Sara - My trans experience (Part 2)
About 90% of the renovations, exterior work and landscaping are completed by mid September and my work travel picks up – little time left to work on the house. It becomes November and with the Thanksgiving weekend coming up, I decide to take the Wednesday off to socialize with friends and family over the long weekend returning to the shore house late Thursday evening for the first time in a month.
As normal, I wake up at 5AM and head to the coffee shop – thinking I will relax and watch some football before returning to the city Saturday. As I walk into the coffee shop, lo and behold, Sara is working putting a big smile on our faces. “Welcome back, how are you, what you been up to?” She replies GREAT and she asks, “Have you completed the house.” I tell her yes and she should come by and see it. She says yes, I will stop by after work. I have my coffee and muffin, say bye and head to the house. I am so fucking horny on the walk home. I decide to run out and get some lube and condoms just in case, placing them on the nightstand next to the bed.
I settle in on the couch, opening the shades and curtains so I can see her coming and turn on a college football about 12:30. I was think she would be there around 4PM. The game just started and Sara pulls her car in front of the house. I wave just come on it. She comes in and is smiling removing her coat placing it on the rack near the door. Being on the other side of room, I stand up and she smiling at she walks right to the stairway leading upstairs. I “chase” her as she gets up the first four stairs (it is a reverse “L” staircase), grabbing and kissing each other, clothes are being pulled off, shoes kicked off as we kiss and caress as we move up the stairs. At the top, I pull her panties off and starting sucking her – soon we are in a 69-position in the upstairs hallway. It is a tiny hallway. I do not know how we even got into position, but we are going at it feverously.
We slowly migrate into the bedroom, now both fully naked. She is rubbing my cock, and says, “fuck me” as she grabs the lube and covers my cock. WOW is all I am thinking. She is face down, ass up on an imitation sheepskin rug (I got it because I hate stepping out of bed onto a cold floor). I am so horny and leaking a lot of pre-cum from all the activity. I slide into her cute butt slowly and all I can think is “do not cum.” I am getting so excited with her murmurs and softs moans, no words – I slow down, not wanting to cum. I pull out and lift her up on the bed as I want to see her as I fuck her – that small break was enough to slow me down. She places one leg on my shoulders and we are back going at it with kisses and me playing with her. As we continue, she rotates on her side as I am sliding in and out – the maroon comforter on the bed is now covered with sweat and lube as I play with her. Then, bam she starts shooting ropes of cum across the bed on my hand then I explode all over her ass and legs. Pulling out, I standup and lean against the wall bending down to catch my breath, sweaty and very light headed and relaxed as she just lays on her side on the bed looking at me. As I sit there, the comforter is covers in sweat, lube and cum.
After a couple of minutes, I grab her hand leading her to the bathroom to take a shower. I never appreciated the shower until that day. I always thought the previous owner over-did it, large fully glass shower with multiple heads and a steam feature and a heated towel rack. We are kissing; caressing and soaping each other – total reveling in each other – I still remember the coffee smell in her hair. The smell of coffee always brings me back to that moment.
After we dry each other off, we go back into the bedroom and she notices the mess on the maroon comforter. I just smile and giggle saying, “yes, we had fun.” She asks for clothes so she would not be naked going downstairs. I point to the dresser and she pulls out NY Yankee Jorge Posada t-shirt that I still own and puts a smile on myself when I see it in the draw. We go downstairs picking up the clothes along the way and she puts her panties back on.
We sit and talk for a while and then we ordered some Chinese food for delivery. We sit at the kitchen island talking. It was a wide-ranging conversation about careers and life journey. I tell her I need to go back to Manhattan tomorrow but I will be returning next Thursday, hopefully we can meet up. We exchange phone numbers, and I tell her I will text her when I board the train.
After we are done eating, we begin to cleanup the counter, as she is placing stuff in the kitchen sink, I slide behind her kissing her neck and caressing her tits under the t-shirt. She pushes her ass back on me, and I am erect again. To my surprise, she turns around kisses me then drops to her knees, pulls down my shorts and starts sucking me. I lean / partially sitting on the nearest chair. She sucks me to completion. After some kissing, she gets dressed and we make plans to see each other next week. Next morning, I stop by for coffee before boarding the train and no words, just a lot of glances and smiles.
On the train ride and the whole week, I am thinking about nothing but the sex we had and are going to have. That Thursday is long with a client lunch (a client that I really do not like), and it is raining. After the lunch, I walk to Penn Station in the misty rain and catch the train – texting Sara – “on my way.” As luck would have it, I get stuck on the train due to a tree falling across the tracks – it took like 2 hours to clear. I texted her letting her know the status. I finally arrive around 6PM – no taxis, so I decide to walk in the mist. However, about halfway, it starts storming – a heavy downpour. I am getting soaked through my overcoat, suit, shirt and shoes. It is cold and windy now. I am a half block away and see Sara pulling up; I wave to her to keeping going to the house. I get to the house; Sara is on the porch carrying a little bag. I open the door, turn off the alarm, put the heat up and take my overcoat off. I need to get out of these wet clothes and warm-up.
We go upstairs straight to the shower, and I start taking off all the wet clothes throwing them over the tub. I am totally naked and she is still dressed. I say, “Are you not going to join me?” She starts taking off her clothes and I could not believe how sexy she looked or was it me just being so horny with anticipation.
I am now in the shower and she follows me – kissing, caressing – her body is so soft. We are soaping up each other, and then to my surprise she starts rubbing my ass and then slides a finger into me. It felt just right as we kiss and she continues to probe. I am total relaxed now in the hot shower and with her fingering me. I am rubbing her and she is fully erected. I say “fuck me” I think to her surprise. I turn, putting one leg on the built-in bench in the shower and I feel her sliding into me. I am in heaven, totally relaxed and she is hitting the spot (just the right size) – pure pleasure. She starts playing with my nipples. Damn I am horny. I turned the water off and we have a nice rhythm. My god I am so hard, horny and in heaven. After 4-5 minutes, I explode with a continuous stream of cum all over the glass shower wall and then shortly after she cums all over my ass and legs. Light headed, we gaze at each other and kiss passionately. After a bit, I turn the water back on and that initial cold stream hits us. We cleanup, and I tell her I have never had an orgasm like that. She then tells me that was the first time she fucked anyone, giggling.
We dry up, get dressed, ordered pizza and antipasti for delivery. I then remember her little bag and I say, “I hope you are spending the night” – smiling YES. We sucked, fucked, flip-flopped and slept little that night until her phone rings to wake her to go to work. We take a quick shower, and then she leaves for work. Instead of walking to the coffee shop, I decide to move my car. The shop’s owner notices and asks “Did you have a rough night, getting lazy, not walking” – I say, “yes, just had a very sleepless night.” He laughs and says Sara just said the same thing. “It must be the weather.”
Sara and I routine plays out the same for the next three weeks – sucking and fucking engaging totally into each other sexually; however, as we near Christmas, we both know it is coming to an end. I brought her an original copy of her favorite character’s animation cell. Our last night was a simple cuddle and spooning night. This short stint taught me a lot about myself and molded me on how I treat people for which I am forever grateful.
As normal, I wake up at 5AM and head to the coffee shop – thinking I will relax and watch some football before returning to the city Saturday. As I walk into the coffee shop, lo and behold, Sara is working putting a big smile on our faces. “Welcome back, how are you, what you been up to?” She replies GREAT and she asks, “Have you completed the house.” I tell her yes and she should come by and see it. She says yes, I will stop by after work. I have my coffee and muffin, say bye and head to the house. I am so fucking horny on the walk home. I decide to run out and get some lube and condoms just in case, placing them on the nightstand next to the bed.
I settle in on the couch, opening the shades and curtains so I can see her coming and turn on a college football about 12:30. I was think she would be there around 4PM. The game just started and Sara pulls her car in front of the house. I wave just come on it. She comes in and is smiling removing her coat placing it on the rack near the door. Being on the other side of room, I stand up and she smiling at she walks right to the stairway leading upstairs. I “chase” her as she gets up the first four stairs (it is a reverse “L” staircase), grabbing and kissing each other, clothes are being pulled off, shoes kicked off as we kiss and caress as we move up the stairs. At the top, I pull her panties off and starting sucking her – soon we are in a 69-position in the upstairs hallway. It is a tiny hallway. I do not know how we even got into position, but we are going at it feverously.
We slowly migrate into the bedroom, now both fully naked. She is rubbing my cock, and says, “fuck me” as she grabs the lube and covers my cock. WOW is all I am thinking. She is face down, ass up on an imitation sheepskin rug (I got it because I hate stepping out of bed onto a cold floor). I am so horny and leaking a lot of pre-cum from all the activity. I slide into her cute butt slowly and all I can think is “do not cum.” I am getting so excited with her murmurs and softs moans, no words – I slow down, not wanting to cum. I pull out and lift her up on the bed as I want to see her as I fuck her – that small break was enough to slow me down. She places one leg on my shoulders and we are back going at it with kisses and me playing with her. As we continue, she rotates on her side as I am sliding in and out – the maroon comforter on the bed is now covered with sweat and lube as I play with her. Then, bam she starts shooting ropes of cum across the bed on my hand then I explode all over her ass and legs. Pulling out, I standup and lean against the wall bending down to catch my breath, sweaty and very light headed and relaxed as she just lays on her side on the bed looking at me. As I sit there, the comforter is covers in sweat, lube and cum.
After a couple of minutes, I grab her hand leading her to the bathroom to take a shower. I never appreciated the shower until that day. I always thought the previous owner over-did it, large fully glass shower with multiple heads and a steam feature and a heated towel rack. We are kissing; caressing and soaping each other – total reveling in each other – I still remember the coffee smell in her hair. The smell of coffee always brings me back to that moment.
After we dry each other off, we go back into the bedroom and she notices the mess on the maroon comforter. I just smile and giggle saying, “yes, we had fun.” She asks for clothes so she would not be naked going downstairs. I point to the dresser and she pulls out NY Yankee Jorge Posada t-shirt that I still own and puts a smile on myself when I see it in the draw. We go downstairs picking up the clothes along the way and she puts her panties back on.
We sit and talk for a while and then we ordered some Chinese food for delivery. We sit at the kitchen island talking. It was a wide-ranging conversation about careers and life journey. I tell her I need to go back to Manhattan tomorrow but I will be returning next Thursday, hopefully we can meet up. We exchange phone numbers, and I tell her I will text her when I board the train.
After we are done eating, we begin to cleanup the counter, as she is placing stuff in the kitchen sink, I slide behind her kissing her neck and caressing her tits under the t-shirt. She pushes her ass back on me, and I am erect again. To my surprise, she turns around kisses me then drops to her knees, pulls down my shorts and starts sucking me. I lean / partially sitting on the nearest chair. She sucks me to completion. After some kissing, she gets dressed and we make plans to see each other next week. Next morning, I stop by for coffee before boarding the train and no words, just a lot of glances and smiles.
On the train ride and the whole week, I am thinking about nothing but the sex we had and are going to have. That Thursday is long with a client lunch (a client that I really do not like), and it is raining. After the lunch, I walk to Penn Station in the misty rain and catch the train – texting Sara – “on my way.” As luck would have it, I get stuck on the train due to a tree falling across the tracks – it took like 2 hours to clear. I texted her letting her know the status. I finally arrive around 6PM – no taxis, so I decide to walk in the mist. However, about halfway, it starts storming – a heavy downpour. I am getting soaked through my overcoat, suit, shirt and shoes. It is cold and windy now. I am a half block away and see Sara pulling up; I wave to her to keeping going to the house. I get to the house; Sara is on the porch carrying a little bag. I open the door, turn off the alarm, put the heat up and take my overcoat off. I need to get out of these wet clothes and warm-up.
We go upstairs straight to the shower, and I start taking off all the wet clothes throwing them over the tub. I am totally naked and she is still dressed. I say, “Are you not going to join me?” She starts taking off her clothes and I could not believe how sexy she looked or was it me just being so horny with anticipation.
I am now in the shower and she follows me – kissing, caressing – her body is so soft. We are soaping up each other, and then to my surprise she starts rubbing my ass and then slides a finger into me. It felt just right as we kiss and she continues to probe. I am total relaxed now in the hot shower and with her fingering me. I am rubbing her and she is fully erected. I say “fuck me” I think to her surprise. I turn, putting one leg on the built-in bench in the shower and I feel her sliding into me. I am in heaven, totally relaxed and she is hitting the spot (just the right size) – pure pleasure. She starts playing with my nipples. Damn I am horny. I turned the water off and we have a nice rhythm. My god I am so hard, horny and in heaven. After 4-5 minutes, I explode with a continuous stream of cum all over the glass shower wall and then shortly after she cums all over my ass and legs. Light headed, we gaze at each other and kiss passionately. After a bit, I turn the water back on and that initial cold stream hits us. We cleanup, and I tell her I have never had an orgasm like that. She then tells me that was the first time she fucked anyone, giggling.
We dry up, get dressed, ordered pizza and antipasti for delivery. I then remember her little bag and I say, “I hope you are spending the night” – smiling YES. We sucked, fucked, flip-flopped and slept little that night until her phone rings to wake her to go to work. We take a quick shower, and then she leaves for work. Instead of walking to the coffee shop, I decide to move my car. The shop’s owner notices and asks “Did you have a rough night, getting lazy, not walking” – I say, “yes, just had a very sleepless night.” He laughs and says Sara just said the same thing. “It must be the weather.”
Sara and I routine plays out the same for the next three weeks – sucking and fucking engaging totally into each other sexually; however, as we near Christmas, we both know it is coming to an end. I brought her an original copy of her favorite character’s animation cell. Our last night was a simple cuddle and spooning night. This short stint taught me a lot about myself and molded me on how I treat people for which I am forever grateful.
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