Kate Manta was her own worst enemy. She was often depressed and would put herself down. She had many social problems and was introverted. Although, she wished she could be more extroverted. She did manage to have one friend. However, she was more social and liked to go out. She tried hard to get Kate out of her shell. Kate was beginning to be more social.
She’d drag Kate out with her to clubs and taverns. Kate was always the girl at the end of the bar with nobody to talk to. She was attractive and had a cute way about her. She was highly intelligent, but just had trouble picking up social cues from people. She didn’t know when they were joking. Most of her problems came from the fact that she was a literal thinker. Everything was black or white. Nothing was in between. She wanted to be like everybody else and pushed herself to be more like them.
Kate managed to have several boyfriends in college. None that were important or life changing, but she had experienced most kinds of lovemaking. She had her favorite positions and things she liked to do. Most guys wanted girls to be sex sluts in the bedroom. They didn’t like women to lay like dead fishes in bed. Kate liked to lie back and have the guys please her. After she was pleased, she would give them what they wanted.
**
Jennifer White told Kate about a new bar. She couldn’t wait to go. Kate said she’d go, but knew that eventually Jennifer would hook up with some hot guy and Kate would be left alone. That’s usually how the evenings went. Although, a few times the men that Jennifer would meet were looking for two girls to hook up with. Kate wasn’t into group scenarios. She said, it was too freaky and not something she’d want to do. Jennifer had sex with other females, but Kate had not experimented with that yet.
Jennifer was up for anything. She was basically a slut and would go home with anybody who flirted with her. She’d let men buy her drinks and get her drunk. She was happy to go home with them. Kate on the other hand would rather go home alone in a taxi. On this particular night, there was an older man that immediately went up to Kate. He didn’t seem interested in Jennifer. He asked if he could buy her a drink. He didn’t pay any attention to Jennifer. Jennifer wasn’t having any luck that evening and made some grunting noises and left Kate at the bar. She was used to being the girl that everybody wanted.
Kate had never thought about being with an older man. She seemed to really hit it off with him. He was very kind and asked her to dance. Kate was enjoying herself and just tried to not let her anxiety take over. She wanted to have a nice evening and was up for anything. She loved to dance and enjoyed that the man was a good dancer. They danced for several hours before going to a more cozier booth towards the back of the bar.
When the opportunity was right, he put his arm around her and tilted his head and planted a French kiss on her mouth. The kissed long and passionately. He whispered something into her ear and they both got up. He led her outside to where his vehicle was waiting.
To Kate’s surprise, a stretch limo was idling. The driver got out and walked over to where Kate and the older man were. He opened the door and they both went inside. Kate had never been in such a vehicle and was happy and quite giddy. She planned on being more extroverted this night.
**
“Kate, I’m having such a wonderful time with you. I’m surprised you don’t have a harem of men around you.”
“A harem? Now that’s funny. I can’t say that has ever happened to me.”
“I don’t know why. You’re so interesting and very knowledgeable. Hell, you’re a complete knockout.”
Kate was feeling a bit anxious. She wasn’t used to getting compliments from strangers. She wondered what his story was. Was he married? Divorced or widowed? She hadn’t a clue. She wondered if he was just looking for a little nookie. She had already decided she’d go all the way with him.
She hadn’t been with a man in a long time. She needed a roll in the hay. Just to feel loved for an evening is what she was looking for. She smiled at the man and laughed at all his jokes.
Kate leaned into the man and they kissed passionately. She moved her hand down to the center of his pants and rubbed her hand along his tented pants.
Since she had never been with an older man, she wondered if he had taken Viagra and was going to be hard for the whole evening. She had heard that’s what older men did. Especially, when they were with younger women. Kate assumed that the gentleman was at least forty years older than her. He was into kissing which made Kate very comfortable.
Their kissing was very passionate. The man kissed very good. Kate was feeling incredibly high and happy.
“I’ve never had sex in a limo before. Actually, I’ve never been in a limo.”
“Never ever?”
“Nope. I guess I’m kind of sheltered.”
“You’re just fine my dear. I really like you. Would you accompany me to my hotel room? I have a little proposition for you my dear.”
“A proposition? What do you mean?”
“I’m an old man and have difficulty getting it up anymore. I like to scout women to have sex with my wife. She loves to have sex and I’d love to watch you and my wife have sex together. I’d pay you for your time.”
Kate felt stupid and was shocked by the man’s offer. She also was aroused. She had never been with a woman before, but had thought about it. Jennifer had been with other girls and always commented how great women were with oral sex. Kate was in a good mood and felt like experimenting. She smiled at the old man.
“Sure. That sounds interesting.”
“Great. My wife will love you. She’ll take good care of you.”
Kate slid away from the man. She was hoping to fuck him, but now was nervous that she would be with a woman tonight. She wondered if she was an old woman or a younger girl. She felt herself getting aroused thinking about what would happen.
After a while, the limo reached the destination. The driver pulled up to the door of the hotel and Kate and the older man got out. He took Kate’s hand and they walked to the elevator. She was very nervous in the elevator. He spoke to her and made her feel comfortable.
They reached the floor and walked to the door. The man opened the door. A beautiful young woman was in a silk short robe and approached the man. She looked at Kate and licked her lips.
“Darling, is she for me?”
“She is cupcake. Her name is Kate.
“Kate, please come in. I’m Anna. Would you like something to drink?”
“Sure. Wine would be great.”
Anna was probably as old As Kate. She wondered what her story was. Did she marry the man for his money? Was she in love with him? Did he allow her to have an open marriage? So many questions were running through Kate’s mind.
Anna brought Kate her wine and took her hand and walked her over by the bed.
“Have you ever been with a woman before?”
“No.”
The woman took off her robe. She was left wearing a quarter cup white bra and white panties. She had brown long hair and brown eyes. She had a decent bust and long shapely legs. Kate’s pussy was moist in her panties.
The man was now sitting in a chair close to the bed. He loosened his tie and was undressing. Kate imagined he’d be nude while watching the women make love.
Anna stood in front of Kate and she began to undress her. Kate stood very still and watched the woman. She took off her clothes and helped Kate over to the bed. She was working very fast and seemed to want to start the festivities.
Anna opened Kate’s legs and kissed her up and down her thigh region. She opened her mouth wide and sucked on Kate’s pussy lips. Kate moaned and groaned and played with her breasts. The woman knew what she was doing and left nothing untouched. She pushed her fingers into Kate’s pussy and nibbled on her pussy lips. Kate’s body responded to her efforts and Kate screamed in pleasure with her first orgasm.
The man was on the chair stroking his cock while Anna pleasured Kate. Kate assumed she’d be licking the woman’s pussy, but then Anna stood up and took off all her clothes. She stepped into a contraption that needed to be adjusted on her hips. There was a long purple cock that stood straight out. Anna climbed on top of Kate and slid her latex cock into Kate’s pussy. Kate looked up into Anna’s eyes. She was nervous and excited.
The fake cock was long and quite thick. Kate had never been fucked by a woman wearing a strap-on. Anna kissed Kate’s lips and caressed her breasts. She moved the latex cock into Kate’s cunt. She got into a good rhythm while she made love to Kate. Kate wrapped her legs around Anna’s hips and they made love together. The man was excited and let out his own moan while he ejaculated over his palm. Anna pulled out of Kate’s pussy and went back to work pleasuring her pussy with her tongue. Kate was squirming back and forth on the bed while she continued with her orgasms.
Anna was slurping up Kate’s juices and enjoying how excited she was. The man poured himself some more wine while Anna continued to pleasure Kate. Kate was glad that she didn’t have to perform on Anna. She really wasn’t sure she’d like that. She felt weak by all the orgasms that Anna gave to her.
The man went into another room and came out with an envelope. He promised Kate that she’d be paid for the evening. He knew what he had asked was a bit different. Anna and the man didn’t talk anymore to Kate. Once he came back to the bedroom, Kate was dressed and took the envelope.
“My driver will drive you anywhere you want to go. It was a pleasure meeting you. Thanks for an amazing evening.”
This was probably the strangest night that Kate had ever had. She was glad she did it, but decided she wouldn’t tell anybody else about it. She felt a bit strange taking the couple’s money. Kate couldn’t believe how much money was in the envelope. She giggled to herself and went back into the limo and relaxed as she was driven home.