My mother was 18 years old when she gave birth to me. I never knew my father and she never made an effort to tell me who he might be. It was always suspected that it was a married man who worked at the bank with her, but nobody was saying for sure.
Growing up with a single mom we never wanted for anything and lived a comfortable life. My mother was very open around me and was not the least bit embarrassed to have me see her in just her bra and panties. The same held true for her in her many beautiful and sexy nightgowns.
My mother never dated any men at all as she was always home with me. When I turned 18 and had been driving for a couple of years I began to go out on dates with girls I met in school. My mom would be home alone during these times and I was aware she had a dresser drawer with more than one style of dildo inside. I can't recall ever hearing her pleasure herself but I'm fairly certain she did and just kept things quiet.
When I was 19 years old my mother was only 37. She was a genuinely beautiful woman who had one of the most complete sets of vintage lingerie I had ever seen. Loads of satin, nylon, lace, ribbons, slips, garter belts, stockings, of all kinds; you name it she had it and wore it. Working in a bank and wearing sexy and beautiful lingerie under her business attire I think gave her a sexual thrill, and without male companionship it seemed to be the entire thrill she needed.
I had dated 3 different girls when I was 18 and I had sexual intercourse with one of them, but we only did it once. All three of the girls had dumped me and it really hurt with each one. My mom would always say;
"There are plenty of girls out there. Don't worry. You'll find someone."
I had a close relationship with a forth girlfriend and I thought things were going great, when one Friday evening she told me we needed to stop seeing each other and it was over. I was taken by surprise and really felt down about being dumped again.
I drove home and went to my room and could not get to sleep. I sat on the edge of the bed wearing just my boxer shorts with only the lamp on my desk on in the room. I just stared at the floor and felt sorry for myself.
Seeing the dim light on in my room my mom got out of bed and came to my door to ask what was wrong.
"Are you alright? Is there anything wrong?" She asked.
I looked up from the floor to see her standing in my bedroom doorway wearing her pink chiffon with black lace trim baby doll nightgown with matching full cut panties. I could see the nipples of her breasts through the double layer chiffon. I could also see she was clean shaven between her legs which as far as I knew was something new for her. I had always noticed a pubic bush of hair when she wore just her bra and panties around me.
"I was just dumped again tonight." I said with a sigh.
"Oh honey. I'm so sorry. I thought she was a really nice girl." Said mom.
"I did too. I could tell I had some deep feelings for her. I'm pretty down in the dumps about it and I'm so tense I can't sleep."
With that my mom came over to the bed and sat down next to me. I felt the chiffon of her baby doll brush my skin. She put her hands on each of my shoulders and started to message my shoulders.
"You do feel tense. Let me just rub your shoulders to help you relax." She said as she rubbed harder.
As my mom messaged my shoulders, every few rubs as she was pushing, her breast would brush against my arm and I felt her nipple getting larger.
"Having a relationship with another person is a tricky thing. I know. Why do you think I have stayed away from dating any men while you were growing up?"
"Yeah, why was that?" I asked.
"I just never came in contact with any that I thought would make a good father for you and a good husband for me." She replied.
My mom's messaging was beginning to loosen me up in my shoulders and I began to feel relaxed.
"Your rubbing is beginning to relax me mom. Thanks so much for getting up and caring."
"You know I always want the best for you baby." She said with a smile in her voice while still continuing to rub.
"And if you don't mind me saying, you look breath taking in your baby doll nighty." I just blurted it out and have no idea why I did.
"Oh, honey. Thank you. You know how I like to be extra girly. I try to be as girly as possible when I go to bed and that is why I have such a full wardrobe of nightgowns."
"I can't believe you have never found a man to help you feel as girly as possible. You are in your prime and very beautiful." I continued.
"Well...It has been very lonely for me all these years." She said.
"Don't you use your selection of dildos to satisfy your needs?" I asked.
"I use them, but not as much as you would think. I have some strong needs and a dildo just doesn't do what a real male penis can do. If I'm not sharing too much." She said softly.
The room got a little quieter as I said; "not at all. Your needs at your age are not at all a surprise to me."
As our discussion continued, she did not stop rubbing my shoulders and I guess it was not too much of a surprise to either of us, my penis began to become erect. My mom noticed the rising tent in my boxers and said;
"Is this making you uncomfortable honey? I can stop if it's doing to you what I think it is doing."
"What do you think it is doing?" I asked.
"Well baby, even I can see in the soft light your penis is getting hard and pushing against your boxers." Said mom.
I squeezed my legs together quickly to disguise my erection, but all that did was cause me to get bigger and harder.
"I'm sorry mom. It's been a trying day for me. Your message of my shoulders feels so good I really don't want it to stop. And your baby doll nighty is so feminine and pretty it's making me excited."
My mom took her hands off my shoulders and placed them in front of her breasts.
"I'm sorry honey. The soft light of the room and sitting next to you on your bed has got me a little excited too."
"Really? How?" I asked.
"Well, without getting too graphic, my nipples are getting pretty big and very sensitive. And I'm a little embarrassed to admit I'm kinda wet in my panties between my legs."