Ed Gets His Cherry Popped

Literotic asexstories – Ed Gets His Cherry Popped by doctorwes,doctorwes
The following story is about one of my old college buddies named Eddie and how he finally ended his time as a virgin. It is a bit of a twisted tale with some truth and some fabrication, but most importantly nobody in this story is under the age of 18. Like all stories such as this it is best told in the first person, so I’ll leave the telling up to him.

I was a nerd in high school and that reputation carried through to all of my college years. To me school was something that was a serious undertaking and consequently I did not engage in much of a social life. While on the dean’s list every semester, I had very few dates, and wound up a college grad and still a virgin. Yes, you just read that right.

In June 1971 as a newly minted chemical engineer, I went to work for a manufacturing company not far from Albany, New York. At the time there were a number of attractive single women working for the company and I tried to be friendly with all of them. Some had boyfriends but many did not. Now I should also say that I have always been a bit of a car guy so I would usually identify the women by what kind of wheels that they drove. This was also the era of the hot muscle cars so you might say that my first interest was the car and the second was the female driving it.

I was hardly at the company for three months when I struck up a conversation one morning walking from the parking lot with an attractive woman named Liz. She was about as tall as I was, had a pretty face and a wonderful pair of long legs. Her ride was a red 1970 Chevy Z28 which was also a looker. Liz and I had a couple of dates but nothing that lasted so I was back to reconnoitering those hot cars driven by females coming and going from the plant parking lot–once a car guy always a car guy I suppose!

The next woman to attract my attention was Joanie, one of the secretaries in the quality control lab. She was relatively short, had a cute face with a pixie hair style, and was thin without much in the way of boobs. What kept my attention was that every time I had to go into the lab, she was always willing to go out of her way to get me whatever information I needed. You could say that she was obviously flirting with me, but at the time I was so unsophisticated that I did not recognize this as such. Eventually I screwed up the coverage to ask her out and we went to see a movie and stopped by a local watering hole for a drink or two. We really liked each other’s company and the relationship continued for some months.

As summer turned to fall, I wanted to go see some car races and the one that showed up on the calendar was a Trans-Am at Lime Rock, Connecticut. I asked Joanie if she might like to go, and she jumped at the chance. Now Lime Rock was a couple of hour drive, so it seemed only appropriate to get a room for the night. Albeit with a certain amount of trepidation I made a reservation at a place that I found in an AAA directory. So far so good.

On the day of the race, I picked up Joanie early and we set out for Connecticut. The trip seemed endless, and you might say that the idea of getting into her pants weighed heavy on my mind. Nevertheless, a couple of hours later we pulled into a parking place at the racetrack, got our food and beverage from the trunk, and found a great spot where we could watch the race. About three hours of watching cars complete one more lap of the circuit and we had both had enough so we headed to motel.

Up until this point neither of us had even brought up the topic of what would be the sleeping accommodations, but we checked in without incident, got the key, and found our room. I put the key in the lock, opened the door and decided that while the place was not the Ritz that it would do just fine, queen size bed and all. Joanie seemed genuinely impressed and we both thought checking out to see what was on the television was a good idea. Rather than standing we sat on the edge of the bed as I channel searched. Nothing really caught our eye so upon exclaiming “There’s nothing good on” I flopped on my back staring up at the ceiling.

This is where the story starts to get a bit interesting because Joanie did the same thing, but then turned and raised the hem of my tee shirt so that she could begin playing with the hair on my chest, which at the time in my life was prodigious. At first, she twirled the hair making little abstract patterns that ultimately led to my nipples. A couple of tender tweaks and she then had my attention.

“Do you want me to do that to you?” I asked.

“Do you want to?” came the reply.

“I do if you want me to,” I said looking for the verbal permission.

“Well, I do so let me help make it easier for you,” Joanie said unbuttoning the front of her blouse and shedding it leaving her sitting there wearing her bra, a state of undress that I had never seen her do before. Knowing that I needed better access I reached around and unhooked the bra letting it fall off of her shoulders. Joanie was not especially well endowed and in retrospect think that she might have been all of a 32A bra size. Nevertheless, I started by cupping her boobs as minimal as they were, and I got an approving smile for my efforts.

One thing always leads to another and after pinching her nipples I decided to suckle them, a move that Joanie seemed to really enjoy. By now my thoughts of getting into her pants seemed like it might become a reality as I unfastened the top button on her shorts and worked the zipper down. After feeling her pussy through the fabric of her panties I worked my hand up inside of the leg openings and was about to try fingering her when I came upon a string. Vaguely knowing what a tampon was I thought that maybe I better give it a gentle pull. I don’t know why but it seemed like a good idea at the time.

“What are you doing?” she asked.

“I thought things would go better if I took that out.”

“No, let’s leave it in for a while longer. 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 starved so let’s go see if we can find a decent place to get something to eat,” said Joanie putting her bra back on and slipping into her blouse and rebuttoning it.

We headed into one of the many small towns nearby and found a place that looked like it would offer a decent burger and a beer. It turned that our judgement was good, and we had a decent meal. Still, the interruption of our passionate interlude weighed heavily on the two of us and we soon were back at the motel starting to undress, this time not so nearly slow and provocative. Before long Joanie was lying next to me on the bed now just wearing a nightshirt without any panties underneath.

Again, my attention turned to her pussy and once more I located that famous string to her tampon. I gave it a gentle pull, an action that elicited a response of “No, let me do it.” At this point Joanie went into the bathroom but a mere minute later returned to the bed wearing the broadest of smiles.

Now I was free to resume my exploration of her vagina and soon my middle finger was deep inside of her. Admittedly I did not have much experience with anything to do with the female anatomy, but she was much looser than I had ever imagined. I finger fucked her and could sense things getting increasingly wet. While all of this was happening Joanie had reached into my briefs and found my manhood, which she took a grasp of it with her efforts rewarded by becoming erect.

We caressed one another for the longest time until she let go of me and said, “Ed, if I keep doing this, I think you are going to explode.”

She was right and not wishing to ejaculate all over I reached onto the nightstand and retrieved the box of rubbers that I had purchased before the trip. I was awkwardly positioned with one arm under Joanie and the two hands trying to tear open the package when she shook her head “No!”

“Huh? I thought we were going to do this,” I said to her.

“We are, but not with one of those so just put your dick into me.”

“But I don’t want you to get pregnant,” I countered.

“There’s little chance of that. I just finished my period. Now are you going to fuck me, or aren’t you?” she asked rather tersely making a point to spreading her legs further.

“OK,” I said positing myself between her legs and introducing my dick into her warm moist opening.

Joanie purred with delight, but after just a few strokes I felt myself, as Joanie would say, “exploding” and filling her with a load of my cum.

“I’ve waited all day for this!” she exclaimed.

“And I’ve waited over four years for this moment,” I thought to myself.

“Now go get me a towel otherwise there will be an awful mess in the bed!” she instructed.

I leapt from the bed, dashed to the bathroom, took a hand towel and returned to the bed. “Here!” I said handing it to her. She held it between her legs to absorb all of the coital secretions.”

“You sure had plenty of love juice, didn’t you?”

“If you say so.”

“Yeah, I do. Ed, please level with me, however, were you by any chance still a virgin?” asked Joanie.

I had to have turned a dozen shades of red and after a considerable pause confessed, “Yeah, I was. Did it show?”

“I started thinking that this was the case, but you did OK, and the important thing was that you were able to fill my pussy. No need to apologize for the amount of cum that your balls can produce,” said Joanie not wanting to deflate my ego at this point.

“So, is it fair to say that you popped my cherry?”

“Well, guys don’t have cherries that get popped the first time that they get laid. At least not like women do, but to honestly answer your question, ‘yes,’ you could say that I popped your cherry,”

“Cool!” I exclaimed.

“That was your first time, but how about we give you another chance. How about we do it a second time?” asked Joanie.

I was taken by surprise, but pleasantly so. “Sure!”

Joanie placed the towel on the bed but positioned it under her and then once again spread her legs. “OK, big boy. Time to do your thing.”

I knelt on the bed and then positioned myself over her, my stiff member rubbing her pussy as if doing so teasingly.

“I love that, but I’ll love it even more once it is inside of me.”

I slipped my member into Joanie, who was now much more lubricated than the first time. Once I was all the way in, Joanie started to massage my balls. “Now I only hope that you have as much this time as you did a few minutes ago! Now take it nice and slow and let me get excited so that we both can cum together.”

Removing my penis halfway and then making some nice slow half strokes seemed to satisfy Joanie and after several minutes I noticed that her breathing got deeper as she made some deep guttural sounds as she moved her hips more or less in the same rhythm as my thrusts.

Convinced that Joanie was only moments away from cumming I allowed himself to penetrate her fully with several long strokes. In return Joanie started begging, “Fuck me harder. Oh, fuck me harder. I want your cock and I want your cum. Fill me. Oh, please fill me!”

I could feel my ejaculation begin and then with each spasm delivering more cum deep inside Joanie’s vagina. It was a more intense performance than the first time and I could not help but feel that Joanie enjoyed it far more. Nevertheless, there was much more cum inside of her. I withdrew and immediately Joanie got up off the bed, went to her suitcase and retrieved a little vinyl pouch which she then took into the bathroom and closed the door.

Without any explanation I was curious but wasn’t going to ask. I could hear water running and then everything went quiet for several minutes. When Joanie returned, she had put a pair of panties on.

“What did you just do?” I asked innocently enough.

“As much as I enjoyed you cumming inside me, it was still pretty messy, and I felt that I had to rinse myself out.”

Still, I was pleased with my performance and now that I was no longer a virgin was feeling a bit more confident being around women. The next morning, I awoke with Joanie snuggled into my armpit but with her hand having a firm grip on my organ which had once again become erect. I stirred a bit and that’s when she whispered in my ear, how about we do it just one more time before we have to head for home?”

“Sure, a third time in just 12 hours? Sounds good to me!”

Joanie reached over to the nightstand and retrieved a rubber. “Let’s use one of these this time otherwise my panties will be messy all day,” she said tearing open the packet, removing the rubber and rolling it down over my shaft.

I looked down at my manhood now cloaked in a rubber sheath and didn’t say a word. Joanie looked at my now standing straight up dick and said, “Perfect! Now just lie there like that and leave everything else up to me.”

It wasn’t long before I found out what she had in mind as Joanie straddled my loins and slowly lowered her moist pussy impaling herself on my dick. Once again, I was fully inside of her and the broadest of smiles came to her face. “For a newbie, I have to say you really are a decent fuck.” At that she started moving her pelvis up and down allowing her vaginal muscles to contract and release as if proceeding to milk the cum out of me. In the meantime, the position was perfect for me to reach up and fondle her very modest boobs eventually pinching her nipples.

Once again, I could feel a load starting on its journey and not even a minute more it was filling that rubber. The timing was perfect as Joanie and I climaxed at the same time. “Oh, Ed, I can feel your cum filling the rubber. Maybe not as good as filling me but I could sense every spurt that you made. There isn’t anything that I happen to like better than a nice load of hot, sticky cum. Inside of me Is wonderful, but inside a rubber is fine, too.”

Afterwards we each showered, got dressed, and headed for home. I was no longer a virgin and Joanie had taught me a lot about how to satisfy a woman. This was the last date that Joanie and I would have. Several weeks later she took a job out of state and moved away. As for me, I dated several more of the women at work and some 18 months later one of those women named Jenny and I got married. Together we have five children. They say that women always remember the guy that popped their cherry. If you ask me, I’ll also tell you that same is true for guys even if they don’t really have that cherry to get popped.