Group Sex

Ed Experiences His First Time

Ed meets Joanie, who becomes his first sexual partner.

Spankmasters
May 31, 2024
10 min read
fingeringvirgin guyEd Gets His Cherry Popped
Ed Gets His Cherry Popped
Ed Gets His Cherry Popped

Ed Experiences His First Time

The tale I'm about to tell you is centered around one of my college pals named Eddie and how he put an end to his days as a virgin. This story has some elements of truth and some inventions, but the important thing is that no one in it is below eighteen. It's best to let Eddie share his story himself, so I'll defer to him.

During my high school years, I was a geek and the reputation followed me into college as well. I took my academics seriously, which led to a lackluster social life. Despite being on the dean's list every semester, I ended up with very few dates and graduated as a virgin. Yes, you read that correctly.

In 1971, after completing my studies in chemical engineering, I got a job at a company near Albany, New York. There were several attractive single women working there, and I didn't miss any opportunities to be friendly with them. A few of them had boyfriends, but most didn't. During this time, I was a sucker for alluring cars driven by women in the company's parking lot. This was the era of powerful muscle cars, so you can say that I had a thing for the car and the woman driving it.

It didn't take me long to strike up a conversation with a lovely woman named Liz while walking from the parking lot one day. She was around my height, had a pretty face, and a pair of long, fantastic legs. Her car was a red 1970 Chevy Z28 – another head-turner. Liz and I went on a few dates, but nothing lasted, so I found myself admiring the women's cars once again as they drove in and out of the lot.

The next woman who caught my eye was Joanie, a secretary in the quality control lab. She was on the shorter side, had a sweet face, and a pixie hairdo. What kept me fascinated was that she always went out of her way to help me with whatever information I needed in the lab. Little did I know that she was flirting with me at the time – I was too oblivious to recognize it. Eventually, after fumbling my way through it, I finally asked her out. We went to see a movie and had a drink or two at a local bar. We enjoyed each other's company, and our relationship lasted for several months.

As fall approached, I wanted to attend a car race at Lime Rock, Connecticut. I asked Joanie if she might be interested, and she was thrilled at the idea. There was only one problem – it was a couple of hours away. I decided to make a hotel reservation, which turned out to be simple enough. The big day arrived, and I picked up Joanie in the morning. The drive seemed endless, and the anticipation of sleeping with her weighed heavily on my mind.

We arrived at the racetrack, watched the cars, and spotted an incredible lap. After a few hours, it was time to call it a day, so we headed to the hotel. Up until that point, we hadn't discussed our sleeping arrangements, but we checked in without any issue, acquired the key, and found our room. When I inserted the key, I thought it was just a standard place – not the Ritz, but good enough with its queen-sized bed. Joanie seemed genuinely impressed.

We decided to check out the television to pass the time, but we ended up sitting on the edge of the bed while I channel-surfed. Nothing captivated our attention, so with a defeated tone, I declared, "There's nothing on this thing." That's when Joanie did something I didn’t see coming. While still sitting, she lifted up the hem of my t-shirt, revealing the hair on my chest. I was dumbfounded to see her playing with it.

"Should I do that to you?" she asked.

"Do you want to?" I asked back, looking for permission.

"Do you want me to?" she quizzed.

"If you think I would enjoy it," I answered.

To my surprise, Joanie started playing with my hair, using it to make intricate patterns on my chest, ultimately reaching and tweaking my nipples. This caught my attention, sparking curiosity in me.

"Can you do that to me?" I inquired.

"Do you want me to?" she asked, searching for my consent.

"If you're interested," I replied, eager for approval.

"Okay, let me help make things a bit easier for you," Joanie said while undoing the buttons on her blouse and taking it off, revealing her bra. This was the first time I'd ever seen her like this. To give myself better access, I reached around and unhooked her bra, letting it fall off her shoulders. Joanie didn't have a very big chest, but she might've been a 32A in bra size. I began by gently cupping her small breasts, and I received a smile in return.

One thing always leads to another, and after pinching her nipples, I decided to give these a gentle suck. Joanie seemed to enjoy this a lot. I then undid the top button on her shorts and worked the zipper down. As I felt her pussy through the fabric of her panties, I moved my hand up inside the leg openings and was about to try fingering her when I came across a string. Recognizing this as a tampon, I instinctively gave it a gentle tug.

"What are you doing?" she asked.

"I thought things could go better if I took that out."

"No, let's leave it in for a while longer. Today's the last day, and I promise that I'll take it out for you when we go to bed. In the meantime, I'm starving, so let's go see if we can find a decent place to get some food," Joanie said as she put her bra back on and slipped into her blouse, rebuttoning it.

We headed to one of the nearby towns and located a place that seemed like it would be good for a burger and a beer. As it turned out, our judgment was correct, and we had a satisfying meal. However, the interruption of our romantic interlude was weighing heavily on both of us, and soon we were back at the motel, preparing to undress once more. This time, Joanie wasn't as slow and teasing as before.

She was now just wearing a nightshirt without any panties underneath. My focus was back on her pussy and once more, I located that famous string connected to her tampon. Thinking I'd help her out, I gave it a slight tug.

"What are you doing?" she asked.

"I thought things would go better if I took that out," I responded.

"No, let me do it. Today's my last day, and I promise that I'll take it out for you when we go to bed. In the meantime, I'm famished, so let's go find something to eat," she replied, putting her bra back on and slipping into her blouse while rebuttoning it.

We found a nice-looking restaurant near one of the towns and had a great dinner. But, with our romantic interlude broken, we were soon back at the motel, ready to undress. Joanie was now wearing a nightshirt, no panties. She quickly laid down on the bed, revealing herself to me.

My attention turned back to her pussy, and once more, I found that familiar string connected to her tampon. I gave it a gentle pull, causing her to say, "No, let me do it."

She went into the bathroom to remove her tampon but soon returned wearing the most marvelous smile I'd ever seen.

Ready to continue our romantic activity, I made my way between her legs and inserted my penis into her warm, moist opening. Joanie moaned in pleasure, but after a few strokes, I felt myself, as she would say, reaching my climax and filled her with cum.

"I've waited all day for this!" Joanie exclaimed.

"And I've waited over four years for this moment," I thought to myself.

"Now go get me a towel or else there will be a mess on the bed," she instructed.

I hurriedly left the bed, grabbed a hand towel from the bathroom, and brought it back. "Here!" I said, handing it to her. She held it between her legs to soak up all the semen.

"You definitely had a lot of love juice, didn't you?"

"If you say so," I responded, slightly embarrassed.

"Yeah, I do. Ed, be honest with me, were you by any chance still a virgin?" asked Joanie.

I turned several shades of red, and after a long pause, I finally admitted, "Yes, I was. Did it seem obvious?"

"I started thinking that this might be the case, but you did well, and the main thing is that you could fill my vagina. There's no need to apologize for the amount of semen your testicles can produce," she said, not intending to deflate my ego at that moment.

"So, you could say that you took my virginity?" Joanie asked.

I confessed that I had been a virgin and felt myself turn bright red.

"It seems you did a good job, and the main thing is that you could fill my vagina. There's no need to be ashamed of your first experience," she reassured me.

"Okay," I said, positioning myself between her legs and entering her warm, wet opening.

Joanie purred with excitement, but after a few strokes, I felt myself coming to a climax and filled her with my semen.

"I've been looking forward to this all day," she exclaimed.

"And I've been looking forward to this moment for over four years," I realized in my mind.

"Now get me a towel, or there will be quite a mess on the bed!" she instructed.

I quickly jumped from the bed, rushed to the bathroom to grab a hand towel, and brought it back to her. "Here," I said, handing it to her to absorb all the love juices.

"Are you sure you had plenty of love juices?" she asked.

"If you think so," I said, a little uneasy about the situation.

"Yeah, I do. Ed, please be honest with me. Were you, by any chance, still a virgin?" she inquired one more time.

I turned several shades of red and after a long pause, admitted, "Yes, I was. Did it seem obvious?"

"I started thinking that this might be the case, but you did well, and the most important thing is that you could fill my vagina. There's no need to be embarrassed about your first experience," she insisted.

So, yes, it is accurate to say that Joanie took my virginity that day.

"Alright guys, forget about cherries bursting the first time you have sex. It's not the same for us men as it is for women, but to address your query, yes, I could imply that I popped your cherry," I declared.

"Wow!" I reacted.

"Since that was your initial time, why don't we give it another go? How about we try again?" suggested Joanie.

I was a bit taken aback yet wonderfully so. "Yes, please!"

Joanie placed the towel on the bed, but positioned it beneath her and then once more spread her legs. "Alright, big guy. Your turn to do your thing," she said.

I knelt on the bed and then positioned myself over her; my rigid member rubbing her pussy as if teasing her.

"I adore that, but I'll love it even more once it's residing within me," she added.

I slid my member into Joanie, who was currently much more lubricated than the initial time. Once I was entirely in, Joanie commenced to play with my balls. "Now I merely hope that you have as much this time as you did just a moments ago!" she said. "Now advance cautiously and allow me to get excited, so we can culminate simultaneously."

Pulling my penis halfway and executing a couple of leisurely half-strokes appeared to gratify Joanie, and after a couple of minutes, I noticed her breathing becoming deeper as she started to make some gut-wrenching noises while moving her hips in nearly the same rhythm as my thrusts.

Determined that Joanie was only moments away from climaxing, I plunged myself into her fully with a few prolonged strides. In response, Joanie implored, "Fuck me harder. Oh, fuck me harder. I yearn for your rod and I crave your semen. Baron me. Oh, do please Baron me!"

I observed my ejaculation beginning and with each spasm I released more semen deep inside Joanie's vagina. It was a more impressive display than the first time and I couldn't assist but sense that Joanie appreciated it far more. However, there was significantly more cum inside her. I extracted myself and instantaneously, Joanie stood from the bed, proceeded to her suitcase, and procured a small vinyl pouch and entered the bathroom, shutting the door.

Without any clarification, I was curious but opted not to inquire. I heard water running and then everything fell silent for several minutes. Joanie returned, having put on a pair of underwear.

"What precisely did you just do?" I inquired nonchalantly.

"Despite the fact that I surmise I relished you depositing your cum within me, it was still somewhat messy, and I presumed I had to dive myself."

Despite the fact that I was delighted with my presentation and now that I was no longer a virgin, I felt a bit more at ease being around women. The following morning, I awakened with Joanie cuddled into my armpit but having a profound grip on my organ that had regenerated into a stiff state. I shifted a bit and that's when she whispered in my ear, "How about we retry one more time before we have to leave for home?"

"Sure, a third time in just 12 hours? I'm in!"

Joanie acquired a rubber from the nightstand, tore it open, detached it from its wrapping, and slid it over my shaft.

I glanced down at my manhood now encased in a rubber sheath and was about to say something but halted. Joanie gaped at my now standing erection and quipped, "Fantastic! Simply remain like that and permit me to manage the operation."

It wasn't long before I learned what she had in mind when Joanie swooped onto my pelvis and descended, slowly lowering her moist pussy upon me. Straightway, I was fully inserted into her, and a smile beamed across her face. "For a newbie, I must profess that you're a decent lover." Then she commenced to move her pelvis up and down, allowing her vaginal muscles to contract and relax while extracting the semen from my balls. In the meantime, this positioning was perfect for me to reach up and inspect her negligible breasts, at some point pinching her nipples.

Once more, I could sense my climax nearing and not even a minute later, it filled the rubber. Akin to the previous episode, Joanie and I coalesced within the same moment. "Oh, Ed, I can perceive your seed expanding the rubber. Although not as pleasing as unleashing it within me, I could sense each expulsion that you rendered. Nature's coalescence inside of me is incomparable, but within a rubber is simply fine, too."

Following our date, we showered, dressed up, and returned home. I had lost my virginity to Joanie, and she had taught me how to please a woman. Regrettably, Joanie and I had our final date together. A few weeks later, she left for a job in a different state and relocated. Meanwhile, I went on to date other women from work, including Jenny, and eventually married her after 18 months. We now have five children together. It is a well-known fact that women always remember the guy who took their virginity. In my opinion, the same holds true for men, despite not possessing their own "cherry" to be popped.

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