Part 2
A Woman, Wade and Another Woman
Sue had awakened from her nap after having arrived home from her first date as an escort. As she remembered the great sex that she had had the night before, a smile returned to her face. In the seven years that she lived with her ex-boyfriend, their sex had never come close to being as satisfying as last night had been. It was about 2pm and Sue decided she was hungry, so she got out of bed and wandered naked to the kitchen to get some food. There wasn't much there because she hadn't been able to afford groceries after her ex-boyfriend cleaned out their bank account and credit card. She had about $75 left from the $200 that Margo had given her, so she threw on a light t-shirt and her khaki shorts and headed off to the grocery store.
As she entered the store, Sue remembered how embarrassed she was when her cards wouldn't work at check-out less than a week ago. But, she was in such a good mood she wasn't going to let that memory bother her today. She picked up some items with which to make a few salads, some eggs, bread, margarine, coffee and strawberry jam for breakfast and a couple of bottles of wine because she discovered she liked wine.
While Sue drove home, she began to wonder what her next date would be like. If they could all be as good as the one with Bill, she would be very happy, but she figured that that would probably not be the case. When she got home, she made a small salad and then turned her laptop computer on and decided that she needed to research some of the sex acts she would be expected to perform in the future. The one that was on her mind the most was anal sex. She really liked having her butt plugs in her ass and enjoyed it when Bill had licked and played with her ass last night and this morning. However, the idea of a cock as big as Bill's pumping in and out of her little anus gave her reason to pause.
She watched several videos on a couple of porn sites of women having anal sex. She realized that the women of porn were seasoned professionals, but they did seem to like it as their asses were filled with hard, throbbing man meat. She watched a couple of 'casting videos' as those women seemed to have little experience. A few grimaced in pain, but the majority seemed to like it to a certain extent. Granted, the male wasn't overly endowed, so perhaps that made a difference. A bit later, Sue came across a video with a petite Asian woman who was having ass sex with a black man who had an enormous cock. She was in the cowgirl position as he was ramming his cudgel in and out of her anus like she did it every day!
The last video got Sue so worked up that she decided it was time to try the largest of her butt plugs, so she paused the video and went into her bathroom. She gave herself and enema and then grabbed the toy. It was considerably bigger than the previous 2 that she had used. This one was 3.5" wide at its widest and then tapered down to a stem that was a little bigger in diameter than Todd's dick. She greased the toy up with her lube, and ran a lubed finger in her ass and then began pushing the monster plug into her ass.
It took Sue a while to get the plug in, but when she succeeded she decided that it felt pretty good. She really liked it as the widest part stretched her sphincter muscles. She decided it was time to have fun, so she went into her bedroom, grabbed her favorite purple 'rabbit' vibrator, lay on her bed and began getting herself off. The vibrator was tough to get into her pussy because of the large butt plug, but when she managed to get it all of the way in she felt like she was full up. She hit all of the control buttons to get all of the functions running on high and then reached around and began fucking her ass with the big plug.
Sue had 4 huge orgasms as she squirted her girl cum all over her hand and bed. When she had had enough, Sue had turned all of the functions off and lay in bed with her pussy and ass both stuffed. After laying there for a while, Sue drifted off to sleep once again. She had a dream about being fucked in the ass and pussy at the same time again and woke up when she climaxed in her sleep. As she sat up in bed, she said to herself, "I'm going to have to make that happen one of these days!"
That evening, Sue got a text from her new boss, Margo, which said;
Sue, come to my place around 10am tomorrow. We should open you a new
checking account at a different bank, so you pig ex-boyfriend can't get his
hands on your money. I'm looking forward to hearing all about last night!
Sue smiled as she thought about Margo. She admired the woman for creating the life that she wanted. She, also, admired how she managed to talk her into becoming a prostitute. "She played me like a violin," Sue thought to herself. But, she wasn't angry in the least. As a matter of fact, after last night, Sue was glad that Margo had convinced her to become an escort. She was looking forward to her meeting with Margo.
The next morning, Sue drove over to Margo's house at the beach. Margo welcomed her with a big hug and a kiss as Sue entered the house and invited her to sit in the living room. "So," Margo began, "Tell me all about your night with William."
Sue smiled and said, "It had to be one of the best nights of my life! I had no idea sex could be so wonderful. We had a nice dinner, went dancing and after a while I was ready to move things along. I gave him a blowjob! My first ever!"
"He told me that you took him in all of the way," Margo exclaimed! "You have to be the only person to have taken that big of a cock all the way down her throat on her first try!"
Sue blushed and replied, "Well, in that video you showed me, it seemed like that was the point so I practiced on those dildos you gave me. Anyway, next, Bill nearly made me climax as he pinched and sucked my nipples. I had no idea my tits and nipples were so sensitive. I had him biting, pulling and pinching them hard which drove me crazy! He then ate my pussy, stuck a couple of fingers in me and made me cum so I hard I squirted him with my juice."
Margo laughed and asked, "You squirted? No wonder William thought you were a firecracker!"
Sue continued, "Finally, he crawled up my body and we had sex. I can't tell you how many times he made me cum. By the time we finished, the bed was soaking wet from my squirting and perspiration. Next we took a shower and he lodged his cock in the crack of my ass. I'm pretty sure he would have taken my ass, but I asked him not to and he was enough of a gentleman to refrain. It was pretty late when we finished with our shower and he convinced me to spend the night.
"I had a dream that I was being fucked by two faceless men, one in my pussy and one in my ass! I woke up so horny that I asked Bill to do me doggy style and I told him to stick some fingers in my butt. It felt so good that I was tempted to let him ass fuck me, but I decided to save that for another time. Actually, I promised Bill he could fuck my ass all night the next time we got together!"
Margo couldn't believe her ears as Sue related her tale. Just six days ago, this beauty was bawling her eyes out because her asshole boyfriend had left her penniless and abandoned her. Prior to Wednesday, Sue had had, probably, the worst sex partner in the country and had no idea about anything sexual. Now, she was describing a night where she came multiple times, had performed oral sex and had deep throated her partner. The thought that she nearly consented to anal sex nearly blew her mind. "So, you enjoyed yourself," Margo asked?
Sue laughed and said, "I can honestly say that it was the best night of my life and I can't wait to do it again!"
Margo smiled and said, "Well good, because I have another client for you on Saturday evening. His name is Wade and he's a VP of a big computer company. There are a few things you should know about him; first, he likes to mete out pain. Nothing to severe, but he usually comes armed with riding crops, floggers and clamps for your nipples and pussy. Second, he really likes anal sex a lot! Be prepared to be fucked in the ass several different ways and times. And last, he is very generous, especially if you handle everything he dishes out without complaint. You'll, probably end up with a larger tip than what Bill gave you and a new computer. Do you think you can handle him?"
Sue thought for a couple of minutes going over everything Margo said and then looked up, smiled and replied, "I guess I'll never know unless I try. I'm not adverse to a little pain, especially on my breasts and nipples. I'm willing to give him a try. The worst that can happen is that I won't get a computer!"
Both women laughed for a while. Next Margo said, "I took the liberty of opening a bank account for you, so that your pig ex can't get his fingers on your money. I deposited your $5,000, less taxes and what not and $500 cash which I will give you now. You will stand to do as well with Wade on Saturday, if not a bit better." Margo handed over $500 in cash to Sue and then said, "Would you like to go for a swim?"
Sue smiled and said, "I would love to but I don't have a suit."
Margo laughed and replied, "We don't need suits here!" She stood, took Sue's hand and pulled her with her to a nice pool behind her house. Margo began stripping off her clothes, so Sue followed suit and moments later they were frolicking in the pool. Sue had never been swimming while naked, but really enjoyed the feeling. After 10 or so minutes, Margo said, "Let's lie in the sun for a while. I'll oil you up if you oil me!"
Sue raised an eyebrow, but agreed. Sue had been curious about sex with another woman ever since she had seen Margo's video and after Margo had kissed her last Sunday night. She was pretty sure that Margo's intent was to have sex with her, so this was her opportunity to try lesbian sex out.