Help Me Mom Part 1

My story begins during that one fateful trip my aunt made to visit my mom and I. I was 19 at the time and my mom and I lived alone in our condo overlooking the water. Our house was nice, a big pool and a hot tub downstairs (my mom had a great job and that left us very well off). I also had a problem. After many years of masturbation I could not make myself reach an orgasm. I thought I came close a couple of times, but the fact that it never happened to me was cause for worry and I began noticing my cock would begin to hurt as it stayed up for hours on end at some times. My 21 year old girlfriend was not the type to give, so I was still a virgin, but I had managed to get my hands on her beautiful tits a couple of times when she felt really horny. 

I was sitting in my room thinking about those tits when I noticed my mom walking from the bathroom into her room which was just across from mine in some very skimpy underwear. The women in my family are all very busty and the white, thin laced bra exaggerated her curves very nicely. But she was of course my mom and I knew thinking and looking at her in that way was wrong so I tried to avert my eyes but I had trouble as she dressed slowly (almost as if she noticed me watching) and my tool began to grow. Obviously she was not looking at me the way I was, and I felt ashamed as I got up and closed my bedroom door. 

Just then the phone rang and I was greeted with the sweet voice of my girlfriend.

“Hi babe, I was just thinking about you and I was hoping you could come over and help me out with something.” 

She sounded strange but very enticing, unfortunately my mom and I were going to pick up my aunt from the airport so I couldn’t go over there no matter how curious I found myself becoming.

“Well all right, maybe tomorrow I could come over and meet your aunt?”

“Sure” I said, “Show up around 4 ok?”

“Sounds good babe.”

She hung up and I went downstairs and noticed my mom’s blouse was showing a little more cleavage than usual, but I quickly looked outside to avoid getting a raging hard-on right there. 

“Well we better get going” my mom said, and as she led the way I noticed how shapely her ass looked in her jeans. I’m one lucky guy, I thought to myself.

The ride to the airport was boring and uneventful as my mom discussed her excitement over the arrival of her favorite sister. 

When she got off the plane and headed towards us I noticed how incredibly hot she looked for a woman of 30. She had short red hair and her t-shirt held back the most amazing tits I’d ever seen covered before. She ran over and hugged my mom which I found oddly arousing and then moved over to me and held me close for a considerable amount of time. I looked down and noticed her nice chest was also accompanied by a shapely ass and a moderately slim waist. It was amazing to see a women like this in a magazine but here she was in my arms! 

Oh Shit! I just noticed a slight bulge in my pants from all this exploring. I hope she didn’t realize it! My worries seemed put to rest as she just let me go with a smile but I have to admit that her nipples seemed to poke out of her shirt a little, but that was most likely my imagination.

I sat in the back with my aunt as my mom drove towards home and talked endlessly about all the hard work I’d done in school and how far I was going in life. 

“Well you have quite a boy here!” my aunt exclaimed as she patted my leg, a little too close to my lap for me to ignore.

“A success in many areas I would imagine” She smiled and to my amazement slid her hand along my crotch before quickly removing it and smiling. I must have dreamt what just happened. Things like this are only found in xxx movies I thought to myself! My aunt would never hit on me like that. But the experience left me aroused despite my logic and I turned to see my aunt blushing and catching quick glimpses of me through the corner of her eye which turned my cheeks a deep pink.

“Are you all right honey?” my mom asked looking at me in her mirror.

“Yeah mom, just a little hot” 

“I’d say more than a little” my aunt whispered, which did nothing for my situation but she simply turned and looked out the window.

The next day my mom and aunt headed into town to do some shopping and my girlfriend showed up a few minutes before 4 wearing the tightest pair of jeans I’d ever seen on her and a small top which pushed up her C-cup breasts to perfection. She was definitely not the busty aunt which filled my dreams the previous night but her sexiness was of a different kind. Those abs and her cute little behind were her greatest assets.

She walked into the house giving me a kiss, “hey sweetie, so where’s your mom and aunt?”

“Oh, they left to shop for a few hours, but if you hang around for dinner you could still meet her.” 

She moved slowly across the room, looking a little nervous and I knew there was something on her mind, “Let’s go upstairs to your room” she said as coolly as she could and I was beginning to wonder what exactly she had come over for. 

When we got to my room she sat on my bed and crossed her legs still looking nervous but gaining more confidence as she saw the wonder in my eyes.

“Look, we’ve been going out for a year now and I’ve been so selfish by closing my body off to you the way I have. I can’t take it anymore sweetie, so I want us to get must closer…” 

She got off the bed and walked toward me pressing her hips to mine and taking my finger into her hands and placing it in her wet mouth. She closed her eyes and sucked it slowly as my eyes just got wider and my dick pressed into her groin. She finally released my finger and I looked into her eyes, seeing a lust I’d never noticed before. I knew exactly what she wanted.

I let my hands wander to her ass, rubbing it and grabbing the jean covered flesh as I pushed my manhood into her pelvis watching the excitement grow in her eyes as it grew against her. She then removed her top with one perfect movement and I was right up against her bra covered breasts. The sheer black lace of the bra pressed into me and I quickly moved my hands up to cup her tits while she placed her hand on my cock and began massaging it through my pants. She moaned as her nipples became alive under my touch and begged to be released into the cool air. I moved my hands to her back and undid the clasp, slowly moving the straps over her creamy shoulders until finally her naked tits were exposed to me. Our lips locked as we massaged each other with growing eagerness. 

Then she took a step back, breathing heavily as her beautiful body rose and fell. She slowly undid the button on her jeans and slid them down revealing a naked and neatly trimmed pussy. She smiled weakly and gasped as I removed my clothes and revealed my overly enlarged tool. My inability to cum had obviously added a few inches to my penis which stretched out forward toward my naked girlfriend.

I saw only hunger in her eyes as she approached me and touched it with a cautious finger, running it from the head down to my balls. Soon she had her entire hand around it, exploring the veins and jerking it up and down a couple slow times. Her soft skin was making me unbearably honry and I just wanted to jump her right there. 

“Oh baby… I don’t want to tease you, so please just fuck me.” 

I had never heard her say fuck in my entire life! And here she was begging me to enter her virgin pussy. She lay down on the bed and opened her legs to reveal the deep wetness which lay between and started moving her hands all over her body, cupping her tits and beginning to moan in anticipation.

I moved my cock to her pussy lips and moved it around, trying to find all the spots I’d heard about in my porn tapes. Her body shivered as I slowly played with her.

“mmmm…. Please fuck me baby… don’t tease me….”

I needed no more encouragement as I began to press into her wetness and found her increasing tightness incredibly arousing. It got so tight and I began to worry that I was hurting her but she grabbed me and pulled me further in, leaving about an inch out of her pussy. She moaned as she pulled my lips to hers and began humping against my still growing manhood. I had never been this aroused in my life and I couldn’t believe I was still getting bigger! She lay in complete ecstasy, screaming and moaning as I quickened my pace and brought her closer to the edge. I sucked her nipples into my mouth and ran my hands all over her sweaty body. I felt so close to cumming, and I knew I could do it if only she could keep this up but just then she screamed and pulled me all the way inside her as her pussy muscles clamped down on my rod. It felt so good but she stopped moving and just held me inside her which was stopping my soon to come orgasm.

“Oh that was so good baby, but please pull out. I don’t think I can take your size anymore” I complied and was left unsatisfied. As she dressed my cock began to shrink and so I simply put my clothes back on still feeling incredibly horny but she wasn’t in the mood for any more. 

She left then, but not before passionately kissing me and rubbing my thick cock one more time which only made me want to get back to that sweet pussy right away. I looked around my room and wondered why I should be cursed to please a woman like that but not receive my reward. 

“That was quite the show” 

MY AUNT! I couldn’t believe it! She was standing in my mom’s room with a cam-corder and must have seen most or all of the entire experience! I had left the door open and must have been too caught up to hear them come back.

“Oh don’t worry, your mom is still out shopping, but I needed to get back to use the washroom. What a surprise to find you like that!” 

I was beet red, “I’m so sorry auntie, but why did you film me?” 

“Oh well, I have my reasons. I think we need to focus on your problem. I’ve seen men cum like there’s no tomorrow during such hot sex but you never even got any precum out of that did you?” 

“Well… no…” I said still very embarrassed but a little turned on by all of this.

“Well then, I think we better get you to a doctor tomorrow, so we can figure this out. And don’t worry, we can leave your mom out of this… for now” 

As she left I felt a strange sense of longing for her. And even though I had just had sex, my mind drifted to her busty tits and the thought of what she would be like to fuck. But I couldn’t think that way, and with a girlfriend who now wanted me I could get all the action I wanted. I just hope that doctor can help me finally reach an orgasm.

As I drifted off to sleep that night after eating supper with my mom and aunt I still couldn’t get her out of my thoughts. And I also discovered my mom crept in as well and filled my fantasies with a new body. I could only wonder what tomorrow will bring.