Michelle Mary and I

Published March 1, 2024 tag category
Michelle Mary and I

I was 19 worked at a grocery store in a small town. My bitchy boss Mary was always a drag. Her square face would bark out commands and I began to hate her. However, she did have a beautiful /daughter/">daughter named Michelle. Michelle had perky breasts, a plump butt, and a well-toned body from her years of college soccer. Michelle would always use her 24-year-old sex appeal to flirt with all the male customers. I would ignore the two only to get away from the boss. 

Things changed when Michelle and I had a lunch break together. She had just broken up with her boyfriend and was feeling frisky. The verbal flirting already had my erection straining against my blue jeans. She leaned over the table and gave me a perfect view of her gorgeous cleavage. She half-jokingly stated we should play I’ll show you mine if you show me yours. I immediately stood up and struggled to take out my 8 3/4 inch penis (Seriously, I was hanging at five inches in eighth grade). She was taken aback by my willingness coinciding with my length and girth, but I could tell she enjoyed my showing. She reached out and grabbed the head; she tightly squeezed it making me flinch. She pulled me closer and encircled my scrotum with her fore finger. She released her penile death grip and gently rubbed my largest vein. A smile emerge from behind he lips and told me her former boyfriend had a scrawny four inches. She wanted me inside of her and said that she needed to be stretched for once in her life. The vixen then let go of my junk and started slowly massaging her breasts underneath her shirt. After a quick flash of her perfect little melons, she invited me to her house the next day. She left the break room and winked at me while I tried putting everything back in place.

The rest of the day I could not get the image of her pink nipples emerging from her black lace bra out of my head. I also had an erection going that some customers gave an odd glance at. I even believe that Mary took a peak and gave a look of disgust, because she soon sent me to the back to break down the pallets of stock.

I never had sex before and needed to buy protection for my visit. After work I purchased a package of Magnums from a gas station and went home to try them on. They were tight but would get the job done. Later that day I went to a pharmacy to run some errands. I noticed that they carried condoms called Magnum XL. I proudly purchased them from elderly female cashier that seemed surprised that someone actually needed them. I went home again and they were just right. Much like Cinderella and her glass slipper, I had found a perfect fit.

The next day her mom was gone and we had sex on the mind. Michelle gave me a ride in her white Nissan and kept on grabbing the bulge in my shorts. I would gently massage her breast and told her we were going to have a fun day. I had to admit that I was a virgin and her prior experience would be needed. She explained that with my cock, she would have to learn something new also. She had short, yet beautiful brown hair and eyes that could be described as the beauty a blind man would see if he could look up at the blue summer sky. I am 6 feet 2 inches and weigh 226 lbs. I am pretty toned and quite strong. I am not the best looking guy, but I’ve got good qualities. On the way she needed to buy gas. While I was pumping she came out and began hugging me. Across from us, a teenage couple was returning to their car. Michelle decided to left up my shorts, allowing my soft 6 ½ inch dick to fall out. She then grabbed it and gave a little holler at the couple. The guy thought it was hilarious and the girl yelled, ’Good luck with that.’ I was embarrassed, but Michelle’s kinky side was alluring.

The house she lived in was huge. I could see why Mary never gave the employees a pay raise. Once in her room, she disrobed as quickly as possible and wanted my dick within her. Yet, I had to stand back and admire the beauty. I stared at her amazing 23 year body. Her white skin was much darker than mine and had a total lack of hair down there. Her breasts were so perfect; it was like her bra never came off. As I started to undress she began to insert her finger into her vagina, seemingly preparing it from the incoming assault. I slipped on my Magnum XL and slowly worked my dick into her, stretching her shaven vagina far past what her old boyfriend could have done. Being my /first-time/">first time, I did not last too long. This was not a problem however, because she could not handle the girth in the beginning. When I pulled out in only five minutes she let out a moan, kissed my lips, rolled off my condom, and gently massaged her vagina. We went back to foreplay until I was ready again.

The second time was a much greater success. I was able to pick her petite body up and have amazing and sometimes /rough/rough-sex/">rough sex. As soon as my erection slipped out of her I would slam it back in. I would pay close attention to her and made sure she enjoyed it as well as I did. Her tanned body would tighten and breasts quickly jiggle to a halt when her cunt could not handle it. Her body was moist after she reached her orgasm and I quickly filled my reservoir tip as I slowly licked her hard right nipple. It was an amazing 45 minutes of love making as Michelle guided me in the right direction and helped me prolong our physical connection. Michelle collapsed on top of me while we talked and tenderly kissed one another.

We agreed that a shower was needed after the hard workout. We would soap each other up and gently rub the suds off. My balls were still tender from my expulsion, but I was still partially aroused. Michelle turned away from me and I aligned my dick with he butt crack. I would slowly bend my knees up and down to feel softness of her silk-like buttocks against the length of my sturdy meat. I knew that ass play was out of the question. No girl deserves such a large rod in such a cute rump. We kissed and fondled each other for quite some time. My dangling meat would polish against her firm stomach as I pulled her closer. I was not able to gain full size, but rubbing my /balls/ball-cock/cock-and-balls/">cock and balls against her wet body as she wwwxxx turned and dipped was extremely sensual. I guess one disadvantage to such a large cock is the recovery time, but Michelle probably still hurt a tiny bit from my prominent penis.

Unknown to us, but her mother had come home about 4 hours early. Mary came into the bathroom to talk to Michelle when she heard her dainty daughter with a man's voice. Next thing I know she whipped open the curtain and stared me in the eyes and made her way down to my partially aroused organ. I could see her eyes widen and a beginning of a smirk, then she cupped her hands over her mouth in shock. Michelle leaped out of the shower and grabbed the only towel as she tried to talk to her mother. I looked over and saw Michelle fumble with the towel and expose her tits because she was so nervous. My erection grew back to full size as I saw my /new/new-girl/">new girl holding her breast in the fluffy white towel. All I could do was turn off the water and let my schlong stand at attention. However, Mary never took her eyes off my glistening protruding member.

Michelle quickly realized her mother’s interest. Through compromise, Mary said she would not fire me if I had sex with her! Mary explained, "I saw your bulging package yesterday, I was sickened by the sight, but if my daughter liked it, well then I want a try. Maybe Russ can learn something from me." She was not attractive, but I could tell she had large tits. I thought why not, because it had been some time since my previous romp. Michelle helped me get hard outside of her mom's room and gave me a little kiss on the cheek. I lightly slapped her ass and prepared myself for the worst. I was like a football player walking down the tunnel... with his cock out. I opened the door to find Mary lying in the bed completely bare. I did not need the assisted arousal once I focused on Mary's 36 Ds. She looked a little thinner without her clothes and had very /nipples/large-nipples/">large nipples. She had some stretch marks and a somewhat dimpled ass, but the attitude in her face was a turn on. She gave off an aura like she was going to show me a real woman. I reached for my condoms, but she told me she had her tubes tied a long time ago. She was so wet, and a great ride. Unlike her daughter, I went full boar on her. After her first orgasm, she closed her eyes and gripped the bed. Mary turned over on her stomach to recover. 

I was not done, so I rolled on a condom, put on extra lubrication, and prepared to do her from behind. She had been a bitch to me in the past, so I decided I was going to try ass play with her. I straddled her thighs and she then gingerly set herself for doggy style. In one fluid motion I slammed my manhood into her /fat/fat-ass/">fat ass. She let out the loudest scream I had ever heard. It was an extremely tight fit and my shaft hurt in doing it. I heard Michelle’s quick jaunt down the hallway and she flung open the door. Michelle looked at her mothers red face and followed it back to her ass. ’I am glad he the wwwxxx tried it on you mom, I guess you did teach him something.’ Michelle left and I attempted to continue with the butt sex, but eventually gave up when no pleasure was coming from it.

I apologized to Mary and said I would make it up to her with a second round. I did her doggy style and I lasted quite some time. She moaned and yelped, but never told me to stop. Due to the lessoned attraction, I ended up going for an additional 45 minutes. Whenever I felt like cumming, I would look down at her fat ass and keep on going. I hoped that Michelle would not be jealous that her mother had two orgasms and got additional time. Once I ravaged her /hairy/hairy-vagina/">hairy vagina she came and screamed aloud. I release a hefty dose of semen into he cooter and then rolled over to fondle her jugs. Mary looked at me with her brown eyes and told me how great the experience was. She began to kiss me on the mouth. I never intended to do anything but please her pussy, but for some reason I partook in her actions. 

Michelle later came in to deal with my despair. However, she found us cuddling and collapsed on my other side. The two beauties, in their own right, compared notes on their experiences. Michelle said I could only get better through experience and the cupped and jiggled my balls while giggling at her mom, almost taunting her that she owned this new treasure. Mary said. ’I am always willing to help accept with the butt sex.’ Yet I am sure Michelle would not entirely like that. These women were crazy, but I just laid there nude, appreciating the situation. Mary stated, "You left your boyfriend and now found a real man." I said, "That I found a great new girl with a hell of an accepting woman for a mom." Michelle said, ’Hey Mom, get your /tits/big-tits/">big tits out of here so we can fuck again.’ I was definitely not ready for that so I practiced my oral skills on Michelle. Mary soothingly squeezed my testicles as she arose from the bed to get dressed. While Mary clasped on her immense bra, she commented on Michelle’s clean shaving saying, ’I might have to try your hair style honey.’ In my mind I agreed, because it was a jungle down there.

Mary then knew I was a man and allowed me to see her daughter. She told us to play it safe and only have sex in her house. Of course she would have to check in every once in a while to see if I was packing her daughters groceries properly. I was allowed to stroll through the house completely nude whenever. Mary and Michelle both became household nudists when I was over. I believe that Mary always wanted to have sex again. However, I would only tease her by swiping up against her, grabbing her tits from behind and living temporary hand prints, fondling Michelle in front of her, placing my meat on her shoulder as she sat in a chair, or joining her for a break in her hot tub. She must of felt horny when I stripped off my shorts to get in the warm water, but respected her daughter enough to not act on her emotions.

Mary even had me take out my package when some of her older women friends were over for someone’s /party/birthday-party/">birthday party. Michelle was not there, and Mary then went onto bragging about she took my beef for 1 ½ hours giving me /best/best-sex/the-best-sex/">the best sex of my life. I only showed those horny housewives what I had and avoided any physical contact. I saved the true passion and sex for the amazing Michelle. After a while I had to change jobs, because our interactions became awkward when I had to be with Michelle and Mary around the co-workers. I believe that Michelle's real beauty is within and the gateway to her beauty can be seen through those wondrous eyes. 

After the fantastic sex brought us together, we bonded emotionally and intellectually. We could not be separated and our love grew larger everyday. I have other stories of Michelle and I that I may one day write of. The two women never interacted with one another, only with me. If I was never blessed with such hefty genitals, none of my adventure would have happened I would have nothing to share. Luckily Michelle and Mary open to me writing this.