Aruba Honeymoon
Loving Wives Story

Aruba Honeymoon

by Caribbeanstud 18 min read 3.9 (11,600 views)
lesbian anal anal sex
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Monday morning Anna told Jennifer to dress islandy as she would be taking their newlywed friends shopping. Handing Jennifer a large butt plug she said: "Make sure they see this while you are out with them. They need lots of ideas." She went to work knowing Rob and Kelly would be coming to see her soon.

After breakfast two, more island like, newlyweds showed up at Anna's desk. Kelly smiled and handed her their notes.

Anna asked: "Forgetting this is all fake and a movie what did you think?"

Rob said: "I'd sure like to be one of those guys and to have an enthusiastic woman is all I could hope for."

Kelly said: "The women made it look so easy and they certainly were convincing that they were enjoying it."

Anna looked at them and said: "And you can have that too you just need a little direction and some confidence. And remember you are not going to get this the first time: there may be some disappointment sometimes but get over it. You love each other so don't get hung up on the occasional disappointment: this is going to be fun for all of us."

Anna read the notes and looked at them. "This might be a lot easier than you two expect. You need to go into town with Jennifer and do a little shopping." She told them to buy something you want to use on each other and something for yourself. And you need to be open to everything Jennifer does for or to you. If you're going to be successful you need to trust us."

Jennifer came over in a backless braless sundress and kissed Anna. She asked them if they were ready to begin their new newlywed adventure. Kelly kissed Rob and then she took Jennifer's hand and told her: "Lead the away."

In the car Jennifer explained that from now on Kelly's most important role as a wife was to make sure Rob always knows she is eager and wanting to be Rob's willing sex toy and it is equally important for Rob to make sure he will always be rushing home to take care of her. As long as you are making each other as happy as you can it will end up benefiting each of you and your love and marriage will get better every day. And today you are going to start learning how to do that."

When they got to the adult store Jennifer took out the note and told them: "You are going to see lots of new things in here don't be shy or offended everything in here is useful to someone and I want you to ask questions like your life depended on it because your sex life and marriage very well may."

She took each of them by the hand into the store. Kelly and Rob stopped as soon as they entered stunned by all they saw. Jennifer pulled them along said: "You're not going to what you're looking for standing here."

Walking around the store Jennifer explained that everything they did was to benefit Kelly. Quite honestly Rob will be happy with anything when it comes to sex: what we need to do is get Kelly to be open to all the options and eager, not just willing, to put everything in her, waving around the store and in here putting one hand under Kelly's shirt and one hand under her skirt, to good use. Now let's start sexing you two up."

Kelly picked out a pair of nipple clamps and the smallest vibrator she could find.

Jennifer smiled and asked: "What do you like about these?"

Kelly was silent looking at the floor.

Jennifer lifted up her chin smiled and kissed her. "That won't do anymore. You need to act confident, even if you aren't, and take control of what you want. Now what do you like about these?"

Kelly smiled took Rob's hand and said: "Something is going to have to go inside me and I thought the smallest one would be easiest."

"And the clamps?"

When she looked down Jennifer lifted her chin again kissed her and told her: "You know Rob knows as little as you do; now is the time to start telling him what you want what you like so he can learn. If you don't tell him you can't expect him to know and if he doesn't know we won't get anywhere. So why the clamps?"

Kelly smiled and said: "You have no idea how many times I have been in the shower and pinched my nipples so hard I cried. I cried tears of joy I do it so often I can't get enough; but I only do it alone in the shower. I thought I might be able to use these more often."

"Rob how would like to know your wife was walking around with her nipples clamped knowing how much she loves the pain in her tits?"

"I am for anything that brings her joy. Knowing a little pain excites her might be useful to us."

Jennifer turned away from Rob and Kelly, bent over and flipped up her skirt showing her G-string and plug. "There are lots of sexy things you can do no one else has to know about."

Kelly looked at Jennifer and said: "You walk around with that in your ass."

"I do. So does Anna. It feels great being secretly slutty."

Kelly looked at Rob: "I'm not talking a little I just about pull these things off."

Jennifer put her arm around Kelly and pinched her nipple through the top and bra while Rob watched.

Kelly said: "Your not going to be able to pinch it hard enough through two layers."

Jennifer reached behind her and unhooked her bra and said: "I can solve that problem right now!" As she removed Kelly's bra and handed it to Rob. "Now let's try again."

Jennifer got behind Kelly put her arm under her shirt and started squeezing her tits. "Let's find out how much she likes it," As Jennifer started pinching her nipples Kelly threw her arms around Rob.

Jennifer said: "While I am doing this you need to tell Rob what I am doing and how you feel. He needs to understand what you are feeling and what you like."

"This is so much better than when I do it. She is pinching and pulling them nowhere near as hard as I would but it feels so much better now. The more she pulls and twists the better. Don't be confused about my tears I love this."

Jennifer took Rob's hand and put in on her other tit. "You try, and listen to her she is going to want you do it harder than you think: Do what she says."

As Jennifer and Rob kept pinching her nipples Kelly kept telling Rob: "Jennifer knows what she is doing. She is pinching way harder than you. Don't be so sweet: pull and twist it hard!"

After a minute they stopped and Kelly kissed Jennifer and Rob and told them: "You don't have to stop. You can do that to me anytime anyplace."

Jennifer told her: "There are lot's of places where we can't do that; but these we can use anywhere. Now Rob what did you want to buy."

Rob showed them a pair of handcuffs.

Kelly looked at him and said: "What do you want to do with those."

Rob looked at Jennifer who smiled at him and said: "Tell her."

"I'd like to put them on you so I could use your body however I want and tickle, tease and suck you for as long as I want."

"That sounds like a lot of fun; but remember that has not gone well for us."

"Yet." Jennifer add. "Yet. Today is the first day and it is good to have ideas. Anna and I are going to help you get there by the end of the week. This little vibrator is not going to be good for long you are going to want/need a bigger one. Go put this back a get one you think is way too big."

Kelly met them at the register with a bigger vibrator and said: "How am I going to use this?"

Jennifer said: "By tomorrow you'll be glad you didn't waste your money on that lipstick size vibrator. Anna and I use this size all the time."

Kelly looked at Rob and said: "They better know what they are talking about or I'm going to be in the emergency room."

When they left Jennifer texted Anna: "This is going great. I am taking them to go get some new clothes to match the sex life of the future not the past.

Love you J"

As they drove into town Kelly asked Jennifer: "You wear the plug how do you walk around and drive with that thing."

Jennifer explained: "It is not as big a deal as you think. It doesn't do anything; it is more knowing I'm doing it that makes it sexy. I'll bring you a small one to try."

Rob said: "You are going to make my wife walk around with something in her ass?"

Kelly looked at Jennifer and then said to Rob: "She is not going to make me do anything; but I think any of their ideas will be well received."

"See Rob she is going to make this work for both of you. Just trust me."

Kelly pinched her nipple and said: "By the end of the week you're going to think you married a porn star."

Rob looked at Jennifer and said: "We are in your hands."

Jennifer parked and Rob and Jennifer walked with their arms around Kelly. Jennifer took them into the shop and they started looking at clothes for Kelly. "This is all about you. Shopping for him is easy. You need to think about the woman you are going to be not the woman of yesterday. What you would have thought was slutty or X-rated yesterday is what we are looking for today. Anything you're not sure is sexy enough isn't. Let's start shopping."

Kelly showed them a backless floral sundress and went to try it on. When she came out her face was red. She told them "I can't wear this. Look at how much of my boobs are showing. And this slit will show my panties."

Rob said: "It looks great to me."

Jennifer said: "That dress it lovely for restaurants around the resort but it won't do for a romantic evening."

"You want her to find something sexier than this?"

"Don't bother with him he doesn't know what sexy is yet." And she took Kelly back to the dressing room and attached the nipple clamps. Kelly's eyes began to tear as Jennifer told her "now let's show it Rob."

The chain connecting the nipple clamps could just be seen between her breasts and the clamps were clearly visible under the dress.

Jennifer asked Rob: "What do you think now?"

Rob looked at Kelly with tears in her eyes and asked: "How do you like it? Knowing my wife is in pain and loving it is a big turn on."

"Turning you on? Walking around like this I'm going to be happiest wife on the island. And you and Anna better deliver on your plans or we are going to sue you for breach of contract. You two better find a way for him to fuck me tonight!"

Rob said: "What have you done to her?"

"Just you wait: tonight Kelly Anna and I will be doing it to you."

Jennifer texted Anna: "Make us dinner reservations someplace dark we are going to have fun with our new friends: Love J"

"OK. Go back and take off everything I'll be right back."

Kelly frowned: "Everything?"

"Yes. We are going to be here awhile."

Jennifer found a dark mesh top which up close was see thru but from a distance looked acceptable and a short skirt.

When she got back to the dressing room she screamed: "What the hell is that?"

Kelly looked around: "What?"

"Have you ever trimmed that thing?"

"What are you talking about?"

"Ok I got a little ahead of myself. Hold on a minute." Jennifer made a phone call and then told Kelly "We need to go. But first let me take a before picture. Good get dressed we'll come back for more shopping a little later."

When Kelly came out Jennifer said: "Let's go it is a short walk."

Rob looked at Kelly: "Where are we going now?"

"I don't know. She came in saw me naked, screamed, made a phone call and now we are heading somewhere."

At the Island Spa Kelly talked to receptionist and told her what she wanted and that she and Rob wanted to be with her.

Wendy said: "We don't usually do that but come with me."

In the room Kelly sat between Rob and Jennifer and Jennifer told her: "That pussy hair is going to go right now! Like pulling off a bandaid it will hurt at first but I promise you tonight and evermore you love it."

"Bandaid? Hurt? What are you talking about?"

Just then Wendy came in and looked at Jennifer. Jennifer looked at Kelly and told her "pull up the skirt and take off the panties that hair is going to go right now."

She did as told and Jennifer told Wendy: "Take it all off."

Wendy looked at her pussy and said: "This will take a little longer."

"I know but it has to go and do it quickly: she'll get over the pain but we need to get out quickly."

"OK." She looked at Kelly who was holding Rob and Jennifer's hands. "Are you ready."

"I guess I don't know what to expect."

Wendy trimmed all she could then got the waxing and started the final part. When Kelly started screaming Jennifer and Rob started pulling her nipples and Kelly asked her: "Want us all to stop?"

Kelly said: "You keep pulling and she can do whatever she wants down there."

Jennifer kissed her and said: "She'll be done soon."

"No hurry, you two keep pulling and kissing me and I'll move in here."

When Wendy was finished she held up a mirror for Kelly to see her bald pussy. Kelly looked at Rob and said: "You better find a way to use this thing because I am sure Jennifer and Anna will."

Wendy looked at them and told Kelly: "no panties until sunrise."

Jennifer sent Anna the before picture of a naked hairy Kelly: "You can see the after tonight."

They went back to the dress shop and Kelly said: "I've got sex appeal going now. You to wait over there and I'll be back."

Kelly came back in a paper thin red top with no back and a short flowing skirt with lots of room.

Rob looked at her and said: "Do we have to go to dinner first?"

Kelly walked up to him and said: "What did you have in mind?"

He looked at Jennifer and said: "Could you help us out before dinner? I am not sure I'll be able to sit down with her in that."

"Absolutely not. We are going to show this lady off tonight and then Anna and I are going to be equal partners in your sex life starting tonight."

Jennifer took them back to the hotel to see Anna. Rob and Kelly hugged Anna and Kelly kissed her and said: "I think this is all going to work out."

Anna said: "I get off in an hour and dinner is at 6. Meet me here at 4:30 and we'll go home and get Jennifer and go to dinner."

Rob and Kelly hugged kissed and thanked Jennifer and started to walk away when Anna hollered: "Don't do anything up there: there are still a couple of steps for you."

The looked at her and said: "Never!"

Jennifer quickly explained what happened and how she was sure tonight would be fantastic for all of them.

Rob and Kelly came back just before 4:30, Rob had found some island/honeymoon appropriate attire and Kelly was as sexy as she had ever been, and they left with Anna. At home Jennifer was waiting she helped Anna change. Just as they were ready to leave Kelly said: "Don't you have something for me?"

Anna looked at her and then at Jennifer. Jennifer said: "Don't move I'll be right back."

Rob looked at her and Anna and asked: "What is she doing?"

Anna said: "I don't know but it seems she and your wife know something we don't."

Jennifer came back with a small butt plug and small bottle of lubrication. "Is this what you were talking about?"

Rob said: "You're serious?"

Anna said: "You really think this is a good idea?"

"She thinks so and we might as well find out. I think they are going to want to know sooner rather than later."

Jennifer looked at Kelly and said: "I sent Anna the before picture from the dress shop. Why don't you take it all off and show her the after and then I'll put this where it belongs."

Kelly looked at Rob dropped her skirt and pulled off her top. "How do you like me after?"

Anna gently rubbed the hairless pussy and said: "Not sure I'll find anything at the restaurant I'd rather eat."

"That's sweet but I am hungry."

With that Jennifer told Kelly to turn around and bend over. Jennifer took the plug and put it on Kelly's asshole and started to push. Kelly started to complain.

Rob said: "I don't think that's going to work. I had the same problem and there was just no getting past it."

Jennifer rubbed some lube on her hand, the plug and Kelly's asshole and looked at Rob: "Watch the attitude improvement" and she pushed the small plug in her ass.

Kelly smiled: "You're kidding! If a little of that makes the plug slide in so easy what else can it do."

Anna said: "We'll find out after dinner you're hungry."

Kelly looked at Anna and said: "You're evil you knew what you were doing and I didn't."

"That's right now trust us and let's go so we can get back here."

Anna said: "One rule at dinner: No alcohol. You need to know this is all real and no artificial stimulation. Trust me you won't need it. We are well on our way to great night."

At dinner Kelly couldn't help smiling knowing that the problems of the past would end tonight and then Jennifer pulled out the clamps and handed them Anna.

"A little something special about Kelly here: she likes a little pain."

"And what do you think she'll do with these?"

Kelly took them and showed her: "I attach them to each nipple and could sit here all night."

After sitting thru dinner with a plug and clamped nipples Kelly couldn't wait to see what would happen when Rob finally got make full use of his wife.

Back at their house Kelly walked straight to the bedroom and said let's get this started.

By the time they got to the bed Kelly was already naked and waiting. Anna said there is one more issue we need to take care of and she brought out a towel.

"You are virgin and we are going to fix that now; but like the waxing it is going to hurt a little first. Rob do you want to do this or do you want us to?"

"After last time I don't think I could hurt her. Can you do it."

Jennifer kissed Rob and told him they would and that it will all over very quickly. Anna took out a vibrator turned it on rubbed it all around Kelly's pussy. Then she turned it off and put it in until it stopped.

Jennifer looked at Kelly and held up the clamps. "Want a little pain to go along with the pain."

"You never have to ask."

Jennifer attached the clamps and as Anna broke the hymen Jennifer pulled the chain making Kelly scream in pain and joy. Anna cleaned her up and said: "Now the real fun can begin."

Rob Anna and Jennifer were soon naked with Kelly. Kelly looked at Anna and Jennifer naked and said what are those!?" Kelly reached out and started twirling their pierced nipples.

Anna said: "Oh those, just a little something we like to have hanging around."

Jennifer pulled Kelly over and told her: "Use them all you like"

"I've had dreams about what to do with something like that I just never thought I'd get my hands on them."

"You can lick suck and pull it too."

"You bet I will. Rob you better get some practice with these things. I just might be leaving this island with a pair."

Rob started slowly rubbing Anna's pierced nipple until she grabbed his hand and stared at his wife and Jennifer: "Look at her she knows how to handle these things. You can be a little rough with them. We didn't get them because they look good they are meant to be used."

Rob watched Kelly biting one of Jennifers nipples while playing with the other. He imitated her on Anna: "Like this?"

"Yes that's better keep it up."

After a few minutes Kelly looked up and said: "I've got to get these. Do you think the concierge at our hotel would know a place?"

"I'll check with her later. Right now we need to take care of you and Rob."

Anna told Kelly "Rob, being his first time, will not last long and there is nothing he can do about it; but we will get him back quickly for you. So while you recover a little Rob is going to put that thing in Jennifer and you and I are going to help. That magic lube we used on your ass won't be necessary for Jennifer. I want you lick her pussy and feel how wet she is and get a good taste of pussy, your going to get a lot of."

Kelly had never seen a naked pussy up close but leaned over and licked Jennifer. She looked at Anna and said: "Can Rob fuck you? I'd like to keep licking Jennifer."

"That will work for me; but I am going to multitask so move over a little and while Rob fucks me I am going to eat your pussy. Try and concentrate on Jennifer."

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