Shy Sara
Copyright© 2026 by wildstl
Chapter 5
Erotica Sex Story: Chapter 5 - During a nasty divorce Sara needs someone to treat her right. Mike is the remedy.
Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa Consensual Slavery Heterosexual True Story BDSM DomSub MaleDom Light Bond Rough Group Sex White Male White Female Anal Sex Cream Pie Masturbation Oral Sex Sex Toys Big Breasts
Wow! She looks so young!
Across the street from my job is a little greay spoon diner. There is not one healthy thing on the menu. Burgers, fried chicken, fried this, fried that. Everything that a former overweight kid should not be eating by I cheat now and then. I sometimes go into work early and sit there for breakfast. I think it might be a memory thing as much as the food.
Along with my parents I had two sets of grandparents and pair of great-grandparents who really helped raise me. When ever school was out for the summer, spring break or Christmas break I practically lived with one of them.
They all lived in the country. That meant fishing, helping in the garden, following my great grandpa in the cow pastures. It was a great childhood and one a lot of city kids would never know.
And the food! All of my grand mothers were great cooks. Not only the things like fried chicken but the desserts. Pies made from fresh fruit with crusts grandma made from scratch and rolled out on the kitchen table, homemade ice cream, cobblers, cakes. Everything a heavy kid doesn’t need but was excellent.
The breakfast of eggs over easy and sausage always made me think of those days and grandparents now gone.
So I’m getting something from the front of our showroom at work, I can see through the front glass to the diner and see a beauty. So young looking with blond hair in a ponytail, super slim, great thin legs coming out of a cute short skirt and perky little titties poking into her tight blouse. She can’t be more than 20 but maybe I can charm her even though I’m getting close to a decade older.
The next morning I get up early and stop by the diner for breakfast. Shirley the middle aged waitress brings me water and juice. “Morning Mike, the usual?”
“Yes ma’am!”
And there she is, 100 pounds of 20 year old cuteness. God damn look at her tiny ass, and those skinny, firm thighs! They would look good around my head.
Shirley comes walking by “breakfast out in minute sweety.”
“Hey Shirley wait. Who’s the new waitress?”
“Your penis smelled her out already, huh? The minute she walked in here I knew you’d be sniffing around. That’s Alex, she’s the owner’s niece. If you don’t want your food poisoned you better not touch that.”
“How old is she?”
“21”
“Wow, she looks like she’s still in high school!”
“Be careful, Mike. From what I hear you might break her in half.”
Shirley walked to get my food when she heard “order up!”
I watch my next project closely as I’m eating. I bet she tastes as good as the honey on my toast.
As Shirley is ringing me up at the register, Alex walks by.
“Hey Shirley” I whisper and shoot my eyes towards Alex.
“Alex this is Mike. He works across the street. You’ll see him at least once a week for breakfast.”
I reach to shake her petite hand. “Nice to meet you Alex” I say looking deep into her blue eyes.”
She smiles and sort of blushes “you too Mike. Come back real soon.”
She walks away but I catch her head turn around to take an other look and smiles when she sees me looking at her ass.
“Jesus Christ Mike you can’t help it can you? Fresh meat in the water and your trouser shark is already circling” as Shirley shakes her head and walks away.
Over the next week or so I had breakfast a couple times and flirted with Alex without being too obvious. I also found reasons to go to our front office to see into the diner. Alex saw me a couple times and smiled and waved to me.
“Hello?” I answer the phone.
“Friday’s the day!!!”
It was Sweet Sara. She was excited because Friday her divorce would be final.
“I know. Are you excited?”
“I can’t wait! Some of my friends are taking me out to celebrate, will you come?”
“Sure honey.”
“We are going to Tony’s. It’s a little club, do you know it?”
“Yeah I’ve been there a couple times.”
“Ok pleeeaaasse meet us there. I really want to see you.”
“I wouldn’t miss it. I’ll see you Friday.”
“Thanks Mike. See you then.”
I get to Tony’s about 8:00. Later than I wanted to, but a last minute problem at work. I walk in and there’s loud music, people drinking at the bar and dancing. I see Sara’s group on the far side of the dance floor. “Who’s this fucking guy?”
Some douche looking short fucker has just set a drink in front of Sara and has his hand on her shoulder trying to flirt with her. Sara spots me and runs across the dance floor as best she can in high heels. Damn she looks good! Skimpy black dress that show off her great thighs, tiny straps and low cut to show off cleavage. Her light red hair is getting longer and those cute wire rim glasses that make her look like a sexy Sunday school teacher. She gets to me, puts her arms around my neck, jumps into my arms and shoved her tongue in my mouth. I know her short dress is riding up so I grab the back to make sure her ass isn’t hanging out. From the kiss I can tell she has a few drinks in her.
“I’m so happy to see you!” She yells above the music.
“You look great too Sara. Congratulations on being single again.”
“I know, I’m so relieved.”
As we turn to walk to their table, the douche that was trying to hit on her gets a dejected look on his face and walks away.
That’s right dumbass, this cute, sexy thing is mine tonight.
I meet her friends. They were quite a mixed group. Plain Jane girl with brown hair, cute brunette that would be smoking hot with a little makeover, redhead that was cute enough, hot blond that would be hotter if she used less makeup and tried not to look so much like a whore and the overweight dirty blond that would be really cute with a diet and some exercise.
“Everybody this is Mike” she said stroking my arm. “He’s mine you understand bitches!”
Everybody laughed and said “Hi.”
The waitress came and I ordered the girls another round and a Jim Beam and Coke for me.
“Here’s to Sara’s freedom!” I toasted.
All the girls “YAY!!!”
I’m not much of a dancer but what Sara wants Sara gets. She was so happy and sexy out on the floor. Dancing, spinning and occasionally rubbing on me.
When we got back to the table, Sara and the big girl went to the bathroom.
The blond says “we’re glad your real!”
“What do you mean?” I ask.
“Sara goes on and on about this great guy who makes her feel so special. She made it sound too good to be true. We thought she was making you up to hide her shyness.”
“No I’m very real.”
“I can see that” as she looked me over and winked at me.
“Well Sara isn’t too shy anymore!” I tell them.
“We know. If some of the stories she tells about you are true you really changed her.”
“Change for the better I hope.”
“Oh yeah!”
Sara wants another round and I buy. I’m trying to control my drinking because I know Sara shouldn’t be driving herself tonight. We dance and drink for the next couple hours.
After we dance again I sit down and Sara jumps on my lap and kisses me hard and long.
Drunk Sara tells the girls way too loudly “We’re going to go so we can go home and FUCK!”
All of their mouths dropped at once.
The brunette says “Sara not so loud!”
Drunk Sara yells “I don’t care. I want to go FUCK!”
I tell everyone bye and get her in my car.
“Whew that was so much fun! I’m glad you came Mike! I’m freeeeeeee!”
All the way to my house Drunk Sara is leaning over to kiss me and rubbing me.
Good thing I didn’t have a lot to drink because driving was a challenge with horny drunk Sara all over me.
I get her inside the house and she kicks off her high heels. Drunk Sara says “Are you ready to FUCK ME Mike?”
Before I can answer she has lifted herself up by grabbing the back of my neck and wrapped her legs around my waist. In between hard wet kisses Drunk Sara says “ I want you to FUCK ME Mike.”
I start walking us to the bedroom. “No not in there. I want you to FUCK ME right here!”
She lets go of me and gets to her feet.
Her panties are dropped to the floor and she is working on my belt.
Drunk Sara “That’s right. FUCK ME right here.”
Once my pants and underwear are off she takes my shirt off and wiggled out of her dress.
She puts her arms back around my neck, pulls herself up, raises her legs, moves her hips until her pussy finds the head of my dick and slides on. I grab her by her ass to assist her sliding up and down. After a few minutes of this I’m ready to really give it to her. I move and get her back on the wall and try to drive her though the Sheetrock. In between hard thrusts I hear “OH ... GOD ... MIKE ... FUCK ... ME!”
She is pinned against the wall taking a pounding, her nails start digging into my back and she starts screaming “ooooooooooohhhhhhh” as we both cum.
After she catches her breath she says “God if my ex-husband could’ve fucked me like that we might still be married.”
We are in bed and I’m spooning Sara with my arm around her.
“Thank you for coming tonight, Mike. You are so good to me.”
“Your welcome honey you are special to me too.”
I kiss her on the back of her neck as she falls asleep.
I wake up at 6:00 and feel Sara rubbing her eyes. I kiss the back of her neck and ask “how do you feel?”
“Major headache.”
I drive Sara back to her car so she can go home and sleep it off.
“If I feel better later can I make you dinner?”
“Sure only if you feel better.”
“I’ll call you this afternoon.”
She kisses me and drives away.
Sara called that afternoon.
“How do you feel dear?”
“Better. If I text you a list will you get stuff so I can cook us dinner?”
“Sure!”
Sara texted the list. I respond “any wine?”
“NO! Nothing to drink!”
Sara arrives at 6:00. She is so cute!!! Her white Keds sneakers, wire rim glasses, hair in a ponytail and a cute little blue short sundress. Oh those thighs!
I try to help with dinner but was told to set the table and stay out of the way.
When she says the food is almost done I light candles on the table and turn off the lights.
“Oh you are smooth mister. Trying to get lucky again?”
“No just like seeing you in the candlelight, beautiful.”
After dinner I find an old movie on TV and we cuddle on the couch. Sara’s head is on my shoulder and her hand caresses my chest.
As the movie ends she softly kisses me.
“I want you but not rough like last night. Soft and sweet ok?”
“Absolutely.”
Sara undoes my jeans and I get them off before she goes down. Her mouth is so wet and soft as she slowly works on me. After I am hard she slips off her panties and climbs on. I unzip her dress and pull it down over her shoulders and remove her bra. She lifts my shirt off. Sara’s dress is still around her waist as she slowly rises up on me. Her slow descent brings a soft cooing noise from her. Rough sex is great but this slow almost lovemaking is a thrill too. She does a few strokes then slowly grinds on me before stroking some more. I feel and squeeze her breasts slightly as she rides. Sara doesn’t scream like last night but moans softly and says “you feel so good in me honey.”
I lift her dress off over her head and lean her back a little so I can kiss her breasts and lightly suck her nipples. Her hand goes to the back of my head and she runs her fingers through my hair. “Ooohhhh Mike.”
Her hard nipples shine with my saliva as she pushes me back and increases speed on my dick.
“Oohh. Oohh. Oohh.”
Her head goes back and louder “oooohhh oooohhh ooohhhh.”
We cum together and she collapsed on my chest.
I open my eyes and the sun is coming up. We are still naked on the couch. Sara’s head is on my chest and her hand is on my thigh. I kiss her forehead, she stirs. “Good morning beautiful.”
“Good morning handsome.”
We kiss lightly and her hand moves striking my half hard erection.
“What’s that?”
“When I wake up with a super sexy woman on me it happens.”
She rises, takes my hand and leads me to the bedroom. She lays on the bed and I get on top of her between her legs.
We kiss passionately for minutes before she puts her hands on my waist and nudges me to enter her. I slowly press all the way inside her wet hole and stay there for a few minutes while continue kissing.
Sara’s hands are still on my hips and she jerks them a little to move inside her.
I start a slow but firm pump in her and she says “that’s it. Just like that baby.”
I’m stroking into her at just the speed she wants. Her eyes are closed and mouth open just enough to whisper “yyyyeeeessss. Right there.”
Soon she jerks my waist again to pick up the intensity. I’m hitting into her a little more firmly now and I watch as her boobs ripple with every thrust. “That’s it baby right there I’m getting ready. Right there. Don’t stop. Right there. Oh god Miiiiikkkkkeeee!”
I get as deep as I can inside her and release as her legs shake. We kiss deeply while I’m still in her before rising up, pulling out and watching a beautiful stream of white come out of her.
“How does it look?” She asks.
“Beautiful.”
Although I had a great weekend of sex, I show up early for breakfast on Monday. Alex is looking very cute with her blue eyes, long blond ponytail, jeans that are way to tight and form fitting shirt to show off her slim body. I’m ogling her when Shirley comes over with my food. “Down boy!”
“What?”
“Your practically drooling on the table.”
I think Alex heard her because she whipped her head around and smiled at me. I finished my plate and drinking the last of my juice when Alex walks by.
“What’s taking you so long?” As she puts a piece of paper on the table.
The note said “I think your hot too! Quit wasting time! Call me!” Her number was scribbled below. I went to the register to pay Shirley and Alex was behind her smiling at me.
“Bye Mike.” Alex said.