ross
FIRST TIME SEX STORIES

Ross

Ross

by abitfarfetched
14 min read
4.3 (6200 views)
adultfiction

** All characters are over the age of 21. This is a work of fiction, with the exception of the dream, and any resemblance to persons living or deceased is purely coincidental. **

I stood there in the checkout line of the grocery store, two others in front of me with full carts as well. A slight grin on my face, I shook my head, not believing I was thinking about last night's repeat of a recurring dream...

In the dream I am curled up on myself, both arms beneath and behind my legs, the crooks of my knees just barely over my shoulders, my stomach pulled in tightly; one hand holding my erect cock, the other cupping my ass cheek. My middle finger was pressed against my anal opening. I had pulled myself into my own mouth. My lips were wrapped around my swollen cock head and I was sucking firmly.

I used my right hand to pump my cock as I slowly shifted my left hand and inserted my left middle finger and pushed it in and out of my anus...

I felt the pressure of my cum building as my balls tightened and my cock began to swell. My cum began spewing out as I came in my own mouth over and over. I swallowed every drop. My body shook with the intense orgasm.

I'd awoken with a shocked start, my boxers wet from the cum that covered the inside, soaking completely through; the stickiness all over my pubic area. Sweat covered my body. I'd gotten out of bed, removed my soiled shorts and went and showered.

I had always been ambidextrous and could twist my body in all different ways, and since college I had been learning and practicing yoga. I am lithe and limber with a slim 7 1/2" cock and knew that if I truly wanted to I could easily suck it. But I had never wanted to...until this dream kept creeping into my sleep for so many nights now.

Damn it! I'm 42 years old, divorced with twin 18-year old, beautiful daughters, and here I am reliving my wet dream in my mind in a grocery store...and I was getting an erection just recalling it...

"Next. Next. NEXT," I heard the cashier call out as the woman behind me nudged me with her cart.

"Sorry. Just zoning out," I managed to say with a slight guilty laugh. I began unloading my items onto the belt. As I picked up each item and set it down I started to wonder why I would have this kind of a dream. I was a straight, hetero male....right? Although I had gay friends, well acquaintances anyway, I'd never had any desires to be with another man before. Well, maybe I had wondered more than once, but never acted on my thoughts.

"That'll be $269.69, sir," the cashier said as she finished bagging my groceries. I inserted my credit card and paid, receiving my receipt.

As I pushed my cart out of the aisle I heard a familiar voice calling. "Ross? Ross Warner, is that you?" I turned around to see a friendly face. Steve Jacobs.

"Stevie. How in blazes are you? What's it been, almost ten years now?" Steve and I had both been on a local softball team for about six years until my job had become so demanding that I had to quit the team. Stevie was good people. Stevie was one of those gay acquaintances that I knew and as I looked at him I couldn't believe that he was so handsome in an effeminate way. I shook my head. What the hell are you thinking, Jacobs?! "Are you still playing ball?"

Stevie walked up to me and stuck out his hand for a handshake. As I reached my hand back to his, he pulled me into a nice hug. I felt my body react in a way where I didn't want to let go. I smiled as I heard a woman behind me remark, "get a room..." Stevie and I laughed and I smiled as I turned and looked at her. "We just might," I said. I'm pretty sure that I turned a little red as the words rolled off my tongue.

"Hi, Steve. Who's your friend?" she asked. "Are we still on for tomorrow?" Steve laughed.

"Cassie, this is Ross. Ross, this is Cassie. Yes, we're still on for tomorrow. Show up any time after noon unless you want to help prep. It's a lot for just me to whip out all by myself, you know."

Cassie and I both laughed.

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"Hello Cassie. Nice to meet you," I said, laughing lightly still at nothing other than my reply to her.

"Hope I see you there tomorrow, Ross," she winked, as she pushed her loaded cart out of the store.

We started to push our carts out into the parking lot and amazingly we found we were parked right next to each other.

"No more ball, Ross. But, I still keep in good shape...don't you think?" Steve literally twirled around and threw out his arms. I couldn't help but laugh. Steve was very trim. I couldn't believe I had looked at his tight ass as he twirled. Damn! What has gotten into me. I so need to get laid.

We talked about odd things for the next ten minutes, including my divorce, and then I told him I needed to get going because I had several things that needed to go in the freezer.

"Ross, what are you doing tomorrow? A few friends and I are going to fire up the grill and throw some burgers and things on. I've got a couple yard games set up for everybody to play in teams. Plenty of single women, including Cassie. How'd you like to come over for a few hours? I only live a short drive from here." I could tell by the look in his eyes that he expected me to say no, but I surprised him.

"Sure," I replied, with as big of an honest smile I could put on my face. "I could use a nice distraction. The girls live with their mother, so it's pretty much just me and my cats. Here's my number. Text me your address." Stevie immediately reached for his phone and sent me the address. I was thinking he wanted to make sure he heard that familiar "ding" when a message is received. I looked down at my screen and smiled. "What can I bring?"

I couldn't believe the smile on Stevie's face as he replied, "Just bring your swim trunks. We've got all the food and booze covered."

"I don't drink, Stevie, so I'll bring some soft drinks and some deserts.

"That's great, Ross. Just call or text when you're on your way." We reached into each other for a parting hug. I swear I felt Stevie kiss my neck ever so lightly...or was it just my imagination.

That dream. It has my head confused... both of them it seems.

Early morning shopping was best this time of year as the temps were slowly climbing into the 80's. After putting away all the groceries I tried to relax, but my mind kept going back to my dreams. Focusing on things I should be getting done with the weekend at hand was nearly impossible. I changed into a pair of loose-fitting shorts and a t-shirt and grabbed my yoga mat and went into the basement to stretch and try some calming meditation as well. I began with a few cardio exercises to get the sweat going and my heart rate up. Then I lay down on the mat in a plank position pushing my way up into the Downward Dog. I began walking my hands toward my feet as I pushed my hips upward until I grasped my ankles. I held this position for a short count, breathing in and out to relax my abdomen. I moved my hands up to my waist and rolled my shorts down, stepping out of them. My cock began to harden and then throb ever so slightly as my thoughts recalled the dream. Slowly I began to bend at the knees, my butt going down to the mat as my knees touched the sides of my head. I could smell my own masculinity. My mind was centered on my groin.

I looked at myself wondering if I really wanted to go down this road; knowing that once I did, it may change my sex life from here on out. I began to salivate and feel light-headed. My cock was now fully erect.

I placed my hands between my legs, facing outward as I slowly lifted my legs up toward and over my shoulders. My forearms lay alongside my thighs; my palms gently cupped each ass cheek. I pulled my groin closer to my face. I felt my cock make contact with my cheek. It felt so soft, so intimate. Slowly I positioned my lips against the soft tissue of the head. I could smell my own sex. It was heady, intoxicating almost. I moved my head and let myself rub against the soft tissue. I could feel the pace of my breathing increase along with my heart rate. I tried to calm my breaths without success. Again, my lips caressed the head of my swollen member. I felt as though I had a fever. I was confused. I was determined. I opened my mouth and stuck out my tongue, tasting a bitter-sweet drop of sweat...no, no, that was my precum....dizzying thoughts were overwhelming me...what was happening... My mouth opened wider and I placed it over my own swollen cockhead for the very first time. The salty-sweet taste reminded me of when I was a child, sucking my thumb. I pulled myself further into my mouth. The feeling was like nothing I'd ever felt before. It felt more amazing than any woman had ever given me.

I felt the muscles in my lower back relax as my abdomen pulled inward. I reached from beneath me with my right hand, grabbing my stiff cock. I began to slowly pump my hand along the full length as I moved my mouth up and down. I could only get about three inches into my mouth, but it felt great as I pumped and sucked.

But my mind kept thinking something was missing. I knew what I had to do. I easily moved my left hand, just as in the dream, and inserted my middle finger in my anus. I pushed as far as I could. My body was twisting in two directions at once. I began to pump my right hand faster as I moved my mouth steadily up and down, sucking. My tongue swirling around my cock, I sucked harder and harder, the head pressing against the inside of my cheek. My finger was now pushing deeper inside my ass and as I touched my prostate I felt the rush of cum shoot violently from my cockhead, straight down my throat. I almost gagged, pulling back quickly, but I didn't want to let go. I didn't want to stop sucking and tasting my own cum until every drop was free from my swollen balls.

When I finished sucking and cuming, I felt my cock slowly shrinking. I released it from my mouth, licking the head gently, some of the cum running down my chin along my cock and between my balls. I felt the sticky moisture on my hand. I removed my finger from my ass and swiped my finger in it, reinserting it into my sensitive anal opening, pushing in and pulling out. A shiver of satisfaction ran up my spine. I pulled my finger gently out of my ass and grabbed both of my ass cheeks once again.

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I slowly relaxed my position, breathing in and out to relax my muscles, and laid back on the mat. My thoughts did not condemn my actions, only outline what might come next. I knew this wasn't going to be a one-time thing. I had enjoyed it more than I could ever have imagined.

I got up from the mat about 20 minutes later after some mild meditation and went and showered. As I washed my pubic and anal areas I felt another erection beginning to arise. I laughed loudly. "Not again tonight," I said aloud, and reached and turned the water to ice cold.

I slept like a baby. And when I awoke in the morning, I thought about heading out to the lake to do a little kayaking. Then I remembered...Steve had invited me to his gathering today.

*******

I made a green smoothie for breakfast and decided to go for a short run. I figured, run, shower, dessert and soft drinks for the party, and head on to Steve's place.

Just as I returned and was stripping down to shower, my cell rang. It was Steve calling. It was only 8:00.

"Hey, Stevie. What's up bud?" I answered.

"Hi Ross. This is Cassie. We met yesterday. Anyway, Steve is a little bummed at the moment. He doesn't think you're going to be coming by."

I laughed. Whoa, this is weird. "Cassie, I just returned from a run. I'm standing here naked as a jay-bird, getting ready to hit the shower. Tell that clown, that yes, I will be there. As a matter of fact I was going to -- I still am going to -- come by between 9:30 and 10:00 to give him, and I guess now you as well, a hand setting up. Okay with that?"

I could tell that Cassie was smiling on the other end of the phone conversation. "Yeh, Ross, that's great. Let me know if you need a hand...or two...washing your back...or front...or anywhere." She started laughing loudly. "Listen, I'll reassure Steve that you're coming. See you in a couple of hours. Bye-bye." With that she promptly disconnected.

About an hour later I was at the bakery picking up some pastries. As I was leaving I called Steve's number. Cassie answered. "You know, sweetheart," I said, "If we're going to keep meeting like this I might as well just get your number." I don't know for sure if she was smiling, but I was. "I'll be there within a half hour; so right around 10:00-ish."

Cassie was quick to ask, "You didn't forget your swim trunks, did you?"

"Nope. They're right on my passenger seat. Is the water warm?" I joked.

"It will be by the time we all hit that pool, sugar. See you soon." Again Cassie just disconnected.

Steve's house was a nice split-level ranch on about two beautiful acres. His driveway was double-wide and he had a nice area for parking. You could tell he took a lot of pride in the upkeep of his home. His front porch wrapped to the right and was long and very welcoming. There were two swing seats on the right wing of the porch which faced west; the front facing north. I could vision people relaxing and enjoying a nice summer's eve. Cassie's was the only other vehicle in sight when I pulled in and parked. I assumed Steve's vehicle was inside his garage. As I got out of my vehicle, one of the garage doors opened. Steve and Cassie came out to greet me. Steve was wearing a light summer shirt and shorts. Cassie had on a pair of loose-fitting shorts and an oversized t-shirt. I could tell that she had her bikini on beneath it. I got a great big double hug from them as we met. I felt Cassie's lips pressed wetly on the right side of my neck...and Steve's lips on the left side of my neck. I felt a good stirring in my groin area. I also felt confused and light-headed again. I began to take deep, slow breaths. I'm certain my face was flushed.

"Hey, Ross, are you feeling okay?" Cassie asked.

"Oh yeh. Definitely. No problems. Just a little warm out here already," I replied with a grin.

Cassie looped her left arm around my right and Steve grabbed the soft drinks and wrapped his right arm around my left while I tried to balance the boxes of deserts. We walked up the yellow brick road, laughing, into the garage and inside the house.

...To be continued?

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