Linda Kay repeatedly mentioned Mike, asking if he could come over. He was just here two weeks ago.

“Can’t we look for someone else?” I asked.

"I have been with half a dozen guys from the lifestyle, and no one made me feel the way Mike has."

"What is it about him that you like so much?" I asked.

"One, he hasn't been with every girl in town. I feel he is safe for what we talked about."

"We talked about finding a couple that would have sex with us inclusively without condoms," I said.

"Yes, we did, but we also discussed how it would be easier to find a single guy to have sex with me without a condom."

"You're right, but that only benefits you," I said.

"You are getting twice the sex when we are with other guys or couples."

"You are right about that!"

"So, what do you think about Mike?"

"He's married; I wouldn't want that done to me; let's find someone else."

Considering Linda Kay's comments about Mike Constantine, I thought it wouldn't be a bad idea to see if I could get Linda Kay interested in the kid, given his inexperience. If he never had sex before, he would be a good candidate to fuck Linda Kay without a condom, which she has wanted all along. 

A few days later, I asked Linda Kay, "Do you think the kid at your work would help me build the fence we need around the pool area? I will pay him."

"I think he would like that. He is always seeking ways to generate income. His name is Jim." 

Linda Kay asked him, and he agreed to come over to make some money.

"What is Jim's last name? I need to call him into the security gate."

"James Goodhope," Linda Kay said.

He arrived on Saturday, July 21st, at 7:00 am, ready for work. I had him help me dig post holes and mix concrete. He was grateful that I was teaching him things. He wasn't mechanically inclined at all, so I had to show him how to do everything I asked of him. After working for a few hours, I started asking questions. 

"Jim, what do you do at the airport?" I asked.

"I clean a hanger for one family, which includes cleaning the jet, ensuring their cars are washed before they return, and other small stuff."

"Jim, do you have a girlfriend?" 

"No, I don't. I want to keep focused on learning how to fly."

"Did you have a girlfriend in high school?" I asked. 

"I'm embarrassed to tell you I've never had a girlfriend." 

"You don't have to be embarrassed!"

"Do you have any other jobs?" I asked.

"Not right now. My brother and I want to assemble a jeep, so I am looking for a second job."

"So, girls are out until you get your pilot's license?"

"Yes, I don't have time for a girlfriend right now," Jim said.

"Are you a virgin?" I asked. 

He just smiled and looked away without answering me. I asked more general questions afterward. 

After building part of the fence, I told him to shower because I didn't want him wearing dirty clothes on my furniture. 

"I didn't bring a change of clothes, but I might have a bathing suit in my truck." 

Handing him a t-shirt, I said, "Bring an extra set of clothes next time because we'll feed you after we're done working." 

After dinner, I asked, "Jim, do you want to watch a TV show demonstrating how to build different things? It helps me see how other guys build things."

"Sure, I'd like to learn more," Jim replied. 

Linda Kay sat with us while we watched one of the shows. After the show, we stood up to say our goodbyes to Jim.

"Jim, can you come over in two weeks on Saturday, the 4th, to help build the rest of the fence?" 

"Sure, I will be here," he said. 

The two weeks flew by, and Jim was coming over the next day.

I asked Linda Kay, "Will you wear that tank top with open arms that's low in the front?" 

"Why? What are you planning?" 

"I believe Jim is a virgin and hasn't even seen a pair of real-life boobs in his life."

"And you want him to see mine?"

"Not completely, just a side boob or some good cleavage. Jim is, what, twenty years old? And he's never seen a pair of boobs yet."

"He is twenty-six, and I don't know if I want to show off my boobs to him."

"He's twenty-six! Maybe you shouldn't; he'd probably cum in his pants if he saw yours. All the better to show off a little side boob to him. Poor kid."

"I'll think about it," she said.

Saturday morning, before Jim arrived, Linda Kay came out wearing the tank top I asked her to wear.

"Do you think Jim would be a good candidate for you to have sex with without a condom? You wanted a guy who is not in the lifestyle!" 

"No! You want him to start his sexual life in a threesome, being a virgin?"

"You think he is a virgin?" I asked. 

"I would think so! He's so shy, nervous, and very immature for his age. I bet he has never had sex yet."

"Would you be with him?" I asked. 

"He wouldn't want to be with me. I'm almost twice his age," Linda Kay said. 

"By two years, you would be!" I said.

“Thanks. Do you think that will make me want him even more?" 

"You're a cougar or a MILF! Whichever you want to be, but yes, I bet he wants you! Just think about this: being only twenty-six with no experience, he would have a boner the whole time! He would fuck you over and over."

"If he says he wants to be with me, I will. But how are you going to ask Jim to have a threesome with us?" 

"Leave that up to me!" 

"Okay!" Linda Kay said.

Jim arrived, and we worked on the fence while I tried to engage him in conversation. He mentioned that he was very private and didn't have friends.

Linda Kay wore a tank top, bending over in front of him and raising her arms while standing beside him, giving him a clear view. I noticed Jim looking at her numerous times, and he would turn away immediately. After we finished for the day, since we had to go to Mark's and Iris's house for a pool party, I asked Jim if he wanted to join us. He declined until Linda Kay asked the same question, at which point he agreed. We then went inside to take showers.

After arriving at the party, Jim's eyes practically popped out of his sockets when he saw all the girls in skimpy thong bathing suits. I had to remind him that these were other guys' wives, urging him to be respectful and not to stare. We headed home after spending the entire afternoon and part of the evening there.

Upon arriving at the house, Linda Kay changed into her pajamas and entered the living room. She and I sat beside each other on the loveseat while Jim relaxed in the recliner. Linda Kay knelt on the floor before me, asking if I would massage her shoulders. I massaged her shoulders for a few minutes. 

"Jim, can you help me out?" I asked. "Can you massage her shoulder for me? My fingers are cramping up." 

"I wouldn't know how to massage anyone, and she doesn't want me touching her." 

"It's okay if Jim massages your shoulders, isn't it, dear?"

"I guess so," Linda Kay replied. 

"I'll teach you, come and watch." 

He got up and observed. I told him, "Just do the same as I do." 

I stood up, and he took my place. He bent down and followed my actions, massaging Linda Kay's shoulders. 

Jim massaged her shoulders for twenty-five minutes until Linda Kay said she had had enough. 

"Thank you, Jim, that was nice. You have great fingers," she remarked. 

"You're welcome; I hope I did well?" Jim replied. 

"You did! Thank you," she responded. 

"Jim, would you like to come over for dinner on Monday after work?"  I asked.
"Yes, I would like that!" he said. 

Jim left to go home, and Linda Kay asked, "What are you up to?" 

"All I had him do was give you a massage." 

"Yeah, right!" 

On Monday, Jim returned, and we went into the living room again after dinner. Linda Kay was wearing one of her flannel PJ tops with shorts. The top had only three buttons, and the first button wasn't buttoned, and the second button was between her boobs. You could see the bottom part of her boobs in between the large area between the buttons, but if you were looking down at her PJ top, you'd see most of her boobs. I knew Linda Kay wore this top to tease Jim.  

"Jim, Linda Kay doesn't want to ask you for another massage. Would you mind giving her a shoulder massage? "

"No, I don't mind at all!" Jim replied. 

"You don't have to, Jim. I wasn't expecting a massage tonight," Linda Kay said. 

"I'm sure he doesn't mind, and I know your muscles are still sore," I said.

"I don't mind; I enjoy learning new things." 

I thought, "He was going to be learning a lot!"

"See, he doesn't mind. Get on the floor, babe," I said. 

"I have to change my top." 

"That one is perfect; wait right here," I said. 

I got up and went to get some massage lotion, and Linda Kay moved to the floor. She tried to adjust her PJ top so her cleavage didn't show, but that was impossible. I handed Jim the massage oil. 

"Here, rub this on your hands. It's massage lotion. So, your hands will be smooth when you massage Linda Kay's shoulders. 

I moved Linda Kay's top off her shoulders and lowered it around her arms. 
She looked back at me with a face I knew too well. 

Jim started massaging her shoulders, and after about fifteen minutes, I said, "Jim, you need to massage her chest muscles. Those are the muscles that are hurting her the most." 

"I can't do that! I can't touch her chest." 

“Your not going to touch her boobs, only her chest,” I said.

I got up, moved over to Linda Kay, and placed my hands above her breast. "Look where my hands are rubbing." 

I stayed high above her breast and massaged her. 

"Don’t touch her boobs. Stay above them, so be careful not to go too low." 

He took over and massaged her chest, and he had to look at where his hands were, making sure not to go too low. He had the perfect view of looking down at her top to see most of her boobs. I sat in the chair next to them, and the next button on Linda Kay's top came undone, which happens a lot on that top, and it lowered even more showing off even more of her boobs. Linda Kay was used to having that top low on her breast; she probably didn't notice it. After another five minutes, I looked over, and it was low enough to see her areola poking over the top of it. Jim's eyes never left her boobs.

After about twenty more minutes, Linda Kay stood up, lifted her top, and buttoned it.

"Thank you, Jim. That was nice," Linda Kay said. "I enjoyed it a lot." 

"You're welcome, but I should go. I don't want to be late getting home,"  Jim replied as he said goodbye and practically ran out the door. 

After he left, I asked, "Did you like Jim giving you a massage?" 

"I did like it, but I see what you're doing, and I bet he won't go along with your plan." 

"He was looking down inside your pajamas the whole time but kept an eye out for me; if I looked, he would look away, but when your top fell, he didn't care if I saw him. He was mesmerized looking at your boobs. He left with a big bulge in his shorts," I said. 

"Poor kid! I enjoyed the massage so much; I didn't know my top fell that low. He must have had a great view of my breasts," Linda Kay said. 

“I bet you didn’t know!”

“What did you say?” she asked.

"So, if I get him to go farther, you must agree to go with my plan?" 

"He hasn't even seen my whole breast, and he got hard. There's no way he's going along with your plan! Even if he did, he would cum before getting it out of his pants."

"Agree!" I said. 

"I agree," Linda Kay said. 

"I have to wonder, is he really that naïve, or is he just playing us and aware that we are trying to seduce him?" I asked.

"No, being around him, he truly is this naïve; he doesn't have much experience."

I invited Jim to come over on Friday, the twenty-fourth, to spend the weekend with us and help in the backyard.  

He came over on Friday evening and had dinner with us. We moved to the living room, and Linda Kay sat beside me. Jim looked bummed out because Linda Kay hadn't asked for a massage yet.

Ten minutes later, Linda Kay asked, "Jim, would you mind giving me another massage?" 

Jim now had a big smile and returned to his position. Linda Kay got on the floor, and Jim began to massage her shoulders. After five minutes, she grabbed his hand and lowered it to her upper chest. He rubbed her chest for fifteen minutes more. 

Linda Kay took matters into her own hands and wanted this to happen or disappear forever. She grabbed both of Jim's hands and lowered them, using his hands to move her top down past her boobs until his hands were covering her breast. He tried to pull his hands back the whole time she lowered them, but Linda Kay held his hands sturdily over her boobs, telling him, "It's okay, Jim, they are just breasts; I want you to massage them!"

He could have pulled away; he is much stronger than Linda Kay. He wanted to feel her boobs at any given chance he could.

"I can't! I can't touch you there!" 

He kept his hands in place to see if anyone would object.

"Sure, you can!" Linda Kay said. 

"Jim, I would do what she tells you to do!" I demanded. 

"Are you okay with me touching her breasts?" Jim asked. 

"Yes, Jim, they are just boobs, go ahead and massage them." 

His panicked face turned into a big smile the more he felt her boobs. He was so happy massaging her boobs, but he avoided her nipples; he was going around them, being careful not to touch them. The more he rubbed her boobs, the less he thought about me looking at him. His smile couldn't have been bigger. He was enjoying massaging her boobs so much that he either forgot to hide the bulge in his pants or didn't care anymore

"You can massage my nipples; just go over them softly, okay."

Jim spent time going over her nipples, making them harder every time he went over them. He massaged them for twenty-five minutes, and Linda Kay got up and thanked him as she pulled her PJ top back up over her breasts.  

"It's time for bed," Linda Kay said, hugging Jim goodnight.

Jim walked down the hall toward the guest room with another bulge in his shorts. 

Once in our bedroom, "I bet Jim is masturbating right now, thinking of you." 

"Mmm, do you think he is thinking about having sex with me?" 

"Of course, I know he would fuck you at any giving chance he had," I said. 

Linda Kay and I had great sex, and she must have been thinking about Jim, because she was dripping wet. 

Saturday morning, after breakfast, Linda Kay wore her PJ top with only the bottom button done to give Jim a show, and she gave Jim a big hug, smashing her boobs against his chest. "I'm sorry you have to leave, but can you come back tonight after we get home from the progressive pool party?"

"Just tell me when, and I will be here," Jim said.

"We will text you on our way home," Linda Kay said.

After Jim left, we talked about what was next.

"So now, do you think he will have sex with you?" I asked.

"I'm still unsure; he would have to undress before us! That might be the stopping point."

On our way home, we texted Jim. Linda Kay jumped in the shower, and before she was finished, Jim was sitting on the couch waiting for her.

This time, she wore a sheer nightgown that revealed her areola through the material. We watched TV for thirty minutes, and he couldn't take his eyes off her areolas. Linda Kay got up. "It's time for bed; you can sleep in the guest room." Linda Kay hugged Jim, wishing him goodnight. 
Jim felt disappointed as he walked to the guest bedroom, trying to hide the bulge in his pants while saying, "Goodnight." 

On Sunday, we worked around the house but quit early. We took our showers, and Linda Kay wore a very low, loose top after her shower. We ate lunch and returned to the living room. When we arrived, Jim automatically went to the spot to give Linda Kay another massage without anyone asking him. Linda Kay sat before him, and he massaged her shoulders.  

He didn't move down the front until Linda Kay told him to massage her chest, and then his hands never left. But he never went lower, either. Linda Kay finally said to him that she wanted her boobs fondled and lowered her top; he didn't let a second go by, his hand was around her boobs, and he was happy again. 

After ten minutes, I got up, took out our massage table, and set it up in the front room. 

"Why are you bringing that out?" Linda Kay asked.

"For Jim to give you a back massage." 

"He can do it right here in front of the couch!" Linda Kay said.

"He can't massage your lower back that way. Come over here, remove your clothes, and lie down; I will cover you with this sheet."

"Should I go into the other room?" Jim asked nervously. 

"Jim, just turn around while Linda Kay undresses. Then I will cover her up," I said. 

"Are you sure?" Jim asked. 

"Why, are you going to peek?" I asked. 

"No, I won't peek." 

There was a mirror on the wall right next to the massage table I had set up, and Jim was facing the mirror while Linda Kay was undressing. Linda Kay took off her clothes, and I took my time covering up Linda Kay's naked body. I lowered the sheet down to her waist. 

"Jim, you can turn around," I said. 

He started massaging her back, and you could see the sides of her boobs bulging out from the table. I stood and gave him instructions. 

After a few minutes I said, "Make sure you get her sides and down low on her back, if you want to do a good job." 

He massaged her sides, going around her side boobs.  

I moved the sheet lower onto her ass. "Jim, massage her lower back." 

He lowered his hands to her lower back. You could see the top of her butt crack. He got braver and massaged just under the edge of the sheet on both sides of her butt crack. 

"Jim, you know what she likes? Her butt massaged." 

"I can't do that!" 

"You already massaged her boobs, what’s her butt?"

"Jim, it's okay," Linda Kay said. 

I pulled the sheet down and uncovered her butt. Jim was nervous, but he slowly reached down and massaged her butt. I looked down at his shorts, and his dick was at attention. He kept it next to the table in an attempt to conceal his boner. After a good fifteen minutes, I had Jim stop. 

"Jim, you need to turn around again. I want Linda Kay to turn over so you can massage her front." 

He turned around, facing the mirrors on the wall. I lifted the sheet away from Linda Kay, and she turned over onto her back. I took my time to cover her back up and pulled up the sheet just past her pussy, letting her boobs show. I notice Jim peeking through the mirror this time. 

"Okay, Jim, you can start by massaging her boobs." 

Jim went right after it! He was excited to be rubbing her boobs. The more Jim massaged her boobs, the harder he got; he spent time with each nipple making them hard. He would play with them and make them bounce back into position after rolling them to the side. Linda Kay had her eyes closed, enjoying his touch.  

"Okay, Jim, I want you to start with her feet and work up her legs."

He never moved his hands off her chest while we talked. I thought I would take it to another level since he was comfortable rubbing her boobs. I raised the sheet to her thighs. If you were standing at the end of the massage table, where Jim had to be to massage her feet, you could see her bald pussy. He started on her feet, and it only took him a second to find out that he could see her pussy; his eyes went big, and the smile grew, and he never took his eyes off her pussy. 

"Jim, you need to massage her legs now." 

He massaged her leg to her thigh, where I left the sheet. He went back and forth a couple of times. 

Linda Kay said, "Jim, you need to move farther up on my inner thigh.”

She spread her legs apart, and Jim moved his hands further up her inner thigh. 

"No, farther up," Linda Kay said. 

Linda Kay reached down, grabbed his hand, and moved it to the crevice between her pussy and thigh. 

"Right there. That's where I need your hands." 

The sheet was above her waist now, showing her bald pussy. Jim didn't miss any part of that area. We let him massage her for another five minutes while he inched his fingers closer to her pussy. I was letting him have time next to her pussy. But Linda Kay had other Ideas. 

She grabbed the sheet and threw it off her, and grabbed Jim’s hand and then she put his hand on top of her pussy and held it there. He tried to pull it away, but Linda Kay held his hand firmly. 

"I need you to listen carefully!" she said while holding his hand on her pussy. "You better not say a word to anyone about this, okay?" 

"You know I won't!" 

"I need you to take your finger from your other hand, insert it into my pussy, and take this finger and rub my clit." 

She took one of his fingers, placed it on her clit, and rotated it. 

"This is my clit. Rub it slowly while you put one finger in my pussy." 

He inserted one finger into her pussy. His other finger rubbed her clit up and down. Jim did precisely what Linda Kay showed him.

Linda Kay was getting aroused, her breathing was getting shallow, and her nipples were rock hard! 

"Jim! I need you to lick my pussy. I want to cum! Please lick me NOW!" 

She spread her legs wide for him. He looked at Linda Kay, keeping one finger in her pussy. 

"You want me to lick your, umm?" Jim asked. 

"Yes, Jim! Use your tongue on my clit. But keep your finger inside of me. Hurry, I want to cum!" 

He looked back at me. 

"If I were you, you better do what she tells you quickly," I said. 

"Jim, NOW!" Linda Kay said. 

Jim crawled onto the table and got between her legs. He re-inserted his finger in her pussy and started licking her clit. She grabbed his head and moved it to where it pleased her the most. Jim never stopped licking her clit. Linda Kay wanted to have an orgasm, but it wasn't happening. Jim couldn’t keep his tempo, so she sat on the massage table after ten minutes. 

"Jim, come here." 

He moved over to her. She reached down to his bulge and grabbed his dick. He started to move away, but Linda Kay held his dick tight, not letting him go.  "This thing is as hard as a rock. I bet you want to cum?"

She stroked it up and down a couple of times. 

"Jim, you better not tell anyone about this, okay?" Linda Kay said.

"I won't. I don't tell anyone anything about me." 

"We can do this again real soon. If you promise to keep this to yourself." 

"I will, Linda Kay, I promise!" 

Linda Kay got up and put her thong on but left her top off. She hugged Jim and pressed her boobs against his chest; she stood back, lifted his shirt off his body, and hugged him again, pushing her naked boobs against his chest again. Jim wrapped his arms around her, squishing her boobs even harder against his chest. Jim leaned down and kissed Linda Kay on the lips.

"Jim, I was going to send you home, but I can feel your hard dick pushing against my thigh. Would you like to join us in the bedroom?

"I don't know."

"Jim, let's go to the bedroom," Linda Kay said.

Linda Kay led Jim by his hand into the bedroom, and I followed them. I sat on the bed, and Linda Kay moved into the center of the bed. Jim stood there, swaying back and forth, very nervous. 

"Listen, I want you to fuck me. I can't let you leave with such a hard dick. Take off your clothes and lie with me." 

Jim just stood there, then he jumped into bed like a gleefully, landing on his side, shaking the whole bed with his weight. Linda Kay started rubbing his chest, kissing him. After ten minutes, he was calmer, still very nervous, but at least he was caressing Linda Kay's body now.

Linda Kay started taking off her thong and said, "Jim, take off your clothes!" 

He didn't know if he should run or stay. While he lowered his shorts, Linda Kay turned towards me with her naked butt towards him. 

"I'm guessing you are okay with this?" Linda Kay asked. 

"Yes, I am!" 

She turned around and rubbed his chest again. She leaned in and kissed him; he started feeling around her body, and she lowered to his chest and kissed him there. She stroked his chest and dropped her hand to his dick, and stroked it through his underwear. He was caressing her body, and she would lean back so he could have access to her boobs and rub her body all over. Then she leaned back over to him and caressed down his torso. 

"Jim, take off your underwear," Linda Kay said.  

As he was taking off his underwear, she said, "We are going to have a threesome where both of you are going to pleasure me in many ways, okay?" 

She turned to me and told Jim, "Caress me while I'm with Curt." 

He started rubbing her all over her backside, mostly around her butt. Linda Kay reached back and pulled him close to her butt. He got close to her body. Later, Linda Kay told me that he didn't know what to do with his dick — he was trying to hug her, but his dick was so hard, and he didn't want to touch her with it.  She reached back and took his dick and placed it between her butt cheeks, and pulled him close to her back. He had a smile on his face as he rubbed his dick all over her butt, with his hands roaming around her body, primarily the one boob closest to him. She caressed me while Jim was having fun moving his dick between her ass cheeks.  

Linda Kay turned back around, and Jim lay on his back, and Linda Kay caressed his body. She moved down, took his dick into her mouth, and started sucking him. The look on Jim's face was priceless; his eyes were big as he watched Linda Kay take him into her mouth. Linda Kay only sucked him for a minute because she didn't want him to come yet. She moved back up his body and started kissing him while his hands were all over her body, caressing everywhere. She leaned up and let her nipple fall into his mouth, and he sucked on her nipple while her hand was stroking his dick. She leaned over and took him back into her mouth, and sucked him until he was ready to come, then she stopped.

Linda Kay asked me, “Would you mind getting a condom, please?”

After I retrieved a condom, I handed it to Linda Kay.

“Put on this condom,” Linda Kay said. 

Jim put on the condom, and Linda Kay kissed him and caressed him as she crawled on top of Jim; his dick was pointing straight up in the air. With her being so wet with excitement, she slid down on his dick. Once she bottomed out, she rode him nice and slow so he would last. He didn’t even last a minute when he shot his first load into his condom inside Linda Kay’s pussy.  

She stayed on his dick while she asked him, “So, you like having sex with me? You did well for your first time.” 

“Yes, I like having sex! It feels terrific! Why don’t you have any hair down there?” 

“So, I can feel your tongue on my clit better. Would you like to do this again with us?” 

“YES, only if both of you are okay with this?” 

“Yes, we are both okay with this. That is why you are here, Jim; Curt doesn’t mind sharing me. It boosts our sex life doing this.” 

She rolled off Jim, and he took off his condom. 

He set his condom on the bed and wiped himself clean with a hand towel Linda Kay gave him.

“Your condom, put it in the trash over in the corner.” 

“Thank you. I didn’t know what to do with it,” Jim said. 

After he threw away his condom, she leaned on him and started asking questions. 

“I want the truth. I need to know if you have had sex before?”

“Yes, one time,” Jim said. 

“Was it with a girlfriend?” 

“No, one of my Mom’s friends.” 

“Are you seeing her now?” 

“No, that was six years ago.” 

“How many times did you have sex with her?” 

“We had sex once, and she had me do what I did to you on the massage table a couple of times.” 

“Did you use a condom?” 

“Yes, of course!” 

“Did she suck your dick?” 

“No, she never did that!” 

“She didn’t suck your dick?” 

“No, this is the first time it has ever happened.”

Linda Kay moved and started kissing Jim to get him aroused. She caressed him, and his hands were all over Linda Kay's body. She leaned down and took him back into her mouth and sucked on his limp dick for a couple of minutes.

Linda Kay leaned over and me and took my dick into her mouth, while her ass was towards Jim, and he caressed her ass and body, and rubbing his dick trying to get it hard again.

Linda moved up and whispered, “Would you mind getting another condom, please?”

After getting back, she was lying on Jim, kissing him. Once I was in the room again, Linda rolled off him, and Jim put his leg over her body, trying to keep her to himself, or to use her to cover himself

She lay between us, and Jim and I caressed her body, as she stroked us both. I would lean down and suck on her nipple and as soon as I got up he would do the same thing. I started to ease my finger into her pussy and fingered her for a couple of minutes, and then he would do the same.

He got up to use the restroom, and Linda Kay cuddled me. “This was a good plan. His dick was so hard, but I don’t know why he is having trouble getting hard again. You'd think being so young he wouldn’t have a problem getting hard a second time.”

Jim returned to the bedroom and jumped onto the bed, shaking the bed, Linda Kay, and me. I moved between Linda Kay's legs and started licking her. She hadn’t had an orgasm yet, and I wanted her to have some pleasure.

Jim moved over to her and kissed and fondled her, and kept her busy the whole time I was trying to make her come. After ten minutes, she stopped me and grabbed the condoms I had laid on the nightstand. She handed it to Jim.

“Put this on and fuck me from behind,” Linda Kay said.

She turned over and put her ass up in the air and started sucking my dick. After Jim got his condom on, he moved over and got behind Linda Kay and started pushing his dick into her, It took him a few minutes and he started off moving back and forth at a slow pace. Linda Kay later told me he wasn’t hard at first, and took him a few minutes.

After he relaxed and got hard, he started pumping into Linda Kay pussy.

"Jim, that feels so good inside me! Fuck me! Go slow and take your time." 

I was surprised he didn’t shoot off immediately, and he would pump for a few seconds, reach between them and re-insert his dick into her again, and keep doing this over and over. After seven minutes, he started pumping into her and never stopped for the next sixty seconds. Linda Kay lifted from me. She was enjoying his dick slamming into her pussy.

One final push into her pussy and Jim let loose his sperm into his condom again. He pulled back slowly and pushed hard into her again, letting another stream of sperm shoot inside her. He last and final push he held it there and Linda milked it by moving back and forth on his dick as it got limp, and fell out of her.

He fell back onto the bed and took off his condom. After, he threw away his condom. Linda Kay kept sucking me for a couple of minutes and then rolled onto her back.

I started caressing her, and Jim followed suit. We caressed her for the next ten minutes, and Linda Kay was fondling his dick to see if he had another fuck in him. I got between her legs again and started licking her pussy and Jim took that time to be in her face. Linda was okay with it, hoping he would get hard again. After, I got up and lay back on the bed.

Linda Kay turned around and faced Jim again. She put her legs over Jim's thighs and talked about what he would like to try. I felt between her legs, and she was dripping from the excitement of having Jim twice already. I lowered myself and used my finger on her well-lube-up pussy, and finger fucked her while she talked with Jim. 

"I do not know what I would like, but I am willing to try anything as long as it is with you," Jim said. 

"Jim, I have no interest in guys. You don't have to worry!" I said.

They started kissing and folding each other while I was busy finger fucking Linda Kay. Once she dropped her leg down, I got up to use the bathroom, and when I came back, Linda Kay had her legs spread, and Jim was pushing his finger in and out of her pussy. Jim separated from Linda Kay after I walked in. Linda Kay got up on his chest.

"Jim, you did well for your first-time But next time you finger fuck me, don't just ram your finger into me; ease it slowly; I might not be wet enough like I was this time. Why don't you go clean up?"

She moved beside me and said, "Thank you for this. Next time we have him over, I am going to have to think of a way to get the condom off him."

After, he returned to the doorway. "Should I go now?" Jim asked.

"Yes, thank you, Jim! Get dressed and go home! We will have you back over so we can do this again. You are not to tell a soul about this," Linda Kay said.

"I won't," Jim said. 

Jim seemed sad because he had to leave, but he got dressed. Linda Kay hugged him naked, and Jim left. We lay there and talked about what happened and how she wanted to fuck Jim without a condom now. 

"You have the go-ahead from me. Jim might take some convincing," I said. 

"Yes, I know what you mean."  

"I don't know why you haven't fucked him without a condom already?" 

"Getting him this far took a lot; I didn't want him stressed about that too." 

Linda Kay kept stroking my dick as we talked.  

"I can't believe that he massaged my breasts without us saying anything! I thought for sure he wouldn't do it when I lowered my top off my boobs!" 

"I told you he wanted you, and he has only had sex once. He’ll want to have sex with you all the time now," I said. 

I got on top of Linda Kay and inserted my dick into her wet pussy, and just fucked her real slow as we talked. 

"Then you had him massage up my leg, he got within an inch away from my pussy, even when I kept telling him to go farther up, but he wouldn’t go all the way." 

"I knew you wanted him once you grabbed his hand and put it on your pussy!" 

"That's when I started getting excited. That is why I moved the sheet out of the way so Jim's hand would be right on my bare pussy. I then knew that he wanted to take this further.

"He relaxed after I told him I wanted him to put a finger inside me. Then, when I told him to lick me, I didn't know what he would do, but he made the right choice."

"He didn't want to leave your pussy, that was for sure," I said. 

"No, he didn't. Now we know why. That's the only thing he knew, but he needs more training on licking pussy, but I knew at that point, there was no turning back!"

"He didn't fight coming to the bedroom," I said. 

"The first time Jim fucked me, right before he came, I could feel his dick get harder and feel his sperm shoot out of him like a rocket! Even through the condom."

I came in her pussy, with her describing the events of the evening. 

"I was excited when I thought he was a virgin! I was disappointed to hear he wasn't. I want him to fuck me without a condom next time! I WILL BE HIS FIRST ON GOING BAREBACK!"

"That was part of the deal." 

"How about having him come over tomorrow?" 

"We have an appointment tomorrow, and Jamie is coming on Tuesday to finish his work." 

"Okay, we'll have Jim back soon."