I asked her if she's ever licked anyone's ass. She said she had only licked, one other woman's.She asked if I wanted her to lick mine. I said "of course!" If you're comfortable with doing it. She said she didn't mind trying it. I pulled my legs up, and held them. She licked my balls, then worked her way down, to my hole. She licked it lightly, and slow. As I moaned more, she got into it more. She began pushing her tongue in as far as she could. After letting her do this for a bit, I said "I want you to ride me sweetheart". She just smiled, and hopped on.

As she slowly rode me, I held her tits. I also played with her nipples, and held her hips. She has a hot "dip" at her hip bones, that are just perfect, for holding. When she leaned down, to make out, my hands went to her ass. I started working my index finger in. She was so tight, and I could feel her ass squeezing my finger tight. I kept working it in and out, as she continued to ride. She started getting closer to orgasm, so she spead up. Grinding her hips into me, as she moved in circles. She was working my cock, like a joystick. And I have to say, she was definitely winning the game! As she started to cum, I grabbed her hips again, and helped her bounce. Thrusting myself, all the way into her. As she climaxed, she started moaning louder. Wife woke up a bit, looked at us (still half asleep) and said, "you two are so naughty. You need to get some sleep". I said "we're both about to cum". After that, you and I (Wife), will go cudddle, in bed. She smiled and said "goody!" After this, we worked ourselves to orgasm fast. I blew in her, and she came on my cock!

Once we slowed, I asked her to sit on my face. She did, and I thoroughly cleaned her. By this point, I was exhausted. I woke Wife up, and as promised, we went to bed, cuddled, and fell asleep.

The next morning, we all had breakfast. After we had eaten, I looked at Son. I said "I realized that you didn't get to try your friend's girl last night. He said "you're right!" I looked at her and her boyfriend. I asked if we could fix that, before they leave. The gave each other, a nod, then agreed. Wife spoke up, and said to SFG "Since Son Is trying you... Is it ok, if I take your boyfriend again. She said "of course!"

The two ladies ended up, side by side, in doggy. I layed sideways, under the ladies faces. My crotch in SFG's face, and my face at Wife's face. Son and his friend stepped up, to the bed (behind their respective sex partners). I could tell when each guy entered, each woman. SFG put her head down towards me, and let out several loud moans. Wife's moans, from Son's friend entering her, were softer and more sensual. As the guys did their thing, I began making out with Wife. Not long after, I felt SFG (Ms.V), start licking my cock. I was already rock hard. She made it start pulsating. It was so sexy, every time one of the guys, pumped into one of the ladies. I could feel their bodies react, and sometimes they would even shake and shiver. This lept going on, until the guys were ready to cum. I think Son's friend, shot his load, inside Wife first. Followed by Son shooting his load, in his best friend's girlfriend. Once they were finished, wife rolled over, and took a breather.

Since I hadn't cum yet, I asked SFG if she would lay on her back, next to Wife. She agreed, and took her place. I hurried up, and started sliding in her. I wanted to get in her, while she still had alot of Son's cum, in her. I fucked her sloppy pussy, in missionary, without stopping. I kept it up, until I began to cum. I slowed to use deep and hard thrusts, as I came inside her. This wrapped up, our fun time, with Son's best friend, and his girlfriend. They left around an hour after.

Since then, she has visited one more time. The second time, her and Wife played. Wife ate her pussy first, then she returned the favor. I've gotten behind on stories. So, it I get time, I'll write a more in depth account of this time...

  After posting stories about my current Family dynamic, some have asked me if I have any (birth) family history. I do have some history of family play. My own experience is as follows....

  When I was younger, my Dad wasn't around much, due to working alot. My Mom (around the time this took place), was in her late 30s, and early 40s. I was close to my Mom, and we would often sit around the house together. I had been having some dirty thoughts about her for a while, at this point. I would check out her small figure. I especially liked her nice legs, and small feet. One day, she was rubbing her foot, and mentioned that is was hurting. I walker over, and sat down at her feet. I offered to massage it for her. I didn't know how, but didn't really think about that. All I knew is it was my chance to touch her beautiful feet.

  She didn't say anything, when I offered, and I didn't wait for a response either. Once I sat down, I put both hands on her right foot, (that she mentioned was hurting). Once I started rubbing, all she said was "oh ok". I think it surprised her, but she didn't seem to mind it either. She just sat quietly and let me rub and massage. This went on for around 15 minutes straight. I had also rubbed up her legs just a bit. Just to the tops of her calves. I eventually stopped, and she thanked me. She said that she feels much better. After this, she would ask me if I wanted to massage them again, and of course, I did!

  The third time this happened, it got more brave....

After a bit of massaging, I leaned down, and kissed each foot a couple times. She didn't say anything, so i did it again. This time, slipping my tongue out some. She seemed very relaxed with her head almost back. Her eyes were half closed. Since she didn't stop me then, i kept going. Back and forth between rubbing, kissing, and licking. I was so hard, during this whole time. I couldn't resist pushing further. I started kissing and licking up her legs. Making sure to move more towards the inside, as I went up. She let me keep going, so I did. When I got to her inner thigh areas (a bit passed her knees), she suddenly leaned up, and said "we can't go any further. It's not right). I said it seemed fine to me, and if it feels good, than it should be right. She said again, that is just wasn't right. That ended that session.

  These massage sessions continued on, with more of the same play. During one of these, she didn't immediately stop me, when I got to her inner thighs. I was kissing, licking, and rubbing them both. This time, I gently pushed her legs open more. They were further open, than I'd ever had them. And since she never wore panties, when she wore her night gown, her pussy was completely exposed! I stared at it as much as I could, while continuing to kiss her inner thighs. I did make sure to get close enough, to smell her scent. She smelled so amazing! Unfortunately, she stopped me again. And again, said that we couldn't go any further. I aksed her why, and said that it seemed like it would be ok, if we both wanted it. She still said, she didn't think it was right to do... Came so close to one of my most frequent dreams. However, I was very lucky to get closer, than many do.....

I was on my way to work, on a Friday morning. I got a message, from my sister-in-law. The next time I stopped, I checked it. She said "Hey I don't know if you're available. But I'm home alone, and very horny!" I replied with, "I'm always available, for that! I'll be there in ten minutes". She sent a message, in our family group chat, that we were meeting up. When i got to their house, I did the same. She had also told me, I didn't need to knock, and just come on in. When I did that, I was greeted with her, leaning against her kitchen island. She had on a tied silk robe. When she saw me, she untied it. As it fell open, I saw that she had nothing on, underneath the robe! I walked towards her, and put my arms around her.

After making out for a bit, she started unbuttoning and unzipping my pants. Once my pants had hit the floor, her hands went to my ass. She felt and smiled. She said, "oh, you're wearing a thong today. And it's a sexy purple too!" She also said "that reminds me, you still need to dress for me." I told her that I'd love to. I aslo told her that, all I have with me now, are black thigh high stockings, and my favorite black heels. She said, "ohhh, go get them!" I laughed and said that im already partially naked. she replied with, "then get the rest of the way naked. You can wear my robe, to go get them. I smiled and told her that's a great idea.

When I returned, with stockings and heels in hand, she told me to sit down, and put them on. I did as I was told. Once ready, I stood up, and she said, "damn you look good like that!" She also mentioned, that I have nice legs. She than instructed me, to lay down, on the couch. She dropped to her knees, and immediately began sucking my already rock hard cock. She had no intentions, to finish me then. After a minute or so, she said "you're ready!" She climbed on top, and guided my cock into her pussy. With a steady rhythm, she rode me, for a few minutes. She got faster, and faster. Then she suddenly stopped, and said "dammit!"I asked her what was wrong. She said sometimes she has trouble cumming. She said its one of the dis-advantages of getting older. I assured her, that older means more refined, and experienced (And aslo more beautiful).

I told her to lay down, and I'd make sure she cums. During the time, she'd been riding me, she had me reading some comments, form reddit. So, when she sat back on the couch, I handed her the phone. She looked through some of my profile. She also ended up replying to a couple lucky guys' messages. I licked her for several minutes. Focusing on her clit, and she was now so close. With my hands around the outside of her hips, I kept a tight grip, on her outer hips. She began moaning so loud, I could here is like my ear, was right next to her mouth (even though my hearing was muffled, by her thighs around my ears). I held on for the ride, as she squirmed and reached was seemed to be an amazing orgasm. When she finally said "ok", and pushed my head back, I stopped. We then rested, for a bit.

We layed side by side (with our bodies touching), for a bit. We also made small talk. Some sexual, and some about family. I then told her, it is my turn to cum. I asked her to get on her knees. As she did, I smacked her ass. She laughed and ended up in doggy position. Still in my stockings and heels, I got behind her. After I gave her ass another smack, I rubbed the head of my cock, on her asshole then pussy. I slowly pushed all the way in her pussy. As my balls touched her, we both let out a big moan. I slowly started pumping in and out. I barely having four pumps in, when I started to speed up. Once spitting on it, I put my thumb on her ass. Then, worked it around her asshole. I pushed it in, and could have sworn I got even harder, than I already was.

Now in an alternating rhythm, it slid my thumb and dick in each of her holes. After her ass was lubed enough, I pulled my cock out of her pussy, and pushed it in her ass. As I did, her head cane up, and tilted slightly back. She let out a breathy "oh my god". When she said that, it made me so horny, I pushed it in harder. After several pumps, I went back to fucking her pussy. I ended up switching back and forth, between both holes. As I got closer to cumming, I continued fucking her pussy. I reached climax, and shot what felt to be a large load. As I pulled out, it immediately starting running out of her. I leaned forward, to put myself in doggy position. I licked and sucked my cum, from her pussy. I also made sure to also clean her ass.

As I layed down, she got up, while saying "it's my turn to clean!" I wasn't gonna argue at all. I leaned by on my elbows, to watch her work. She started at my cock, then worked her way down. She stopped licking and sucking my balls. She looked up and told me to hold my legs up. I wasn't completely sure, what she was gonna do. However, I did what she said. I was a bit surprised, when she started licking my ass. She had never done this, to me. I always love the feeling, so I enjoyed whatever she was willing to do. She stopped and got up. She told me to stay like that, so I did.

She then opened the drawer, on her nightstand. Pulling out a dildo, she said its only fair, since you're wearing the stockings and heels. I laughed and agreed. She put it in her pussy, and worked it in and out, several times. When she pulled it out for the last time, she also put a good amount of her saliva on it. I pulled my legs up further, And she began sliding the dildo inside. Once she had it worked in and out a few times, she started sucking my cock.

I let her know, that she should angle to toy up more. I explained that it should hit my prostate, and maybe even make me cum. Once she did this for a few minutes, I told her I was so close, to cumming. She picked up the pace, with the toy, and her mouth. Seeing and feeling her do both to me, made me cum and orgasm so hard, I can't explain how intense it was. As I came down from the high, I was breathing so hard. She laid next to me, and we cuddled a bit. She said "that was really hot!" Maybe I need to get a strap on, to use on you. I enthusiastically said, "yes please!" We laughed, and layed for a bit longer. We then, got up, and got dressed. I headed home.

When Wife got home later, she asked if I still had SIL on my cock. I told her that she probably wouldn't be able to taste her, on me very much. Since SIL had my cock in her mouth last, she had cleaned most of her flavor off. Wife said she wanted to try anyway, so she sat down on the couch, and unbuttoned my pants. She pushed them down, and bagan licking me. As she did this, I told her everything we did. She said she tasting a little of SIL, at the base, and on my balls. After sucking for a bit, she layed back, on the couch, and told me that I could make her cum too.

I fucked her in missionary, in the living room. Son came out of his room, when she was close. He started acting turned on. Mom told him to get naked, and that she'll make him cum next. He sat next to her, until I'd made her cum. As soon as I stopped licking, Son jumped up. I moved over, and he got in position. He wasted no time, fucking his Mom, in missionary position. He came in, less than five minutes. He shot his load, deep in her. As soon and he pulled out, she grabbed her panties, and put them on. She said "I'm keeping this load". As she continues putting her pants on.

My Wife, Son, and I (Husband/Dad),  had several sessions of fun, over the holiday. This is one of those instances. I will post more stories, about the others.

  Over the Thanksgiving holiday, we had a few different places to go, for dinners. When we were at my Wife's family dinner, Wife and Son must have been especially horny. Wife looked very sexy, and I saw Son checking her out several times. After eating, they disappeared for a bit. I found out some of what happened, once they came back to the main room (where everyone was gathered). I asked Wife if everything was ok, and She said everything is fine. I noticed the look on her face. Ive seen that look many times. It's the look she gets, when she's just been naughty. I smiled at her, and she gave me a wink. I shook my head a bit, and laughed. That was all that was said, until om the way home. While she was driving us home, I asked the question....

  I asked her where her and Son went, when they disappeared. All she was that she went to the bathroom. I asked Son where he went. He paused for a second, before saying he also went to the bathroom. I jokingly asked, if they went together. Wife said, "well yea, you know, like bathroom buddies". I asked if she meant like women often do. She said "yea, like that". I asked if women did the same things, that her and Son did. She laughed again, and said "not usually". I told them to start talking. I wanted all the details, for myself (and for their Reddit fans). So here are the details, they gave me.

 

Son was wanting her really bad. I can't blame him, since she's such a sexy woman, and was dressed in an average milf outfit. He whispered to her, to follow him to the bathroom. Once they saw no one was around, they went in together. As soon as the door closed, he initiated making out, with her. he was putting his hands up her shirt. Playing with her tits and nipples. After a bit, he started unbuttoning her jeans. He pushed them down, stopped kissing, and man handled her, to turn her around. He then bent her, over the counter. He said he pushed two fingers in her first. She was already very wet, so he pulled his fingers out. He used the wetness on his fingers, to lube himself. He said once his head was in, he pushed all the way in, all at once. She said that made her let out a big moan. He had to remind her, to control her volume. He also put his hand over her mouth, as he began to fuck her harder. They think this went on for around four to five minutes, before he was cumming in her. She said she pulled her panties (and pants) up, leaving all of his cum inside her. And of course, also leaving her panties a sticky mess. The wildest part, is when the opened the door, to return to the family.

  When Son opened the door, Wife's sister-in-law (her Brother's Wife), was right there. She was about to knock on the door. Wife said she was still buttoning her pants, when Son opened the door. They aren't sure, how much she saw. But they both said, she had a confused look, on her face. She is a pretty cool woman, and could possibly be one of her only family members, that would be more accepting. I asked what else was said. Wife said that she apologized for interrupting, and that she was just needing to use the restroom. Wife told her it was ok, and that she wasn't interrupting. She walked out of the bathroom, and Sis-in-law went in. They returned to me, and the others. The rest of the evening was a normal Thanksgiving dinner, and socializing. Wife and I both had conversations with her, and Sis-in-law acted normal. So, who knows what she thought. The only thing they know, that she saw for sure, is them being in the bathroom together, with the door closed.

  If you've read my other stories, you can probably guess what happened, once we got home. I took her straight to the bedroom, pulled her pants off, then had my way with her. Once I came in her, I did my usual duty, of cleaning up....

This took place many years ago. My friend with benefits and I, had ended our dating relationship, at the time. How we became friends with benefits after that, is a whole other story, that I've covered before. We broke our relationship off, and went our separate ways, for a couple months. Two weeks after we did this, FWB's Mom, stopped by my house, to check on me. She always liked me, and knew that I was pretty bummed, about our relationship ending.

I heard a knock at the door. When I opened it, there was FWB's Mom. I'll call her "K", for the rest of the story. I invited her in, and offered her to sit down. We sat on opposite ends of the couch. She started telling me, that she wanted to make sure, i was handling everything well. I told her I was, but she could tell, I was still upset. After making small talk, for a while, she bluntly asked, what did you see in her anyway. I was a bit shocked by that. She then said "I didn't mean that to sound so harsh. I just know, that she's not the easiest ti get along with, and has her issues." I thought for a minute. Before I answered, she asked if I love her. I thought again. I said "I'm really not sure". She said, so there shouldn't be much, to be bummed about".

After more silence, I said "you might not wanna hear this, but what I miss the most, is the sex". She laughed, and Said "OK, now we're getting to the bottom of it". I was a little nervous after telling her this, so I didn't know what ti say next. After a but more awkward silence, she asked "is she really that good?" Then I laughed, and said "yes. But its more of the physical attraction, than the fact that she'd is good at having sex". She replied with "Well, she's my daughter, amd I think we're physically similar." I said "Yes, it looks like it." Once all that was said, I thought I knew where, this was going...

After a minute or so, I finally said... "What are you saying? Are you thinking about taking her place?" Then, I laughed. To make her think it was a joke (is case she didn't like that idea). She moved closer to me, on the couch. With her voice more quiet now, she said, "well that depends on you". Then she put her hand on my leg. I sat back, and told her that I'd have no problem with that, as long as she wants it too. She reminded me, that if she didn't want it, she wouldn't be moving closer.

After this, there was less talking. She began rubbing my crotch, through my jeans. I leaned back more, and pushed my buttons, closer to the edge of the couch. I wanted to give me room, to do what she wanted. As she continued rubbing, I unbuttoned, then unzipped my jeans. She slid her hand, inside the jeans, and made sure, she was inside my underwear. When I felt her hand against my cock, I instantly git harder than I already was. She said "wow, are you that horny, or is it because you've now had a mother and daughter's hands on you. I said "both! But there's something that would make me even harder." She wanted to know what that would be. I whispered "to be inside both, Mother, and Daughter.

Once I said that, she stopped touching me. She leaned back, and begin pulling her shorts (and panties) off. We then, started making out. I ran my hands all over her upper body first. Feeling her tits, through her shirt. The biggest difference in body types between mom and daughter, is their tits. FWB are a larger B cup. Her Mom's are easily a D cup. In no time, I was pulling her shirt off. She reached around, and unsnapped her bra. When it feel off, I looked down, and said "wow!" I played with them, as we made out again. Then I leaned down, to suck and lick them. After a couple minutes of this, I began moving my hand down.

When I got to her pussy, I was amazed! Her daughter has very large outer labia. To my surprise, so does her mom. As I moved my hand around her pussy, I played with her large lips. After feeling her labia, I told her that i know she's going to feel as good as, or even better, than her daughter. She said "you're gonna be the first one to find out, the difference". I could have cum right then! The thought of all this, was driving me wild. I asked her to sit back, as I got on my knees. I told her I'm ready to find out about those differences and similarities. As I moved her legs apart, I couldn't believe my eyes. Like I had already felt, her labia we just as big as her daughter's. I immediately put my mouth on her. Tasting her juices, and realizing how wet she was, kept me so turned on. After a short time, I looked up and said "you taste better than your daughter". She laughed and said "good!" However, that was one of the very few times I've lied to a woman. She did taste really good, but daughter still tastes better.

After several minutes of giving her oral, I couldn't wait any longer. I stopped licking and told her I needed to feel her on my cock. She got up, and said she loves doggy position. Missionary is my favorite, but who was I to argue. I enthusiastically got behind her, and began rubbing her pussy, with a couple fingers. I slid them in and of her. She was wet enough, for me to cover my fingers. Then, I rubbed her juices all over my cock. When I entered her, the forbidden aspect alone, could've been enough, to make me cum instantly. This was years before, the forbidden things, I would later get involved in.

In only a couple minutes, I was ready to blow. I tried to hold it back, as long as I could. She was the first one I had sex with, since I last fucked her daughter. I didn't want it to end. When I couldn't hold it back any longer, I cane slow and hard. When I was finished, I kept slowly sliding in and out. After a short time, she mentioned how hard I still feel. I said "That's because I don't wanna be done with you." All she said was "Then don't be done." That was all I needed to hear. I pulled out, and asked her to lay back on the couch. I said "you got your favorite position, now I'm going to get mine".

With her now spread, in missionary position, I began sliding inside her. I was still partially recovering, so I wasn't completely hard yet. It didn't take more than a few seconds in her. Then, I was fully erect, and ready to give it all to her. I started off slow, but deep and hard. She let out a smaller moan, everytime, I bottomed out. She then said "damn, what was she thinking, letting you go." I said "IDK, but if she didn't we wouldn't be feeling each other, right now. She said "good point", and went back to moaning. My cock and her pussy, was now, a creamy mess. I felt very little resistance, but it didn't matter. I fucked her harder and faster, until I was getting close again. When I said, I was about to cum, she said "I want it in my mouth!" I hurried and pulled out. Put it in her mouth, and let loose. I felt like I cane just as much, as I had the first time. She took it all, like a good Milf. Didn't even waste a drop. When she stopped cleaning my cock, I leaned down, and kissed her. She seemed a bit surprised, but also didn't seem to mind. After making out for a minute or so, we stopped. She began getting dressed, and said she had to get going. She stayed longer than she planned, and had a appointment, she didn't want to miss.

Before she left, she said "if you do talk to my Daughter again, lets keep this between us". I agreed, and she left. I didn't hear from Mom again. Over a month later, FWB and I began talking again. We had decided that we missed the sex, with each other. That's when we agreed to become friends with benefits. Once we had been talking for a while, I found out that her mom had found a boyfriend, and moved a couple states away...

If you've kept up with my stories, then you'll know about our family fun. Me, my wife, and our twenty two year old son, have been sexually active with each other for over a year and a half. we also have a couple good friends that join. and a while back, added wife's brother, his wife, and their oldest daughter (twenty years old). over the last several weeks, we have all been, opening up, to their younger daughter (nineteen years old).

During the time we've all played, our younger niece, has started catching on. she now knows everything, and had recently joined our group chat. last sunday, we all agreed that Bro-In-Law and Sis-In-Law would come visit us that evening. when they showed up, wife and I we're surprised to see younger niece with them! we all sat around and chatted for a bit. After some small talk, Wife said "well, we know why we're here so..." She leaned in to kiss her brother, on the lips. He returned it, and just like that, they were now making out. the rest of us watched them, then SIL joined in on the making out.

Within a couple minutes, their clothes slowly started coming off. Once that happened, i started taking mine off too. I looked at younger niece, sitting next to me. i suggested that she should also take her clothes off. she gave me a shy smile, and thought for a bit. She then, unbuttoned her pants. with my cock in my hand, I watched her slide her hand in her pants. After rubbing a short time, she began sliding her pants off. with her sandals, pants, and panties now gone, she pulled her shirt off. As she began reaching for her bra snaps, I offered to help. She didn't say anything. just took her hands down. i unsnapped it and she pulled it off. Now totally nude, she sat with her hand in her crotch again. This time, with her legs partially closed. As time went on, she opened them further and further. Until they were finally spread wide.

During this time, the others had also gotten completely naked. Wife layed sideways, on the couch (on her back). Sis-In-Law, was now on top, in 69 position with her. BIL was now Sliding in his Sis, from behind. SIL just watched for a bit. While Wife was taking her brother's cock, and periodically licking SIL's pussy. As they continued to play, I looked back at younger Niece. She was still rubbing and fingering herself.

Her knee was now, laying on my knee. This alone was such a turn on. Just to be touching this young lady, that I had desired. During the short times, it would get more quiet, I could hear how wet her pussy was. And those incredible sounds, of her dipping her fingers in herself. I wanted to touch her so badly, but I didn't want to make her uncomfortable.

BIL would periodically pull out of Wife, and SIL would taste them both. I then got up, went to the side of the couch (where Wife's face, and SIL's pussy was). I positioned my cock, in front of S's pussy, and began sliding inside her. After we fucked both ladies, for several minutes, BIL waa getting close to cumming first. Within a minute of him making his sis cum, from his hatd cock, he was cumming in her. Not long after, I was cumming in SIL. She had a smaller orgasm, so I knew she'd want to cum more. Once I pulled out, I began cleaning her, and licking her clit. While I worked on her, BIL had pulled out of his Sis B. B had lowered herself, down towards S's face. Although I couldn't see it, I could hear SIL licking Wife, and tasting her hubby's cum, from his own Sister's pussy. Once this was over, we took a break.

Wife ended sitting by younger Niece "M". BIL and I sat on either side of SIL (still relaxing). Wife and M chatting for a bit. Most of it was too low for me, to hear all of what was being said. After a few minutes, B put her hand on M's pussy. She rubbed and caressed her a bit, before sliding a finger inside. M layed her head on Wife's "B" shoulder. She was rotating between rubbing her clit, with her thumb, and fingering her. After a short time, she added a second finger, to M's pussy. That made her moans, more intense. Wife pulled her fingers out, to have a taste. Once she tried them, she told Niece she wanted to lick her. All Niece said was "ok", with a smile.

Wife got on the floor, and in position. She wasted no time, diving into that 18yr old pussy! She kept licking until Niece was ready to explode. They were both so into each other, they seemed to forget anyone else, was even in the room. Withe B now using two fingers, and her tongue, M let out several load moans, and began to twitch. B kept this up, for around a minute, as M orgasmed, and started to come back down. B said "thank you, for letting me do that". M replied with "I can't believe my Aunt, just gkt me off like that." We laughed a bit. Then, I said "as long as you both enjoyed it, it doesn't matter who she is." She thought for a second, than said "you're right! It doesn't".

Since SIL had to work early, the next morning, they began getting dressed, to head home. SIL and I had a short kiss goodbye. BIL did the same with his Sis, than she shared a short kiss with younger Niece M....

I'm a little behind on the strories, as this is from last weekend. Next, I will work on the story of my Friday afternoon one on one, with SIL. After that, I'll work on yesterday's story....