I was 18 years old when I went to work for her that summer. I had graduated from high school but did not have the desire to attend college right away, so my dad sent me to the middle of bum-fuck Oklahoma to help the wife of his best friend who had died a couple of years prior. She had a small farm 45 minutes outside of Tulsa and for a kid who lived in the suburbs all his life, the culture shock was real. However, my dad had taught me the skills to handle multiple around-the-house problems and with these issues piling up with his friend's widow, he felt it was best if I went out there for the summer and worked as her handyman.
Driving to her place, I couldn't get over the miles of open fields this state had to offer. It basically presented itself as wide open and filled with agriculture. This was going to be a dull summer.
When I arrived at her house, she came out onto the porch to greet me. She was stunningly beautiful standing in the dusk of the fading sun. She stood about 5'7" and rocked a curvy physique. Her long brown hair was tied back in a ponytail and did not move in the evening breeze. Even with her plaid, cotton shirt and tight fitting jeans, I could tell she was the type to draw attention wherever she ventured. My tall frame shadowed her as I walked up to her to introduce myself.
"Hello," I said, extending my hand to her. "I'm Chris. I will be helping you around the house this summer."
She took my hand. "Welcome, Chris. I'm Maggie. Let me show you to your room."
Maggie was direct and almost seemed like she was going through the motions with her words. Perhaps it was a product of being young and dumb, but I certainly felt that she seemed bothered by my presence. I grabbed my bag from the truck and followed Maggie into the house. She led me upstairs to the guest room.
"This is your room," she said as she opened the door. "Keep it clean, and absolutely no guests. Not that you will find too many people to come out here anyway."
I looked around the room. It was simple. A twin-sized bed directly next to the door as you walked in. There was a nightstand and a dresser to complete the look. The closet was small, but it suited my needs.
"I'm going to be honest with you, I'm not giving you long for being here," Maggie said. "The days are long, the work is hard, and the last four men to come out here were either drunk or incompetent. If you're anything like your father, you will prove me wrong."
I looked back at her. Her eyes sized me up to see if I would falter. I remained steady and placed my bag on the bed.
"I'm ready to work," I said.
"We'll see," she said, closing the door behind her as she left the room.
I was up at 5:30 the following morning. After driving over 12 hours the previous day, I was worn out and sleep took me fast. I slept hard and was well-rested when the alarm went off. I got dressed and headed downstairs. The house was dimly lit and I did not think Maggie was up. I found a to-do list on the kitchen table and reviewed it. I decided to start with the outside projects first, because if Maggie was still sleeping, I did not want to wake her. I made a pot of coffee and poured it into a thermos before heading outside.
I started work on replacing the fence posts that bordered her property. It was after 8AM when she drove by in her jeep to let me know that breakfast was on the table if I was hungry.
"I won't be back until the evening," she said. "There is plenty of food for dinner. Help yourself."
"Thank you," I said, my words falling on deaf ears as she drove off, leaving me in a cloud of dust.
That was how things were over the next few weeks. Sure, we spoke at times and once or twice I got her to crack a smile with a joke. However, she had business in Tulsa that kept her away from home four days out of the week and a small work crew that took care of the fields for her. I was there to focus on the house maintenance so the field crew could focus on the season's harvest. At times, things were lonely and it wasn't like social media was a thing back then. It wasn't long before I had discovered that Maggie was just as lonely as me.
One night, I was sitting on the porch taking in the night air. There was a calm feeling about it. It was soothing to the point that I probably would have fallen asleep if left out there. I heard the screen door open and Maggie stepped out and leaned against the post atop the steps. I couldn't help but look at her ass that her jeans featured prominently.
"You exceeded my expectations," she said, her eyes locked in on the darkness in front of her. "I sent a letter to your father telling him he raised a well-rounded young man. I appreciate what you've done for me, even if I haven't acted like it." She turned to go back inside, but she touched my shoulder and gave it a squeeze as she entered the door.
Over the next few days, I found myself working alongside her getting the work done. It made the chores easier to do and it was something to watch this woman put in more work in one day than many guys my age can only hope to do in a year. One Saturday, the weather was hot as hell. I was in the barn working on the tractor when Maggie walked in. I had to do a double take when I saw her.
She was wearing a pair of cutoff shorts, with one of her shirts tied up revealing her navel. The way her breasts appeared in it suggested she did not have a bra underneath it. Her brown hair draped over her shoulders, her straw hat completing the look.
"Come up to the porch and get some lemonade," she said.
We sat and drank under the shade of the porch. Maggie said there was no point in working in that heat and the tractor could wait. For the first time since I arrived, the two of us had a long conversation. We spent the rest of the afternoon and evening talking about my goals, her past and everything else in between. Sometime after 9PM she looked around and decided to call it a night. As she got up from her chair, she gave my leg a squeeze.
"Goodnight, Chris," she said, before heading inside.
I remained out there for another 30 minutes before going back inside and to my room. When I got to the top of the steps, I heard faint moaning. I walked over to Maggie's room and saw the door was cracked. I peered inside. There she was on the bed, her top undone and her shorts off as her fingers explored her pussy. I was frozen. My cock became erect at the sight in front of me. Somehow, I found the willpower to move away from the door and retreat to my room. I had a hard time sleeping that night knowing what Maggie was doing next door, but even more, how it made me feel.
The next day I did not see Maggie. Sundays were an off day for me and I decided to go into town. I caught a movie and ate dinner before returning to the house. My timing was impeccable given that a storm had moved in. As I opened the screen door to go inside, I heard Maggie's voice from the kitchen.
"Is that you, Chris?" she asked.
"Yeah," was my response.
"Take a seat in the living room. I want to talk to you," she said.
I took a seat on the couch and waited for her. Maggie came in wearing a sundress which was strange for me because that was something she had not worn the entire time I was working the farm. She looked amazing in it. Her breasts hung freely in the low neckline and her scent was that of summer rain, appropriate given the storm that was outside. She brought me a cup of coffee and sat down next to me.
"I told you last night that you exceeded my expectations," she began. "You have been a big help around here and I'm very grateful for it."
I looked at her and smiled.
Then, she placed her hand on my knee and slid it up my thigh. "I need to know something," she said softly.
"What is it?" I could barely get the words out.
"Did you like what you saw last night?" she asked. " I know you saw me. I wanted you then but I knew I had to wait."
"I....uhhh, yeah....I...I," I stammered.
"It's been a long time since a man has touched me," she said, leaning closer to me. I felt her bite my earlobe.
Before I could answer, she locked her lips with mine and we shared a passionate kiss. Her lips were soft and her tongue was eager to explore my mouth. She took my coffee cup and placed it on the table before straddling my lap. Just as she did, the power in the house went out followed by a loud thunderous boom from the storm outside.
"Maggie, I'm a virgin," I said softly.
"I know and yet, I want you inside me," she said with a level of lust that few women have rivaled since.
There in the darkness, her hands undid my belt and unbuttoned my shorts. My cock was already erect and ready to greet her. I felt her hand wrap around my shaft as she began stroking it. She lifted up her dress so she could put me inside her. The cracking of thunder drowned out her moans as she took me inside her and bounced up and down on my cock, riding it like she was possessed. Her breasts finally broke out of their fabric confines and in the lightning filled room, they looked amazing. Beads of sweat coated them from the summer heat. At that moment, I felt myself ready to explode. Maggie sensed it too.
"Cum inside me, it's ok," she said. "I can't get pregnant."
That is the only time in my life a woman was happy that I came in under two minutes. Maggie grabbed and held me close as I filled her pussy with my cum.
"Oh fuck!" she cried out.
She stayed on me until every drop was squeezed from my cock and it went limp. Maggie stood up and put herself together. After she regained her composure, she gave me a kiss on the cheek and went upstairs. I sat in the darkness for the longest time with my shorts around my ankles thinking about what had just transpired. I did not expect to lose my virginity to an older woman, let alone my employer.
The next few days passed by quickly. Maggie had left for Dallas which had her gone for the week. She wasn't due back until Friday night. During that time, I found myself thinking about her. Every aspect about her consumed my thoughts. Her breasts. Her ass. The feel of her pussy wrapped around my shaft. To say I was distracted was an understatement.
Maggie had given me the weekend off, so Friday night I went out. Given that I was 18 and too young for the bar, I saw a movie before heading back to the farm. When I arrived, I saw that Maggie had returned. My heart skipped a beat and soon began pounding with anticipation. I had but a taste of sex and now, I was horny and wanting more. I stepped into the house. Everything seemed quiet.
Perhaps Maggie had gone to bed. Traveling can be tiresome and I found my aforementioned anticipation dissipating. When I got to the top of the stairs, I heard Maggie's voice.
"Chris, come in here," she said.
I walked into her room. "Welcome ho..." I couldn't get the words out. She was sitting at the edge of her bed, wearing a revealing red negligee and heels.
"Do you like it?" she asked.
All I could was nod. She walked over and grabbed the back of my head, kissing me deeply. She pulled off my shirt and pulled down my pants, eager to get to my already-erect cock.
"I hope you can restrain yourself a little more this time," she said as she took my rod into her mouth. Naturally, I couldn't hold it as long as she would have liked and my cock exploded a large load of cum in her mouth. She accepted it eagerly and swallowed every drop.
"It's fine, baby," she said as she took my hand. "Come lie on the bed."
I got into her bed and she got in beside me. Her perfume was sweet and her skin soft. We made small talk as she ran her finger up and down my chest. She confided in me that her recent trip was especially difficult because she found herself thinking about me every night she was gone. That was the first time in years she had masturbated multiple times throughout the day to satisfy her horniness. Before long, my cock sprang back to life.
"Do you want to go down on me?" she asked.
I really wasn't given time to answer as she pushed me down towards her wet pussy. She pulled the fabric aside and I buried my face between her legs. She gave me some pointers on how to use my tongue and my mouth which were useful because she squirted into my mouth as she came hard. Initially, it freaked me out. But she held my head in place because she wanted to get off with every ounce of her orgasmic sensation enveloping her. I developed a squirting kink from this and I'm not ashamed of it.
"Oh fuck," she panted, coming down from her orgasm. "Come here. I want to taste myself."
I slid back up to her. We kissed again, this time Maggie seemed to savor them as she tasted herself on me. She was so good at keeping my attention there that I did not feel her guide my cock into her pussy.
"Oh fuck!" she screamed.
I thrusted inside of her as we looked at each other. Our eyes not once breaking contact. This time, my confidence was better. I slid myself in and out of her wet hole knowing damn well I would not be a premature ejaculator for a third consecutive time. Maggie knew this too and took advantage. She had me fuck her from behind, on the bed, and standing up. It did not matter. By the time she got on top to ride me, she had removed her lingerie and exposed her nakedness to me.
"Let me know when you're close," she said before she leaned down and kissed me.
I gripped her thighs tightly. She took my hands at one point and had me squeeze her breasts. "Yes, squeeze my tits!" she cried out.
The bed creaked and squeaked from our activities. I raised my hips and pounded her pussy when she paused momentarily to catch her breath. Our bodies became slippery from the sweat, with just the air from the fan to cool us off.
"Maggie, I'm going to cum," I said, feeling my balls tighten and my cock becoming more erect.
She got off me and got on her knees. "Cum on my titties," she said, holding them for me.
I stood in front of her and jerked my cock until it unleashed another generous load of cum onto her chest and neck. "Oh yes, that's right," she said, basking in my offering.
I won't go into details about the remainder of the night. However, we didn't shower until the sun came up. By then, we were a sticky, sweaty mess covered in each other's juices. That would be the norm for the remaining three weeks I was there. Maggie and I shared the same bed until I left. During that time she taught me many things that would make me the lover I am today.
Leaving was hard for both of us. However, we made it count and quite frankly, I haven't been with anyone like her since. I guess that is the status quo for anyone's first time. We tried staying in touch but eventually life got in the way and we drifted apart. She eventually remarried and I settled down too.
I often think about that summer. The sweat, lace, moonlight, summer storms, all of it. Anytime when I pass a wheat field or a farm for that matter, my thoughts drift to that summer with Maggie and the time we spent together.
