* First time writing from the male POV let me know how i did *
Within the past 6 months, Heather (F22) has become more outgoing with her requests. She asks me (M50) to take her to work. Asks me to pick her up and take her home. Asks me if I can buy her a drink, or Pizza, or a burger. Asks me if I could buy her lipstick or nail polish. At first, I was like, WTF? She works! She has her own money! Until I realized Hazel takes every goddamned penny. Ugh. So then, I feel sorry for her and buy her stuff.
Last week, Heather asked me to buy her something for Valentine's Day. I asked her what she wanted, expecting her to say chocolates, some flowers, or maybe a teddy bear. Well, she did say a "Teddy," and I thought it was a bear until she grabbed one off the hook and put it on the checkout. It was not a bear. I asked her who that was for, and she said it was for her to wear because she wanted it. It wasn't that much. I bought it. I didn't ask anything else.
Yesterday, she asked me to pick her up from work, and I did. As soon as she got in the vehicle, she started complaining about this guy at work. I was surprised to hear he wasn't hitting on her. He was making fun of her because of her acne and because she refused to wear a lot of makeup. I scoffed when she told me the names he'd called her. What an asshole. Then, when I looked over at her, I noticed she was wearing something red and lacy underneath her work shirt. I asked her what she had on underneath, just as a casual conversation, and she said it was her Teddy.
I said, "You wore that to work?" and she smiled and said, "Yeah, of course!"
As I pulled out of her work's parking lot (She works at Starbucks), she pulled her little visor hat thingie off and then yanked her entire shirt up over her head and off. I glanced over at her, and she just looked at me and said, "Don't get embarrassed. They're just boobs." I didn't say anything.
A few minutes later, she leaned over, grabbed my arm, and held it against her chest. She was warm and soft, and while I wanted to grab those big tits with my hands, I refrained. I was trying to be the responsible one. The reliable one. The one with morals. But my cock was tenting in my pants, telling me to be the reckless one. Be the guy who takes a chance. Be the "Daddy" figure without actually being the fucking "Daddy" for real.
As we approached her house, she started saying things like how much she missed having a boyfriend or someone who cared about her. I asked her about the guy she was seeing, and she said she broke up with him. She said he was a loser, and he was immature. All he wanted to do was watch movies, play video games, and get his dick sucked. I told her it didn't sound like a bad way to spend his time, but she gave me this weird look. I told her to cheer up. She'd find someone new. Someone more to her liking. Someone more mature.
She said she didn't think so. She wasn't interested in any of the guys at work, and she rarely went anywhere else, so her options were extremely limited. I told her things would get better. Things happen for a reason. Someone, somewhere, would come along. She said, "Yeah, right," and grabbed the car door. I told her right away, "Someone does care about you. Your mom, all your relatives, and me."
When I said "me," she seemed to perk right up. She let go of the card handle and grabbed my arm tighter than before. She pressed her face against my shoulder, and when she was done hugging me, she hurried to put her shirt back on. I could tell her nipples were hard as rocks because they were showing even underneath her shirt. She tucked it in quickly and then got out of the car, but instead of going right inside, she came around to the driver's side. I rolled down the window to ask her what was up, and she leaned in and gave me a quick kiss on the cheek. I smiled and turned to say goodbye, and she kissed me again, this time on the lips. "Thanks for the ride." As she was walking away, I thought she said, "I love you," but I dismissed it as me going crazy.
So, today at five, Heather called me out of the blue.
"Hey, girl. What's up?" I asked when I picked up the phone.
"Hey, can you pick me up today?" she asked, sounding upset and a little out of breath.
"Sure. Why? What's going on?" I asked.
"Mom. She's being a super bitch. I think she's on her period," Heather said to me. "Can you just pick me up? Please?"
"Sure," I said. "What time?"
"Nine."
"Alright, I'll be there," I said.
"Alright. Thanks, baby," she said. I heard her distinctly. She called me "baby." I asked her, "What did you call me?" And she responded, "Davey."
"Oh, okay," I said, and I hung up. My name is Dave. Not David. Not Davey, and certainly not baby... BTW, to all you note takers. My name is not Dave. I changed it because of a rule I have. No evidence.
So, that little tidbit of a slip and the kiss from the night before, had me wondering. What was she doing? Did she have the hots for me? Calling me "baby?" I figured if I didn't find out today, I would soon. Well, it turns out I didn't have to wait long!
Nine rolled along. I was parked outside of work, waiting, and Heather came out looking exhausted. I might have forgotten to mention that Heather has a really nice figure. Nice wide hips, a really tight stomach, and big tits. She's cute but not gorgeous. She could be if she tried, but she has a few medical issues, and her medicine gives her acne. Oh, and her lips get cracked a lot. Besides that, she's a blond bombshell, ready to go off at any moment.
As soon as she got in the car, she flopped back in the seat and then turned her face to stare at me. "Gonna drive?" She asked.
"Well, yeah," I said, putting the car in reverse and taking off.
"Sorry. I'm just exhausted," Heather said a moment later, sitting up and yanking her visor off. She pulled the hair tie out of her ponytail and used her hands to fluff her hair up before letting it fall back over her shoulders. She looked awesome. "You mind if I take my shirt off?" She asked, and she pulled it off before I could say yes or no.
I glanced over to see the same deep red lace teddy holding her tits in. The left breast looked like it had gotten snagged on something, and there was a rather large hole with her nipple poking through it. My cock responded, trying to do the same to my pants, and I had to grab myself and readjust to keep it from hurting. Heather gave me a quick glance as if she were curious about my issue, but then she smiled and looked out the window.
"You're still wearing that Teddy?" I asked her in a casual tone.
"I like it," She said, and I saw her grab her tits and give them both a squeeze before dropping her hands. "It makes me feel sexy. I washed it if that's what you're asking," she added a moment later. "You can sniff the crotch if you doubt it."
My mouth fell open, and Heather began to laugh.
"What the fuck?" I asked her.
"My Mom says stuff like that!" She said defensively.
"That's because your mom is raunchy and gross," I said then, shaking my head. "Don't ever say that. Oh my god."
Heather continued laughing, asking me, "What?" and "What's wrong?" then, she lifted her ass off the seat, unbuttoned her pants, and unzipped them. In the next moment, she had her shoes off, her pants on the floorboard, and her body turned sideways in the seat. I glanced at her, and I could see the bottom of her teddy cutting into her pussy mound, the bright red lace disappearing into the middle of her slit.
"Heather. What are you doing?" I asked her, finding an exit and pulling onto a backroad as quickly as possible.
"Can I ask you a question?" She said, lifting one foot up and placing it on the seat next to her ass.
