It was a hot, sunny afternoon, and I had taken the day off from work. I had finished a couple of glasses of wine and decided to lie out by the pool. I went outside totally naked, not even bothering to wear a cover-up. I lowered myself into my lounge chair and released the back all the way down so I could stretch my body out in the warmth and not have to fuss with any tan lines.
The wine went straight to my head, and I dozed off in the sun. I was jarred awake by the sound of someone saying, "Ma’am?" I opened my eyes, and the UPS man was standing there. I was totally naked, my legs spread wide open! He was staring at me from the fence gate. I didn’t have anything to cover up with, so. I got up and acted like it was nothing and stood there before him in my birthday suit.
He said, "I have a package for you, ma'am," while never breaking eye contact. He was a gentleman and tried to make me feel at ease by not leering at me. We struck up a conversation and chatted for a few long minutes.
"Nice day to get some sun," he said, as a smile crept across his face at the thought of his double meaning with the word "package" earlier.
"Yes, it is! Do I need to sign for... your package?" I was actually starting to enjoy the sexy banter.
"No ma'am, no need to sign for it, I can just... give it to you." He started to hand me the package, but I accidentally dropped it. We both tried to catch it on the way down, but his hand cupped my breast. I could feel the sparks shoot through my chest and the wetness gather between my legs.
He was over 6 feet tall, and I watched his lean muscles tense and ripple as he stood back up. I bent down, picked up my package, and he turned to leave. The whole encounter had really turned me on, and I couldn't wait to open the box.
I sat back down on the lounger and ripped open my package. Ironically, the package he delivered was a new sex toy I had ordered. It was called a "Womanizer" and was supposed to maximize clitoral stimulation. It had several different tips that create a pulsating suction to your clit. My lover, Nadine, had told me about. I was feeling quite horny right then, so I decided to try it out.
Thirty minutes later, unbeknownst to me, the UPS deliveryman returned. I was lying there in my chair, rubbing my clit with my new toy, squeezing my breasts, and imagining the incident I had just experienced.
I didn’t know he was standing at the gate watching while I was masturbating. I was stroking my shaved pussy and moaning like crazy. I continued for a good while until I reached an unbelievable climax. I squirted my juices down my legs and all over the deck. I hadn’t cum so hard in a long time.
The thought of being seen naked by a stranger, and him having touched on my breast, in conjunction with the new toy, was my motivation.
That’s when I opened my eyes and saw him standing there watching outside the gate. I stood up, and a massive amount of cum was streaming down my leg.
I mustered up my authoritative tone and asked, "Can I help you?"
"I forgot to get your signature," was his reply. I was so embarrassed and apologized profusely, but I could have sworn I remembered asking if he needed me to sign for it.
"Don't worry, ma'am. It's no problem, I finished with my route and just thought I would drop back by to... finish up. My name is Jim, by the way."
"It's nice to meet you, Jim. I'm Cloie, and this is my pool." I told him as I opened the gate and invited him into the backyard.
We chatted a little, and he tried not to gawk, but he was a little nervous, and I know he saw the cum running down my leg.
I decided to try to ease his tension by asking, "What exactly did you see, Jim?"
"I was watching pretty much the entire time, Cloie," he admitted.
He had seen me both pleasuring myself with my new toy and squirting cum everywhere. "Did you enjoy watching me get off? Because I like being watched when I am doing something naughty."
I watched the confidence build on his face and heard the lust in his voice. "Hell yeah, it was so hot, and I'm not talking about the weather. I have never seen a woman squirt so much. Do you do that every time you get off?"

"Not every time," I answered. "I have to be very excited to work up that kind of orgasm, and feeling you grab my breast and watching your muscles as you stood up really got my motor running." I licked my lips afterward, and I could tell he received the signal loud and clear.
"Well, I am new to this route, but I'm going to try and give you the best service so they don't put me on a different one, Cloie. Is it ok if I drop by every once in a while, on hot days, to see if you're out by the pool?"
"Jim, you can drop by any day, rain or shine... and I promise to make sure you get positive feedback, at least from me."
I hugged him and could feel the stiffness on his growing cock under his shorts as he turned and left. Over the next several weeks, given that he had already seen me completely nude and in an extremely vulnerable situation, I would tend to tease him whenever I got a delivery. He always made sure that I was the last stop on his route for the day, and I think sometimes he jacked off in the back of his truck before leaving.
I started by answering the door with a few of my shirt buttons unfastened, paired with a very short black skirt. Then I worked up to a gaping shirt with no bra, where my nipples were fully exposed and erect for him to see. I jiggled my naked breasts from side to side and watched him swallow forcefully. I was really enjoying this build-up and knew it was driving him crazy, too.
Escalating even further, one time I answered the door with nothing but a towel wrapped around me. When I signed for my package, I "accidentally" dropped the towel and just stood there for him. When I bent over to pick it up, I saw the bulge in his shorts pulsing. I decided then that the time for teasing was over; it was time for some action!
I pulled him into the house and slowly unzipped his pants. With the door standing wide open, I pulled his cock out and started to suck the head of his cock. It stood straight as an arrow and as rigid as a steel bar. I ran my tongue all around the shaft and plunged his entire length into my mouth.
I heard him softly say, "Yes, oh god, Cloie, I have thought about this so many times. That feels so fucking good." I kept taking him all in, bobbing my head back and forth as he ran his fingers through my hair. I could tell he was thoroughly enjoying it, and I wanted to make him blast me with his full load. I continued sucking him off and ran my tongue along the bottom of his rod every time I pulled my head back. With each thrust forward, I felt him push his cock deep into my mouth, and a small squelching sound escaped as he fucked my throat. A few more thrusts, and he warned me that he was ready to release.
I pulled back and told him, "I want you to come in my mouth, baby. Let me swallow all your cum for you."
That statement opened the floodgates, and he filled my mouth with his hot, gushing cum. I struggled but managed to gulp the first spurt down, and I knew the hardest part was past. I kept pounding his cock into the back of my throat and letting him empty himself in my mouth. His knees buckled, and his grip loosened on my hair as his strokes slackened. I took my hands and squeezed the last drops from his cock onto the tip of my tongue and drank it down as I stared up into his eyes.
"Yummy! You taste amazing, Jim." I said as his breathing started to regulate again.
Jim responded to the compliment with, "Wow, Cloie. You sure know how to please me. That was phenomenal! Do you mind if I come in and have a glass of water?"
"You can cum wherever you like, Jim." It was my turn to giggle at the double meaning. I made him a glass of water and watched as he drank it all in one shot. That was the first time we shared a sexual experience, but I knew it was just the beginning of something special. Now, he even stops by on days when he doesn’t have a delivery. I asked him, and he agreed to let me film our escapades as well. That’s how I built an entire collection of videos of us enjoying each other.
