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MATURE SEX

Senior Living Pussy Jackpot

Senior Living Pussy Jackpot

by mchammerher
19 min read
4.62 (19300 views)
adultfiction

This story is the sequel to my prior story titled Senior Living Sexual Goldmine. This story is told from the son's perspective with a short review of what took place in the first story.

As we get older in life many of us will need to sit down with one, or maybe both, of our parents and have the difficult discussion of moving into a senior living retirement facility. I recently had that discussion with my 70 year old father and it did not go as I had expected.

My father was a retired airline captain and had been married to my mother for over 40 years. She was a former stewardess and was a real looker in the day.

If you know anything about airline pilots, you know that most of them are pussy hounds, and very successful with the ladies, including my dad. Women just seem to be attracted to flyboys.

When my mother started to get older my dad was always complaining that he needed new pussy. He loved my mom and fucked her on a regular basis but he missed his flying days and especially missed the variety of attractive flirtatious stewardesses that surrounded him on every flight and seemed to have a target on their pussy's.

He never said it straight out but I know he was banging a lot of women on layovers. He loved fresh, strange pussy and he missed it.

After my mom passed away, my dad stepped up his game and was having sex with a lot of older, mature women that he had met in bars, at church and online.

After months of discussions he reluctantly agreed to pay a visit with me to an upscale Senior Living Community that I had researched and thought he might like. We made an appointment to meet with the administrator Mrs. Vandenberg.

On the day of our appointment my dad reluctantly agreed to go through with the meeting. His reluctance disappeared when Mrs. Vandenberg met us in the lobby.

Mrs. Vandenberg was in her 40's, very attractive with red hair piled high, big tits and cleavage, nice legs, knee length shirt and high heels. My first thought was that she reminded me of my mom in her younger days. Dad thought the same thing. Both our cocks started to swell.

The situation just kept getting better and better as the sexy administrator Mrs. V. walked us around giving us a tour of the facility. It also just happened to be their nightly happy hour so all the residents were in the lobby having drinks and socializing.

I thought my dad was going to have a heart attack. The ratio of women to men was 20 to 1. A target rich enviorment as my dad would later call it.

Most of the women were attractive, in their 60's and 70's and dressed up for happy hour. Honest to god it looked like a hooker convention for senior citizens. My dad was getting a lot of looks from the ladies and he knew it and he was enjoying all the attention.

A couple of the ladies jokingly yet shamelessly said out loud, " Mrs. Vandenberg we sure hope your friend decides to join our community. We already have some plans for him." Everybody laughed but knowing my dad I was sure his cock and balls were already swelling in his pants.

My dad was a bit of a sex addict and this place was exactly what he was looking for. When you think about it, a senior community is a pussy jackpot.

90% of the residents are older, wealthy, mature single women living in one location that wanted companionship and cock. My father always had the reputation of being a stallion among his fellow pilots. They always joked that a slight breeze would give my dad a hard on.

My mom always said that my dad would fuck anything in a skirt. This was going to be his chance to live up to his reputation. Even at 70 years of age he still had the sex drive of an 18 year old, and the hard cock to match.

He was totally prepared to unleash his limitless lust on these mature women, including the administrator. These ladies had no idea what they were inviting into their community.

Mrs. Vendenberg took us into her office to discuss the business side of things and to convince my father to become a resident in their community. Mrs Vandenberg had us sit in two leather chairs in front of her desk.

After a couple minutes she decided to come out from behind her desk and sit on the edge of the desk right in front of us showing off her beautiful, mature legs.

Mrs. Vandenberg did a shameless, slow leg cross right in front of us making sure that we both got a nice look at her smooth inner thighs and her yellow, lace panties.

My dad and I looked at each other and smiled. We knew right then that both of us, at some point, would fuck Mrs. Vandenberg senseless, even if it was against her will.

Dad signed the legal documents and moved in the next month. He had his sights set on manhandling Mrs. Vandenberg, as well as satisfying the sexual desires of many of the women with his extraordinarily large cock.

After my dad had lived there for about a month he invited me over to the Senior Living faciity to join him for lunch. I noticed that many of the women were paying a lot of attention to my dad during lunch.

He could not stopping talking about how great the facility was and how grateful he was that I helped him decide to live there. He was also very open about his lady friends that lived there and became quite candid about his sexual activities with them.

I joked with him and said, "Dad, I didn't help you decide to live here, Mrs. Vandenberg's legs and pussy made you decide to live here. We both laughed and dad said, " Son you are 100% correct."

He lowered his voice and started to tell me about his sexual escapades with Helen, Janice, Maria, Barbara, and Mrs. Vandenberg.

He said, "Son there is so much available pussy in this place it will make your head spin."

I was a little uncomfortable listening to my dad telling me about his sexual rendezvous with his lady friends, but he had a reason for sharing this with me.

He then said, "Son, do you want in on the action?"

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I said, "What? What are you talking about?

He said."I am talking about pussy son. White, mature, wealthy, pink pussy. All you can handle. Maybe even including Mrs. Vandenberg's pussy."

I was stunned and just stared at my dad not totally comprehending what I was hearing. He explained that Mrs. Vandenberg was looking for a qualified maintenance person to take care of the day to day maintenance issues within the apartments.

He went on to say, " Once you get inside the apartments with these ladies, you never know what's going to happen. I can't guarantee you anything but I know half a dozen women right now that love young cock, and would let you fuck the hell out of them." He added, "These women are wearing me out. They want more sex than I can handle. I might need your help."

My dad was very handy and had taught me everything he knew about plumbing, appliances, electrical, HVAC etc. I was only 21 but I was as skilled as anyone when it came to fixing and repairing things? He said he would put in a good word for me with Mrs. Vandenberg. My cock immediately started to swell.

Mrs. Vandenberg had been in my head ever since our initial meeting with her and my dad. I was convinced that she was either a mature exhibitionist or just a fucking prick teaser.

She had basically made it a point to tease my father and I by flashing us and giving us a quick look at her thighs and her panties. She was sitting so close to us we could smell her body wash, and her perfume.

The opportunity to be around her and potentially fuck her senseless was more than enough to convince me to apply for the job. My dad would eventually get to her pussy first, but my day was not far off.

A couple days later I received a text message from Mrs. Vandenberg asking me to come in for a job interview. I was more than happy to get another chance to check out her legs, ass and tits one more time.

When I arrived for my interview, Mrs. Vandenberg met me in the lobby and escorted me into her office. I sat down in the leather chair across from her desk as she took a seat behind her desk for the interview.

Once the interview was completed, she offered me the job and I accepted. Before leaving she stepped out from behind her desk and came around and sat on the edge of her desk right in front of me as she had done before. Once again she slowly crossed her legs, giving me another nice view of her mature thighs and panties.

Mrs. Vandenberg wanted to make sure I understood the guidelines she expected me to obey with regard to the female residents. She said, "James, a lot of these ladies are lonely and hungry for companionship, and maybe even sex. They will be very attracted to a young man like yourself. I expect you to be polite and respectful with them, and to resist their sexual cravings and advances."

I almost laughed out loud knowing that my dad was banging half a dozen of the women, and had already had the pleasure of stuffing his cock in Mrs. Vandenberg's pussy and down her throat.

I just smiled and said, "I fully understand Mrs. Vandenberg, you can trust me."

Of course I was lying through my teeth. The only reason I wanted the job was to see how much pussy I could get from these mature women, including Mrs. Vandenberg.

As I mentioned before, my father had taught me everything I knew about handiwork, but we also had one more thing in common. Just like my father, I had been extraordinarily blessed down below.

My oversized cock and balls had been a bit of an embarrassment until my senior year in high school when word about my hammer got out among the girls.

I became very popular with the cheerleading squad and had fucked most of them. They all struggled with the size of my cock with their young tight virgin pussies. None of them were able to take me balls deep. However some of their moms mature pussy's could handle my cock, but that is a story for another time.

It didn't change much when I went away to college. The college girls also struggled with the size of my cock and balls just like the high school girls did.

However, my sex life did change when I started going out to bars and picking up older mature women with their stretched out pussies that could handle my cock and could take me balls deep. I was immediately hooked on mature pussy.

I became obsessed with older mature women, and I knew I would have my hands full helping my dad satisfy the sexual cravings of his mature lady friends. However, I was more than qualified to handle the job.

My father wanted the word to spread very quickly among the ladies in the retirement community not only about my mechanical skills, but also about my sexual skills. He set me up with his lady friend Helen during one of the lunch hours. If anyone could spread the word quickly it was Helen.

Not only did Helen have big Botox lips made for sucking cock, she also had a big mouth and within days everyone would know that I was hung just like my dad only younger and harder. I was hoping the word would eventually spread to Mrs. Vandenberg.

On my second day on the job, I received a work order to take care of a leaky showerhead in Helen's apartment. I knocked on her door and said, "Maintenance." I heard Helen's voice say, "It's open, come on in."

I entered Helen's apartment and casually locked the door behind me. Helen came out of the bedroom and walked over to greet me wearing a low-cut see through black nightgown, black lace panties and high heeled slippers. I put down my toolbox, and went to work on Helen.

I had been with a lot of mature women before, so I knew exactly what to do. I took Helen in my arms and gave her a nice deep kiss and started kissing her neck and her shoulders. She threw her head back in ecstasy enjoying my deep tongue kiss.

I was less than half her age. She was excited and starting to tremble knowing she was about to be impaled by a relentless 21 year old cock.

I worked my tongue in her mouth and whispered to her, "This is what I am going to do to your pussy Helen." I started sucking on her tongue and she immediately started moaning.

I needed to get my hands on her swinging blue vein milkers. I slowly slipped a strap off her shoulder. She did not stop me. I said Helen, " Raise your arms over your head." She did not hesitate.

I lifted her black nighty up over her head and stepped back to admire her her big nippled, mature hanging tits. I had always been a little rough with women, so I grabbed her hanging tits and pinched her nipples as I deep kissed her again. She was like putty in my hands as I walked her over to the couch.

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She could tell my cock was about to spring out of my pants, so she sat down and unzipped me. I had always gone commando just like my dad making it easy for Helen grip my cock and pull it out.

She was almost in tears with anticipation and could not believe she was about to get her mature pussy fucked by a young 21-year-old stud.

When I took off my shirt Helen lost control when she saw my flat stomach and rock hard abs. She became more interested in kissing and licking my abs than she was with my cock that was now dangling down to her tits. She said, "I want to cum on your abs."

It might sound crazy, but women rally get off on a man's tight, rock hard abs and a tight ass almost as much as they like a big cock. Helen went to her bathroom and came back with a bottle of baby oil.

I laid on my back on the floor and Helen poured some baby oil on my abs and rubbed it over my chest, stomach, cock and balls The feeling was amazing.

She dropped her panties to the floor and straddled my stomach in a cowgirl position. Helen wanted to feel her mature pussy lips sliding across my abs. She was literally going to fuck my abs.

I put my hands behind my head and did a slight sit up flexing my abs so that Helen could feel my abs at their hardest. She started sliding her pussy lips back and forth on my rock hard stomach with her big tits hovering over my face. She was pretty much using my stomach to masturbate herself to orgasm.

Helen was enjoying rocking and sliding back-and-forth grinding her pussy lips masturbating herself with my stomach. Within minutes she was moaning and gasping, like a high school virgin having her first orgasm.

She was coming so hard that milk started to drip from her mature grandmother nipples. I could not resist grabbing her mature milkers and giving them a squeeze. That put Helen over the edge. She was furiously grinding her pussy on my stomach, having multiple orgasms as I squeezed and milked her mature tits. My cock was rock hard, and I needed this woman's pussy.

After a couple minutes, I told to Helen to lay on her back on the sofa, making sure not to take off her sexy slippers. I wanted to see them waving in the air as I impaled her with my cock.

I kissed my way up the inside of her thighs, licked her pussy lips and locked onto her mature swollen clit just like I had done with her tongue. Pink never looked so good. It didn't take more than a minute of sucking her clit before Helen was bucking in a leg shaking, quivering orgasm.

I thought for sure someone in the next apartment was going to hear her moaning and groaning thinking she was in distress. I was fully expecting a knock on her door. She wanted cock and I was ready to give it to her.

I gripped my cock and started rubbing her pussy lips with my pre-cum glistening cock head. She immediately became fearful of the size of my cock. She said the same thing to me that she had said to my dad, "Oh god no, please stop, it's too big, please stop."

My dad had told me that Helen would probably resist and he told me to just ignore her. He said, " Ignore her crys for mercy, and just pin her arms over her head and continue working your cock up into her pussy. She can take it."

I loved the idea of forcing this mature woman against her will. It felt like consensual rape and it turned me on pinning her against the sofa and impaling her with my young hard cock. Her mouth said no, but her pussy said otherwise. She eventually locked her ankles around my waist and started bucking and fucking me like an 18 year old high school cheerleader.

Helen started squirting to orgasm. I decided to remind her what a healthy load of jizz looked like. I pulled out of her ussy, stood over her and dumped my healthy load on her tits. She was moaning in excitement as she massaged my jizz into her skin as if it was skin moisturizer.

Helen's face and chest were flushed with passion. She was exhausted. She gave my cock and balls, a nice grandmotherly kiss and told me it was time for me to leave. I told her I was going to keep her panties as a souvenir. She did not object.

My work with Helen was done. I got dressed and went to Mrs. Vandenberg's office to let her know that Helen's leaky showhead was fixed. Mrs. Vandenberg thanked me while glancing down at my cock. Apparently news travels faster than I thought.

I received multiple work orders everyday from the women that my dad was banging. I would take care of the women during the day and he would take care of the same group of ladies in the evening.

I continued the tradition of taking a pair of their panties after a sexual conquest. I would hang them from my rearview mirror as I left the parking lot each night sothe ladies and Mrs. Vanderburgh would know that someone got fucked hard that day.

Some of the women started to consider it a badge of honor to see their panties, hanging from my mirror, as I drove away.

Baby oil was also becoming very popular at the Senior Living facility. Word had gotten out among the ladies, not only about the size of my cock, but also about my rock hard abs.

Helen had shared her baby oil experience with many of the ladies and they were curious including the administrator Mrs. Vandenberg. I was getting to the point where the smell of baby oil gave me a hard on.

I was quite the attraction when I was doing work outside without a shirt. Some of the ladies would line up at the windows to watch me work and get a look at my abs including Mrs. Vandenberg.

I could see Mrs. V. sitting at her desk and watching me work from her office window. I was pretty sure that she was playing with her pussy as she was watching me shirtless and sweating in the hot sun. I felt confident that at some point Mrs. Vanderburgh was going to experience the baby oil treatment.

The group of senior women that my dad was fucking on a regular basis was growing everyday. He made it a point to tell every woman he was banging about me, which peaked their interest. One day I received a work order to visit Maria who was having problems with her air conditioning.

I asked my dad about Maria and he said she was wild and kinky and liked it rough. He told me, "Don't hold back with her son. She wants it rough and she can take it. Just don't leave any marks on her." I couldn't wait to unleash some sexual punishment on sweet 65 year old Maria.

Maria met me at the door wearing the same leather pants and leather push up bra and high heels that my dad had told me about. Her Spanish accent gave me an instant hard-on.

I asked her, "Maria where is the air conditioner that you want me to work on?" She replied, "The air conditioner is in my bedroom but it is working fine. I want you to work on me. Put down your toolbox and follow me to the bedroom Honey and make sure you take off your shirt." Maria wanted to fuck my abs.

I followed Marie into the bedroom and made sure that she heard me lock the door behind me. Hearing the lock click, she turned around and smiled at me.

Maria had some of her sex toys laying on the bed. There was rope, a blindfold, a leather strap and a bottle of baby oil. I planned on using all of them on Maria's lovely 65 year old body.

Maria walked over to me and gave me a deep tongue kiss while her hands roamed my shirtless torso. She was totally turned on by my rock hard stomach and started working her kisses from my lips down my chest and to my stomach.

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