Shy Sara
Copyright© 2026 by wildstl
Chapter 3
Erotica Sex Story: Chapter 3 - 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
Monday afternoon I’m at my desk doing some paper work and my phone rings. It’s Kate.
“Hello beautiful”
“What did you do to her!?”
“What do you mean?”
“I just got back from lunch with Sara.”
“Ok?”
“She tells me she feels like such a whore. I tell her it’s no big deal. That she’s separated from a shitty husband and if you want to get some it’s fine.” Sara says it’s not the fact that she’s having sex with you it’s the things you are doing to her.”
I break in “ I didnt hurt her or do anything she didn’t agree to.”
Kate: “That’s just it, she feels like a whore and likes it!”
“Really?”
“She didn’t go into a lot of details but she told me about her dream of you being rough with her and you guys did it.”
“In the scheme of things it was some mild stuff. I’ve gone a lot farther than that.”
“I’m sure you have!”
“She confessed to me that before you she has only had sex with her husband and it was always missionary, and not that good.”
“Well you said bring her out of her shell.”
“Well she is out now and likes it.”
“Don’t tell her I told you but she wants to go shoppping with me at the porn store.”
“Oh my god! Really!?”
“I used a toy with her and now she wants to see more.”
“That little shy thing wants to do that?”
“Yes. I think I fucked the shy out of her.”
“You are terrible!!! Besides talking to me she stills acts like a little wallflower around here.”
“Well keep it that way especially around Connie. I DO NOT want Michelle finding out.”
“Yes I heard you two are quite the item.”
“Not an item just very close.”
“Are you falling for her?”
A very long pause.
“No...”
“Oh my does Mike have a heart?”
“You know where my heart is.”
“Yeah all your blood has to supply your crotch.”
“You didn’t seem to mind once.”
“You never know, there could be an encore performance.”
“I told you anytime.”
“Ok I have to go. Just don’t hurt Sara. Mentally or physically.”
“I won’t I promise.”
“Bye sweety.”
Wednesday evening I shower after work. As I’m walking to the bedroom there is a knock on the door. After slipping on some shorts I open the door to see Sara standing there. She is standing there smiling and looking super cute as always. Her light red hair tucked behind her ears, wire frame glasses, little blue sundress just short enough to show off her great thighs and white Keds sneakers. Looking like your friends cute mom you beat off to when your 14.
I open the door and she bolts in.
“I don’t have a lot of time! I have to get my son from soccer practice.”
She pushes me against the wall and rips down my shorts. Getting on her knees she turns the limp biscuit into full metal jacket. Sara stands up and wipes off her mouth. “I’m not kidding, I’m in a hurry. Fuck me fast and hard.”
She rips down her panties, jumps on the edge of the dining table, raises her skirt up above the waist and spreads her legs.
Her little Keds feet are in the air as I feel her pussy. So soaked she is almost dripping.
“Don’t finger me just fuck me hard and fast!”
I line up and slide all 8 thick inches into her and start pushing. She is making these almost evil sounding grunts with each inward thrust.
“That’s it harder!”
I grab the front of her thighs to hold her in place and pull forward as I’m like driving her. Her grunts are very loud now.
“That’s it! Make it hurt!”
I haven’t cum that fast since I was a teenager. The ambush and sudden freak coming out of her was too much.
Sara’ Keds are still in the air as she is trying to catch her breath.
“Surprise!” She says. “Did you like?”
“Of course!”
“Ok let me up.”
I pull out of her and look down to see my deposit oozing out of her. Even though it means cleaning up I love to watch a fresh creampie drain.
Sara scoots to the bathroom and I clean up and put my shorts on and head for the couch. When she re-emerges she sitson my lap with her Keds on the couch and kisses me.
As I’m stroking her glorious thigh I ask “what brought that on?”
“Well I’ve been horny all day and was thinking of a way to make it especially hot. So you get that.”
“Well it was a GREAT surprise.”
“Good I’m glad you like. Listen I really do have to run but...” as she is stroking my chest.”
“But what?”
“I’m free Saturday night. Do you want to go to the porn store and look around?”
“Sure anything special you want?”
“I don’t even know what’s there. Just want to see what might be fun.”
“Sounds like a plan to me.”
“Ok it’s a date.”
She kisses me again then finds her panties and slips them over her Keds and straightens her dress out. If the other soccer moms know what she did during practice. I stand up to let her out and she kisses again. “Thanks for the good time!”
I have to admit I replayed the events through my mind all evening. This little timid cute wallflower getting defiled.
She comes over Saturday night for our excursion to porn central. She has given her normally straight hair a little tease making it look a little wilder, wearing this cute white tennis player style skirt with black tank top. Of course I’m looking at her thighs coming out of the skirt. I think a good pair of thighs are sexier that shit.
I kiss her and say “when are your contacts supposed to be in.”
“I have them I just know you like the glasses.”
I think cute glasses on a woman are hot. “Thanks I do think they are sexy. So are you sure you want to go to sin city?”
“Yes I can’t wait to see what I’ve been missing.”
“Ok I warned you.”
We pull up to the store that has mannequins in the front windows wearing sexy lingerie they sell. We walk in the side entrance and she goes “oh my.”
The first thing you see when you walk in is an advertisement for a porn movie. It is a life sized cut out of a tall blond, topless with gigantic tits. She is dressed in a black leather skirt, leather hat and super tall black stilettos.
She stairs for a minute then starts moving her eyes around at dozens of racks of DVDs. “Are these all porno movies?”
“Yep”
“I never knew they made so many.”
“Yes anything on earth you can think of. All races, sizes, kinks and positions you can think of.”
We start looking at some DVD covers and she is wide eyed. We round the corner for the next aisle and she turns her head and says “Ohh my ggooddd.”
“What?”
“The girl on that movie looks just like me!”
I see the cover and she’s right. The movie is titled “School Teachers Gone Wild.”
The model has the same color and cut hair, glasses and build. She is wearing the same kind of clothes that Sara would wear to work except the skirt in barely covering her crotch and the shirt is unbuttoned to show a lot of her big tits.
“Do you want to tell me something?” as I grab her ass and smile at her. Just then an old perv walks by carrying some movies staring at my hand on her butt.
She swats my hand away and says “stop that! Not here!”
We look through the racks and stares at all the covers. White, black, Asian and Latin women. White, black and Latin men. Huge tits, small tits, big ass, petite, fat, etc.
“Where are the toys?” she asks.
I take her hand and start for the other side of the store passing the racks of skin mags and she stares while walking. “I had no idea how many there are.”
We get to the toy section and there is a rack with little stuff. She runs her eyes over it all.
“What that?” as she points to a little silver egg.
“Clit stimulator.”
“For...”
“You turn it on and it vibrates while you hold it on your clit.”
“Does it work?”
“Oh yes!!”
She gives me a sideward stare. “You would know.”
“What are those?”
“Anal beads.”
“They go in...”
“Yep. As they pop in and out it’s supposed to be a great sensation.”
“Mmm”
She turns the corner and heads down the aisle with the dildos and vibrators. White dicks, black dicks, smooth vibrators and ribbed vibrators of all sizes. “See anything you like?”
She looks around for a minute “no, I have you I don’t need these.”
“Not even one to take home?”
“No! My son might find it. Let’s look at the lingerie.”
She’s perusing all the sheer fabrics and styles. “What do like?” she asks.
“Well I’ve seen you in red, I think something black.”
We look through the racks. “How about this? I say.”
“Thats nice. Do you think it would look sexy in it?”
“Very!”
She grabs the silk black short teddy with an open front that ties with one set of black laces and matching tiny panties.
“Anything else? My treat.”
She heads back and grabs the silver eggs clit stimulator and the anal beads. “Want to watch a movie?” Sara asks.
“Sure go pick one out!”
She walks over and finally finds the one with her double on the cover.
“Are you sure?”
“Yes curious what I look like doing it.”
“Well if you want to see that I could record us on my phone.”
“Don’t you dare!”
We check out and head back to the house.
“Pour me some wine and get the movie ready while I go change.” She is so excited.
I pour wine and a Jim Beam and Coke for me, put in the DVD and got comfortable. Out she comes. The silk teddy was sexy as hell. The strings were tied right across the middle of her chest and it was open just enough to see her stomach.
“Well?”
“You look so sexy!”
“Really?”
“Absolutely!”
Sara struck different poses for me and bent over a little to expose the matching panties just barely on her ass.
She comes over and sits next to me with a kiss.
“Thanks Mike I feel so attractive!”
“You should you look so hot!”
We both taste our drinks and I hit the PLAY button on the remote. The menu comes up and she yells “put my scene on!”
Up comes her look-a-like wearing the outfit on the DVD cover. High heels, super short skirt and blouse opened to see the tops of her big fake tits. The scene was the usual. Bad teacher has to see the young stud after class, she sucks his dick, she gets on the desk to get her pussy licked, she’s fucked laying on the desk, bent over the desk, gets on her knees to suck dick and gets a facial.
During the scene Sara’s hand is rubbing my thigh and I have mine on hers.
“Do you think she is sexier than me?” I had to mix lies with the truth.
“No! I can’t stand big fake tits, I like the real things no matter the size (truth), her hair is too colored looking (truth), and I don’t like women who act overly slutty (kind of a lie). You are so much more attractive. You are naturally cute and you act like a lady in public even though I know how you are in bed.”
She swats my thigh but says “thank you.”
I could tell she was liking watching herself be so bad. After the scene she finished her wine, got up, grabbed her toys and headed for the bedroom. “Come on.”
I stopped to refill her wine and took both drinks in the bedroom and set them on the nightstand.
She was reclining against a pillow as I got undressed and slid beside her. “Like the movie?”
She smile “yes it was definitely a turn on.”
The teddy was open at the bottom exposing her tummy and the black panties. We start kissing and I feel the silk against her body. The smooth silk slid along her smooth skin. I cupped a breast, and felt the hard nipple poking up against the material. Sara moaned quietly as her neck was getting kissed while her tits we’re being fondled and squeezed. I moved down over her stomach and started rubbing the silk between her legs as she spread slightly. Her heat was radiating through the silk. I helped her out of the panties and reached for the silver clit machine from the nightstand. When I turned it on a low buzzing sound was heard, I handed it to Sara “should I use it.”
“Yes I want to watch what happens. Just put it down there and see how it feels.”
She took it from my hand and looked at it while it buzzed in her hand. It approached her crotch while she watched it get closer to its goal. As it touched her lips she let out a quick “oh.”
“Find the spots you like” I whispered.
She felt around lightly along her slit. It hit the clit and she jerked “ooohhh!”
“There it is. Feel good?”
“Mmmmm hhmmm.”
I watched her face while she poked around. It went from mouth open to pursed lips to eyes open to eyes tightly shut to a frown to a little grin. Her clit had never been teased like this.
“Keep doing that. I’m going to use the other thing, ok?”
“Mmmmmm hhhhmmmm.”
I open the nightstand drawer and pull out the Astroglide. She jerked as a couple drops of the cool liquid was smeared around her asshole. I massaged the outside of the passage as she kept playing. Grabbing the anal beads I move in close. She had her feet on the bed with knees up. I take one thigh and lift and spread it out a little so her rear door was a little easier to access.
The first bead is in position and with the Astroglide all it took was a slight push and pop it went in. “Eeee” she winced. Pausing to a few seconds to let her adjust I push and pop, number two in. “Eeeee.”
She is starting to really press the little egg into her clit now moaning louder.
“You want more?”
“Mmmmm hhmmm!”
Pop, number three, pop number four, pop, number five, pop, number six.
Her free hand is clutching a wad of bedspread, her hips are starting to buck as she enjoys her new toy.
I can tell she is getting close to orgasm and get ready. I pop one bead out and she gets louder, pop number two, out and she is showing signs the she I starting to cum. Pop number three and her legs start shaking. She is spasming and screaming now as I pop four pop five pop six. Her whole body is shaking and she it still working her clit over.
God damn this little meek thing is turning into something else. Sara sets the egg to the side and lays completely still except for the heavy breathing.
“Oh my god that was great” she pants.
I get beside had and whisper in her ear “how were the beads”
“I came so hard. The beads made me so sensitive it was unreal.”
“So you don’t need me anymore.”
“Stop it” as she smiled. Reaching down to feel my rock hard dick “it doesn’t replace that.”
Sara jerked and stroked me for a few minutes while we kissed. She pushed me on my back and moved her mouth down to start working on me.
She slowly went around head then took it deeper. I reached over to take her glasses off and pushed her hair back so I could clearly see her take me in. Sara lifted her mouth but kept giving me a hand job.
“How’s that feel?”
“Fucking great. Please don’t stop.”
Her mouth continued, I watched as my cock when in and out of that little soccer mom face.
She moved up again but was stroking her hand roughly.
“Are you going to cum in my mouth, make me gag again?”
“Yes! Almost there!!”
She inhaled meat again and didn’t stop.
“Faster Sara Faster.”
She gave it all she had and I blew. She didn’t gag this time but stayed still for a minute. When she pulled off me she didn’t lose a drop but didn’t know what to do so I handed her the wine glass, she sipped some and swallowed.
“Wow I’ve never done that before.”
“You are getting hotter all the time.”
She swatted me then nestled beside me and put her head on my chest.
“A couple months ago I couldn’t even imagine doing this stuff now I think about it constantly. I’ve never been this horny.”
“Is that a bad thing.”
“No.”
“I think your making up for lost time.”
“Well I wish it hadn’t taken so long.”
This is the last thing I remember before falling asleep.
Two hours later I awake and need to go to the bathroom. I gently lay Sara off me and go.
I come back and she is yawning and rubbing her eyes.
“Hi sexy how was your nap?”
“Good I was worn out.”
“Well you worked yourself out pretty good.”
She grinned and stretched “you helped.”
I got back in bed beside her and kissed her.
“I still want you. I told you I’m always horny.”
Her teddy is still tied across her chest so I undo it and push the garment wide open to see her white breasts and body. Sara has C cup tits and perfect nipples. Perfect for getting a handful and sucking. That’s what I did. She is stroking the back of my head as I service both sides.
“That feels so good.”
I feel between her legs and she spreads wide.
As I massage the outside she moans deeply then says “put a finger in me.”
I slip in two. As I’m deep in her a thumb gets rolled around on the clit that has already been worked out tonight. I continue this for a bit as she quietly moans.
She gives me a tug to get me back up to her face. I move to run my face up her stomach, suck on her mounds again and end as her face. Meanwhile I’m between her legs ready to enter her.
As my dick makes first contact her legs spread wide. I want this to last so we are going slow for now. I only go in a couple inches then back out a little. I do this for a minute knowing I’m driving her crazy. Working in a couple more inches I do the same. Giving part of her pussy a thrill but teasing the rest.
“Oh your driving me crazy!”
My hands are on the bed outside her shoulder. She reaches down a grabs under her knees and pulls her legs as wide apart as possible so that I can go as deep as I can.
Finally I push all in. As I’m sliding hear “ooohhh that’s it.”
We sloppily kiss each other as I move in and out of her. She keeps her legs pulled apart and I am so deep. I push in firmly trying to feel as deep as I can and she is making grunts as I dig deep.
I’m looking down at her face and she opens eyes and looks into mine.
“Keep staring into my eyes” I tell her. “No matter what happens or how good you feel don’t quit looking at my eyes.”
I start pumping a little faster. The friction between our parts is heating up and I’m watching her mouth wide open and making noises but she didn’t take her eyes of mine.
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