Just as I graduated high school, my father left my mother & I for his medical assistant. Apparently they'd been having an affair for years & my father decided that now I was out of school, he could leave mother & me, so he did.
Thankfully, with the help of a good divorce lawyer, mother & I remained comfortable in our financial status. My college was paid by my dad & was written into the divorce settlement.
After the divorce, my mother was kind of at loose ends. With no husband to look after or involve her life with, she had lots of spare time. She never dated, which was a surprise since she looked 10 years younger than her 39. She always worked out, watched what she ate & so forth, all keeping fit & smoking hot.
Growing up, I always knew I had the hottest mom of all of my friends. What I never told my friends was I regularly caught my mom walking to & from the bathroom nude. She never made a big deal out of it, just giving me a smile & often a saucy wink. What she may not (or may?) have known was she also gave me some serious wood during those times!
After my dad left, these nude walks became more common than they used to. What was once an occurrence about once or twice a month became every other day. Certainly I never complained to her about these ventures as gazing upon her in her sexual prime fueled my jerk off sessions.
During the summer between my HS graduation & freshman year, she announced her intention of entering medical school. She already had her pre-med degree before I was born, college was where she met my dad. She thought she could make a better life for herself with a doctor's income rather than alimony from a doctor. While surprised, I told her to "go for it!"
Things kinda went along the same for my first two years of college & her first two years of med school. Studies kept us both busy with little to no time for social activity. It was about this time that my mom's nude walks to the bathroom became a daily occurrence.
What simply melted my mind was she began to initiate conversation while nude in the hall! Since school was what we had most in common, she would ask about my classes, my professors, etc. All the while standing there completely nude as the day she was born!
She HAD to know what this was doing to me as she often smirked as she turned to head off to another room. Obviously I usually made a beeline to my room for a jerk session.
As she entered her mid-term of her second year, she approached me as we entered the house after a school day.
"John, I need a favor", she said. "Sure, Mom. Anything you need, you know that."
"I'm having a bit of an issue with one of my medical procedures. I was, uhm, wondering if you would be willing to let me practice on you? I really need to pass this section & not get left behind in my practical's. If you'll help me a bit, I can remain on-track."
"Sure, Mom. What is it that you need help with?"
She paused, took a breath & calmly replied, "It's the prostate exam. I've never really been experienced with that sort of thing & I need practice!"
All I could think of was one thing, over & over: my Mom wants to stick her finger up my ass!" Holy shit! In all of my fantasies about & with her, this was one that had NEVER entered my mind!
She must've thought she had grossed me out due to my lack of response. "I guess you think this isn't a good idea then?" she said.
"Not at all!" I quickly replied. "When & how do you want to do this?"
"No time like the present & I need to get up to speed quickly before our next lab. How about you go shower & I'll change into something else besides school clothes. Meet me here in the living room when you're ready."
So off I went to take what was probably the world's fastest shower in recorded history. All I could do was think over & over & over" my mom's finger IN my ass! My dick quickly began to rise with the mental picture.
I got out of the shower & wasn't sure what to put on. Do I put sweats on? Shorts? Go down nude? What? I didn't think I needed to walk up to my mother with a hard-on leading the way, so I just wrapped the towel around me & went down to the living room.
Mother was sitting on the couch & was certainly wearing "non-school clothes"! She had on what had to have been her oldest, thinnest t-shirt with no bra. Her perfect b-cup breasts were all but perfectly visible in the super-thin material of her shirt. Her nipples certainly looked hard enough to cut glass as well.
She also had on some old running shorts that weren't much longer than her panties. I couldn't tell if she still had panties on or not since she was sitting down, but WOW! Did she look HOT!
I did my best to maintain some composure as I walked over to her, wearing only a towel. While my dick had gone down just a smidgen, it was still at least half-mast & sticking the towel out some. It wasn't my imagination that she looked at it while she licked her lower lip either!
"How do you want to do this?" I asked. "Well, since we don't have a true exam table here, how about you just lie across my lap?" she answered.
I walked over to her side & began stretching out my 20 year old body across her legs. As I began to fully stretch out & before I could lie down, she removed the towel from around me. I was completely nude on top of my mother's gorgeous bare legs!
"I have to see as well as feel what I'm doing. I hope you don't mind me taking the towel?" she asked. "Not at all", I hoarsely replied.
"Let's see here. Scootch up some more so I don't strain my wrist while I... uhmmmmm... practice" she managed to stammer. I think it dawned on her that she was actually going to finger her own son's ass!
I slithered up her legs a bit, all the while noticing my dick rubbing on the tops of her thighs. I knew I was leaking pre-cum like a runaway faucet & had to have been trailing it all over her thighs. Finally I got into a position she deemed workable & laid all my weight onto her legs.
Mom giggled & said, "Nice butt!" Then she gave me a couple of gentle pats on my ass cheeks. She held my outer hip with one hand while she reached to the coffee table for what looked like some baby oil.
"I don't have any KY jelly here. Baby oil is a pretty good lube & shouldn't give us any issues, I don't believe. You ok, honey?"
My voice cracked like a pre-teen's as I warbled out a "Yeah, I'm good." As good as a guy could get while have a first class hard-on pressed on his mom's thighs while she gets ready to finger his ass, that is!
"I won't do this in a lab but I want my baby to be relaxed. So I'm gonna go slowly & massage you just a bit, ok?" "Unh-huh" I answered, closing my eyes.
Mom squirted the baby oil on my ass cheeks with one hand while spreading it around with the other hand. She sat the bottle down & then began using both hands on the massage of my ass. She just kept a circular motion, keeping a firm pressure with both hands. I began to relax & really enjoyed this!
Strangely enough, she began to hum some nameless tune while she rubbed my ass. It was then I knew she might be enjoying this more than just lab practice! She then took the bottle & held the top of it near the top of my ass crack. I felt a cool stream of it running down my crack. Man! Did this feel GOOD!
Mom then took her middle finger & ran it down my ass crack. She slithered it right across my sphincter & reached the root of my ball sack. She ran it back & for a good half-dozen times, gently but firmly, still humming that nameless tune.
She then took her one hand & spread my ass cheeks right where my sphincter was. This is IT! I thought. My mom's finger is going into my ASS!
She again used her middle finger to gently rub the outer muscle ring, almost as if she was teasing it. The, without any words or announcement, she slowly slipped her finger right into my ass!
