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View Full Version : My Summer In The Retirement Community Part 3



Tom Jones
06-03-2009, 01:17 PM
The morning after Mary set me up with her daughter Charlotte, I was at her bank for a new adventure. I was interested in learning about the “real” world, and I was also anxious for a chance to fuck her lovely daughter. I went up to the banks door and I saw a few people inside, including Charlotte, so I knocked. Charlotte pointed to the door and a pretty young woman walked over and let me in. I went over to Charlotte and saw she looked nervous and I thought back to how nervous her mother had looked when we first met.

Charlotte was wearing a knee length dress that clung nicely to her slender figure. Her legs were long and slender while her low neckline invited my gaze. I smiled as I approached and said “Good morning, I’m looking forward to this”.

Charlotte smiled back and she said “We have a full day planned for you”, and she called over the pretty young woman who let me in and told her what she wanted me doing. I spent the next few hours as Tracey’s assistant. Tracy was very attractive and I began to get the impression Charlotte was hoping I would gravitate to the sweet young thing, but I had other plans (not that I have anything against sweet young things).

Around noon time Charlotte and I went to lunch where our conversation revolved around her business and what I could expect if I tried to enter into it, the different avenues I could pursue and the possibilities, but of course my attention was not on my future in business, but my future in Charlotte. I loved the way the sun glinted on her hair, the auburn highlights seemed to sparkle as her head moved in the sunlight. I admired her trim ass but still I wished she wasn’t in pantyhose and I hoped I could convince her to make that change. Charlotte’s feet were in toeless sandals and I could see her toenails painted a sexy bright red, like her fingernails, which was a nice contrast to her face and it’s lack of makeup.

After we returned to work, Charlotte turned me over to another employee who I shadowed the rest of the day until closing. When the day was over I looked for Charlotte but was told she had left a few minutes before, so, disappointed, I went out to my car, but when I got there I saw Charlotte standing by hers talking on a cell phone. Charlotte saw me and turned away, but it was obvious she was stranded, so I approached her feeling hopeful and asked “Do you need some help”?

Charlotte turned to me looking embarrassed and answered “No, Gene, It’s OK, I called for a tow. I’ll see you later”.

I watch her as she turned her back again and started talking to the person on her phone and I heard the disappointment in her voice as she said “You mean I can’t get a loaner? No one can stick around until I get there? Jesus Christ…. Whatever, good bye”.

Charlotte put her head in her hand and I walked around to her front and said “I can get you home”.

Charlotte looked up and with a weak smile she said “OK… thanks Gene. The tow truck will be here in a little while”.

I felt positively giddy with hope, and waited patiently with Charlotte until the tow arrived. We followed the tow to the shop and dropped her car in the lot and then I drove her home. Charlotte was pretty quiet during the ride even though I tried to get her talking, asking about her career, her kids, her life, but she just wouldn’t open up. When we arrived at her place she turned to me and said “Thanks for the ride Gene, let me know if you want to do this again sometime” and she extended her hand.

I shook her hand and smiled, but I have to admit I was really disappointed. After Charlotte got out she started up toward her door, but she turned and walked back to my car and my heart started to pound in my chest.

“I’m sorry, I’m being rude… would you like to come in for a few minutes”?

“I’d love to” I answered a little too eager and I followed her inside her town house.

Inside I looked around and found her place was neat and clean, her walls were covered with pictures of her family. I saw Mary’s smiling face in many as well as people I took to be her children and grandchildren. Her son looked a lot like Charlotte, but her daughter looked like a younger version of Mary and she had a daughter that looked like Charlotte. As I was admiring her place Charlotte excused herself and told me to make myself comfortable and she would be right back. I took the opportunity to get a close look at the pictures and it reinforced my opinion that Charlotte and Mary had produced a some attractive young women.

Charlotte returned “Can I get you something to drink Gene, maybe a beer” she asked?

“Ice water would be great” I said.

Charlotte looked back at me over her shoulder and with a quizzical look she asked “A young college guy who doesn’t want a beer? Isn’t that against the rules”?

I laughed and said “First, I not in college yet, start my classes in about three weeks and second I’m under aged and third, not everyone likes the taste of alcohol”.

“”True” Charlotte said as she turned to the task of pouring me an ice water, “But you have to admit it’s unusual”.

Right about now I noticed Charlotte had made a change, she was no longer wearing her pantyhose, and she had kicked off her shoes. Her bright red toenails looked good enough to suck on and I saw her ass now had a more natural movement beneath her dress. I smiled as I admired her fine figure and I wasn’t sure if she caught my wandering eyes when she turned to bring me the water.

“Can I ask you a personal question Gene” Charlotte asked now serious?

“Maybe” I answered with a smile.

“Why are you with my mom and not someone your own age? You know you two don’t have a future and I’ll be damned if I’m gonna let you marry her and I have to call you dad” Charlotte took a sip from her wine glass.

Charlotte had a few wine bottles in her fridge and I figured she enjoyed her evening drinks and I kind of hoped her drinking would loosen up her inhibitions and I answered her question “Really Charlotte… you can relax I don’t plan on marrying your mother” I started to say.

“Then why are you wasting her time? She’s not getting any younger and any time she spends with you is time she’s not spending finding someone to love”.

“Whoa” I said “I really like your mom Charlotte, we have fun and I think she is incredibly sexy and I wouldn’t do anything to hurt her and I’m sure not going to stand in her way if she finds a man to love, but in the mean time we’re having a blast and if you love her you should be happy for her”.

Charlotte looked a little surprised at what I said and so changed her attack, “OK Gene, leaving mom out of it, what about you? How will you ever find your love if you’re hanging around a woman in her seventies”?

I gave her look and said “Charlotte… I date girls my age and I have sex with girls my age, I love girls my age and one day I will marry one, but in the mean time I also love women of all different ages and I want to experience them all respectfully but passionately”.

Charlotte motioned to the sofa and she grabbed her bottle of wine and we sat down. Charlotte poured herself another glass and set the bottle down then regarded me over the rim of her glass. After a moment Charlotte asked “So tell me, what did my mother tell you about me”?

“She told me a few things” I said with a smile, “She told me you had been married, but your husband figured out late in life he was gay. She told me you took that hard and threw yourself into your kids but when they were gone you threw yourself into your career, but that your life seems to be a little empty”.

“Really” Charlotte asked with a little smile? “What else”?

I sat back and with perhaps a little too much confidence I said “She told me you need to get laid”.

Charlotte’s wine came out her nose and I was suddenly all too aware I had probably stepped over a boundary, but it was too late to turn back now.

“She told you what” Charlotte sputtered?

“I’ve probably said too much already” I answered a little sheepishly.

Charlotte rolled her head back closed her eyes and sighed. I saw a tear appear at her eye but she remained silent for a minute then she opened her eyes and drank down her wine glass quickly filling it when it was empty then drank that down. Charlotte wiped her face and looked at me and when she saw me looking at her she giggled and said “What kills me is my mom is getting more action than I am”.

Sensing my opportunity I said softly “Do you want to change that”?

Charlotte looked over at me, looking me up and down “Is that a pass you’re making at me young man”?

I moved closer to her and set down my water. Charlotte didn’t move but I sensed an unease, so I said “It is if you want it to be”.

Charlotte kept looking me over and I took the opportunity to really look her over. I imagined how her hair would feel in my fingers and how it would feel to run my hands over her slender body. I thought she would look sexy in some lingerie and I wondered what she was wearing under her dress. I had caught a glimpse of panty line that looked like bikini panties.

In almost a whisper Charlotte said “You’re my mother’s lover, Gene, and I can’t violate that trust, even if I don’t think you two should be together”.

I reached out to stroke her cheek and I thought she could use some bright red lipstick to accentuate her well formed lips. “Char… can I call you Char” I asked?

Charlotte shook her head no and said softly “I don’t think that would be such a good idea”.

“Still, Your mother knows all about this and if you don’t believe me call her yourself. Mary and I are good friends, and when she discovered I thought you were sexy she encouraged me to make a move on you… she thought you would like it”.

Charlotte looked shocked at me and then she turned her head and began to stand “I think you should go now Gene” but as she stood she lost her balance and fell back onto my lap.

I grabbed her as she landed to steady her and she turned her head and we found ourselves face to face “I was hoping you’d end up like this” I teased gently.

Charlotte smiled shyly and moved to get up “I’m sorry, I just got a little dizzy”.

I wrapped my arms around her waist and puller her back to my lap and Charlotte turned to look at me and said softly “Let me go please”.

“OK” I said as I loosened my grip, “but I really don’t want to”.

Charlotte sat back down next to me and poured another glass of wine. “My divorce really messed me up… I barely dated since and I found all kinds of things wrong with all of them. I want to hate you for what you are doing with my mom… for what you make me want to do….”

“Let go Char” I said with a smile “Live a little and maybe you’ll find a little happiness”.

Charlotte smile at me and with a little laugh she said “My mother’s eighteen year old lover is giving me relationship advise”?

I took a chance and teased her a little “I got laid last night, how about you”?

Charlotte gave me a look of mock shock and slapped my chest lightly with her hand and said “How dare you… but I have to admit you’ve got me”, and Charlotte dropped her head and fidgeted with her wine glass.

I slid close again and she looked up, but this time her look was different and so I leaned in close to her face and she whispered “I can’t believe I’m about to do this” and then we kissed.

Charlottes lips were not as full as her mother’s, but they were well shaped and soft. Char closed her eyes and her head settled back on the sofa so I leaned in even more. I reached my hand around her waist and felt her slender figure in my hands. Her dress was silky to the touch, and I could feel every ripple and crease of her skin underneath. I ran my hands down to her upper thigh and around to her hips. Charlotte kept her hand on my arm, still a little uncertainty in her mind I could tell, then I moved my hand to her breasts and her hand grabbed at my arm and she broke off our kiss and looked into my eyes. I stopped for a moment, but when Charlotte didn’t say anything I leaned in to kiss her again as I began massaging her small breasts. Charlotte watched me for a few moments as we kissed then her grip relaxed and her eyes closed and I knew she had surrendered.

We kissed on her sofa for a good long time. I ran my hands over her body exploring everything I could reach, tasting her lips, her ears and her neck. I gently sucked on her tongue and she twirled hers around mine as her hands began to explore me, unsure of herself at first then with increasing eagerness, and finally she began to unbutton my shirt. It started with a single button, then a second but then her breathing quickened and she was struggling to pull my shirt from my pants, roughly fumbling with the buttons and I was trying to help her before she ripped my clothes off. Charlotte was at my belt before she had completely removed my shirt and when my pants were open she plunged her hand down the front and roughly grabbed my cock.

Char gasped and looked me in the eyes and in a quiet voice she said “You really are hard”.

“I told you I thought you were sexy” I smiled and slipped out of my shirt. Then I stood and dropped my pants and briefs, tossing them aside and I reached for Char and she stood and we embraced. I pulled her close and felt my cock press against her soft dress. Char looked up at me and we were soon chasing each other’s tongues around our mouths until I broke the kiss and scooped her up in my arms.

Charlotte gasped and wrapped her arms around my neck in her surprise. I asked “Which way to your bed”?

“Up the stairs” Char whispered, and I carried her up the stairs to her room and her bed. When I got her there I set her gently on her comforter and then I lay close to her and began lightly running my fingers over her body while Char rubbed my arm with her hand and looked me over. I reached behind her and she shifted so I could get to her zipper and in one fluid motion I unzipped her dress. Charlotte smiled as I pulled it from her shoulders and slid it from her body. As I exposed her body, my cock grew harder and harder until I was fully erect and her dress was completely off. Char was wearing a plain white bra and panty set, nothing fancy, but incredibly sexy none the less. Her small breasts sagged a little under the flimsy fabric, and I could see the soft pooch caused by her pussy and her pubic hair which felt soft to my gentle touch.

We kissed again and this time I felt her slender fingers grasp my cock and begin to gently tug on me again and again maybe a little rougher than I normally like, but considering what was happening I wasn’t going to complain. As I began kissing Char’s ear and neck she whispered to me “It’s been way too long for me… I’ve needed this for so long”.

I pulled back with a smile and said “Then let’s make up for lost time”.

Char smiled broadly and said “Lets”.

I moved my face down between her legs, noting how firm her legs were and how flat her belly. I ran my hands over her skin and then while watching her happy face I moved my mouth to her pussy and the wonderful tangy flavor that dwelt there. I tickled my nose on her pubic hairs as I sunk my tongue into Char’s wet pussy and began working her swollen lips with my tongue, then sucking and tonguing her hard little clit. I watched Char close her eyes and her face took on a look of contentment only to change when I slipped two fingers deep inside and began pumping in and out. Char looked back down at me and began moaning and saying “Oh God, Gene… Oh God yessss….”

I was humping her bed feeling the cool down comforted rub against my erection as I worked on pleasuring Char, until she saw what I was doing and I felt her pull my head from her crotch and she whispered “Lay on your back”.

I did as she asked and began rubbing my cock to Char’s amusement as she giggled softly and moved to position herself on top of me. Char turned her lovely firm ass toward my face and she looked back as she lowered her pussy to my mouth and I was once again tasting her sex, but this time instead of the feeling the cool fabric on my cock, I felt the warm moist sensation that was her mouth. I am no foot long porn star, but I’m no slouch either so I was surprised at how Char was able to take all of me immediately, down to my nuts as she simultaneously sucked and withdrew from my shaft. The feeling was incredible and I grabbed her ass cheeks with both hands spreading her cheeks to get a good look at her anus. I watched as her little pucker hole squeezed shut and relaxed as I stimulated her tasty little pussy. I love how a woman smells after a long day, the scent of her body, the sweat, and all the stale tangy odors that come from a full day, and Char was certainly pungent. I also love a clean smelling woman, but there is something wonderfully dirty about a woman’s natural smells and tastes.

Char was grinding her wet pussy against my face as her body tensed and shuddered in pleasure, and I began thrusting my hips up, fucking her lovely lips. I couldn’t believe what Char was doing to me, I had expected her to be a little conservative, a little foreplay and lots of Missionary, so anything else was gravy.

I felt my cock pop out of Char’s mouth and then she slowly moved her pussy off my face so I immediately grasped my cock and began stroking myself as she turned to face me then she brushed my hand aside and took my cock in her hand and as she straddled me she guided my cock to her waiting pussy and as we kissed my cock slid inside and I felt Char’s tongue slip into my mouth. Chars breath whistled through her nose as her breathing quickened and her movements became more intense. Char had her hands on my chest, digging her fingernails into my skin, moans escaping our locked lips, and I reached around to her ass and dug my own fingers into her flesh, squeezing and kneading and in a moment of joy I slipped a finger into her anus. Char let out a much louder moan as she felt my finger violate her ass and that’s when I discovered she was an ass woman. At Charlottes encouragement I began working my finger deep into her anus, her hips grinding, and swinging as she let me explore. Her moans continued to grow and intensify as we fucked. I could taste the wine on her breath mixed with the tastes of our sex, her pussy and my cock, and I thought how fantastic it would be to one day taste my cum on her breath, and maybe on Mary’s breath at the same time.

Suddenly Char sat upright and began to furiously rub her pussy back and forth across my cock and as she scratched my chest she said through gritted teeth “Oh God yes, Gene… fuck me baby please fuck me….” I was more than happy to oblige and I held her hips tight as I pushed up against her and she began to orgasm. I watched as her breasts shook low on her chest, her tiny little nipples no bigger than a pencil eraser, but just as hard, shook with her breasts until Char closed her eyes and her movements stopped, along with her breathing as the full force of her orgasm hit her and it was all she could do to keep herself upright.

As her orgasm subsided I kept moving inside of her, my own orgasm bubbling just below the surface, and I wanted desperately to fill her pussy with my cum, to feel her pussy as I pumped it full of my cream. When Charlotte opened her eyes I said “My turn”.

Charlotte smiled and asked “What would you like”?

“Get on your knees and I’ll show you” I answered.

Char got off me and kneeled next to me so I got behind her and took my cock in my hands and pushed it to her pussy and quickly slipped in. I put one hand on her back and the other I used to slip my thumb into her ass, just like I did with Mary, only with Char I could tell she allowed it not to please me, but because it pleased her. I worked that thumb in and around as I began pounding her sexy pussy from behind, the sounds of our bodies slapping each other echoing off the walls and I saw Char watching the goings on in her closet mirror. I looked at her face and smiled, her mouth was hanging open and her breasts were swinging with each thrust, then I couldn’t resist any longer and I began pumping her pussy full of my cum, and as I came I watched my cum coated cock slip in and out of her pussy, a sight I never tire of watching, until I was finally spent and after slowly slipping out as I became soft I plopped down next to Char and found her head quickly on my chest, much like her mom usually did after sex, and like her mom, Char was quickly asleep and since I knew I would want more of this sexy woman later I let myself drift off as well and I was soon fast asleep.

tbird
06-03-2009, 04:11 PM
more to cum I hope

MEHOFF1962
06-03-2009, 07:56 PM
excellent continuation of a great story line