Authors Note: All characters in this story are of legal age (18 years old) and no underage sexual content is included.
Golly what to classify this as? I could easily put it into several categories. Erotic couplings, light group stuff, a little taboo stuff with sis and mom, plenty of action with older women. Let's just say that if you don't like what you're reading, just skip ahead a little. This story goes a lot of places. It's intended to be a 'what kind of trouble can a guy get into in the pandemic' type story, and trust me, he manages to get himself into a whole lot of situations by thinking with the wrong head."
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I met Molly when I was eight. We moved in next door and she was the first friend I made. That friendship grew quickly and we saw each other daily. My second best friend was Brian, who lived just a little ways down the street. As time passed, the three of us were inseparable. In the summer we spent hours in the pool behind Molly's house, and played well into the evening almost every day. Only school slowed us down, and not really all that much, since the three of us were in the same class. Elementary gave way to middle school which gave way to junior high. You'd expect us to drift away and find new friends, but that didn't happen. If anything, Molly and I got closer as time passed. By the time we hit high school, my younger sister was hanging out with us, nearly inseparable, from Brian. As high school progressed it became apparent to me that Molly and I were destined to be together.
When I was accepted to MIT Molly was both ecstatic for me and unhappy. It meant that we wouldn't be going off to college together. I'd be going half way across the country and she and Brian would be just going down state. That last summer was so important to us. We spent almost every waking minute together. Several weeks before we had to head off to school, the four of us went on a double date to a late movie. It was nearly midnight when we got back to Molly's house. Brian dared us, all four of us, to go skinny dipping. My sister, a year younger than the rest of us, objected about getting naked in front of her brother, but eventually agreed.
It was the first time I'd actually seen Molly naked. Well, all the way naked anyway. We'd of course played around some, touching, kissing, that sort of thing. We would partially undressed each other as we played and touched. But for outright sex, we'd both agreed years ago that the two of us were going to wait until we got married. We were doing our best to be faithful to that promise to each other... until that night. Rubbing against each other in the pool in the moonlight, feeling each other's bodies pressed together as we kissed, it was more than our nineteen year old hormones could withstand. While my sister and Brian moved off into the dark to "leave us alone", Molly and I decided that it was time to forgo that promise and to do what we had both been wanting to do for months.
We slipped from the pool and stood on the side by the filter, blocked from the view of Brian and my sister by the pool and by anyone else by the seven foot high privacy fence and bushes. We were so nervous that we spent long minutes just standing and playing with each other. We could hear my sister off in the back corner of the yard moaning in pleasure, which made things all the more difficult for the two of us. When she finally did gain enough courage to turn around and bend over, I was nearly ready to explode, and explode I did as she tried to get me lined up to push into her. I embarrassingly came all over her pussy without ever getting inside her. At first we were horribly frustrated. Given the situation I got her to climax using my fingers, which I'd done many times, both of us vowing to try the next day when we could be alone and more relaxed.
The next morning we did try again. The two of us undressed each other slowly, taking our time to touch and kiss and tease everywhere. Molly wrapped her lips around my cock and tasted what it was like to suck on me and I spread her lips and tasted her juices. We were both quite excited again, but determined to actually get me inside before the inevitable happened.
I have often wondered what would have happened, what would have been different, if her mother hadn't walked into her bedroom just as I was crawling over the top of Molly. Mrs. Ericson was surprised to walk in on us, and quickly put a stop to what we were about to do. Not that she objected to what we were going to do, but to make sure that I'd had "the talk" first. I told her I had, after which she asked if I was just stupid or if I intended to get her daughter pregnant. The comment hit me like a ton of bricks. The two of us were so intent on doing what we had failed to do the night before that we didn't even think of birth control, either the night before or now.
Mrs. Ericson took us both down to her bedroom, where she had a huge king-sized bed. She had me methodically examine her daughter's body, instructing me on how to touch, kiss and lick her to make her feel good, on body parts other than just her pussy and nipples. She then had me lay down and did the same with Molly, instructing her on how to touch, kiss and lick a man to make him excited, and more. She instructed her daughter on how to put a condom on a man's dick and then helped guide the two of us together for our first penetration.
I thought the lesson would end there, but to my surprise, she had me watch her undress and then used her own body to help me learn how to pleasure a woman, having me do things to her so she could tell I was doing it right, and then practicing it on Molly. By lunch time, we'd experimented with numerous sexual positions, learning how each one felt different and provided different stimulation to each of us. In the process I'd made Molly climax three more times various ways and Mrs. Ericson twice. The final lesson was what she called "more advances stuff". Laying on the bed, I had Molly over my face, licking her pussy to another climax while Mrs. Ericson straddled me and rode herself up and down my shaft, climaxing on me and bringing me off in my first climax inside a woman without a condom.
That evening she gave us a box of 100 condoms, and hoped it would last us the three weeks until it was time to leave for school.
I thought things were great! But then it was time to go. I missed Molly horribly. We talked and skyped every day. I think my roommate in the dorm was getting tired of listening to the two of us have virtual sex. Then came the call I'd never expected.
My sister called, breaking the news to me that she had been on a skype call with Brian when Molly walked into the camera frame, naked. I of course quickly called Molly and after some prodding, she admitted that she'd been having sex with Brian in my absence. That was the worst day of my life. I lost the girl I thought I was going to marry and my best friend in the same phone call. I hung up on her and refused to take her calls. It was more than I could deal with and there was no amount of apologizing either one of them could do that would remedy the betrayal that I felt.
In an attempt to help cheer me up, my roommate took me along to a party at a sorority house, and talked one of the girls into "cheering me up." Off in her room on the third floor of the house, she took her shirt off, helped me pull my pants down and gave me a very good blow job, aiming my cum onto her big soft tits. In exchange I undressed her the rest of the way and gave her the best oral sex I knew how, making her climax twice in an hour before the two of us fucked for a final mutual orgasm. Somehow, after that, I got very popular in that particular sorority. I had frequent invitations to come over by various girls, occasionally by more than one at the same time. By spring break, I had a number of girls having sex with me on a regular basis, and a reputation as the best fuck on campus.
Then the world changed. The Covid pandemic invaded. All the students were sent home.
I sat at home and avoided both Molly and Brian. They both tried to see me, but I simply refused. There wasn't anything I wanted to talk to them about. It was finally Mrs. Ericson that came to see me.
"Molly told me about what happened," Mrs. Ericson said as we sat on the sofa in the family room, my parents both off in their separate offices working remotely.
"Yeah?" I asked, trying not to be angry, but having a hard time not feeling it. "Did she tell you that sis saw her naked in his apartment?"
"Yes. She said she just was using his shower. But that you wouldn't listen."
"She told me that too. But after awhile she admitted that she was feeling down and alone after I left and that she let Brian give her oral sex to cheer her up, as she put it. After that they just started having sex whenever. I wasn't even gone a week and he was banging her."
"She didn't tell me that."
"Well. That's why I stopped talking to them. There wasn't anything they could say that would fix that."
