The Pleasure Party

Karen had finally called back and told Jonathan that her pleasure party was going to be held on Saturday April 17th starting at 8:00pm. He agreed to join them and be the main prize in her raffle. Karen had put these parties on before and the women could never wait for the next one. It seemed that large amounts of wine were always consumed and inhibitions seemed to fade away. As always there were going to be some new girls there as well.

The Saturday had arrived and Jonathan packed his gear just in case the winner wanted her prize to take place right there at the party. He still remembers the bachelorette party where he had shaved more than one woman in an evening. He fired up the corvette and headed over to Karen's house.

He pulled into the driveway and noticed a couple of women walking to the front door. Once parked he trailed behind them and and Karen had already answered the doorbell when he got to the door. She smiled wide and gave him a big hug and a kiss and invited him in. There were already six women inside and the wine had started to flow. Jonathan found his way to the kitchen and found a beer to keep him company while Karen started to display her toys on the large dinning room table. She had quite a collection of vibrators, dildos, oils, books and instructional DVD's on all different types of sexual talents. The doorbell rang again and two more women came in. Karen gave everyone name tags and the two women that just arrived were Gypsy and her friend was Nikki. The conversations were lively and the women all seemed to wonder why Jonathan was present. He caught several women sizing him up and when their eyes met he gave them a cute grin back.

Karen began demonstrating her toys to the women and several women would want to testify as to how effective each one was. Karen held up a toy called the jack rabbit and Becky shouted out that that rabbit made her cum so hard she passed out from lack of oxygen. All the women giggled and hooted at her. Becky came right back and said that bugger sent shock waves through her clit till she saw stars. Amber shouted I want one, I want one. At that point Karen was going to announce her raffle. Ladies, Karen said, I have a raffle planned for this evening. For each item purchased tonight you will get a raffle ticket and I will be giving away three prizes. Two of them will be a DVD of your choice and the grand prize will be a session with Jonathan. Some of the women knew Jonathan well and had experienced his services and some of them had not. So Karen was going to show the others just what Jonathan could do for them. She hopped up on the table, raised her skirt, dropped her panties and showed off her newly shaved pussy. She had chosen a narrow landing strip. She then said that this was the handy work of Jonathan and that this was his trade. And tonight one of you ladies can win his services. Gypsy turned to Nikki and they both smiled at one another. Gypsy whispered to Nikki "I have never had a man shave my pussy before and Nikki said neither have I, but the thought of it gives me tingles. The night went on and all of the ladies had purchased at least one item which garnered them a raffle ticket. Once the wine was gone it was almost ten o'clock and Amber was on the recliner with Becky trying to show her how the rabbit worked. Karen clapped her hands and said it was time for the raffle and for everybody to gather around. She called Jonathan over so he could pull the winning tickets. Several of the women had chatted him up throughout the evening trying to find out more about what he did for a living. He gave them little tidbits to tease them. But the woman that introduced herself as Gypsy really caught his eye. But now was the time to award the prizes. Karen swirled all of the tickets in the bowl and Jonathan pulled out the first ticket and called out the first name. Jodi! Jodi yelled out I win I win! and took the DVD about role playing and said she wanted to be the cheerleader. Jonathan pulled out the next ticket and called out Rachel! Rachel called out Woo Hoo and scampered to the table and picked the DVD about Tantric Sex. The other women hooted at her. Now was the time to pull the name of the grand prize winner. Jonathan reached in and pulled the last ticket. He read it and then looked up and made eye contact with each woman. They held their breath as he made them wait, finally he called out Gypsy! All the women cheered and clapped as Gypsy came forward to claim her prize. Jonathan took her hand and held up her arm proclaiming her the champion of the evening. Then he gave her a big hug and let his hand slip down and give her ass a gentle squeeze. Gypsy was surprised by his strong arms and how he held her tight even if is was just for a fleeting moment. He looked her in the eyes and asked her if she was game for the award. Nikki was right behind her and blurted out hell yes she is game for it! The crowd cheered once again and clapped. Jonathan asked if she wanted her prize now or set a later date. Nikki chanted now! now! now! but Gypsy felt that if she was going to have this done, she wanted Jonathan all to herself without prying eyes. She had to pick a time when her husband would not be around so she asked him how long it would take. He said he usually books an hour for the service. He gave her his card and told her to call him when the time was right. She said she would do so very soon. The mere thought of it made her wet right then and there. Karen came over to congratulate her and whispered in her ear....the things he can do with his tongue, look out sister! Then Becky came over and whispered that he had spent 3 hours at her house one night. Karen gave her a big smile and started to see out some of her guests. She turned to Nikki and said can you believe this!!! Nikki said Oh My God girl this is HOT. Now all she had to do was pick a time. All of the women had filed out and Jonathan was the last to leave. Karen told him to be gentle with Gypsy because it was her first time. He told Karen he would give Gypsy the time of her life. Karen said, oh I know you can do that sweetie! Gave him a kiss good night and patted him on the ass as he left.

Jonathan started up his car and headed home. For some reason Gypsy really caught his fancy. He would be looking forward to his session with her. All she had to do was call.

As Gypsy and Nikki rode home together Gypsy's mind raced like she was a child waiting for her present on Christmas day! Nikki was actually jealous because she herself had visions of Jonathan's hands all over her pussy while he shaved her to perfection. But she would never tell that to Gypsy. Nikki asked Gypsy.....so when ya going to do it? I don't know Gypsy blurted out. The timing has to be right. I don't need the hubby knowing about this, I will just make it a surprise for him as if I did it myself. Maybe that will spice things up a bit in the bedroom. God only knows the last time he made me scream with passion. It couldn't hurt. Well, you better give me all the details girl Nikki said. Gypsy grinned and said......maybe.


Next: Gypsy makes the call.