Classic MILF 478 - Step-Mother is Surrogate Girlfriend
Category: Stepmother / Stepson Incest, Taboo, Roleplay, Family Fantasies, Stepmom, MILF, Mommy, Cougar, Mommas boy, STEP-MOM, Older Woman / Younger Man, Dad's Wife / Husband's Son, Role play, step mother, step son, step mommy, Brunette, Busty / Big tits, Mature
Brandon has broken up with his girlfriend over the phone. He's sitting on the living room couch feeling lousy when his hot step-mom Rachel arrives home from work. Even when he is down in the dumps he can appreciate what a fine woman she is. She has a great body and she really knows how to dress it. When Rachel sits down and asks him how his day is, Brandon tells her about the break up. Rachel is sorry for her step-son. She asks how it came about. Brandon tells her it was because his girlfriend did not like giving him a blowjob. Rachel is surprised by her step-son's frankness, but she tries to console him on the matter. Brandon manages a smile. After giving him a hug, Rachel goes to take a shower and freshen up. She comes back some time later wearing a short white robe. The lights are down and Brandon is still sat in a funk. Rachel is concerned for him. He was never so bad with his previous break ups. Rachel tries in vain to cheer him up. She sighs and tells him to come into her room for a heart to heart. On the edge of the bed, they try to work out why Brandon took this break up harder than others. It keeps coming back to the blowjobs. Rachel cannot stand it anymore. She will do whatever it takes to make her step-son happy again, and it seems like there is only one solution. She unties the cord of her robe and shrugs it off. Underneath she is wearing a tight black nighty that shows off her cleavage. She tells Brandon to undress and lie down on the bed with her. Brandon does what he is told and Rachel tells him she never liked his ex-girlfriend anyway. Once Brandon's led out on her bed, Rachel starts giving him everything that his ex-girlfriend would not. She gets between his legs and licks all over his cock. She traces her tongue along its shaft, sucks him until he's hard, then adjusts to give him a handjob. As she strokes him, Rachel asks her step-son how he'd like it. Brandon says he likes it fast and Rachel gives him what he wants. Rachel will do anything for her step-son. She has him sit on the edge of the bed so she can get down on her knees and give him the slow and tender blowjob he deserves. Rachel is determined to give her step-son the best. Back in the middle of the bed, Brandon gives his step-mom some pleasure of her own. He sucks her nipples and plays with her pussy while she gives him another handjob. Rachel loves the expert finger work of her step-son and she teeters on the brink of an orgasm before stopping to give him one final, long blowjob. It ends with Brandon shooting his hot cum into his step-mother's mouth. Rachel swallows and looks up at her contented step-son. Now that's how you should be treated, she tells him.
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Classics MILF 1432 - Making of a MILF HD 720p
Young Kenny Kox had a novel way of making money during this time of economic hardship. Through his newly established Rent-a-Husband business, he offered his services as a handy-man-cum-escort to rich, lonely widows in need. What he really was was a gigolo. Because Kenny had a thing for MILFs and Cougars, this job proved as pleasurable for him as it was profitable. His latest widow customer was one Rachel Steele. He found out about this beautiful, curvaceous, conservatively-dressed brunette after reading her husband's obituary in the local newspaper. The unfortunate man had left her a fortune, as well as a large estate to take care of. Rachel had attended her husband's funeral - a black-clad figure of elegant solemnity - on the morning of the day that Kenny visited her. She was immediately impressed by his clean-cut appearance and polite, considerate manner. The combination of his eloquent sales-pitch and her own need for companionship led to her readily hiring his help. The weeks that followed convinced her that she had made the right decision. Kenny put himself on call at all times for her. Willingly, he came over to do everything from fixing the kitchen sink to changing the oil in her car. While Kenny worked, Rachel would keep him company - admiring his ability and talking and joking to him. Once she saw him shirtless as he worked on her pool. She blushed and averted her eyes, but she could not help feeling a passion stir deep inside. Meanwhile, Kenny experienced his own intense desires. He had been constantly turned on by Rachel. In addition to seeing her in a number of classy outfits, he had also gotten some very hot views of her body when, immersed in watching him, she would assume provocative poses. His mind was full of pleasant images of her crossing her sleek, stockinged legs or bending over so that her tight skirt perfectly outlined her shapely butt. This eventually led to Kenny hitting on a plan to seduce Rachel. His opening move was to purchase a sexy red dress, along with some stockings and lingerie, and sent them to her as from an anonymous admirer. Rachel was both delighted and mystified when she received her present. A note that came with it said all manner of romantic and complimentary things that touched her and made her feel good about herself. In her room, she donned the outfit, styled her hair, and applied her make up. The result was spectacular. Rachel looked at once ladylike and vampish. Her hair was pinned up high - restrained and immaculate. Her dress, meanwhile, was short, tight and low cut. A tantalizing amount of leg and cleavage was on display. She was still wearing the outfit when Kenny called round later. Though the young man had spent a lot of time imagining how Rachel would look, he was still blown away by what he saw. She exceeded his highest expectations. In fact, he was so impressed that he could no longer hide his feelings. He praised Rachel with an enthusiasm that soon made it clear he was the anonymous admirer. This left Rachel feeling flattered and a little shy in Kenny's presence. However, with the ice broken, the two had an open talk which resulted in Kenny agreeing to escort Rachel to one of her charity events. Rachel would have felt too self-conscious to go there without a man on her arm. Now, thanks to Kenny, there was nothing keeping her in - where her lovely look would have gone tragically buzzed. About midnight, the pair arrived back at Rachel's. They were more than a little tipsy. Intimately supporting each other in arm-in-arm, they giggled and stumbled their way upstairs. On the landing, Rachel told Kenny that he must stay for the night instead of trying to drive home in his Tipsyen condition. She directed him to the guest room, then turned and went to own bedroom. Yet, barely had she started removing her dress when Kenny walked in on her. His overflowing desire for Rachel, coupled with his knowledge that there was no better time to seduce her than the present, made him unstoppably bold. Even as Rachel murmured a few weak words of dazed surprise, Kenny closed in. A sudden declaration of his passion for her, a sliding off of her dress, and Rachel - the lonely, horny widow - suddenly gave in to him. It had been so long for her. What followed was the most fulfilling, life-affirmation fuck that either of the pair had ever known. On her bed, in nothing but her lingerie, Rachel stroked and sucked on Kenny's cock, delighting in its size and virile, young hardness. She followed this up by sandwiching it between the soft, warm flesh of her lovely big tits. Having been almost starved of sex, she became an utter wanton - determined to make up for lost time. The tit-fuck she gave Kenny was as intense and sensual as it gets, and it primed him perfectly for an impassioned taking of her pussy. Lying back, legs widely parted, the widow frigged her clit and gasped and moaned in boundless delight as her young lover rewarded her with a vigorous missionary-style fucking. Later, he gave it to her doggy style, thrilling her with the deep swift strokes of his pounding cock, making her cry out comments of delighted wonder at how big and pleasing it felt inside of her. Several times over, Kenny and Rachel switched between fucking in the missionary and doggy positions. Each occasion was wilder, more physical and more laced with dirty-talk and sounds of passion than the last. Finally, both of them panting, Rachel stroked Kenny off until he unleashed his cum into and over her mouth. Wickedly, she used his cock-tip to smear the cream over her face and smiling lips. The young-man-cum seemed to have an intoxicating, depraving effect on her. One year from that fateful night, Rachel and Kenny sat talking with her lawyer in his office. Rachel had the look of on ecstatic and much-in-love woman. Kenny looked like the cat that ate the canary. He had every reason to. Rachel was in the process of signing over her entire fortune and her estate to him.
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