Finding a Sugar Baby – True with Some Details Changed

A middle-aged man finds his sugar baby and she finds a lover

Part of the reason for the divorce was his predilection for engaging with cam models, the excitement he found with some of them who shared details others would not. After she moved out, he decided two failed marriages was enough and a traditional relationship had no appeal. There was the issue of his sex drive, he remembered what a friends father said years ago when they were caught looking at his Penthouse magazines, “The real thing is much better”.

He kept in shape, swimming most mornings, weights, and the occasional 5 mile run on a Sat. His job was steady, at 52 he had climbed the corporate ladder, now a VP, earning good money and very little debt. There was money to spend, sometimes at the local Asian massage parlor, sometimes with an escort, but it was impersonal, almost sterile, condoms for even a blow job and he never got to know them. He craved something more.

Then he found Rachel online. Chuck was surfing the cam models and stumbled upon a stunning, mixed, 23 year old. He hung out in her room for a while, listening to how she interacted with the other visitors. She had a great smile and bubbly personality. He took her exclusive, turned on his cam, and started a conversation that would eventually lead to her visiting him.

Him “Hi”
Her “hi, what are you into”
Him “just a little conversation for now”
Her “Ok”
Him “are you sure you’re 23, you look much younger”
Her – laughs – “yes, I’m 23 and get that a lot, how old are you”
Him “52”
Her “no way, you look much younger as well, I would have said early 40’s”
Him “thanks, I get that a lot” Both laugh

The conversation progresses, and he finds out she was a ballerina, is currently waiting tables and making money on the side getting guys off online. As the conversation was wrapping up –

Him “I hate to ask, but can I see you naked”
Her – laughs – “of course, that’s why I’m here”

She stands, just a little over 5′, B cup tits resting nicely in a lace bra. Matching black lace thong. She does a slow spin so he can get a look at her body. Firm round ass, flawless skin, a dancers body for sure, muscular but not overly so, plenty of curves. She removes her bra to reveal a perfect set of tits, round, natural, small dark areolas, hard nipples. She squeezes her tits and pinches the nipples before her hands slide down, fingers slipping under the waist band of the thong. Her hips shift side to side and she slides the thongs down revealing a shaved pussy. Standing there he could see the inner lips protruding slightly and a perfectly shaped clit hood. He noticed a little redness and swelling from her days work on line, she obviously enjoys her work, getting guys off. She turns around so her back is facing him, spreads her legs slightly, and bends over. The view is amazing, a perfect pussy, swollen and wet, she slips a finger between her legs and into her pussy. As it comes out wet, she rubs her clit and a little moan escapes her lips. As she turns around to face him, the finger slips into her mouth and she licks it clean.

Him “Rachel you have an amazing body, thank you for the conversation and show, I’ll see you soon”
Her – blows him a kiss “looking forward to playing and maybe next time I can see your cock”
Him “yes, next time we’ll both play”

He would visit a couple of times a week and their online fun progressed to toys, mutual masturbation, what each prefers in bed. Basically setting the foundation for the first meeting. One day as he entered her chat room one of the guests asked where she was from. It was a state close to his, he took her exclusive.

Him ” good to see you again, I really like you using the butt plug last time and how you squirted when you came”
Her “That was fun, it is different with you, I feel like we have really gotten to know each other and I’m quite comfortable playing online with you. Some of the guys here are creeps”
Him “have you ever considered a sugar baby relationship”
Her “I have thought about it and have dated older guys that took care of some of my bills”
Him – writes his number on a piece of paper and shows it to her
Her – picks up her phone and types
Him “chat soon”

As he ends the chat his phone rings. They talk for a while, she lives about 4 hours away and has three days off next week. They talk about an appropriate “gift”, his preference – girl next door look, very little make-up, no perfume – and her wanting her own bedroom. He finds out she likes all types of food and he likes to cook.

She arrives as planned on a Thurs afternoon. Flowers and candy have been placed in her room and steaks are in the sous vide. She looks amazing as she gets out of the car, cut off shorts showing off her legs and ass, halter top, and tennis shoes. Her hair is pulled into a pony tail. He helps her in carrying her bag, and drops it in her room. She notices the flowers and candy, smiles, and gives him a kiss on the cheek.

In the kitchen he pours the wine and they head to the screened porch. The conversation is light and easy, like they have known each other for a long time. She pulls out her kit and proceeds to roll a joint. Over a little wine and smoke they both settle in enjoying the conversation. He excuses himself to prepare dinner while she enjoys looking out at the back yard, a small pond with a waterfall, bird feeders, a garden. She thinks to herself this can’t be really happening, he is so nice, attractive, a gentleman. She finds herself very attracted to him, not only his looks and personality but how he treats her. She can’t wait for later.

After dinner as they finish their wine on the screened porch, she asks him if he would like to go to the bedroom.

Him “of course, did you bring something sexy”
Her “do you remeber the bra and thong I had on the first time we chatted”
Him “those are some of my favorite, they look really nice on you”

She smiles, gets up, and tells him she is going to freshen up a little from the drive, I’ll text when I’m ready. He stands, gives her a kiss, and walks into the kitchen to clean up a little before taking a quick shower. As he’s putting on some boxers and a shirt, his phone dings, it’s a photo of her laying in bed, black lace bra and thong.

He walks into the bedroom and she greets him with a hug and kiss. He steps back admiring her body, she spins around slowly and he feels his cock grow in anticipation. She approaches him, drops to her knees, and slides his boxers down and his cock springs forward. She looks up at him and says “I have been waiting for this” as she grabs his stiff 7″ cock and brings it to her lips. Pre-cum has formed already on the tip and her tongue slides out her mouth to taste it. She lifts his cock so she can lick up his shaft to the tip, gathering all the pre-cum she can before tasting it. She smiles and moans wanting to fill her mouth with his manhood. Her tongue swirls around the tip, licking the sides of the shaft before taking him deep. Her hand slides up and down his wet shaft and her mouth works magic. It feels so good and he lets her know. He feels the head swelling, balls pulling tight and lets her know he is close. She picks up the pace and takes his cock deep into her throat as he explodes. She continues through his orgasm, not stopping, swallowing all of his cum. She notices it is sweet and slightly salty, she has always loved the taste of cum from her first blow job at a young age.

He helps her up off her knees and they kiss. His hands reach behind and undo her bra releasing her amazing breasts. His hands explore her body and move down to to her thong. A hand slips inside and between her lips, she is soaking, dripping. He removes the thong and lays her on the bed, “it is now your turn”. His mouth and hands caress every inch of her and when his tongue touches her clit her back arches. Her taste is amazing as a finger slips inside as his mouth and tongue explore her lips and clit. A hand pleases her tits as the other along with his tongue her pussy. Licking, sucking, fingering her g-spot she grabs the sheets, toes curl, as she cums. A small gush of clear liquid flows into his mouth. He continues until it is to sensitive for her.

He moves up beside her, his cock hard from bringing her pleasure. “Are you ready for more”, he asks. “Yes”, is her reply. He moves on top and the underside of his cock rests on her clit. He slides his cock up and down her clit, letting the tip slip lower and lower until it is in position to enter her. He pushes forward and the tip slides in, he pulls out slightly and then slides it in deeper. Her head is back, eyes closed, back arched as he thrusts fully inside her. She looks into his eyes and they kiss. It is passionate, changing positions, 69, doggy, until they are both ready to cum. Back in missionary, he can tell her orgasm is building and so is his. She cums hard and he explodes deep inside her. They lay together, him still inside as his cock softens and slips out.

Over the next few days they eat, drink, smoke and fuck. On the day she is leaving he helps her with her bag to the front door. She drops to her knees, unbuckles his belt, the button on his jeans, slides the zipper down and slides his pants and underwear down. She takes him in her mouth, unable to get enough of him, craving another taste of his cum. The way she swirls her tongue around the head and her hand strokes the shaft is the best he has had. He fills her mouth once again as she continues to please him. She gets up, kisses him and says “hope to see you again soon”.

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