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Introduction: This is the second installment in the series. The first was "My Boss Wants My Daughter." This chapter can be read on its own, but will make a little more sense if you read the initial chapter first.
In this chapter, I introduce Deborah from my Mrs. Taylor series. Jackie needs a nice dress and some lingerie for a date with Fran. Deborah has a shop with a good selection.
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It had been several days since my boss, Fran, had successfully propositioned my daughter. We had agreed that Jackie would act as her personal assistant in a very special relationship if Fran would pay for Jackie's college.
Fran summoned me to her office. "I want Jackie to accompany me to dinner Friday night. I want her in something with some class but still sexy. Here is the address and phone number of a shop with some of the nicest things in town. The owner's name is Deborah. Call and tell her I sent you. I will let her know that she is to charge my account. Oh... and get some sexy lingerie while you are there. I want her looking hot for me.
Deborah is a friend of mine who shares similar interests in helping pretty young girls. If you would like a discount on some items for your own use, ask for her personal attention with the fitting for Jackie's things. If she likes Jackie enough, she might make you an offer on other things you are interested in. I don't mind Jackie fooling around with other women, just so long as she is available to me when I ask for her."
"I see," Ann responded. "That is good to know. I will definitely think about it."
She had watched Fran have her way with Jackie and enjoyed it. She might even join in, as she had let herself be convinced that sex with Jackie was all right, since they were not blood-related. She needed some clothes, and didn't have much money to buy them. This might be a way to get a discount on some nice things while enjoying watching Deborah make out with Jackie. She decided to set up an appointment, and dialed the number she had been given.
"Specialty Clothing. This Deborah. How may I help you?"
"Hi. I was referred to you by my boss, Fran Davis. I need a nice dress and lingerie for my stepdaughter. I may want some things also, depending on what they cost. Fran recommended you and suggested I ask for your personal assistance."
Deborah knew from past experience with Mrs. Davis what that suggested: the daughter was young, pretty, and might be available. "I see. Well, given that Fran suggested my personal assistance, I think a private time after normal closing hours would be best. That way we won't be interrupted, and I can devote myself to helping your daughter. I can be available any day this week after 5:30 pm. Would any of those times work for you?"
"Yes, 5:30 is perfect. Let's make it tomorrow, Tuesday."
"I will put that on my calendar. What is your daughter's name and how old is she?"
"Her name is Jackie, and she is 18. And since we were recommended by Fran and this will be a very special fitting, I wondered if we might be able to get a discount on a few things for me as well."
"I think any discount would depend on how... shall we say... on how cooperative your daughter is in the fitting. If she is easy to work with, then I can accommodate a discount on a few items."
"I am sure you will find her very cooperative. We have recently become close, very close, I might add. I will be able to help with the fitting as well, to make sure you are satisfied. I look forward to a nice discount."
"Ooohh, that sounds interesting. I very much look forward to seeing you both tomorrow."
Later that day, Fran called confirming that she would pay for Jackie's dress and a few sets of lingerie. Fran didn't share much about her relationship with Jackie, but she was sure the woman had already bedded the young girl. And if Fran were willing to buy her some clothes, she must be hot. Fran liked girls young, pretty, with a great body, and new to lesbian sex, just as she did. The mother had already stated a willingness to barter the girl's charms for some additional clothes. She couldn't wait for tomorrow to come.
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When Ann got home, she told Jackie of the developments. "Fran wants you to look very nice for a Friday dinner. She is paying for a dinner dress and some sexy lingerie. That is the main purpose of the shopping trip.
But she also said that the shop owner is a lesbian, and if you are nice to her, she is likely to give us a discount on some clothes just for ourselves. I really need some new clothes. I want you to be extra nice to her. Tease her to start with. Then I will negotiate with her for a discount on some nice clothes in exchange for you making out with her. I think you should wear what you wore to dinner with Fran. You want to look sexy for Deborah."
"I don't know if I like letting a strange woman make out with me. Maybe I won't like her. And it doesn't seem right to walk into a store and trade my body for some clothes."
"Honey, a woman has her looks for only so long. There is nothing wrong with using it to your advantage while you are in your prime. Like it or not, a girl's looks can get her places. That is the way the world works right now. We aren't going to change that, but we can use it to our advantage. You are young, beautiful, sexy, and very desirable. If you play your cards right, she will be drooling to get her hands on you. Besides, I'm sure you will enjoy the session. I may even join in depending on how things go. And if we decide that we don't like the woman, we won't go ahead with the making out."
"I suppose you are right. I guess it doesn't hurt to make connections with some rich people."
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The next afternoon, Jackie put on the outfit she had worn to Fran's home. The blouse was one she wore as a junior. It was light blue with a V-neckline that plunged halfway down to her navel. Her breasts had grown, pushing the material out from her chest so that it now showed each lovely mound halfway to her nipples. Ordinarily, she would not have worn it anymore, but if she was going to tease the lesbian, it was exactly the right choice. The light gray skirt was tight and hugged her ass, ending about 4 inches above her knees. The clothes yelled sexy, while her pretty face looked like the girl next door.
She walked out of her bedroom to show Ann. "You look scrumptious, Jackie. This lesbian is not going to be able to resist you. You are absolutely gorgeous, honey."
They walked out to the 5-year-old Chevy. Ann backed out of her driveway. It was warm in the late afternoon sun, and the AC wasn't working. They rolled the windows down only halfway so as not to mess up their hair. The clothing shop wasn't hard to find. It was in a nice, small shopping mall. They walked to the entrance at exactly 5:30. The door was unlocked, and they went in.
A stout woman with short cropped hair looked up and came to greet them with a nice smile. "Hi, you must be Ann and Jackie. I'm so glad to meet you. I'm Deborah. I hope you didn't have any trouble finding my shop. My, Jackie, you are absolutely gorgeous. It will be a delight to help you find some nice things."
Ann and Jackie both noticed the hungry eyes that were riveted to the youngster's breasts. Ann guessed she was a good 5' 8" tall and 50+ years old. The short haircut gave her a mannish look. She hoped Jackie wasn't put off by the woman's masculine appearance.
"No, we didn't have any trouble at all. Thank you for the private session for us. I think that will be a much nicer arrangement, since we won't have to worry about being interrupted," giving Deborah a meaningful look.
"Yes, I too think that will be very nice," Deborah said, continuing to devour Jackie's body with her eyes. God, this teen was stacked, and she decided then and there that she would be more than willing to offer a discount on some clothes in order to get her hands on the girl.
"Can I get you something to drink, water or a soda perhaps?"
"No, that is all right, Deborah. I think we are good."
"Okay, give me a minute to lock up. You may look around to see if there is anything in particular that you like. We will use the large dressing room. It is the last one on the right down this aisle. The dresses are over there on the left. The lingerie is the next aisle over."
Ann and Jackie walked over to the dress section. "Deborah is more of a butch dyke type than I expected, Mom. I'm not sure I want to make out with her."
"I know, honey. Let's see how things develop in the dressing room. You can let me know after that."
After looking through a few racks of dresses, Ann found a nice cocktail dress that she really liked. She took it and walked to the lingerie aisle. "Wow, Jackie, look at some of these. These are really nice and would show off your body really well. What do you think?"
"Ooohh, I like these two thongs."
"And I really like this panty and matching bra. But look at the price. I can't afford it," Ann lamented.
"Have you found anything you like, girls?" Deborah asked as she caught up with them.
"Yes, we have," Ann answered. "I'm afraid they are a little more expensive than I was hoping for, though."
"Why don't you bring the things that you have picked out back to the dressing room? That will give me a good idea of what you like."
Deborah stood next to Jackie and ran a finger down her arm while staring at the teen's breasts. "Who knows, if things work out well with the purchases for this lovely girl, maybe I will offer you a discount you find acceptable for a few other things. Let's wait and see how things go with Jackie. I'll pick out a few more things to choose from. You girls go ahead to the dressing room."
Ann could see Deborah's hunger for Jackie in her eyes. The woman lusted after the teen. She hoped it would be enough to get some free clothes from the woman, as she had a very nice selection.
Deborah had a special weakness for fresh, young, beautiful girls, and this girl was definitely that. She couldn't take her eyes off Jackie's ass as she walked away. God, the girl was delicious. She picked out several dresses and sets of lingerie and walked back to show the girls.
The rear dressing room was a good 8'x12' room with a large couch, several chairs, a wheeled dressing rack for hanging clothes, and a large mirror with attached side mirrors.
"Have a seat, please. So, you work for Fran Davis, is that right? How long have you known her?"
"Yes, I do. I've worked for her about 2 years."
"I've known Fran for several years. She called to verify that she wants this charged to her account. Jackie must be close to Fran for her to do that," Deborah said, looking directly into Ann's eyes.
"Good, I'm glad there isn't any question about the charges. Yes, Fran is quite taken with Jackie. We had dinner at her house last week, where their relationship developed. She hired her as a personal assistant to help her with many things. She wants her to look her best at all times when they are together. My stepdaughter and I developed a deeper relationship there as well."
"Yes, I'm sure Jackie can help her in many ways. I'm glad you developed a better relationship with your stepdaughter as well. I like to see a young, pretty teen have a close relationship with a more mature woman. It can be so rewarding, don't you think?"
"Yes, I do, Deborah," Ann answered, looking directly at the woman.
"I see you have picked out a dress. Is it for you, Ann?"
"I was thinking of it for me. I really love it, but I'm afraid it is a little too expensive for me."
"Oh, that is too bad. Stand up, Ann. Let me hold it up to you, to see how it looks."
"Oh, it would look darling on you. Don't you agree, Jackie?"
"Yes, she would look really nice in it," Jackie had to admit. She knew her stepmother really wanted the dress, and she could certainly use some new lingerie. She realized that if she refused to cooperate with Deborah, her stepmother wouldn't get the dress, making her feel guilty. She didn't want that on her conscience. She decided to go along with whatever the two women agreed on. Maybe it wouldn't be so bad making out with the masculine-looking woman. She could close her eyes and pretend it was her boyfriend.
"Let's see how Jackie's fitting goes. If it goes well, really well, who knows, maybe things will work out, so that you can have the dress, Ann," her eyes feasting on the sexy teenager as she spoke, the meaning clear to both Ann and Jackie.
"Mom, if you decide you want the dress, I think you should get it."
Ann understood the message. Jackie was willing to do what it took to reach an agreement. She was going to have to do something nice for Jackie as a reward. She decided to go ahead with the sales pitch to Deborah.
"Well, I hope things will work out. I would really like to have the dress and a couple of sets of nice lingerie. But, first things first. Let's concentrate on taking care of Jackie, and then we can see if I can afford some things for myself.
Jackie, why don't you get up and walk over close to Deborah so she can get a good look at your body. Do a slow twirl for her, so she can look at all sides of your body? That will help her pick out some nice things for you."
Jackie did as she was asked, standing right next to the woman, slowly turning a full 360 degrees. "Do you think you can help me find some really nice things?" pausing with her back to the woman, letting her get a good look at her ass. "I've always been proud of my breasts, and I like my ass. Do you have something that would look good on me?"
Deborah was salivating at the sight of the 18-year-old sexpot right in front of her. "Your breasts look marvelous. But would you mind bending over, so I can get a better view of them to help me pick out the right top for you? I love working with young pretty girls. I'm sure I can help you become even sexier than you already are."
"Of course, anything to help you select something nice for me. I'd be happy to do anything at all if it will help," she said softly to Deborah, while looking her directly in the eyes. She leaned over and pushed her breasts together with her hands, almost popping them out of the blouse. "Is this better?" she asked coquettishly.
"Yes, that is exactly what I had in mind. Would you be so kind as to stay like that so I can get a good look?" Deborah's eyes were feasting on the delicious mounds, almost fully exposed before her.
Ann interrupted, "Actually, Deborah, I was considering something else. Let me show you what I mean."
Ann walked over to where Jackie stood. She reached both hands around the teen and cupped a breast in each hand, kneading the large mounds through her top. "I was thinking you might need to feel how firm they are, like I am doing. It might help you select the right bra. Would that be helpful?"
Deborah watched the stepmother play with the youngster's breasts, less than two feet away. She ached to get her hands on the girl's tits herself. "Yes, that would really be helpful," playing along with the word games Ann had started.
"Or maybe it would be even better to feel the bare breasts with your own hands." She undid the three buttons in front and removed the blouse. She set it on the couch, and cupped the now bare flesh. Do you think this would be a better way of selecting a bra that fits really well?"
Lust filled Deborah's eyes as she gazed in awe at the magnificent twin mounds. She almost couldn't get the words out; she was so enraptured by the young beauty. "Yes, that would be much better."
"And while we are at it, I think we should take off Jackie's skirt. That way you can better judge the firmness of her ass to select a nice dress with the proper fit."
"Jackie, I'll undo the zipper. Please remove your skirt. Keep your thong, garter belt, and nylons on." As Jackie was removing the skirt, Ann looked over at Deborah. The lesbian's eyes were riveted on the teen beauty.
Once the skirt was removed, Ann ran her hands over Jackie's bare ass cheeks. "You can see how nice and firm her ass is. Wouldn't you be able to do a better job if you felt it yourself like I'm doing?"
Deborah was going crazy with desire for the luscious teen. Jackie's face had the innocent look of the girl next door, while her body radiated pure sex. Ann was offering the girl to her.
"Oh, god, yes. I want to."
"Oh, one other thing to know about Jackie. She sometimes says thank you with a kiss. Jackie, let's show Deborah how you say thank you." Then Ann embraced Jackie and kissed her on the lips. Jackie opened her mouth and probed Ann's mouth with her tongue while Ann continued to play with her ass.
"Isn't this a nice way to say thank you, Deborah? Would you like her to thank you this way?"
"Yes, I would." She wanted to take the young beauty right now.
"There is one little detail first, though, Deborah. Let's make sure we are in agreement on all of the purchases before we go any further. I have offered quite a few nice suggestions for a proper fitting. I was wondering if you might offer me something in return, say the dress I picked out and three sets of nice lingerie."
Deborah was anxious to reach an agreement with Ann, so she could start sucking on those tits that were already making her wet. "Well, with your helpful suggestions for me, I would be happy to offer a 50% discount on whatever you chose."
"That is nice of you, Deborah, but I think you are underestimating the value of what I was offering. Look closer at what you will have to work with." as Ann resumed fondling them.
Deborah leaned over so she was only inches away from her prize.
"I want you to especially notice how they stand erect with no sag. That may be important when selecting a bra, or, for some outfits, maybe no bra. What do you think?"
Ann was teasing her with all the wordplay. She was burning with desire, and the treasures were so close.
"Yes, it does make a difference. I love how a young teen's breasts are like that. I really need to get my hands on them to assure the best fit. And Jackie deserves the best."
"Deborah, I was thinking of perhaps a full-body, hands-on touch and feel to assure the very best fit. Perhaps, as a token of appreciation for my suggestions, you might consider offering the dress and lingerie to me as a gift, free of charge.
Jackie, that would be all right with you, wouldn't it?"
Jackie realized that her mom was asking her to do a full-on sex session, not just make out. The idea of the overweight, mannish-looking woman having total access to her body wasn't something she looked forward to. But she didn't want to disappoint her mom either. "Yes, that would be fine," she said reluctantly.
Deborah was desperate to get at the youngster. "Well, that is a nice idea, Ann. I think a full-body hands-on fitting would be better. But I will also want to use my mouth to explore her body as well to achieve the best possible fit. If that sounds reasonable to both of you, then I think a nice gift would be appropriate, Ann. Please consider the dress and lingerie yours."
"Just to be clear, we are talking hands and mouth only, right? No additional, aaahhh,... shall we say, tools of any kind will be necessary." Ann knew Jackie didn't really want to go through with this. The least she could do was preclude her being fucked with a strap-on.
"I will agree that no special tools will be needed, although reluctantly, I might add."
"Wonderful. Deborah, maybe you wouldn't mind leaning down so Jackie can give you her special thank you kiss."
At long last, Deborah thought to herself. She had been patiently, well maybe more accurately, impatiently waiting for this. She leaned down and placed her lips on the youngster's already open mouth. Give the teen credit; she offered her tongue without being asked. The shop owner relished the idea of finally ravishing this young beauty.
The word games were now cast aside as Deborah savored the taste of the young girl's mouth and tongue. She didn't object if the mother, make that stepmom, wanted a piece of the action. It might even prove to be an advantage. The lesbian shop owner put a hand behind the teen's head to hold her close and probed deeply into the girl's mouth with her tongue. "Suck on my tongue, baby."
It was better when she closed her eyes, Jackie thought to herself. She had adjusted to an older woman, a lesbian, making love to her after her experience with Mrs. Taylor. And this older woman certainly knew how to kiss, she had to admit. But she didn't like her butch, mannish appearance.
After a minute or so more, Ann offered, "Would you like to suck on her breasts now? I can cup them for you."
Deborah thought that was a wonderful idea, eager to feast her mouth on them. She closed her mouth around one, alternating sucking on the nipples and then flicking them with her tongue.
Ooohh, that is feeling good, thought Jackie. Her nipples were sensitive to start with, and Deborah knew how to stimulate them. She was starting to enjoy the lovemaking, which helped her ignore the woman's looks.
"Oh, how I love sucking on your baby girl's luscious mounds. Isn't it erotic, Ann, watching me take them in my mouth?" Deborah Asked.
It was erotic, and Ann was getting turned on. She realized she would have to wait till she got home to satisfy herself.
"Let's go over to the couch where we will be more comfortable."
Deborah took the 18-year-old's hand and led her over to the couch.
"I've lusted after you ever since you got here. And now I am going to have you. God, you have such a sexy body. I can't wait to eat you up." Deborah noticed the girl's breasts jiggling as she walked, but they did not droop at all. Ah, the pleasure of watching young girls' bodies. And now this young girl was hers.
As they walked to the couch, Jackie had mixed feelings. The woman's appearance turned her off, but as always, she liked hearing someone wanted her. She knew she was beautiful. But like many teenage girls, she lacked self-confidence and always wanted continual praise. It boosted her feeling of desirability to hear lovers or want-to-be lovers say how much they lusted after her.
When they got to the couch, Deborah stopped the girl. "Ann, would you please finish undressing your baby girl for me? I'd like to see you prepare her for me." The idea of having the stepmother undress her little girl for her to ravish added some spice to the conquest.
Ann enjoyed looking at the beautiful girl and readily took to the task. "Thank yu for doing this. Try to relax and enjoy it. I'm sure you will be all right. You may even enjoy it. I'll make sure nothing bad happens."
Deborah looked the girl over. "Oh, Jackie, you are shaved down there. I just love a bare pussy. Good girl."
Deborah opened the couch into a bed and sat down. She took the girl's hand and pulled the teen over her lap. "First, I want to have some fun with your ass." After the teen was draped across her lap, she just sat there for a moment to admire the flesh right in front of her. The hips were trim, and the twin globes were plump, forming a nice bubble-but. She stroked the girl from her thighs and across her ass, squeezing the flesh along the way. God, she wanted to fuck this young ass with her strap-on.
She now regretted agreeing to rule out the use of toys. She was pretty sure she could arouse the girl enough so that she would agree to being fucked in the ass. The problem was Ann. However, the stepmother was sexually active with Jackie. If she involved Ann in her games and got her horny enough, she might go along with the idea if she got her own sexual release.
Having settled on that as her plan, she shifted her attention back to enjoying the youngster's charms. She started spanking her. WHACK, WHACK.
"Ouch!" Jackie yelled.
Then, Ann spoke up, "Wait, we never agreed to spanking."
"Oh, but we agreed I could use my hands and mouth. That is all I am doing. I love spanking fresh young girls. And that is all I am doing. Don't worry, I won't injure the girl, but it will sting, and she will have a red ass when I'm done."
Ann realized that Deborah wasn't breaking any agreed-upon rules. "Okay, you have a point. I hadn't thought about spanking when we were talking, but you are right. Go ahead, but be very careful you don't injure her. There is to be no bleeding."
She watched a satisfied grin spread across the woman's face as she resumed spanking both cheeks. WHACK. WHACK. WHACK. "I think ten smacks on each cheek should be enough to give them a nice red glow." She counted out the twenty swats, savoring each one.
Jackie found that although the spanking did sting, it didn't really hurt that bad. And strangely, it was a turn-on. She wasn't sure why, but she liked being spanked. She did not struggle, but let the woman do what she wanted.
"Ah, yes, your ass is a nice rosy red, just what I like to see. Now, I'll rub and massage it to make it feel nice." Deborah played with the ass for a minute. "Spread your legs a little for me, honey, so I can get to your pussy better... That's my girl, just like that."
Deborah ran her fingers over the girl's pussy with each trip up or down the girl's leg. "You have a beautiful ass, Jackie. I would love to fuck it today. I can make you cum that way. Have you ever been fucked in the ass, Jackie?"
"No, never."
"Ooohh, an anal virgin. We can talk about this later."
Then she delivered two more swats to each cheek. Let's stand up. Then she turned to the girl, "Time to get you down on the bed now, sweet cheeks. You are going to love what is coming."
She pushed the girl backward, sending her sprawling to the middle of the bed. She paused, feasting her eyes on the succulent flesh before her, relishing the chance to finally get her hands and mouth on the youngster. Then she lay beside the girl and started kissing her, first the neck, then the ears, then the corners of the mouth, before finally reaching Jackie's lips. Her tongue licked the edges of the girl's lips, probing them, asking to be let into the mouth. Jackie knew what the lesbian wanted and opened her mouth, engaging the woman's tongue with her own.
Deborah used her left hand to hold and caress the teen's head and her right to cup a breast. "You have magnificent tits. I just love them. I've been aching to touch them since you got here. I'm going to make you feel really good."
After several minutes, the lesbian kissed her way down from the teen's mouth, to her neck, and to the beginning swell of the breasts. She licked all around each breast, until she reached a nipple. She sucked in as much of the tender flesh as she could before finally licking the nipple.
"Oh, look how your nipple is poking out so nice and big." She continued sucking and licking before switching to the other breast, lavishing it with the same treatment.
"I could do this all day. Your breasts are just magnificent."
Jackie hated to admit it, but she was becoming aroused. The older woman, mannish-looking or not, was making her feel good, really good. She let out a moan, as desire for more swept over her.
"I knew you would like it," Deborah whispered upon hearing the girl's moan. "It is going to get even better." She continued using her mouth on the breasts while she ran the fingertips of her right hand down the girl's stomach to her pussy. She traced the outline of the outer lips, circling them several times.
Deborah was gradually driving Jackie crazy with desire. She hadn't thought the butch-looking lesbian would be able to bring her to climax. But she realized she was wrong. Perversely, the lesbian's mannish look was somehow now adding to her sexual excitement. She was now accepting - no, liking - the affection from the woman. Was it because the woman's mannish look gave the lovemaking more of a normal man/woman feel? She didn't know.
When Deborah finally touched her clitoris, her hips jumped in reaction to the touch, and she let out a loud moan, "Oh, that feels sooo good."
"Cum for me, baby. You are near; I can tell," Deborah told the teen. She started flicking the clit with her fingertips and then inserted two fingers in the already wet vagina. She at first, slowly finger-fucked the teen, and then more rapidly. She enjoyed seeing the youngster's response as she thrust her fingers in and out over and over again. Jackie arched her hips up and down, helping the woman fuck her.
"Oh, my god," Jackie almost shouted out as her loins erupted in a powerful orgasm. She writhed and moaned with the aftershocks. "Oh, that was wonderful."
Deborah loved hearing the girl's cry of ecstasy. "You are such a young, pretty girl. And we aren't done yet. I will have to remember to thank Fran for referring you to me."
Jackie put her arms around Deborah, and cuddled up to her. It was strange, but now she was embracing the very woman who had previously repelled her. She reached out and kissed her, searching for her tongue with her own. The two continued gently kissing, basking in the afterglow of their lovemaking.
Ann was thoroughly aroused watching the older woman ravish the teen beauty. And she was shocked to see how Jackie now obviously loved sex with the very woman she had previously almost rejected. She wondered where this was going.
Deborah pulled back from Jackie. "I'm going to lick you now, honey, and make you come again." She also wanted to fuck the girl with a strap-on, but knew this wasn't the right time to bring that up. She was going to need Ann to agree to let her. It was time to involve Ann in sex with the teen. She wanted to get Ann to the point where she would bargain Jackie's ass for her own sexual release.
"Ann, I'm going to work on her pussy now. Would you like to kiss her and play with her breasts?"
"I would very much like to," Ann admitted. The session with Fran days earlier had rekindled her lesbian desires. She had been disappointed to be just a spectator to the lovemaking on the sofa bed. She was really horny now, and wanted to touch the beautiful girl. She wanted to kiss her. She eagerly lay down next to Jackie and began enjoying the young girl's mouth and breasts.
Deborah peeled off her clothes to get more comfortable and to be ready for the youngster to eat her out. She leaned down between the girl's legs, lowered her mouth, and began to lick. She started on the thighs close to the pussy and gradually worked her way toward the real prize, teasing the girl as she went.
Jackie felt Deborah's tongue licking her thighs and then her slit. When it reached her clitoris, it was electric, thrilling her with sensation, just as Fran's tongue had done a few days earlier. She loved the feeling. "My boyfriend never wanted to do this for me. God, I love it!"
Deborah used her swirling tongue up and down the slit, going deep with it and then flicking the clit. She began to finger-fuck Jackie using two fingers. Jackie felt like she was in heaven with Ann and Deborah's lovemaking. She knew it wouldn't be long before she orgasmed again.
Sure enough, after several more minutes, Jackie had her second orgasm. "Oh, wow." She felt fully satisfied and just lay there. She had now enjoyed sex with two mature lesbians who knew what they were doing. And she was loving it.
"Oh, Jackie, I love your body. You are so beautiful. I want to fuck you with a strap-on. I guarantee you will love it. Tell me you let me."
"We said no toys."
"I know, but I'm aching with desire to fuck you."
Ann interrupted, "No. We never agreed to that. That isn't allowed."
"I agree that this is new. But think about the possibilities, Ann. You are enjoying her body. I can see the lust in your eyes. You have been kissing and feeling her up for a while now. I'll bet you are as horny as hell, aching for release. You have watched her have two orgasms. Wouldn't you like to have one? Wouldn't it be exciting to watch me fuck your little baby in the pussy and ass while she eats you out? Wouldn't that be amazing? Wouldn't you like that?"
Ann envisioned the scene, and it excited her. She was aching for release, and it would be exciting to watch her baby get fucked. "It is a nice idea, but we hadn't agreed to it. I don't know."
"I can tell the idea excites you. How about I give you another dress, if we do this?"
The idea of watching this lovely girl get fucked, stepdaughter or not, was arousing. It was also obvious that Jackie was fully enjoying the sex with Deborah and would be up for it. /She needed sexual relief herself, and the woman was offering another dress which she really needed.
"Yes, I would like to watch you fuck her. And yes, I am aching for some relief." Sensing that she had the upper hand, she decided to bargain with the shop owner. "But I want two more dresses and a swimsuit. I think that is fair?"
Consumed by her lust to fuck the girl, she readily agreed. "All right, I will give you the extra clothes."
"What do we do now?" Jackie asked.
"You continue to lie on your back, Jackie, while I get a strap-on," Deborah responded. "Ann, you should undress."
Deborah went to a dresser to select the apparatus she wanted to use on the girl, along with a bottle of lubricating oil. She finally decided on a flesh-colored strap-on that was 9" long and of medium width. She undressed and hooked up her cock.
Deborah had taken young girls like this before. She knew exactly how this should go. "Ann, get on your knees and squat over Jackie's head facing me. She will be able to lick you that way. I will get between her legs and fuck her pussy. You will have a close-up view of me fucking your little girl."
Jackie noticed that the woman, although stocky, was not flabby. She looked to be quite strong. Deborah clearly knew what she was doing and took charge, telling each of them what to do. She liked that. It went with the woman's mannish appearance. It would be a little like being fucked by a man/woman combination. She wasn't sure why, but the thought excited her.
Ann had never seen an arrangement like this, but she liked what Deborah told them to do. The thought of being licked by her beautiful stepdaughter and getting relief thrilled her. She eagerly got into position. "Okay, Jackie, I'm ready."
Jackie was learning more about the variety of lesbian sex. She was an eager student and began licking. Then she felt Deborah move her legs apart and the tip of a cock enter her.
Deborah took it slow, inserting 3 or 4 inches to start with, thrusting in and out. She always loved fucking sweet, young, pretty girls, and this girl was especially nice. This time there was an added bonus - having the mother - all right, stepmother - watch her little girl getting fucked.
Jackie could tell the difference between Deborah's strap-on cock and a man's, but the feeling was still nice, very nice. Then she felt Deborah going deeper. It felt good pumping in and out, stimulating her vaginal walls. She kept licking her Mommy, the dual sex acts stimulating her senses. This felt sooo good.
Ann had never been licked before. Her husband hadn't wanted to, and she never went this far with a girl. The wickedness of being licked by her stepdaughter added to her arousal. She could feel the sexual tension building up in her loins. "You are doing a good job, baby girl. Keep licking me like that."
Adding to her enjoyment was the perverse thrill of watching Deborah fuck her stepdaughter right in front of her eyes. Fran had persuaded her that sex with her stepdaughter was all right. She had now accepted that, perhaps at least partly persuaded by her lust for the girl.
Deborah noticed Ann was watching her fucking action closely and obviously enjoying it. "I really love fucking your little girl, Ann. She is so beautiful with a sexy body to die for. And I love having you watch me do it. It is giving you a thrill too, isn't it?"
Ann nodded and murmured, "Yes."
In all her years, no lover had ever gotten Ann to orgasm. She had resigned herself to the fact that no one ever would. But now she was getting close. She was being licked, finger fucked, and witnessing a gorgeous girl being fucked right in front of her. The whole erotic scene was more than she could ever have imagined. She had never felt this aroused in her life.
Deborah was fucking Jackie about 6 inches deep for a couple of minutes when she thought the girl was ready for more. She began fucking deeper and deeper with each thrust until all 9 inches were in the teen. She moved her hips with a small circular motion to maximize the contact of her the cock and the sensitive vaginal walls. She wanted the teenager to feel every inch.
"Do you like this, honey? Your boyfriend has never fucked you this good, has he?"
Jackie felt her orgasm building as Deborah got deeper into her. Fran had been as deep. But this was her second time. She was more relaxed and could enjoy it more. She paused her licking of Ann's pussy to encourage Deborah, "God, your cock feels wonderful. It is so deep and feels so good. Keep fucking me, I'm almost there."
Deborah continued to drive all 9 inches into her time after time, until she shuddered as her 3rd climax hit her. She had to stop licking pussy to enjoy the feeling, as she moaned loudly, "Oooohhhh! Ooooohh! Oh, my god!
Ann heard Jackie's outcry with another orgasm. She had been close before that, but the sound tipped her over the edge and brought on her own orgasm. She lost track of how long her body shuddered.
She was finally able to speak. "Wow. That was the first time anyone else has brought me to orgasm. My god. I'm exhausted." She rolled off Jackie and lay there to recover.
"I'm glad you two liked that. But I'm not through. I'm still going to fuck Jackie in the ass."
"My god, you are insatiable, Deborah," Ann said, admiring the woman's stamina.
"Ann, get one of the throw pillows, lie down, put it under your head, and spread your legs. The pillow will make it easier to watch me fuck your girl's ass. Jackie, roll over and get on all fours. Stick your delicious ass up in the air and lick your Mommy's pussy again. I've been dying to fuck your ass, and delighted to be the first to do it."
Jackie basked with pleasure at her lover's comments. They were like an aphrodisiac. She liked Deborah taking charge, orchestrating the scene. She loved everything so far and had no doubt that she would love being fucked anally.
"This won't hurt a bit. I'm going to lube you up, so I can get inside you easily. The lube will feel a little cold to start with, but your body will warm it up."
She opened the lubricating oil container and inserted the tip into the girl's ass, squeezing it several times to squirt a liberal amount inside. The girl's pussy juices had already lubricated the cock. Deborah pushed the tip of her cock slowly into the girl's ass, easily moving past the sphincter. As she had done with the girl's pussy, she slowly thrust about four inches in and out. She continued for a couple of minutes to get the girl used to it.
"How does that feel, Jackie? Do you like it?"
"I've never been fucked in the ass before. It feels different, but in a good way. Keep going. I want to try more."
"I have more to give you, baby. I'm going to go all the way in and fuck your ass with all 9 inches. God, I love doing this to young girls, especially pretty ones who have never been fucked in the ass!"
The lesbian pushed deeper with each stroke, until she was balls deep. Then she started pumping faster and faster, then slowed the pace, making sure to push all 9 inches fully in with each thrust.
"Do you like this, baby? Do you like me going this deep? "
"Oh, yes. It feels different than in the pussy, but in a good way. Keep going." Then she bent to her task of licking her Mommy's pussy right in front of her.
Deborah stopped every now and then to slap Jackie's ass several times, and then resumed thrusting in and out of the girl.
Ann watched in fascination as Deborah fucked Jackie's ass. She had never experienced or seen anal sex before. She found it to be a major turn-on. Her senses were being stimulated like never before, watching her little girl being fucked and having her own pussy licked. She could feel her climax building again, pushing toward an orgasm. It was less than two minutes later when her orgasm hit, her second one.
Ann lay back with her head resting on the pillow, needing to rest and enjoying the feelings washing over her.
Jackie took satisfaction in having gotten her Mommy off a second time. Not bad for an amateur, she thought. She could feel she was close to getting off herself. "Spank me some more, Deborah. I've been a very naughty girl."
"I love naughty little girls. I love spanking naughty little girls," Deborah responded. Then she spanked Jackie, first one cheek, then the other. "You can be naughty with me anytime." She continued on, alternating the fucking with the spanking.
Jackie got off again, and then collapsed, worn out.
Seducing young girls into lesbian lovemaking thrilled Deborah. Anally fucking the young girl for her very first time was like icing on the cake. But now she was ready to have the teen eat her out.
"Jackie, you have one more thing to take care of. I want you to show me what you have learned about licking pussy. Come and lick me. It won't take much to get me off. I'm most of the way there already, enjoying your luscious body."
Jackie was tired, but she owed her lover. She moved around, knelt between the woman's legs, and began licking. She inserted two fingers in the woman and began finger fucking her as she had learned to do.
"Oh, yes, honey. You have caught on really well. But put your tongue deeper into my slit.... Yes, like that," she said as she guided the youngster in the art of pussy licking.
She put a hand on the girl's head, caressing it lovingly.
"Oh, baby, keep doing it like that. I'll bet your Mommy is proud of you for learning so well. Are you, Mommy? Do you like seeing your little girl lick my pussy? Doesn't she do a good job?"
Ann watched the youngster licking the 50ish-year-old lesbian and got a perverse thrill from it, just as she did seeing the woman fuck Jackie.
Having a beautiful 18-year-old lick her pussy with her Mommy watching thrilled the lesbian immensely. Then she orgasmed, her body shaking with pleasure.
"Oh, my, that was one of the best orgasms I've ever had. You were wonderful, Jackie."
Jackie basked in the woman's praise, taking some pride in what she had accomplished. "Thank you. I'm happy I was able to get you off." This was now the third woman she had licked to orgasm, Fran being the first. Those first two experiences had given her confidence to do Deborah.
Fran had introduced her to the joys of lesbian sex. Deborah had shown her new ways of lovemaking. She felt very comfortable with the woman. Not only did Deborah take charge of the action, telling her what to do, but she was also an expert at making love to her. She thought perhaps the mannish look, far from repelling her, added to her pleasure. It was almost like a man making love to her, a man who knew exactly what to do. She couldn't help but compare this to her boyfriend, who was a man, but didn't know what to do.
She scooted up and leaned in to kiss Deborah. She laid her head on the woman's shoulder. "That was wonderful. I've never been this satisfied," she whispered into her lover's ear.
"I'm delighted to hear that. I want to have you again. I'm going to give you my card, and I want your phone number."
"That sounds like fun. I'll give you my number before we leave.
After a few minutes, Deborah said, "I suggest we pick out the clothing you two want. I pretty much know your sizes. You two are wet down there, so please don't put any of the lingerie on unless you are sure you are going to take them. Then we can select your dresses."
They all got up, and Deborah got dressed. Deborah brought more lingerie and dresses to select from. They made their selections, and Deborah rang up the ones to be charged to Fran's account. She packaged them all.
"It has been a real pleasure to meet you two. My shop is always open if you would like another private fitting."
Then she wrote her private number on her shop card and handed it to Jackie. She gave her a second card and pen, "Please write your number on the back. I hope to see you real soon."
She put both arms around Jackie's waist, pulling her close, slid her hands down to cup both ass cheeks, and leaned down to kiss her. Jackie put her arms around the woman's neck, opened her mouth, and welcomed the woman's kiss. Deborah moved her lips from the girl's mouth to her neck, and then whispered in Jackie's ear, "I can't wait to see you again. I want to suck on your breasts, spank your beautiful ass, and eat you out."
Jackie giggled and smiled coyly. "Oh, you are a nasty, lecherous lesbian."
Ann thought it was time to go. She touched Jackie's arm. "It is getting late. I think we should head back home."
After they left the store, Ann turned to Jackie. "My, you two seemed to be getting along surprisingly well, especially since you didn't like her at first."
"I'm surprised too. Now I find her masculinity appealing. I'm not sure why, but she excites me. The sex was great."
"I could tell."
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