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The Agent- Jessica Chastain
Jessica was a great client but she was an even better person. She stayed with the agency through the tough times in part because she was close with your mother. So when she came into town she was staying at the family home to help Erin out with your mom. She was coming to redo her contract with the agency and you decided to bring the documents to your mother's as you finished up for the day and ordered out and set the delivery to your mother's. It took about forty minutes with minimal traffic to get there and Erin opened the door and gave you a hug as she was beaming as she couldn't believe Jessica was here and was just as gorgeous and sweet as he had hoped. You laughed and agreed and went into the living room as Jessica set her drink down as she came and gave you a big hug as she flashed her amazing smile and said you looked great as you had been working out more and more lately as you felt your age was beginning to catch up with you even though you weren't even 35. Your mom thanked you for ordering food from her favorite italian restaurant and you went and grabbed some plates as the four of you spent the next few hours talking and eating and carrying on like you had always been together. Eventually your mother decided she needed to get to bed and Erin helped her to the room and wished everyone a good night as Jessica gave your mom a hug and a kiss and thanked Erin and expressed she was glad to meet her. The two eventually got upstairs as she then asked if you brought the documents and you chuckled and said yes and she lamented she wanted to get it over with. You presented with a two year, a five and a seven year and she signs the five year, which was standard. You put the documents away and she poured you a drink as she asked how things were. You gave her an honest account and she smiled which always melted you as she asked if you were always so easy to get into bed. You shrugged and said it felt like it at times and she looked around as she asked if you ever fucked anyone in the house. You chuckled and said of course, telling her about Margot and this seemed to make her blush as you asked why she was so interested in these things. She set the drink down and came and sat beside her as she smirked and asked if you were that gullible. You said you weren't and ran a hand along her thighs. She asked if your girlfriend would be okay with this and you rebutted with whether her husband would be okay. She chuckled and nodded and you gave her the same assurance. She blushed as she told you she just wanted to know what the hoopla was about with you and she was curious. You said that was a weak reason and she chuckled and bit at your ear before she moved your face close to hers and asked if you had ever wanted to sleep with her. The smell of her perfume, the look in her eyes and the heaving of her beautiful large natural breasts just raised the excitement and arousal in your brain as you smirked and said of course, but you respected her and her friendship with you mother too much. She rolled her eyes and laughed as she stood up and took your hand as she hurried up the stairs and like a girl on her prom night, Jessica brought you into your room where her bags and suitcases were as she had decided to sleep in your old room apparently. You shut the door and locked it as you watched as she quickly stripped out her sundresses and peeled her bra and panties off as she stepped out of her strapped sandals as you stripped down and watched as she turned and did a little strut as her hourglass shaped figure was amazing even with her being in forties. She ran her hands up along your hardening dick as she gasped and said she didn't want to believe it but now that she was seeing it she couldn't believe it still and she dropped to her knees and began to stroke both of her hands up and along your hardening length as you moaned and grabbed the back of her beautiful red hair and smiled as you thought about the last weekend where you had spent time with Karen Gillian. Jessica groaned and smiled as she opened her mouth and put your tip into her mouth as she parted her beautiful lips and began to bob her mouth up and along, inch by inch she took down as you just caressed her hair and held firm to her skull as she began to bob her mouth and throat back and along as she took down seven inches with ease which was quite the sight as she would look up every now and again and wink as she would attempt to deepthroat but would slurp herself off when she choked, but the excess saliva from doing so would coat your dick with even more wetness and as she sucked you down for another couple of minutes, she eventually slurped and sucked off to the tip, swirling her tongue over your base before she sucked your head for a few moments before she moved herself off and leaned her chest up, your heart racing as you watched Jessica wrap her beautiful natural breasts around your dick as you couldn't believe the sight as she giggled and blew you a kiss as she began to rock her chest up and down as she kept her tits pressed tightly around your cock as you bucked your hips and fucked the beautiful flesh with a need and a caveman like want as she moans and encourages you as she goads you, the sound of your dick sliding between her breasts as your balls smacked against her chest, Jessica begging you to fuck her and to fuck her hard and you grabbed her hair and yanked her up, kissing her passionately and for a long moment before you brought her and threw her onto your bed, quickly turning her over and getting her on all fours as her beautiful pale ass jiggled when you smacked her right cheek as she groans and then coos as she giggled and then gasped as you mounted her and pressed the tip into her beautiful pussy from behind, slowly sinking into her cunt as you pulled her back by grabbing her hips as she shuddered and stifled a scream but you laugh and tell her it's okay as the guest room and your parents room have thick walls and is on the other side of the house so she can scream bloody murder and it wouldn't be heard. She giggled and just lets her moans and groans go as you panted and felt your balls churning as the excitement and the sight and sound of her ass smacking against your waist as you plunged seven and a half inches inside of her with a aggressive pace as she came hard a few minutes later, which then opened the floodgates as thirty seconds after she tightened up and bucked erratically she began to grind her hip and slow her hip tossed back against your thrusting as she tightened up and drenched your dick with her juices as you groaned and felt the constant spasming and tightening inner walls beginning to draw and milk your own orgasm as she cries out that she can feel you throbbing and you grabbed at her hips and worked her harder and faster against your thrusting hips as she cries out and shudders as pistoned into her pussy for two solid nonstop minutes as her minis built to one large body quivering orgasm that causes her to shake and she tosses her head back and cries out as she can feel you throbbing like mad and as you bucked into her wildly, groaning and grunting with each thrust you closed your eyes and held her back as she moans and yells "yes" as you started firing strand after strand of piping hot seed deep into her milfy womb as she shudders and spasmed around your dick as she cums and drenches your throbbing dick as you spurted ropes of globby cum deep into her cunt as you coated her inner walls and just moaned as you felt her pussy trembling around your dick as you ran your hand around her ass and smacked it as she giggled and slowly pulled herself off as your dick still twitched as it still had another weak strand of cum drizzle from the tip and onto the bed sheets as she turned herself over and ran her leg up your chest as she asked if the rumors were true and you nodded and grabbed her foot as you began to draw over her left foots big toe, sucking on it and licking the sole as she just moaned and rubbed her clit as some of your cum was seeping out as she fingered it back inside before she rubbed her large breasts and pinched at her nipples as you shuddered and felt your still sensitive dick harden back to what it was prior to your orgasm and you quickly got between her legs and pushed yourself back inside of her as she moaned and then reached behind her as she grabbed at your sheets and yanked as you laid your head to her chest and began to rut as you slammed into her cunt over and over and over again, the "squish" and "plap" of her wet cum filled snatch and your sweaty skins slapping together fills the room even as Jessica cums and screams and moans in a constant back and forth as your body just worked like a machine as thrust after thrust rocked against her as your cock pistoned nearly eight inches deep and hard into her Jessica's warm and velvety pussy as she orgasmed too many times to count but your hips never let up and the constant and frantic pacing of your aggressive hip thrusting soon began to draw another orgasm and you kissed her as you began to pant and groan as she ran her hands all over your neck, back and then eventually your face as she started to moan and beg in-between shrieking from orgasms, your cock a fast and long blur as it drove into her cunt for another minute as your dick throbbed like crazy and stretches her inner walls which were trembling and pulsating as she cries out that she can feel you and with a final hollar and a cry out for your cum you buried your face against her neck and bucked wildly as you started pumping a second load deep inside of her pussy again, spurt after spurt filling her starlet cunt as you felt the immediately overflow from the previous orgasm and the cum seeped between your crotches as you added another layer of cum coating to her milfy inner walls as she caresses and kisses all over your face and lips as you moaned and kissed her back for a long moment as you left yourself buried deep inside of her as she smiles and thanks you for that as she can feel you softening as cum trickled down her pussy and along her thighs and onto the bed sheets. You grabbed a blanket and tossed it over you both as laid there talking and laughing about everything that had led to this. She expressed her desire to see you more often and you say your mother would really like that you were around. She admits she was having some issues in her marriage and that maybe she would come out and stay with your mother in a few months once she finished shooting her next movie. You said that would be nice and she smiled and turned herself into the side and pressed her ass against your waist as she smiled and said good night as she could feel your cock twitch against her ass cheeks. You chuckled and said goodnight and it wasn't long after that the two of you fell asleep in each other's arms in your old bedroom.
End of chapter
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