Mom Helps With a Problem

100% fiction!

My mother is young and at the risk of sounding cliché, she was and still is very attractive. I remember knowing that my mom was attractive and understanding why she got so much attention. My mother even did some modeling when she was younger. We had a very open and trusting relationship and we could talk about anything.

So when the time came that I had to ask my mother to take me to the doctor I had no problem telling her why. My testicles were swollen and hurt I also felt like I had to urinate a lot and it wasn’t feeling right coming out.

When I told my mom she immediately made an appointment with a urologist, one that she knew and used. On the drive over my mother asked me more questions, like when did this start, any other symptoms, did I remember injuring the area, and the one I wasn’t ready for, have you had unprotected sex? As I said I was comfortable talking with my mom about anything so I told her that I hadn’t.

The odd thing was that this time when she mentioned that I felt a twinge of excitement, I don’t know if it was because I hadn’t had sex in awhile, or that mom asked or because I had to admit - she looked pretty sexy. She was wearing a camisole top, which showed some cleavage and her tanned shoulders, she also wore white khaki style shorts, which were short but not short, shorts they showed her toned and tanned legs nicely. She smelled sexy too.

The other thing that stood out was that my mother seemed worried about me, which started me worrying too. I was glad when we finally arrived at the doctor when I got called into the room my mother came with me. I really didn’t think anything of it at that point. I went through the usual preliminary procedures with the nurse, blood pressure, etc. The doctor finally came in and to my surprise the doctor was a woman.

I guess I just expected the doctor to be male not sure why. The doctor was actually attractive not hot but attractive probably in her late 30’s early 40’s. She asked me what the problem was and, I began to describe my symptoms to her my mom interjected if she felt I had forgotten something or did not elaborate. The doctor asked me about the last time I ejaculated I felt a little embarrassed but also aroused. I told her it was about 3 days ago she asked me if I felt it was a normal ejaculation for me, and I told her it wasn’t it didn’t feel like it came out right and that some was still stuck in there. She dutifully wrote everything down and then asked me to lie back on the table so she could examine me.

As she started I looked over at my mom and she was watching the doctor intently when the doctor examined my testicles she could tell that it was painful for me. She made sure to feel all the areas of my testicles though it was painful I was starting to get a little bit hard. She finished examining my testicles then examined my penis the head and the shaft there wasn’t really any pain in my penis so she stopped examining me there.

She then had me stand up so she could examine my testicles I think she was checking for hernias. While she was doing that I looked over at my mom who was now leaning forward which gave me a nice view of her more exposed cleavage. I could feel my cock getting harder and wondered if the doctor noticed. The doctor then turned off the lights and put a light behind each one of testicles while examining them. I thought this was odd but I could see the doctor’s neck a little more, which was more of a turn on.

The doctor looked at my mother then at me and said, “ I am going to examine your prostate gland, many times testicular pain is an indication that something is wrong with the prostate gland”. I sort of knew that that meant but wasn’t entirely sure, she asked me to turn around and put my elbows on the examining table and relax. I looked over at my mom and noticed how sexy she was looking.

The doctor lubed up her finger and slowly inserted her finger into my ass, at first the sensation felt odd then it felt sort of good. She was examining my prostate and I felt intense pressure and got up on my toes and let out a groan. The doctor apologized for the discomfort she continued and hit two more spots that made me cry out in pain. She pulled her finger out then told us that she was going to examine my prostate with an ultrasonic prostate probe.

I thought I saw my mom take a deep breadth I think she was both worried and curious. This probe was a little bigger than the doctor’s finger, long round and metal. The doctor explained that this might be painful and that she needed to make sure to take her time to examine the prostate with the probe. During this examine there was a mix of pain and pleasure. I looked over at my mom she was looking at me then at the monitor that showed what probe was seeing. The doctor was looking at the monitor then at me at my mom. I looked at my mom I could see more of her cleavage, which aroused me some more but I wasn’t getting fully hard, probably because of the pain the I was in.

The doctor finished her examine, wiped the lube off my ass, then said she was going to look at the probe results. She told me that I could sit or stand. I decided to stand while the doctor and my mom sat. The doctor looked grave as she looked at the results. Finally she looked at mom and me and said, “You have prostatic congestion, which is when excess fluid builds up in the prostate gland”.

My mother and I looked at each other. I was worried not really sure how serious it was. My mom spoke up and asked “ so what is the treatment for this”. The doctor said “ the treatment is to massage and milk the prostate and to actually ejaculate more frequently, I recommend milking 2 times a day and ejaculating at least once a day until you see me again in two weeks”.

I had no idea what milking the prostate meant and I am not sure if my mom did but she asked, “ How will his prostate be massaged and milked?” The doctor said “ I am going to show you how and I recommend that you be the one to milk his prostate, he needs to have someone who he can trust to do this and, will be around enough to do it”. I could not believe what the doctor just said, my mother said nothing. The doctor told me to bend over the table again, she lubed up two fingers this time. She inserted one finger into my ass and started to gently massage my prostate gland, which felt weird at first but then started to feel good.

My mom was sitting off to the side of me and I could see her out of the corner of my eye this made my cock stir and start to get erect. The doctor then slide another finger in my ass and started to push on my prostate with two fingers which was painful at first. Fluid started coming out of the head of my penis, it wasn’t cum it was a more clear fluid.

The doctor said to my mother “Ms. Hill since you are going to be the one doing this for him you might as well try this with me here so we can tell if you are doing it right and answer any questions”. I almost fell right there, the thought of my sexy mother massaging my prostate was surreal. The doctor told my mother to put on a glove and get some lube on her fingers.

She told my mother to gently slide one finger in and go towards the front of my body until she felt a walnut size bulb; she said when you feel it move your finger side to side to stimulate the prostate. The sensation of my mother’s finger in my prostate was weird but also strangely erotic my cock was now getting rapidly hard. The doctor told my mother that this was very stimulating for males and that an orgasm and full out ejaculation could occur or it could just be milked of fluid.

She told her she would know when she was done when the clear fluid turned more white like ejaculation then turned back to clear. She then told my mother to slide another finger in my ass and massage in the same way but put a little more pressure. I heard my mother sigh a little my cock was now fully hard all 8 inches of it. My mother was moving her fingers side to side and pushing down and also pumping a little this felt so much better then when the doctor was doing it. I started to moan a little, the doctor said “he may be ready to ejaculate soon” my mom started moving her fingers a little faster and it felt so good, my cock was so damn hard.

I started to feel the familiar sensation of being ready to cum and braced myself for it; it started to build up with more pressure than I ever felt before. I couldn’t hold it back anymore and let out a big groan and started to shoot my cum all over it was the most intense orgasm I ever had. My mother kept pumping my prostate, as I was cumming. After I finished I felt weak and spent, the doctor said that the milking was finished and for me and mother to get cleaned up and she would be back in a few minutes.

My mother and I cleaned up but didn’t really look at each other or say anything, my mother’s smell was stronger and seemed sexier too. I sat up on the table and mom sat on the chair next to me. The doctor came back in and started to explain that we needed to milk my prostate twice a day because it was really backed up. She also said if this didn’t help they might have to do surgery. She also told me to remember to ejaculate at least once a day too. She explained to me and mom that during milking I may ejaculate and I may not but to keep doing it, she also said that if I felt like I wanted to stimulate my penis during the milking to ejaculate faster this would be OK.

The doctor handed my mother a plastic bag with gloves and lube in it she said goodbye to us and told us she would see us in two weeks. I got dressed and walked to the car with my mom, we were both silent. On the drive I couldn’t think of what to say even though up till now I was comfortable talking to my mom about anything. Finally, my mom said “ I am sure that was little awkward for you” I said “a little??” we both laughed which broke the tension. My mom said “ I think you are going to be OK we just have to make sure to do what Dr. Anderson said we should we will make it as normal as possible”. I said, “ Yeah how are we going to do that?” We both laughed again, my mom said “ Let me worry about that”.

The rest of the day I busied myself with my homework and my sports, my mom was doing this and that. I remember seeing her walk outside toward me and I noticed how sexy she looked and maybe I never noticed before but she had a sexy walk, it almost seemed she was walking more sexy than usual. She told me dinner was ready we both went inside and sat at the table as was usual we said our thanks before we ate as we held hands. This time my cock stirred when I touched mom’s hand, it felt so soft and smooth and I wondered if it was the hand with the fingers that milked me this morning.

As we began to eat my mom asked me when I thought a good time would be to do the milking I told her probably in the morning and at night. She agreed that this would work best with her work schedule. I don’t think I really realized what this meant we ate and talked about this and that. As I helped clean up my mom said “ I will be up just before I go to bed so I can help you”. I said ok and thanked her for dinner and gave her a kiss on the cheek, which I would do from time to time. This time I felt my mom’s breasts rub against me and my cock stirred.

I went to my room and listened to some music and replayed the events of the day in my mind. I was still not sure it was real, a pretty doctor and my sexy mother milking my prostate and making me cum. I thought of how sexy my mom looked and smelled. This was too much my cock was rock hard. I remembered the doctor’s orders about ejaculating once a day, so I started to stroke my cock. The image of my mom and the doctor milking me, remembering my mother’s sexy smell, how she looked and how her tits had rubbed against me, it didn’t take long until I was shooting ropes of cum one of my best orgasms ever.

I started to read a book I had for homework and must have fallen asleep when I heard my mom knock on the door, “ Can I come in” “sure mom come in”. At this point I was mostly dressed with a tank top and shorts, my mom came in and said it was time for her to help me. My mom had on a long, sheer, beige nightgown that hugged her hips. My mom said” before we start I want you to know that this is OK and do not feel embarrassed, I am going to help you with your problem” She then said that she thought I should find a position that would be most comfortable, somehow I found that this was laying on my side on the bed.

My mother said it would be easiest if I took my shorts and underwear off and it was up to me if I wanted to leave the shirt on. She asked me if I wanted a towel over me. I decided to take off my shorts underwear and shirt and decided a towel over me would be weird.

Mom told me to lie down and relax I could hear her putting on the glove and the lube. I also got a whiff of mom and she smelled so damn sexy. I know this is my mom but I couldn’t help it. My cock started getting hard as I was anticipating mom’s sexy finger going into my ass.

Mom got behind me on the bed and slide her finger into my ass and it felt good. She slowly moved her finger side to side in an almost sensual way; this made my cock very hard, fully hard. Mom said, “ Is that ok, does this feel ok”. Somehow hearing her say this with her finger in my ass made me even more excited. I said, “Yeah mom that feels, gooo, um that’s ok”. I was very aroused at this point and when mom would move her head to see what she was doing her hair would brush against my ass and side this made it even more sexual.

My mom slide another finger in my ass and it felt incredible she was moving them side-to-side and pushed a little harder. It felt so good; her movements were gentle, sensual and sexual. I don’t know if she meant to make it feel this good but it was amazing. My cock was the hardest it ever had been and the fluid was coming out the head it felt so sexual and the sexual smell was filling the room.

I started to moan loudly and moved my hips back towards mom, my mom said “Are you OK” I said “ yessss mom”. Mom then shifted I felt her closer to me, the warmth of her body, and her smell, she started moving her hand a little faster and she was looking at the tip of my cock to see if there was any fluid coming out. All this combined aroused me to the point where I was about to explode. I let out a groan and said, “ I’m “ and started to shoot my cum in long ropes all over the place, mom kept pumping my prostate as I came it felt so amazing.

After I finished mom kept pumping a little, I looked back at her quizzically, she said, “ I want to make sure to get it all out”. I few more pumps and some more fluid came out.

Mom removed her finger and cleaned me up she laid downed beside me and asked if I was OK. I told her I felt better. Mom said that it was time for her to go to sleep and she would see me in the morning, she leaned over me and gave me a kiss. When she did her breast rubbed against my side. I am not sure if it slipped out or if it was the feel of the nightgown that felt so soft. The she whispered in my ear “by the way I didn’t know you had gotten so big” and kissed my neck…