My wife and I met when we were teens in high school. We knew each other but didn't date. I was a gangly six feet three, one hundred fifty-five horny kid in a permanent state of arousal. It was hard to tell if she was attractive with her braids and braces and glasses. Her body was still waiting to emerge from it's cocoon. Our only connection was that both of us were in the marching band. She played the clarinet, I the trumpet.
We went to separate colleges, so it wasn't until our ten year class reunion that we met again. For the first half hour at the reunion, I wandered around the room feeling like a castaway on a remote island. The few classmates that I knew and who remembered me were already engaged with other classmates. It wasn't surprising that I found myself alone. Finally, I hibernated in the bar.
A woman I didn't recognize was at the bar ordering a glass of Chardonnay. It was her name tag that clued me in. There was no indication on the tag that she was married. It simply read, "Gloria Meyers," her high school name.
I couldn't believe she was the same person I remembered from high school. The late bloomer had emerged from her cocoon with a gorgeous face, a fabulous set of tits, and a slim but curvy body. At some place and at some time, Gloria, the ugly duckling, had turned into a graceful and the most beautiful swan. Her metamorphosis was complete. She was now glorious Gloria.
I introduced myself trying to be friendly and nonchalant. I didn't want to be overtly lecherous. My pounding heart and over-active cock said otherwise. "Hi, I'm Ed Strickland. We were in the band together."
"Yes, I remember you. You played trumpet and never smiled."
"That was me, but now I don't play the trumpet and have acquired a smile," smiling broadly.
"Nice smile. Too bad you didn't have it in high school. I would have liked you."
Hoping to be humorous I said, "To tell you the truth, Gloria, you have acquired some marvelous assets too. I definitely would have liked you a lot back then."
She gave me a smirk and asked, "Are you with friends?"
"No, and you?"
"Well," she said, "I came with some dick who I dated in high school. He kept harassing me online until I finally agreed to come with him to this circus."
"You don't like reunions?" I asked.
"Not particularly. They are boring. Anyway, there is nothing about high school that is memorable to me."
"So where is this 'dick' you came with?"
"It's George McAfee over with those girls. He hasn't changed. George still thinks he's God's gift to women ever since he was the captain on our football team. I'm a little embarrassed to say this but to be honest, Ed, I fell for him in high school. He was my first."
"What, your first date?"
"That and more, if you get what I'm saying."
"I see. At least you didn't leave high school a virgin. That could be considered memorable."
"Memorable, yes, but not particularly enjoyable."
"I hope things have changed since then."
"You mean sex as enjoyable?" she replied.
"Yeah."
Gloria took a sip of her wine, looked up as if she was thinking and said, "Sometimes it's better than others but yes, I like it now."
When she was about finished with her drink, I asked, "Can I get you another drink or would you rather get out of this dive? I know a nice quiet bistro a few miles from here. We can have dinner together."
"You mean walk out on George? The guy paid for my dinner here."
"It's your call."
With a mischievous grin she said, "Okay, let's go,"
It was a hot sultry evening with hardly a breeze, an unusual heat wave for late fall, just the kind of atmosphere that excited me. Add Gloria to the heat and combustion was sure to happen.
The restaurant was nearly full. Getting a table for two without a reservation took some doing. We waited at the bar for a half hour before being seated side by side with our thighs touching, desperate to be entwined. By that time, both of us were relaxed, and talking openly about our lives.
Gloria talked about college and work, and Gloria wasn't shy about her sex history. A lot of that history occurred in college as with many of us. She said her current job left her with few potential partners. She called herself a TV personality on a local station. Her colleagues were older and married. Early in her career, when Gloria was looking for advancement, she had a three month affair with the station's general manager. His wife knew about it and even approved. The wife approved because she was bi and asked that they have a three-some.
"Did you do it?" I asked sheepishly.
"Of course. I'm always up for trying something new. My mother says I'm too much of a risk-taker. Maybe she's right, but it's in my nature. I like the rush it gives me. You know the clichés, living life to it's fullest; you only go around once in life, that sort of thing.
"Anyway, the first two times the three of us were together was wonderful. I got off in ways that I'd never experienced before. She was a very pretty woman, about five or six years older than me, and an expert on pleasing another woman. Eventually she became possessive and wanted me alone. I like men better, so the three of us broke up."
By that time she was massaging her thigh just above her short skirt. I couldn't help but noticing and put my hand on hers, moving her skirt up a few more inches. "Can I help you with this?"
She gave me a wicked smile and said, "Thanks but not here."
"So do you want to take a risk with me?" I asked.
"Well, Ed, why do you think I agreed to come here for dinner?"
"Ah, a question for a question. The thing is, I live out of town and booked a room at the reunion hotel. Would that work for you?"
"I'm okay with it as long as we don't run into George. He's counting on us being together tonight."
"I think we can manage that. The thing is, I can't wait to see what needs scratching under that skirt," I said with a lecherous grin.
Lightly touching me on my upper thigh she replied, "Yes, I bet you would." Apparently she hadn't overlooked the bulge in my pants and added with a devilish smile, "I'd like to get a look at you too." Then she gave me a wink and a quick tender kiss.
The taxi ride back to the hotel was a short twenty minutes but as soon as we had settled in the back seat, she had me unzipped and my cock down her throat. She was good at it, very good. It took all of my willpower to avoid exploding in her mouth before we got to the hotel room.
That night was paradise. We got along like high school lovers catching up on the past. Gloria was the girl of my dreams. Her body was more splendid than I had imagined, and she was obviously very experienced in bed. I never had to suggest trying something different. She was always the instigator. We fucked until dawn and slept until noon.
The following afternoon, our class toured the school and in the evening, we attended a football game. At the game, we ran into George. He was not happy. She tried to be apologetic and said all the right things. At half time, Gloria went to the ladies room and George came over to me. I thought his was going to punch me out right there in the stands.
"Hi, I'm George, Gloria's high school boyfriend."
"Hello, I'm Ed her newest boyfriend." He laughed.
"Look," he said, "What do you think of the three of us getting together tonight?"
"What do you mean?"
"This is a bit delicate, but Gloria promised that she and I would spend a night together. I reminded her of it, and she didn't exactly say it was out of the question."
"Yeah, but she's with me tonight."
"Well, Ed, that's what I'm getting at. It doesn't rule out the three of us together."
"Are you saying that Gloria would go for that kind of arrangement?"
"I think so. Anyway, that's what she insinuated."
On the way to dinner that night, I asked Gloria if she knew George's plan. She did. "Were you serious about being a risk taker and trying something new?" I asked.
"It isn't new, Ed, and being with you two gentlemen won't be particularly risky."
"Okay, but it's new to me," I answered with an obvious lump in my throat.
"If last night was any indication," she said, "you'll be fine."
So that's how I spent the second night with Gloria and, of course, George. It was my first three-some and not my last.
We met in George's hotel suit. He was the kind of guy that liked to impress people that suggested he had money. Maybe family money but as far as Gloria knew, George was a cop in Schenectady. He also had a wife and two kids.
George was well hung like me, so we needed to take things slow with Gloria. She knew of George's attributes from high school and knew about me from the previous night. It was mostly a matter of making sure she was wet and slick before sticking our eager cocks into our willing classmate. It didn't take long for Gloria to be receptive. A little taste of her pussy with two fingers priming the pump, and she was ready, hot with desire.
Sounding like a high school kid, George claimed first dibs. He said it was because they were using his suite. Anyway, he reasoned, it was his right for being her first and breaking her in ten years ago. I laughed at his logic or illogic.
I watched as he slowly sunk his throbbing cock into her juicy cunt. How erotic, I thought hoping he wouldn't be long. However, I wasn't going to be idle while waiting for my turn. With a little agility, I was able to position myself in front of Gloria's sweet lips. She had her mouth all over my cock and balls while getting reamed by George.
George must have been celibate for a long time because he finished quickly. After banging into Gloria for only a few moments, his panting and wild grunts made it clear he was filling her fuck tunnel with a full load. He just rolled off of her on his back with his glossy cock standing straight up. It was almost obscene seeing another man's hard slimy cock after having sex with the woman I was about to fuck.
"Oh Ed," she pleaded. "Can you do me a bit longer. I haven't had a good orgasm since last night."
I obliged of course and moved between her legs. My quiver was loaded, my arrows ready to find their mark when I aimed my shaft toward her slit. The sight of George's cum oozing out of her got me even harder and more anxious than normal.
Sloppy seconds isn't really all that bad. Gloria was so slippery inside that it was if her cunt sucked me in. I was balls deep in one single motion. That's when she began humping me and giving me commands to push harder and faster.
It was easy for me to hold back after cumming several times the night before. I watched as Gloria's cheeks turned pink at first then rosy with each thrust. She was simply the most beautiful girl a guy could want. I continued full throttle for over ten minutes. George was asleep when I unloaded a full tank of hot thick semen deep into her cunt. She requested that I not pull out. I stayed there until my swelling shrunk, and I was too soft to keep plugging her hole. She thanked me. I kissed her, and we fell asleep.
After convalescing for an hour, maybe more, we were ready to resume our liaison. A triad of two guys and a gal makes for the perfect second act. It was only eleven o'clock with ample time for more reunion celebrations. We were sitting around the hotel room drinking Champagne that George had sent up to the room when someone suggested we pleasure Gloria with DP.
It wasn't I that brought the subject up because double penetration with a woman wasn't in my résumé. Anyway, there was no way that I would think Gloria would agree. I was wrong. She said it had been a long time since she had been with two handsome men. She meant two robustly endowed men like us.
"You know boys, I thought this reunion was going to be really a waste of time. Now I'm beginning to believe we need to have one every year." Then she reached into her purse and pulled out a tube of lube that would fit our purposes perfectly. She handed it to me and said, "Slather up, boys," then went to the bathroom to take care of herself.
Meanwhile, George and I discussed the logistics. My preference was to do anal. He reluctantly agreed.
Gloria walking out of the bathroom was an incredible sight. She was stark naked with perfectly U-shaped boobs, a shaved pussy, and a seductive smile on the face of a goddess. She looked as lovely as a summer rose. Gloria glanced at our stout twitching dicks pointing straight up at her. A lesser woman might have been intimidated but she said with a slight giggle, "Looks like you boys are ready."
She knew the drill. George laid on his back while she mounted him with her ass in the air. Once he had fully penetrated her, I used a generous supply of lube on her ass and my dick before making an initial push into her bowels. It didn't go as easily as when I fucked her earlier in the night but with a little effort, I managed to get past her sphincter and almost half way in. My god she was so wonderfully tight. A second push and I was fully in.
George was thrusting with powerful strokes. I just let my prick rest in her butt hole as George continued to pound away. I could feel his cock riding in and out of her making the stimulation feel as if I was masturbating. He was doing a good job of holding back this time, unlike earlier. When he slowed, it was my turn to bang into her. I began slipping back and forth, in and out of her ass for what seemed to be an eternity. I just didn't want to cum. The feeling was just too fabulous to get to the happy ending.
Finally my balls were ready to burst, and I let loose. George resumed his pounding and quickly followed. Gloria collapsed in total exhaustion. A good time was had by all.
Gloria and I slipped into the shower, dressed, then left George's suite while he slept. It was past one AM when we sniggled together in my hotel room for a well deserved night's rest. After a lengthy pre-breakfast romp between the sheets, we ate a light breakfast in the downstairs restaurant and checked out. We agreed to keep in touch.
I flew to California to see her a few months later. It didn't work out as I had expected. Gloria met me at the airport, and drove me to the hotel in her Mazda MX-5 roadster.