friends with benefits that did not work out
I had a wild girlfriend the first half of college. We literally had sex two or three times a day every day, and in every possible position. She came easily. She was two years older than me, and she took my virginity on her parents' couch. Our dads were good friends, and me and Julie ended up at the same college together. Unfortunately Julie was very high maintenance, had a nasty temper and was extremely jealous. She dumped me because she thought I was fucking one of her sorority sisters. It was not true, but she was not particularly logical.
One of my best friends from high school happened to be a girl, she was not super attractive but she was tall and thin and had a nice ass. She also had a great smile, and loved sports and beer. She was outgoing and was every one's best friend, her name was Elaine. She went to a college about an hour away. After Julie dumped me it was Christmas break. Elaine found out and invited me over to her home for pizza. We started watching TV and one thing lead to another, and then her parents interrupted a great teenage make out session. They did not seem to any idea was happening and joined us watching TV, so nothing other than intense kissing happened. Afterwards we had a long phone conversion and decided we were not cut out to be girlfriend/boyfriend, and we would stay friends. We talked on the phone every few nights as the next semester began. Just small talk and everything seemed back to normal.
Elaine got an apartment off campus with her older sister. Her older sister had a boyfriend, so Elaine basically had an apartment of her own at age 19. One cold snowy Thursday she called me at 1 am. She said she had been thinking about our make out session, and basically she wanted me to come and spend that weekend with her. She made it clear that she was on the pill and romance and sex were going to be on the agenda.
I was so psyched that someone asked me on Friday why I was smiling so much, I told them I was going on a road trip to another college. His reply was "isn't it great when you know you are going to get laid?" Yes, yes it was.
I showed up at Elaine's apartment Friday afternoon with a twelve pack of beer and clothes for the weekend. She greeted me with huge hug and kiss. We went out to dinner but it was snowing like crazy. The people at the restaurant told us they were closing and they would pack up our dinner as a takeout. We had walked to the restaurant. We held hands on the way home. Elaine set the table in her small college apartment, got out some candles and put on some music. We were going to be snowed in for the weekend, and Elaine certainly did seem to change her mind about sex and romance.
We drank beer and ate our pasta then I helped her clean up. As I was drying the dishes, Elaine stepped away. She returned wearing a see through nightie, her small breasts and trimmed bush clearly visible. I kissed her passionately and she led me to her bed. I kissed her and fingered her, but she did not seem to react much. She would kiss me back but there was no moaning or "that feels good." She did not say anything at all. Julie and some of my high school girlfriends loved me to perform oral sex on them, and Julie always came quick and loud when I went down on her. I kissed Elaine's breasts and worked my way down to her pussy. She spread her legs but still nothing. I licked and fingered and did everything I could think of, but without any response. I decided maybe she just wanted to be fucked, and I was too young and stupid to ask her what she wanted. I stripped off my clothes and got on top of her in the standard missionary position. She did moan when I entered her but that was it. She was wet, so I was a very confused aroused teenager. I fucked her slowly with an even pace. No response. Then harder. She spread her legs but no passion. Finally after 30 minutes I came. She curled up next to me, and started kissing me passionately again. I was even more confused then. I reasoned that she enjoyed it even though she did not come. She curled up next to me. Eventually she got up and brought two beers from the frig.
Having a naked girl next to me on a cold night eventually got me hard again, and Elaine was talking and pleasant. We had finished most of our beers, and I was thinking maybe she had loosened up a bit. She started kissing me with a bit more passion, so I just pulled her over on top of my 19 year old rock hard dick. Again a bit of moan as I entered her, but she did not seem to know what to do. I grabbed her hips and pumped her up and down on me without any response. I was frustrated and aroused, and I just lost control and came. Elaine again seemed either happy or relieved, I was not sure which.
We fell asleep and around 7 am the wind knocked over something on the patio. Elaine wondered aloud if her sister was home, grabbed a robe and got out of bed. She came back with the news we were still alone. I had to piss so I went to the bathroom, then I was cold. I got back into bed and we spooned, eventually my dick was hard. I fingered Elaine, and again she was wet. She moaned a bit as I hit her clit. I rubbed her clit to try and get her to come but no response and no further moaning. I got behind her, doggy style. She put her beautiful ass up the air, and I thought finally I figured out what she liked. But still nothing. I fucked her hard and fast. She seemed a bit winded but no orgasm.
My weekend plans of wild sex were totally gone. When I left on Sunday morning to study for a Monday test, we had sex five times in every way my teenage mind could think up, but she was quite stoic. It did not make sense and did not fit her personality. I called her Monday after my test. Basically we did not talk for a week or two. I felt awful, the sex was bad and I had ruined a good friendship. When we finally talked she admitted she had a boyfriend, and basically she wanted to have a fling to see if her boyfriend was "the one" for her. She apologized for the mixed signals and said she did enjoy sex with me but felt bad about cheating.
I did not really talk to her much the rest of the year. Eventually I found a new girlfriend and we had great sex. My fragile male ego was restored. In May Elaine abruptly called late one night. Fortunately the new girl was not there. Elaine's boyfriend was quitting college to join the Air Force. They were leaving for Vegas in two days to get married and have a brief honeymoon before he went to Texas. She was quitting college to follow him. Her parents were extremely pissed, so no big wedding or reception. I basically just listened.
Fast forward fifteen years. Through the wonder of Facebook, Elaine found me. She lived back in our home town. She have four high school age daughters between the two of us. We got together one day for lunch, and basically decided teenagers were stupid. She had divorced her husband and went back to college. She was dating another divorcee, and confided she was having more orgasms then ever.
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