Gloria: First Time

by Dapper Dan

Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa, Consensual, Heterosexual, First, Oral Sex, Masturbation, Petting, Exhibitionism, .

Desc: Erotica Sex Story: Do you remember your first time. Gloria tells us about her first time: her first real love and her first time to "go all the way." She doesn't mind sharing that experience with you.

[This is a work of fiction. The story is an unadulterated and unabashed attempt to tickle male fantasies, and as such, may or may not be completely realistic. All places, events, and persons, are entirely fictitious and any resemblance to actual persons, living or dead, is purely coincidental.]

"Yikes!" I croaked out as I thought, it's five-twenty-five and Jack is due to pick me up at five-thirty! I did a quick look in the mirror. At least my face was on straight. The year was 1958, Saturday, March 29th to be exact, and this was to be our first date.

I'd invited Jack to the annual GAA (Girls Athletic Association) banquet. This was, of course, long before the passage of Title IX legislation in 1972, and girls were far from an equal footing with guys in sports. We girls had to be content with the GAA organization, an in-school games organization for girls with games between our own teams just for the fun of it. And that was only if and when we could find gym time between boys games.

Jack and I were seniors in our small town high school with eighty-five of us scheduled to graduate in little more than a month. My eighteenth birthday had occurred back in January just after Christmas vacation ended. Jack's eighteenth birthday would take place in three days, of all things, on Tuesday April 1, "April Fool's Day."

Like many small towns, Jack and I had been classmates since the first grade, but we never had a personal interest in each other until this night. Oh, we shared membership in a number of school organizations, band, science club, library club, drama club, and so on, but we never got really personal, much less dated.

My dates were mostly with older, out-of-town boys who appeared to be much more mature than the younger boys in my class. Jack had dated one or two underclassmen girls, but I don't think he was overly successful, whatever that means.

I was currently unattached and Jack, well, Jack was too and I think he had been for some time. He was kind of cute, in a shy sort of way. My thought was he might be fun to date a time or two. I was still a virgin, barely, and Jack? Well, unless I missed my guess, Jack was so much a virgin he was still wet behind the ears. As I said, this could be fun.

I heard the mantle clock strike the half-hour and then the ring of the doorbell. Jack, right on time. We'd agreed to ride around for ten minutes or so to get a bit more acquainted, personally, before going to the high school and the six-thirty banquet in the school cafeteria, the usual place such banquets were held. The School cooks did the honors in the kitchen. It was a lot different than the way it's done today.

Jack stepped into the living room at my invitation and I introduced him to my mother and father, much to his embarrassment. Dad shook Jacks hand with a hard squeeze, just to tease him. Jack exchange a few pleasantries with my parents before we quickly retreated back out the door, but not before the obligatory pictures in our prom clothes.

We were followed with the sound of mother's, "Enjoy the evening, kids!"

Jack's two-door hardtop, '57 Chevy sat in our driveway, reflecting the late evening sun off its highly polished, two-tone black and white surface. It was a gorgeous car what with its twin rear radio aerials, flashy wheel covers, dual exhausts, and blood red and black interior.

Jack opened the door for me and carefully closed it after I was seated, taking care to see that my skirt was tucked in and safe. Jack turned the dash mounted key and fired up. I may be a girl, but I could and did still appreciate the throaty V-8 engine growl exiting those duals.

Shifting into reverse with the manual floor shifter, Jack carefully backed out into the street and eased away, light on the accelerator. As we drew further away from my house, I slid over that big bench seat to snuggle up against Jack and felt his right arm drop around my shoulders. Maneuvering that floor shifter with my legs straddling it and my skirt fluffed out with three crinolines, was going to be an interesting exercise, for both of us, maybe a little fun as well!

Well, at least we're off to a good start, he's not totally bashful.

Just then Jack said, "Gee, Gloria, you sure look especially nice tonight, really special."

My, an even better start! I thanked Jack and said in reply, "You don't look so bad yourself!" I snuggled even closer.

Jack squeezed my shoulder as we made a quick trip down the main drag of town. We cruised around, looking for other couples while we chatted about various topics. Then we headed back out to the high school. He had to remove his arm from around me most of the time as he constantly had to shift the manual transmission. He was a bit embarrassed about having to fumble around beneath my skirt to find the gearshift.

"Jack, should I pull my skirts up out of the way so you can find the shifter better?" I just had to tease him a bit.

"Uh, ah, whatever."

So, I hiked my skirts up, exposing a great deal of leg."

I could see Jack blushing as he tried not to look--too often. The short ride to the other side of town to the high school was made in companionable silence as we enjoyed each other's company.

I hadn't expected this to happen, at least not so soon and was very pleased with the developing relationship. I reached up with my left hand and took hold of Jack's hand, which happened to be on my shoulder at that moment. I brought it down to rest on my right breast. Jack responded with a light squeeze and left his hand resting lightly in place. I sat there thinking delicious thoughts with my nipples about to burn holes in my brassiere. Yes, we used the full name for boob halters back then.

All too soon, we arrived at the school parking lot and Jack had to remove his hand and arm to once again engage action with the gearshift. We had to park quite away off and Jack offered to drop me at the door first.

"No, I will walk with you."

It was a fair hike, but I had a firm hold on Jack's arm which I tucked tightly up against my left breast as we walked to the door. I could feel the warmth of Jack's arm through his shirt and suite coat as well as through my dress and brassiere. It really felt good and I could readily see my effect on Jack.

His face was flush and his pants front was tenting out more than just a bit. The long walk and possibly thinking other thoughts probably accounted for the fact, that by the time we got to the front door, the tent considerably diminished. I was quite pleased with myself that I had that effect on him.

Again, by custom at our school, sophomore boys met us at the entrance to the cafeteria and escorted us to our reserved seats for our meal. More sophomores, this time girls, who were not in not in GAA, served the meal. And what a meal it was, at least for a school cooked one. We began with a fruit cocktail (naturally, no liquor!) and then a salad.

Conversation, which to this point was still buzzing rather loudly, suddenly began to die down to next to nothing from table to table as the entree was served. We had a good piece of round steak. Sorry, on the school budget, no T-Bones. There was also a baked potato, French cut green beans, creamed corn, along with milk, coffee or iced tea and water. Dessert was pineapple upside down cake topped with whipped cream, and more coffee or iced tea.

This was the first year that we girls had decided to hold a record hop after the meal. As the meal wound down, couples began to gather in the gym that was undecorated, save for a backdrop around the record table and another around the punch table. Elvis' Love Me Tender was playing. Jack took me in his arms and danced me out onto the floor.

I snuggled up close and tight, my breasts crushing into Jack's chest and my mons squarely on Jack's quickly rising boner. With an embarrassed reddening of his face, Jack reflexively jerked back. But I quickly slipped my left hand from his and dropped it to his butt. I pulled him back tight against my tingling mound of Venus and held him there. I guess I just was in a teasing mood.

I could feel the heat coming off Jack and I could see his flushed face. I was now even more sure that Jack was very inexperienced and shy, at least concerning physical contact with a female, and I was feeling horny enough to act rather more boldly than perhaps I would have otherwise. It was just fun to tease Jack a little.

As the record ended, Jack said to me, "I really need some of that punch, OK?"

"Sure," I grinned, "I need to cool off too!"

Except for the fast songs Jack couldn't and wouldn't dance, we danced all the slower songs and ballads, holding each other nice and tight, chest to groin. I don't think Jack lost his boner all evening. Poor guy! Poor me, for that matter. Both of us hot and bothered and not able to do anything about it.

My panties were wet all night and making me hornier and hornier along with it. I was surprised Jack couldn't smell my arousal. For that matter, maybe he did. I know he was perpetually red faced, but he never backed off again when I pushed my pussy up tight against his boner. In fact, it was not very far into the evening before Jack began making short, dry humping motions with his pelvis, a motion I eagerly returned.

Yeah, I know, it was a first date and all, but, hey, we both were nearly drowning in teenage hormones. I learned quite early that I possessed a really strong sex drive though I'd not yet "gone all the way."

Finally, Jack said, "Are you ready to get out of here?"

"Sure," I answered him, with a knowing smile.

.... There is more of this story ...

The source of this story is Storiesonline

For the rest of this story you need to be logged in: Log In or Register for a Free account