I Had Sex With My Friend's Mom
A friend of mine from Phoenix – we will call him Dave - has been a lover of mine since I was 17. He is five years older than me and is a nice man with some really interesting kinks and the money to explore them. Two years ago, he asked me to visit him because he had a simple desire; he wanted to see how his mother would react to his TS friend. At the time, it seemed like a strange request but I guessed “parade out the TS” time was another one of his weird kinks. Since Dave had always made me happy over the years, I reasoned that his request was simply a way of messing with his mom so I agreed to meet her.
When I arrived at his home a few weeks later, I was surprised when a very attractive lady answered the door. I was more surprised how she was dressed, white tight tank top, no bra and black silk boxer shorts that I had given Dave a few years earlier. I thought to myself, that Dave’s new girlfriend was little older than him but very hot. To my utter astonishment, she introduced herself as Dave’s mother Annie.
Wow!! She looked way too young to be Dave’s mother…… and her body was absolutely amazing.
She invited me in and said that Dave was running late from work. She showed me to a spare room and said to make myself comfortable. As she turned to leave, she said, “Drinks and swim by the pool if you like.” And I swear she shock her *** as she departed in those black silk boxers.
So here is my situation as a TS, I can wear bikinis with my penis tucked and a little waist sarong, and as long as I do not swim, my little secret does not become obvious. So I changed into a white bikini which shows off my deep tan and firm body, checking myself in the mirror, taking pride in my own appearance (yes I am vain) and headed out to the pool.
As I hit the threshold of the sliding door, I could see Annie was naked which caused me to panic. The panic was not that she was naked – I am by no means a prude - but I was not prepared mentally to drop my bikini bottoms in front of her. She saw me standing at the door and cheerfully called out to join her. As I approached, she inquired if her nudity was an issue. I said “not at all” while still panicking inside my rattled brain. I walked over and got my towel and chair set-up, removed my top and applied lotion to hold back the sun.
It was freaking hot in Phoenix and it was only late April.
We chatted about the usual social niceties and weather observations. She inquired about my friendship with Dave obviously fishing to know my relationship – “just friends” – and other small talk. I told her that I was amazed that a woman so young and attractive could be the mother of Dave. She enjoyed that comment with a laugh and explained how she had had Dave when she was 18 years-old; her “mistake love child” is how she phrased it.
So I do the math in my head; I am 24, Dave is 29, which would make her 47 years old. Damn, I hope I look half as nice at her age.
We had a couple of drinks and by now the heat is really getting to me, so I am faced with the dilemma of either running back into the air-conditioned house or jumping into the pool and all those reveal risks. As I was thinking it over, up Annie pops out of her lounge chair and jumps in the pool. As she surfaces, Annie calls out for me to join her.
Now since I live my life as a stealth TS, I have learned a couple things about the “reveal” as I call it. The vast majorities of men are either immediately turned on, their silly little pervy brains immediately going to the freak possibilities, or pissed because somehow I have challenged their manhood by tricking them. With females, the response is almost universally cold, like I was ******* with their sisterhood. Very rarely do I meet a genuine happy acceptance of my nature, so naturally I really dread these moments.
As my brain rattled through my many thoughts, I concluded that Dave had wanted his mother to meet his TS friend, so guess it will now happen sooner than later, so I jumped in. God the water felt heavenly and I was soon just floating about making small talk. At one point, it became obvious to me she had “seen” my little secret (yes kiddies, my **** is not that large but is noticeable).
So I asked Annie, “So has Dave told you anything about me?”
She said that he had said that I was an old friend who he had at one time been with but now was just stopping by for an overnight visit. She then inquired, “Why is there something I should know?”
So I summed up all of my courage and told her about my nature. She did something wonderful, she smiled and she came up and gave me a huge hug. She of course had questions, including her big one, my relationship with Dave and a couple of normal ones in regards to my sex life. I answered honestly for the most part, trying to keep most of my early life drama out in order to keep the mood light. We had a few more drinks, and the combination of relief and heat was making me a light headed and happy. I even got up the courage to ask why she was wearing Dave’s boxers when she answered the door. Her answer was simply “I love the feel of them, and it turns him on.”
Oh my…..
While I generally prefer men, my two spirits have always enjoyed being bi. At that moment, I was attracted to Annie, both her brain and beauty. It was obvious to me that the feeling was mutual, but you never know. We were both flirting with each other, Annie with her lovely breasts and me with my naughty ****. More than a few soft touches were exchanged and hands held and hugs given as we mentally explored each other in the refreshing waters of the pool.
As we were talking, Dave arrives from work and can see that we are bonding. His smiles as he inquires how we are doing. I say “lovely” while his mother says “you’re old girlfriend is full of surprises.” lol Dave then says to Anne, “Well mom, I got you the hot TS you said you wanted, when does the show start?” Now my little TS brain explodes.
WTF had I gotten myself into?
I turned to Annie, and she was looking at me with a just a bit of red from embarrassment and stated “It will begin when my new friend is ready.” The prospect of sex with her was very appealing and my horny buzz was really kicking in. Dave calls out, “the show has to be in the house, it is to hot out here.” So Anne takes my hand and in we follow Dave through the house dripping wet to his bedroom.
As went enter the room, Dave sits in a chair facing the bed. Annie takes me towards the bed whispering “Pay no attention to the man in the chair.” I giggle with nervous excitement. Since she was already naked, all that had to be removed was my bottoms which I did, trying to make it as sensual as possible. The whole time I am looking at Annie, and she is looking at my eyes, never once looking down.
Kissing, touching, lusting, nibbling, fingering, moaning, thrashing, wanting, needing, exploring and more happen. At one point I am happily licking my new lover’s hot ***** and ***. I feel Anne take my **** into her mouth and feel complete bliss. Out of the corner of my eye, I see Dave happily ******* his rigid thick ****. I am lost in a moment of time.
When I arrived at his home a few weeks later, I was surprised when a very attractive lady answered the door. I was more surprised how she was dressed, white tight tank top, no bra and black silk boxer shorts that I had given Dave a few years earlier. I thought to myself, that Dave’s new girlfriend was little older than him but very hot. To my utter astonishment, she introduced herself as Dave’s mother Annie.
Wow!! She looked way too young to be Dave’s mother…… and her body was absolutely amazing.
She invited me in and said that Dave was running late from work. She showed me to a spare room and said to make myself comfortable. As she turned to leave, she said, “Drinks and swim by the pool if you like.” And I swear she shock her *** as she departed in those black silk boxers.
So here is my situation as a TS, I can wear bikinis with my penis tucked and a little waist sarong, and as long as I do not swim, my little secret does not become obvious. So I changed into a white bikini which shows off my deep tan and firm body, checking myself in the mirror, taking pride in my own appearance (yes I am vain) and headed out to the pool.
As I hit the threshold of the sliding door, I could see Annie was naked which caused me to panic. The panic was not that she was naked – I am by no means a prude - but I was not prepared mentally to drop my bikini bottoms in front of her. She saw me standing at the door and cheerfully called out to join her. As I approached, she inquired if her nudity was an issue. I said “not at all” while still panicking inside my rattled brain. I walked over and got my towel and chair set-up, removed my top and applied lotion to hold back the sun.
It was freaking hot in Phoenix and it was only late April.
We chatted about the usual social niceties and weather observations. She inquired about my friendship with Dave obviously fishing to know my relationship – “just friends” – and other small talk. I told her that I was amazed that a woman so young and attractive could be the mother of Dave. She enjoyed that comment with a laugh and explained how she had had Dave when she was 18 years-old; her “mistake love child” is how she phrased it.
So I do the math in my head; I am 24, Dave is 29, which would make her 47 years old. Damn, I hope I look half as nice at her age.
We had a couple of drinks and by now the heat is really getting to me, so I am faced with the dilemma of either running back into the air-conditioned house or jumping into the pool and all those reveal risks. As I was thinking it over, up Annie pops out of her lounge chair and jumps in the pool. As she surfaces, Annie calls out for me to join her.
Now since I live my life as a stealth TS, I have learned a couple things about the “reveal” as I call it. The vast majorities of men are either immediately turned on, their silly little pervy brains immediately going to the freak possibilities, or pissed because somehow I have challenged their manhood by tricking them. With females, the response is almost universally cold, like I was ******* with their sisterhood. Very rarely do I meet a genuine happy acceptance of my nature, so naturally I really dread these moments.
As my brain rattled through my many thoughts, I concluded that Dave had wanted his mother to meet his TS friend, so guess it will now happen sooner than later, so I jumped in. God the water felt heavenly and I was soon just floating about making small talk. At one point, it became obvious to me she had “seen” my little secret (yes kiddies, my **** is not that large but is noticeable).
So I asked Annie, “So has Dave told you anything about me?”
She said that he had said that I was an old friend who he had at one time been with but now was just stopping by for an overnight visit. She then inquired, “Why is there something I should know?”
So I summed up all of my courage and told her about my nature. She did something wonderful, she smiled and she came up and gave me a huge hug. She of course had questions, including her big one, my relationship with Dave and a couple of normal ones in regards to my sex life. I answered honestly for the most part, trying to keep most of my early life drama out in order to keep the mood light. We had a few more drinks, and the combination of relief and heat was making me a light headed and happy. I even got up the courage to ask why she was wearing Dave’s boxers when she answered the door. Her answer was simply “I love the feel of them, and it turns him on.”
Oh my…..
While I generally prefer men, my two spirits have always enjoyed being bi. At that moment, I was attracted to Annie, both her brain and beauty. It was obvious to me that the feeling was mutual, but you never know. We were both flirting with each other, Annie with her lovely breasts and me with my naughty ****. More than a few soft touches were exchanged and hands held and hugs given as we mentally explored each other in the refreshing waters of the pool.
As we were talking, Dave arrives from work and can see that we are bonding. His smiles as he inquires how we are doing. I say “lovely” while his mother says “you’re old girlfriend is full of surprises.” lol Dave then says to Anne, “Well mom, I got you the hot TS you said you wanted, when does the show start?” Now my little TS brain explodes.
WTF had I gotten myself into?
I turned to Annie, and she was looking at me with a just a bit of red from embarrassment and stated “It will begin when my new friend is ready.” The prospect of sex with her was very appealing and my horny buzz was really kicking in. Dave calls out, “the show has to be in the house, it is to hot out here.” So Anne takes my hand and in we follow Dave through the house dripping wet to his bedroom.
As went enter the room, Dave sits in a chair facing the bed. Annie takes me towards the bed whispering “Pay no attention to the man in the chair.” I giggle with nervous excitement. Since she was already naked, all that had to be removed was my bottoms which I did, trying to make it as sensual as possible. The whole time I am looking at Annie, and she is looking at my eyes, never once looking down.
Kissing, touching, lusting, nibbling, fingering, moaning, thrashing, wanting, needing, exploring and more happen. At one point I am happily licking my new lover’s hot ***** and ***. I feel Anne take my **** into her mouth and feel complete bliss. Out of the corner of my eye, I see Dave happily ******* his rigid thick ****. I am lost in a moment of time.