WARNING: This story involves scenes of graphic sex including anal. If that is not what you are looking for don't read on. All sexual acts depicted in the story are committed by adults over eighteen years old. This is a story from a series of as yet unpublished Doctor Zach stories and his various encounters.
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I am an emanate internist and dietitian and I concentrate my practice to young females with eating issues, and female patients seeking "weight control". I usually find myself providing the daughter and the MILF mother with my special treatments.
I attend a few medical conferences throughout the year and when given the chance I love taking the overnight train to the major city holding that medical convention I plan to attend. I like the quiet time to review my medical notes and work on my current contribution to Literotica.
When you take these trains if you are a single they sit you at a table with other passengers. So I was led to a table of three. I said hello as I sat in the seat facing a young mother holding her baby. I'm a guy so of course I checked her out. She had a very pretty face and her hazel eyes sparkled as she smiled brightly. Her long raven black hair covered her shoulders and she flipped her locks as women sometimes do when they know someone is appreciating what they are seeing. She had nice full sized breasts under a white blouse but two pockets hid whatever was behind them. I was sure she was still breast feeding the small baby girl she was cuddling so the pockets would be nursing flaps.
I said hello to her and as it turns out also her mother. They introduced themselves, Olivia holding baby Caitlin and grandma Norah. Calling Norah a grandmother was doing her a disservice. She must have popped Olivia out in her early twenties because she was still quite a fox. I had a side view of very pronounced breasts still sitting up high and firm. She shot me a broad smile when she caught me looking her over and appreciating what I was seeing. She sat back and up and pushed her breasts out and turned them towards them. She had a U shaped top on and her cleavage was an arrow pointing down to her large play toys. Her brunet hair was bobbed across her shoulders and she would flip it from time to time as she laughed as we talked.
We ordered our dinners and I added a bottle of wine. When it came Olivia said she couldn't have any as she was still breastfeeding Caitlin and she blushed. I told her that was nothing to be embarrassed about and that more women should breastfeed as long as the baby wanted. I then shared I was a doctor and what my specialty was and said from what I had seen they wouldn't need my services and we all laughed. Norah had no problem helping me consume the larger portion of the first wine bottle and most of the second. By the end of dinner she was enjoying herself and would occasionally touch her hand to my thigh under the table and rub up and down. The more wine she had the higher up my thigh her hand traveled. I thought I'd call her bluff.
What I have always liked about my cock is that it stays its fat eight inches then gets hard when excited. If the woman was petite enough her fingers could not encircle my shaft. I usually go commando and like to roll my cock up unto my thigh when I am seated on a plane or manspreading in a hotel lobby or conference. When the women guess what I'm packing it often leads to cell numbers or room number match ups at the same conference.
Under the table I rolled my cock on my thigh through my pocket. I chatted with Norah and waited. She reached under the table and placed her hand on what she thought was my thigh. This time she rubbed up and down gripping tightly then she stopped suddenly. She turned her hand and gripped and re-gripped my cock until she was sure she knew what it was.
"Oh my goodness!" she shouted then laughed embarrassingly and squeezed my cock hard.
"What's the matter mom?" Olivia asked.
"Oh nothing really. I got a little twinge in my side, that's all," she laughed again and turned beet red.
I leaned over and whispered to her that what she was gripping was much more than nothing and it causes twinges in three or four more places than her side. Norah laughed slightly and hide behind her hair. But she didn't remove her hand just kept stroking it and squeezing the head and measuring how long the fat cock was by sliding her hand up towards my crotch. She was taking in long breathes through her teeth and humming the air out. She would run her moist tongue across her lips and moan softly.
Just then a porter came up to Olivia and spoke quietly. They had an animated conversation but the porter shrugged and walked away. I asked politely what that was all about. Olivia said they had booked the train at the last minute and were hoping for a sleeper cabin but all were taken. They would have to spend the night in the passenger cars taking turns holding the baby.
"Look I've already been cleared by the TSA to not be a terrorist or serial killer and I'd be more than willing to share my sleeper. I always book the largest room and it can accommodate both of you and the baby," I offered.
Olivia fussed and declined but her mother kept trying to convince her daughter to take my kind offer. All the time she spoke she massaged my cock taking as much in her hand as possible. Olivia still said, "No Thank You," and her mother huffed loudly in defeat.
I gave them my number number and told them to come by if they changed their mind or the baby fussed too much. I told them the travel cars did recline but could be noisy from other travelers and families. I wished them well and went off to my room. I did a little light reading and prepared for bed and turned in.
I woke from a deep sleep hearing a tapping on my door. I sleep nude so I just pulled the door curtain aside and in the sparse light of the train aisle I saw that it was Olivia with the baby and Norah outside with their baggage.
I opened the door and slightly crying Olivia said, "The baby is too fussy and I have to breastfeed and there is no privacy and we would never get any rest out in the noisy car and mom is a little hammered from the wine and has been no help. Could we please, please stay the night in your room?"
I told them to come in and stow their stuff. When Norah turned to face me she saw I was naked. Her eyes traveled down my body and stopped midway. Norah stared at my cock for some time then laughed quietly and said she better get changed for the night. She kicked off her shoes but was still loopy from the wine at dinner and was slurring some words and weaving when the train rocked. She laughed each time she had to catch herself.