Shy Sara
Copyright© 2026 by wildstl
Chapter 1
Erotica Sex Story: Chapter 1 - 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 Heterosexual True Story
League night! I left work a few minutes early hoping to get a burger and fries down before bowling started. On the way my phone rang. “Hello” I said in speaker. “Hey it’s Kate. Are you headed to bowl?” “Yes almost there.” I said. “Can you wait for me outside I’m almost there too. I want to talk about something” Kate asked. “Sure.” Damn! So much for eating before league.
Kate and her husband Mark were longtime friends. I always lusted after her but didn’t pursue it because we were all friends. Then one day it happened by surprise. Kate was great but we didn’t do it again because of our situation.
I got out of my car as Kate pulled up. “Hi sweety” smiled. “Hi yourself, what’s up?”
I have a friend from work coming up to have a drink. “Connie?” I asked. She replied “no not Connie.”
Connie was a friend of Kate’s from work I had messed with a while back. Gorgeous curvy black woman who was A LOT of fun. But she decided she wanted a man for a real relationship so we coole it.
“Her name is Sara. She is getting a divorce and is very lonely. She has a 10 year old son who takes up a lot of her time. She just wants to actually get together with somebody for good times. I told her about you.”
“Does she know our past?
“Not really. She knows we have been friends for a long time. But ... she heard me talking to Connie about you. You know Connie can be a little too loud and Sara overheard some things about you.”
“What kind of things.”
“Connie was talking about this well endowed white guy who rocked her. Then she figured out he was a friend of mine.”
“I see. She isn’t looking for a new dad for her kid is she!”
“No! She does not want a relationship! Her husband is being a real ass about the divorce and she doesn’t need a new man complicating things more.”
“Ok you know I’m not looking for a relationship.”
“I really think she just needs a man to be nice to her and ... well you know” she said and winked.
“Alright I’ll meet herbut no promises.”
“Ok talk to you later.”
I got my burger and fries wolfed down just in time. Drinking a beer with the boys and bowling started. About halfway through the first game and woman came in and sat down at by Kate. She was very plain Jane looking but a little cute. She still had on her business casual work clothes. Shoulder length light red hair and a decent body. I’m not usually into red heads but she was kind of attractive. The kind of girl that wouldn’t turn a lot of heads but kind of so innocent looking you want to defile her.
I waited a little while then thought of something to say to walk over to Kate’s table.
“How are the scores over here” I asked Kate.
“Hi Mike, we aren’t doing good tonight, how about you guys?”
“We won the first game but starting this one like we never bowled before.”
Kate motioned to the table.”Oh Mike, this is my friend from work Sara.” I tipped my beer her way and smiled. “Hi Sara nice to meet you.” She smiled and quietly said “Hi.”
“Kate I’ll talk to you later I’m almost up over there.”
“Ok sweety see you later.”
During the night out of the corner of my eye I could see the girls at Kate’s table looking my way and whispering. Sara and I matched eyes a couple times and she smiled. Right before we were done for the night Sara got up to leave. “Bye Mike nice to meet you.”
“You too see you later!”
Kate stopped by on her way out. “Well?” She asked.
I said “She’s cute. Seems a little too shy for my purposes if you know what I mean.”
She playfully swatted me saying “Yes I know what you mean you nasty boy.”
“Well I’m not wasting my time if she thinks we are going to ‘date.’”
“If she wants to, meet her for drinks or something and if it doesn’t work out then fine. She really needs somebody to take care of something for her. It’s been a long time since someone has REALLY taken care of her.”
“Ok give me her number and I will text or call her. I just don’t want you to blame me if it doesn’t work out.”
Kate grabbed my hand saying “I won’t sweety, just call her. I’ll text you her number.” She gave me a peck on the cheek and walked to her car.
All the way home I’m thinking what a mistake this will be. But you never know. I was still thinking about defiling her.
The next day at lunch time I texted Sara. “Hi Sara it’s Mike. You know Kate’s friend from last night.”
“Hi how are you.”
“I’m good, you?”
“Just working like always.”
“Would you be free to meet for a drink sometime?”
“Sure can I check to see when I can get free. I have a son.”
“I know. Just keep it in mind and let me know when you would like to meet. No pressure.”
“I’ll check. Talk to you soon!”
On the way home from work I get a call from Kate.
“Hello”
“So I heard you texted Sara. She was so happy.”
“Well no plans yet. She is supposed to let me know”
“I heard. She was so happy someone showed her some attention. Her husband has been really shitty to her”
“Well we’ll see”
“Ok just give her a chance”
“I will. See ya!”
That night about 9:30 “Ding” a text.
“Hi it’s Sara it’s not too late is it?”
“No just watching ball game before bed”
“I can get free tomorrow evening for a while if you still want to have a drink”
“Sure. You know the steak house on Maple St.”
“Yes”
“They have a nice little bar. Say 7:00 tomorrow night?”
“Ok I’ll see you there.”
“Great have a good night”
“You too Mike”
I got home from work just in time to shower. I pulled up to the bar at 7:05. Walking in I saw Sara at the bar. When she saw me she went from looking deflated to happy. I think she thought she got stood up. “I’m so sorry. Last minute problem before I left work.”
“I understand. You look nice.”
“Thanks you look great too.”
She was still wearing her business casual attire from work but it gave her a business but feminine look. We each ordered a drink and started to chit chat. Work, her son, her soon to be ex-husband. She was a little shy and I think beyond nervous. Usually I can’t a get woman to shut up but I had to drag stuff out of her. We nursed drinks until about 8:30. “I’ sorry I have to get home to my son” she said
“Ok I’ll walk you out.”
“We approached her car and she pecked me on the cheek. “Thanks for the drinks. See you later.”
Well that was a waste I thought. Oh well it happens. I almost called one of my other lady “friends” but decided to go home and catch the end of the ball game.
The next day I get a text from Kate “Call me when you can please”
I called her at lunch. “What’s up sexy?”
“Oh my. I asked Sara how things went last night and I thought she was going to cry.”
“How come”
“She said she was so nervous and hasn’t been with a man other than her husband in over 11 years that she made a fool of herself.”
“Well not a fool but she barely talked. I knew she was a little shy but Jesus.”
“Well she is so mad at herself. She said you were so nice to her and she felt horrible after she left.” She added “will you do something for me? Not for Sara but for me?”
“I would do anything for you, you know that”
“I know honey. Friday after work some of us are going out to happy hour for a girl’s birthday. Will you ‘accidently’ run into us there?”
I exhaled and thought for a minute. “Ok only because it’s YOU asking.”
“Thank you, you are so sweet.”
“Is Connie going to be there?”
“Yes I think so.”
“Well this should be interesting.”
I haven’t actually seen Connie in person since the last time we slept together. We talked on the phone a couple times because she hooked me up with her friend Michelle.
“All right text me where and the time”
“Thanks baby”
I showed up for happy hour. I made sure I walked in and quickly headed to the bar without making eye contact with anyone so I could keep up the “just happen to run into the girls” like Kate wanted. I ordered my Jim Beam and Coke.
Staring straight ahead for a bit I then casually scanned the room. Connie saw me and shouted “oh my god look who’s here!”
They all turned, I waved and smiled. Kate and Connie waved me over. Connie ran and gave me a big hug and a kiss on the cheek. My goodness she still looks as sexy as I remember. She was milk chocolate, beautiful with a killer body. A little thick but all in the right spots. Next Kate stood up “hi sweety what are you doing here?” she asked giving me a big hug.
“Just out for a quiet drink. What’s the party for?”
“Not a party just happy hour for Janine’s birthday.”
“Oh happy birthday” I said raising my drink in a cheers motion.
“Thanks!” Janine yelled. She had a couple drinks in her already apparently!
I looked over and Sara was grinning at me. “Hi Sara!”
I walked over and pecked her cheek. She grinned and blushed.
“Sit down, Mike” Kate said. Connie spun a chair around for me between her and Sara. Well this could be interesting. I asked Connie how her boyfriend was. “He’s good. He had to work late.”
The waitress came by and they ordered another round. “Add a Jim Beam and Coke” Kate shouted.
The music was playing and we all had a good time talking and chatting. Still a little uncomfortable sitting next to Connie, Kate and Sara knowing that some of them knew I slept with the others.
Sara seemed to be loosening up. She got less shy and timid with each drink. She even sang loudly to a song. After I came back from the restroom she slid her hand across and laid it on my thigh. The place had a little dance floor and a slow song came on. My phone buzzed with a text. “Dance with her” Kate texted. Jeez this will make her think it’s a date. I looked at Kate and she gave a cold stare. Fine! I took Sara’s hand and led her out onto the floor. She was shocked but put her hands around my neck and we started swaying. After the song she sat back down and I went to the restroom. “You really owe me” I texted Kate.
“I know”
I was feeling a little buzzed but decided to have one more round. People were starting to slowly leave. Connie said her boyfriend was getting off work and decided to leave. She told everyone goodbye and gave me a peck on the cheek on the way out. “Good luck baby” then nodding her head towards Sara. I hope everyone doesn’t think we might be a couple. As I finished my drink Sara said she needed to go. “Can you walk me to my car?” she asked “Sure I’m heading out too.” I told everyone goodbye and hugged Kate. She shot me a grin and a wink. Sara and I walked out. We got to her car and she asked if we could talk a minute. “Sure what’s up?”
“Can we talk in the car?” she asked.
I walked to the passenger side and got in. As soon as she shut her door she leaned over and kissed me deeply.
She pulled back and said “Sorry, I’ve been wanting to do that all night.”
I smiled. “No problem.”
Sara went on “I want to apologize for the other night. I haven’t been with a guy besides my husband in a long time. I’m trying to get over my shyness. I really like you and didn’t want you to think I was some kind of weirdo.”
“I understand especially if you heard some of the things I’ve done from Connie and Kate.” She kind of chuckled and rolled her eyes.