Annie's Sympathy Fuck – Part 16

Tags -- bisexual, exhibition, How-To, sex, Story, voyeur

We left tech number one gloating about his night’s work. We decided to let him stroke his ego. We stopped for a drink and met our next target. This guy was about 25 and had probably never talked to a woman for more then 30 seconds.

But he was trying. His name was Fred which did not fit him at all. We could not even come up with a good name to match his characteristics.

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Dani chatted with him and got all his information. I got on the other side of him and Dani introduced her nymphomaniac friend. I asked him how many girlfriends he had. He told me none. I asked when he left his last girlfriend. He told me never. I told him I did not understand, playing the stupid girl.

He told me he had never had a girlfriend. I leaned close and let my tits hang out. He was watching them instead of me as I asked if he had ever fucked a girl. He said no and I asked why not. He said he had never been on a date. Dani asked if he had ever asked anyone out and the bartender, who was refilling our drinks told us that Fred had asked almost every woman in the place for a date in the last four years.

The crew had a pool going as to how long it would take him to get a date and how long it would take him to get to first base. Dani and I thought that was cruel until we learned his parents owned the bar and his sister was the bartender. His brother was the manager. Fred was the head accountant. The family had four bars and the crew rotated between them.

It was a family joke. Fred went to the bathroom and we asked his sister if he had a problem. She told us that whenever he got a girl alone hr froze. She had set him up with her girlfriends and as soon as they were alone he froze. He could not talk and became so frustrated he usually ran away.

She told us that once a prostitute had came in and she offered to blow him for free. He was excited and went to the backroom and he froze and would not let her near his crotch. He had run away and no one saw him for a week. He went to a psychiatrist but quit after four visits. Now he just hit on all the girls that came in. Everyone thought he had a mental problem and they treated him as a harmless retard. She said it was sad but he refused to get any help.

When Fred came back I asked if he had ever seen a girl naked. He said he had seen his sister many times. He said one girl had shown him her tits in the backroom but she was a whore so it did not turn him on.

Dani asked if he masturbated and he refused to answer. He went to say hi to a friend and his sister came back and told us that he could go out with two or three girls and never had a problem. They say he is fun and extremely generous and even hugged the girls without problems.

Dani and I talked and decided we would try to help. We asked if he lived nearby and he pointed upstairs – his apartment was above the bar. I told him I had just worked out and could really use a shower. He offered his and a key. Dani and I grabbed our stuff and told him to show us.

He had a very nice apartment – it was definitely decorated by females but it fit him perfectly. He showed us the guest room and we asked if he had any whiskey – he said he’d go get some downstairs. He was back in five minutes and we girls were nude. He stopped and we kissed then rubbed each other then Dani pretended she had just seen him and walked over to him to get our drinks.

He handed them over and said he would wait in the living room but I told him he was welcome to stay. We liked being watched. He asked watched doing what and Dani told him anything. She dropped to one knee and kissed my puss then she reached up and cupped my breast.

I moaned and he asked if we were lesbian. Dani and I both exclaimed no – we love men but we also like girls. We think we confused him so Dani explained standing three feet in front of him nude.

She told him he could look if he wanted and I stood beside her. He looked and walked around us. He seemed to be at ease. He told us we had great bodies and Dani asked if this was the longest he had been with a nude woman. He said yes and we asked if he wanted to see more.

He did not get it so I laid on the bed and spread my legs. Dani grabbed his arm and pulled him over to the bed and asked him what he thought.

He said beautiful and then asked if we really made love to each other. We got in the classic 69 position and Dani told him he could masturbate if he wanted. He did. When we were done he was naked. He asked if we really liked men too and I asked if he had any condoms. He pointed to a drawer and Dani got one and put it on him while I sat on the edge of the dresser and lifted my legs.

He was not sure what to do so Dani explained it and less then a minute later he was pounding me. He did a good job too.

When he was done Dani showed him how to take the rubber off and I went to the bathroom to clean up. When I came out he and Dani were talking and she said my turn and went into the bathroom. He went to that drawer and pulled on a new condom. I told him to make sure it was OK and he went into the bathroom.

After a couple of minutes I peeked and she was bent over the sink while he pounded her. When she came he came. I asked if Dani coming made him come and he said no, he figured it was time.

We told him that is was OK to make a woman come more then once – in fact the more orgasms she had the better lover she would think he was.

We all cleaned up and he asked if we needed another drink but we passed. He took us out his private entrance and we asked that he not tell anyone what had happened. He told us no one would believe him.

The next evening we went back. We had to know. His sister smiled at us and gave us a drink but another girl came up behind us and told her she would pay for our drinks then she introduced herself and gave us both a hug and her thanks.

We asked what for expecting the worse and she said that whatever we talked to Fred about the night before had worked and she had won the pool. The pool? She said she would be the one he fucked first. She also figured he would do it very soon after his twenty-fifth birthday.

Yesterday was his twenty-five birthday. Tonight he had asked her to come upstairs for an hour to see if the cure really worked. She said she walked in, he asked if he could fuck her and when she said yes he sat her on the dresser and fucked her good. She had come five or six times.

Then when she was in the bathroom he had come in and told her to bend over. He fucked her again until she told him she could not come anymore. She blew him and he tasted so good.

We asked where he was now and his sister said he was probably fucking this girl’s best friend. We asked why she was not with them – she told us they didn’t want to scare him. We asked if they were bi and she said they talked and teased all the time but had never gone farther. We told her to go take it to the next level.

She left and we stayed for another hour. She came back down with a girl in her arms and gave us another drink and hug and more introductions. They said they had left Fred asleep. They had worn him out. He masturbated three times while they played around. He showed them how to 69 and then he had fucked them both.

They said it was the greatest sex ever. Dani and I left wishing that all our sympathy fucks were that easy.