This is not a story about the evil gold digger stepmother who is cruel to her stepson. It is exactly the opposite. Mary was smart, beautiful, and kind to everyone that knew her. She started out as a teenage model but also earned a degree in computer science from a top university. She saved the money she made from modeling and had a high income working for a large tech company, so she didn't need a man in her life for financial support.
Her father was very emotionally distant from her. He only cared about making money as an investment banker. He was a serial womanizer and left her mother and Mary for his young assistant when Mary was only five years old, forcing her mother to struggle to pay bills. After Mary's modeling career took off, she was able to support her mother, but her mother passed from cancer shortly after Mary completed her degree.
Mary met Frank when she was thirty. He was a successful forty two year old real estate executive and was previously married. Frank's first wife Julia became an alcoholic and abandoned Frank and their son Robert, who everyone called Bobbie, when Bobbie was five years old, and Julia died from a drug overdose a year later.
Mary heard rumors that Frank cheated on Julia, which caused her to turn to alcohol and drugs, but Mary loved Frank and didn't want to believe the rumors. Frank swept her off her feet, love bombing her with flowers, jewelry and romantic weekends and vacations.
Frank married Mary when she was thirty two, and she gained Bobbie as a stepson, who was eighteen at that time, and Mary and Bobbie got along great and became very close. Frank wasn't sure if he wanted another child at his age, but Mary finally convinced him, and she became pregnant when she was thirty seven.
It turned out the rumors about Frank were true and he left Mary to be with his young assistant, just like her father had done to her mother and her. It turned out that Frank was also deeply in debt, so Mary wasn't going to get child support, not that she needed it any way. With no financial ties Frank abandoned Mary and his yet to be born child, now that he had a new young girlfriend. With Mary having a high income she was worried he might try to get spousal support in a divorce.
Bobbie finished college and became a financial consultant, splitting his time between working in the office and working from home, and at twenty four was already a rising star in his field. After Frank left, Bobbie could have moved out, but he wanted to help Mary and his soon to be born stepsister. Bobbie's feelings about Mary were complicated, kind of a combination of an older friend or sister and the mother he never had. Complicating things even more, he had developed a crush on her over the years he had lived with her and his father.
"Bobbie, I'm home from work, are you here?" Mary called out as she walked in the door of their large suburban home.
"I'm in the family room. You're a little late home again. I made us dinner and I'm worried that you are working too hard. You do remember that you are due in two months?"
"Oh Bobbie, you are so sweet. You always take such good care of me. I have good news; I am taking your advice and am taking a long maternity leave. Maybe I'll even become a stay at home mom. With my savings we will be just fine financially."
"Mary, besides your savings you remember that I inherited money last year from my Great Aunt, so I can help support us."
"No Bobbie; that is your money. You do so much for me every day. I don't know where I would be emotionally these last months if you weren't here. I don't know how I can ever repay you. You accepted me into your life right after I met your father and never made me feel like an outsider."
Bobbie didn't want to argue with her, since it was always a contest between them about who could do more to help the other. Bobbie had long wanted to call her 'Mom,' but sometimes had sexual thoughts about her, so he felt more comfortable called her Mary. He didn't know that Mary sometimes also wished that he would call her 'Mom,' but she also had a sexual attraction to him.
He got up off the couch and walked over to her and rubbed her stomach gently. "Mary, I love feeling the baby kick. I am so excited that I am going to have a sister and that you will achieve your dream of being a mother."
"I'd like to think that I am somewhat of a mother to you already," she smiled at him with a shy grin. "I'm going to change into my sweatpants and be right back for dinner. Sorry you have to heat it up."
Mary was extremely tall and thin, and it took her a long time to even show her baby bump. She always had very small B cup breasts, and sometimes didn't wear a bra. Bobbie had excitedly noticed though that her breasts were getting larger. When she came out of her bedroom for dinner, he did a double take. She didn't realize that her tee shirt was a little thin and with no bra you could see her nipples slightly poking out against the silky fabric.
After dinner they often sat on the couch together and watched a movie. "Mary, you seem to be walking a little awkwardly; do your legs hurt?"
"Yeah, my feet and legs are a little swollen and sore."
"I'll massage your feet and legs if you'd like."
"Thank you, Bobbie. You're the best." She put her legs on his lap and he pushed up the legs of her sweatpants and started gently massaging her feet and calves. She started cooing, "Oh Bobbie, that feels so good." But she started to feel a tingling between her legs, and it made her feel guilty that her stepson was having an involuntary effect on hormone crazed body. She hadn't had sex since Frank had impregnated her.
As Bobbie massaged her and he heard her softly moaning, he started getting hard beneath his jeans and hoped she didn't notice it. He kept saying to himself, "Stop it Bobby, she is your stepmother for fucks sake."
She also seemed a little hunched over lately when she walked. "Mary, do your shoulders hurt, I can massage them too for you if you'd like?"
"That would be great Bobbie. These enlarged puppies of mine are weighing down my shoulders," she laughed. She quickly turned red realizing what she just said. "Bobbie, I'm sorry I shouldn't say things like that to you."
"Don't be silly, I don't get embarrassed that easily and happy you are so comfortable with me."
She turned away from him and he got behind her and started massaging her shoulders. She started softly moaning again. "Bobbie, you don't how good it feels." He started getting rock hard again.
"It feels good for me too." His face turned red realizing what he just said. "I meant that it makes me feel good making your shoulders more relaxed."
She giggled, "Don't worry, I know what you meant." She wondered to herself though what he really meant. At one point she leaned forward so he could massage her back and he caught a glimpse of her growing breasts and even part of her nipples. His mind started thinking thoughts he shouldn't be thinking about his stepmother.
Their daily routine continued of being considerate to each other, taking turns cooking dinner, doing laundry and cleaning the house. Mary stopped working two weeks before her due date. When she was ready to deliver the baby, she asked him to be in the delivery room.
"I'd be honored to be there with you, but it would just be too weird for me, and for the doctors too."
"I understand, my sister is flying out to stay with us to help me until we get a nanny to help around the house, since you have to get your work done and not be disturbed. She can be with me when your stepsister is born."
The delivery went fine, and Mary, Bobbie and Mary's sister spent time together the first few weeks with his new stepsister, who Mary named Sarah. Mary was not shy about breastfeeding Sarah in front of Bobbie, but he felt weird about it, although he never told her.
After Mary's sister left, they hired a nanny to help them take care of the baby during the day, but she didn't sleep in the house overnight. Bobbie got turned on watching his stepmother feed Sarah but continued to feel disgusted with himself for even having such thoughts. He had broken up with his girlfriend early in the pregnancy and said to himself that he was too busy with the baby to date anyone. But he wondered if that was the truth or if he really wanted to be with Mary instead.
One night six weeks after Sarah was born and the nanny had left for the day, Mary put on a robe and sat on the couch and breastfed her. Bobbie sat on the chair next to the couch, staring at his sweet stepmother as she smiled at her baby as Sarah suckled her breasts. Bobbie got jealous, wishing it was him feeding on her milky white breasts and felt awful having those thoughts, but couldn't help his feelings.
Mary put the baby to bed and sat back down on the couch, looking very tired. He got up and sat next to her and was worried what he might do next. "Mary, do your shoulders hurt? I can massage them for you."
"That would be great, thanks."
He started rubbing her shoulders as she did her usual soft moaning. After he was done, she faced him and surprisingly she gave him a peck on his cheek. "Do you know how much I love you, Bobbie? You are so wonderful to me and Sarah. You are going to make a great husband and father someday."
He smiled at her. "Are you feeling better now, Mom?"
Mary looked at Bobbie with a shock on her face. "You never called me Mom before."
"Well, I never had a real mom before you and you deserve to be called Mom and I should have done it sooner."
"I am so touched that you feel that way." Mary started softly sobbing.
"I'm sorry I made you cry."
"These are tears of joy, not sadness. Thank you for everything you do for me every day."
"You do more for me actually. Is there anything else you want me to massage?"
Mary giggled again. "Well, my breasts are sore from producing so much milk, but you can't help me with that. I'll just have to pump them."
Bobbie finally lost control. "I can help you." He quickly opened the top of her robe, bent forward and started massaging her breasts.
Mary was mortified and tried to close her robe. "Bobbie, what are you doing! I'm your mother, you just said so!"
He looked at her with a wild look in his eye. "Mom, I never got to breastfeed. Maybe my mom would have loved me and not left me if we had bonded better."
