Straight Male / 32
Continued from 35159...
Well it's been a busy last few months since I played show and tell and fucked my best friend's wife and his sister but this is what happened at a family event after that.
This was at a family reunion of sorts that is held every year at the farm of the wife's Uncle (MIL's Brother) He has several hundred acres with a large home, guest home, cabins, trees, ponds, trails and streams. Fuck it is actually almost like a resort it is so nice. My MIL (Dini) and her other brother came up with my wife and I for the nearly 2 hour drive there. Once we arrived we were greeted by Uncle Mike, his wife Susan and their twin 22 year old daughters. Being the first one's to arrive we were given the choice of where we would stay so we grabbed the guest house and began to unpack for the weekend stay. Our room had 2 beds so the MIL would be sleeping with us...bonus! I got ready to swim and I brought these swim shorts that basically clung to you like shit on a baby's ass when they were wet. All part of of my master plan to showcase my junk. My wife had scolded me when she saw me in these shorts as she knew what would happen when they got wet but they were the only swim shorts I packed. I told her I don't think your Mom and every other female relative is going to be watching me that intently and if they do it's your fault for telling some of them about me.
More family arrived as we settled around the pool and soon the SIL (Jen) arrived pool side with the wife's brother. I have always wanted to fuck her silly mainly because she is a giant cock tease either by talking shit, kissing me with tongue or actually physically grinding me at times. I waited for them to arrive just to see what she would be wearing this time and she did not disappoint by wearing a stunning 2 piece bikini which caused me to instantly to go hard. I jumped in the pool not wanting the older ladies on the pool deck to get a look and cause them to have a heart attack. About 20 minutes later I planned my exit so that Dini and Jen would be seated at the shallow end where the stairs were located. As I emerged from the water I could feel the material cling to my dick so I glanced down and it was so bad that it looked like a vacuum packed kielbasa. I could see Jen biting her lower lip while my Dini's mouth was agape. I took up a chair beside them and the fiddled with my shorts by pulling the material away from my cock as they both continued to look.
My wife had been helping Susan prepare lunch in the main house so I decided to shower and change back in the guest house. I had a feeling that Dini would be along soon enough so I left the bathroom door open. I tell you she is so predictable because just as I exit the shower there she was standing in the doorway. She pretended to be startled as she continued to look down at my groin before exiting. Wanting to show her the full size of my cock I followed her in to the bedroom with the towel thrown over my shoulder. I then said to her "You may as well look closely to see if your daughter was telling the truth or not at the girls weekend" Her reaction was almost the same as Corey and Renee the night they first saw it. She was like "Wow I never doubted her but now seeing it for myself when you exited the pool and now here in the flesh I can just say damn that's big" I told her how it's been more of a curse as not many girls in the past or her daughter have been willing or been able to deal with it. She offered up nothing save for a nod in agreement as she continued staring.
I went on to tell her that is why I have become somewhat of a professional in providing female oral gratification. I then told her that her two grand-kids were basically conceived after being jerked off by her daughter and shoving a portion of my cock inside to impregnate her. Apparently my wife had told her we had problems conceiving but now she knew why we did. I asked my Dini if she wanted to touch it? She said "Yes" and placed one hand at the base and against my balls before stroking me with the other as I laughed as her hand could maybe encircle half of it. I made a decision right there to let whatever happens to happen. If she wanted to jerk me off, give me head or try fucking me I would her do it but it would have to be quick before others noticed we were away. Well I got my answer pretty quickly when she stepped out of her bikini revealing that she had a trim box...mmmm my favorite. At that moment a few thoughts ran through my head: How hot Dini is for mid 40's and how I get to try and fuck another woman who may or may not be able to do so.
She pushed me back on to the bed and asked for something she had never experienced before but I was very well versed in...oral. I motioned for her lay at the edge of the bed which she did as I knelt between her legs placing them to the side. Not wanting to dive right in I began kissing her on the lips and continued kissing all the way down to her as she squirmed. I began lapping at her mound and continued to do so until she came. I think I established a new personal record by making short work of her. I reminded her again that although I love eating pussy she must decide if she wants me to continue or not. If she was there for oral I had no problem with that. I don't know if was the excitement of having oral performed on her first and only time in her life but she couldn't decide so I through her legs over my shoulders again and kept at it. I made her cum two more times and each time I thought she was going to squeeze my head off with her thighs LOL
Dini asked that I let her up so I moved aside to allow her be seated at the edge of the bed. She looked at me and said "Thank you. Thank you for doing something no one has ever done for me before. And thank you for making me feel like a woman again" She explained that she had asked her ex husband to perform oral on her but he never would although Dini would blow him wherever and whenever he asked. Not knowing the next time she might get the chance to ride my cock she asked to try it while still lubed from our oral session. Dini pushed me back on the bed and leaned forward to suck my cock to attention. I would have preferred another way but i guess she wanted to control her descent on my shaft so she elected to ride me. After several minutes she made it about a third of the way down before expressing discomfort which was understandable seeing how she hadn't had cock in years. Another "Big Cock Challenge" failed...
She dismounted me and apologized but I told her not to be sorry and that this time it was about her and there will other times I'm sure. It was then Dini offered up a solution which was to tit fuck her. With some spit and KY I went to town on her tits and leaving me with the choice where to cum. Minutes later I pulled my cock from between her tits and asked that she open her mouth. The first stream of cum shot out like a pressure washer causing her to gag and the second sprayed her nose, lips and chin. Now recovered from the first and second streams she milked the 3rd and 4th pulse on to her tits before finally milking what remained in to her mouth. Dini also said that in the future I can try sticking my cock in her ass as an alternative.
Our timing couldn't have been better as we saw my wife coming down the hill towards the cabin so Dini got in the shower and I putmy swim shorts back on and pretended to be sleeping on the bed. My wife entered the room and heard the shower running so she opened the door and told Dini that lunch was ready and asked how long I had been sleeping? Dini told her she had seen me leave the pool 30 minutes prior and she just arrived 5-10 minutes prior to use the shower. Wouldn't you know it my wife after waking me up felt like jerking me off while her mom was in the shower. I had to pass saying that I hadn't showered and my junk was all smelly and sweaty. She actually seemed mad for once but other times she can't be bothered. Maybe it was seeing her Mom's bikini on the floor at the foot of our bed?
She asked me about it and I told her I don't know I was sleeping when her Mom arrived...
This was only day one of our weekend and I don't have time to type the rest right now.
Well it's been a busy last few months since I played show and tell and fucked my best friend's wife and his sister but this is what happened at a family event after that.
This was at a family reunion of sorts that is held every year at the farm of the wife's Uncle (MIL's Brother) He has several hundred acres with a large home, guest home, cabins, trees, ponds, trails and streams. Fuck it is actually almost like a resort it is so nice. My MIL (Dini) and her other brother came up with my wife and I for the nearly 2 hour drive there. Once we arrived we were greeted by Uncle Mike, his wife Susan and their twin 22 year old daughters. Being the first one's to arrive we were given the choice of where we would stay so we grabbed the guest house and began to unpack for the weekend stay. Our room had 2 beds so the MIL would be sleeping with us...bonus! I got ready to swim and I brought these swim shorts that basically clung to you like shit on a baby's ass when they were wet. All part of of my master plan to showcase my junk. My wife had scolded me when she saw me in these shorts as she knew what would happen when they got wet but they were the only swim shorts I packed. I told her I don't think your Mom and every other female relative is going to be watching me that intently and if they do it's your fault for telling some of them about me.
More family arrived as we settled around the pool and soon the SIL (Jen) arrived pool side with the wife's brother. I have always wanted to fuck her silly mainly because she is a giant cock tease either by talking shit, kissing me with tongue or actually physically grinding me at times. I waited for them to arrive just to see what she would be wearing this time and she did not disappoint by wearing a stunning 2 piece bikini which caused me to instantly to go hard. I jumped in the pool not wanting the older ladies on the pool deck to get a look and cause them to have a heart attack. About 20 minutes later I planned my exit so that Dini and Jen would be seated at the shallow end where the stairs were located. As I emerged from the water I could feel the material cling to my dick so I glanced down and it was so bad that it looked like a vacuum packed kielbasa. I could see Jen biting her lower lip while my Dini's mouth was agape. I took up a chair beside them and the fiddled with my shorts by pulling the material away from my cock as they both continued to look.
My wife had been helping Susan prepare lunch in the main house so I decided to shower and change back in the guest house. I had a feeling that Dini would be along soon enough so I left the bathroom door open. I tell you she is so predictable because just as I exit the shower there she was standing in the doorway. She pretended to be startled as she continued to look down at my groin before exiting. Wanting to show her the full size of my cock I followed her in to the bedroom with the towel thrown over my shoulder. I then said to her "You may as well look closely to see if your daughter was telling the truth or not at the girls weekend" Her reaction was almost the same as Corey and Renee the night they first saw it. She was like "Wow I never doubted her but now seeing it for myself when you exited the pool and now here in the flesh I can just say damn that's big" I told her how it's been more of a curse as not many girls in the past or her daughter have been willing or been able to deal with it. She offered up nothing save for a nod in agreement as she continued staring.
I went on to tell her that is why I have become somewhat of a professional in providing female oral gratification. I then told her that her two grand-kids were basically conceived after being jerked off by her daughter and shoving a portion of my cock inside to impregnate her. Apparently my wife had told her we had problems conceiving but now she knew why we did. I asked my Dini if she wanted to touch it? She said "Yes" and placed one hand at the base and against my balls before stroking me with the other as I laughed as her hand could maybe encircle half of it. I made a decision right there to let whatever happens to happen. If she wanted to jerk me off, give me head or try fucking me I would her do it but it would have to be quick before others noticed we were away. Well I got my answer pretty quickly when she stepped out of her bikini revealing that she had a trim box...mmmm my favorite. At that moment a few thoughts ran through my head: How hot Dini is for mid 40's and how I get to try and fuck another woman who may or may not be able to do so.
She pushed me back on to the bed and asked for something she had never experienced before but I was very well versed in...oral. I motioned for her lay at the edge of the bed which she did as I knelt between her legs placing them to the side. Not wanting to dive right in I began kissing her on the lips and continued kissing all the way down to her as she squirmed. I began lapping at her mound and continued to do so until she came. I think I established a new personal record by making short work of her. I reminded her again that although I love eating pussy she must decide if she wants me to continue or not. If she was there for oral I had no problem with that. I don't know if was the excitement of having oral performed on her first and only time in her life but she couldn't decide so I through her legs over my shoulders again and kept at it. I made her cum two more times and each time I thought she was going to squeeze my head off with her thighs LOL
Dini asked that I let her up so I moved aside to allow her be seated at the edge of the bed. She looked at me and said "Thank you. Thank you for doing something no one has ever done for me before. And thank you for making me feel like a woman again" She explained that she had asked her ex husband to perform oral on her but he never would although Dini would blow him wherever and whenever he asked. Not knowing the next time she might get the chance to ride my cock she asked to try it while still lubed from our oral session. Dini pushed me back on the bed and leaned forward to suck my cock to attention. I would have preferred another way but i guess she wanted to control her descent on my shaft so she elected to ride me. After several minutes she made it about a third of the way down before expressing discomfort which was understandable seeing how she hadn't had cock in years. Another "Big Cock Challenge" failed...
She dismounted me and apologized but I told her not to be sorry and that this time it was about her and there will other times I'm sure. It was then Dini offered up a solution which was to tit fuck her. With some spit and KY I went to town on her tits and leaving me with the choice where to cum. Minutes later I pulled my cock from between her tits and asked that she open her mouth. The first stream of cum shot out like a pressure washer causing her to gag and the second sprayed her nose, lips and chin. Now recovered from the first and second streams she milked the 3rd and 4th pulse on to her tits before finally milking what remained in to her mouth. Dini also said that in the future I can try sticking my cock in her ass as an alternative.
Our timing couldn't have been better as we saw my wife coming down the hill towards the cabin so Dini got in the shower and I putmy swim shorts back on and pretended to be sleeping on the bed. My wife entered the room and heard the shower running so she opened the door and told Dini that lunch was ready and asked how long I had been sleeping? Dini told her she had seen me leave the pool 30 minutes prior and she just arrived 5-10 minutes prior to use the shower. Wouldn't you know it my wife after waking me up felt like jerking me off while her mom was in the shower. I had to pass saying that I hadn't showered and my junk was all smelly and sweaty. She actually seemed mad for once but other times she can't be bothered. Maybe it was seeing her Mom's bikini on the floor at the foot of our bed?
She asked me about it and I told her I don't know I was sleeping when her Mom arrived...
This was only day one of our weekend and I don't have time to type the rest right now.
