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ddies explained escorting to her, she knew she wanted to do it. Not just for the money, although that was terrific, but because the thought of fucking so many men made her crazy with lust.</p><p id="2ccf">Jenna told us she loved working for The Agency. They protected her and set up the hotel rooms and all the appointments. The higher pricing ensured that her clients were usually older, which wasn’t only safer for the escorts but also fed right into Jenna’s “Daddy” kink.</p><p id="8b2b">After we finished dinner, we sat in the living room, chatting and drinking wine. Eventually, Sarah stood and took Jenna’s hand. “I think it’s time we go to the bedroom, don’t you, Jenna?”</p><p id="c1d0">“You’re ready, right Dave?” Jenna asked with a giggle.</p><p id="6de7">I stood up so quickly that I almost lost my balance. The women laughed and walked back to our bedroom. I followed behind, watching both beautiful bottoms as they led the way.</p><p id="e904">Once inside, Sarah sat on the bed and Jenna pulled me to her. She kissed me deeply on the lips. We glanced over at Sarah, whose smile was even wider than it had been. Jenna then held me even closer, and we kissed again. She looked into my eyes and told me, “I’ve been talking it over with Sarah and I know how we should handle this. Will you follow my lead?” She then whispered in my ear, “Don’t worry, you’ll get the chance to show her just how hard you can fuck me, but we need to ease her in slowly.”</p><p id="2cdf">“Of course. I will follow your lead, Mistress,” I laughed. Not only did the idea of Jenna running the show sound hot, but the rational part of me also understood that Jenna, although much younger than I, had much more experience in kinky matters.</p><p id="0872">Jenna got a very serious look in her eye when she said, “I’m not your Mistress. All I am to you is a fucktoy, remember that. Sarah is your love. Make sure she sees that. But for now…”</p><p id="8d51">Jenna resumed kissing me. As we began to make out more passionately, I saw Sarah watching intently. Jenna began to open the buttons on my shirt and kissed my exposed chest. Sarah couldn’t stop looking at us. As I made eye contact with my wife, I told her, “I love you so much. I’m such a lucky man.”</p><p id="e311">“Yes, you are,” Sarah replied.</p><p id="09d3">“I think you might be the luckiest guy I’ve ever met,” Jenna laughed. She tore my shirt off. I started to lift her thin t-shirt, but the young woman stopped me. “Not yet,” she whispered, “let me take care of you first.” Then she unbuckled my belt. She opened the top button and pulled down my zipper. The escort lowered to her knees and pulled my pants down as well. I stepped out of them leaving me standing in only my briefs. My raging hard-on was clearly visible through the thin fabric.</p><p id="80a4">Jenna, on her knees, turned to Sarah to make absolutely sure that my wife was OK. She told her, “I’m going to suck your husband’s cock now.”</p><p id="3441">“Please do,” Sarah smiled.</p><p id="583f">Seeing only happiness on Sarah’s face, Jenna slowly pulled down my briefs. She took my hard cock in her hand, and with one last glance at my wife, she took my cockhead into her mouth.</p><p id="cf70">I looked at Sarah and saw that she wasn’t watching my face, she was intent on watching the blowjob. Jenna dropped her hands and began to deep-throat me slowly pressing her face fully into my pelvis when she swallowed me completely.</p><p id="4951">“Oh my God,” Sarah gasped, “how can you do that?” She couldn’t take more than a few inches without choking.</p><p id="b795">Briefly coming off my cock, Jenna said, “I can teach you over the weekend.” She thrust my shaft down her throat again.</p><p id="6fab">“The weekend?” I gulped.</p><p id="ff23">“Of course,” Sarah said, “one night would never be enough.”</p><p id="b236">“I better take the other half of that pill,” I joked, but meaning it.</p><p id="b69e">“Do you have another?” Jenna giggled, “You might need that too.” Then she drove herself back onto my cock. I felt her tongue lick my balls as the young woman deep-throated my shaft.</p><p id="9d4f">Jenna put on a show for my wife, showing her just how skillfully a professional can suck a cock. Plenty of deep-throating, licking up and down my shaft, suckling my balls one at a time as she stroked me, Jenna performed her magic on me for a few minutes as she and Sarah held a lingering gaze. After another moment, Jenna made eye contact with me, came off my cock, and said, “Show her how you face-fuck me.”</p><p id="2388">“Oh Dave,” I heard Sarah moan. I looked over, worried that she was upset. But instead, she must have been very aroused, because she looked into my eyes and told me, “Face-fuck her, Dave. I want to see it.”</p><p id="65f6">I needed no more encouragement. I slid my right hand under Jenna’s hair and gathered the silky red locks in my hand. Taking a firm grip, I pulled her head onto my cock until she was pressed against my pelvis. Holding her head steady with the makeshift ponytail, I began to thrust my hips back and forth to fuck the younger woman’s mouth. Jenna, of course, took the face-fucking with ease, accepting my thick rod in her throat every time I would drive my cock balls-deep. After a few thrusts, I pulled out to leave the gorgeous young escort gasping for air as saliva dripped down her chin. After she caught her breath, I impaled her face once again and resumed the vigorous face-fuck.</p><p id="1f14">Sarah suddenly spoke up. “Jenna, can you do the position where you lay on your back?”</p><p id="4c11">Jenna gently pushed on my thighs, so I released her and she pulled off of my cock. I still had her hair gripped in my hand, so I made a show of pulling Jenna to her feet. In reality, she stood up on her own as I held her ponytail, but it still looked pretty hot and submissive. I released her and she shook her hair out. She

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turned to Sarah while peeling off her top.</p><p id="6dfd">“Of course, Sarah,” Jenna said. “Do you mind if I take off my top?”</p><p id="daaf">Seeing that Jenna’s t-shirt was soaking with drool from the face-fucking, Sarah replied, “Oh my, yes please. Take it off.” My wife seemed very interested in seeing the younger woman’s body.</p><p id="1021">Jenna peeled off her top, revealing her bra-less B-cups. Her piercings sparkled. Sarah was fascinated by the jewelry penetrating the redhead’s erect nipples. “You are so beautiful,” my wife said.</p><p id="ec9c">Jenna lay down on her back next to Sarah and hung her head over the edge of the mattress. My wife delicately touched the young woman’s piercing. I came to the bed and stood by Jenna’s head. I kissed Sarah passionately, and then put one foot up onto the bed between Sarah’s legs, under her sundress, and pressed against her cloth-covered pussy. I fed my cock into Jenna’s mouth as my wife watched and gently tweaked the escort’s nipples.</p><p id="01fa">Holding the back of Jenna’s head, I resumed pumping her throat. Each thrust caused my foot to press harder into Sarah’s crotch, causing her to get wetter and wetter. Sarah was mesmerized by the sight, and moved her hand from the escort’s nipple piercing to her neck.</p><p id="f6b6">“I can feel it when your cock stretches her throat, Dave,” Sarah sighed, “that is so hot.”</p><p id="d5f6">The sheer eroticism of the entire situation coupled with Jenna’s tight throat clamping onto my cockhead caused me to hit the edge with staggering speed. I could barely warn Jenna in time, “Oh fuck, I’m about to cum!” I groaned.</p><p id="79b5">Jenna pushed me back so I came out of her mouth and she stroked me with her hand. With just two pumps, I erupted all over the young woman’s face and chest. Ropes of sticky, white cum covered her face and began to drip down to the floor. Sarah quickly jumped up and grabbed a small towel. As I backed away, my wife cleaned my semen from my lover’s face and tits. Once all the cum had been wiped away, we helped Jenna get up.</p><p id="2a69">The young woman stood and kissed me gently on the lips. “Thank you, Dave,” she said. Then she turned and kissed Sarah as well. “Thank you, too, Sarah. Now I am going to my room to get cleaned up and get some rest. You two should talk a little bit about what just happened. And what you want to happen tomorrow,” she said with a huge smile on her face. With a last peck on Sarah’s cheek, Jenna grabbed her spit-soaked t-shirt and left the room. “See you in the morning,” she called as she walked down the hall.</p><p id="13c4">As soon as the door closed behind her Sarah pulled me to her and we kissed passionately. I broke the kiss and pushed her onto the bed.</p><p id="09cd">“Jenna’s right,” I said, “we do need to talk. But first…” I fell to my knees and crawled under my wife’s sundress to reach her soaking pussy. I pulled her drenched panties to one side and began to gently kiss her lips.</p><p id="8b6e">“Now is not the time for ‘gentle’, Dave,” she said, as she pulled my head into her folds. I took her at her word and vigorously licked her clit as I inserted two fingers to find her G-spot. I licked and sucked, thrusting and hooking my fingers for only a few moments when my gorgeous wife exploded in an orgasm. She drenched me more than she ever had before, even when she was much younger. I kept up my motion through her first orgasm, bringing her close to another. As soon as I asked, “Did you like seeing Jenna suck my cock?” Sarah exploded again.</p><p id="91cb">This time I allowed her to slowly descend from her peak and finally rejoin me here on Planet Earth. I came out from underneath her dress to hold her in my arms. We lay together and talked.</p><p id="6df5">“So, was that what you were hoping for?” I asked her.</p><p id="7c6d">“Better,” Sarah replied, “I thought I might be jealous when I actually saw you with her, but it was so much more arousing than just the stories and pictures.”</p><p id="1174">“Do you think you want more? I know you said something about the weekend,” I said.</p><p id="20b7">“I do want more,” my wife said. Shyly, she continued, “I want to watch you fuck her. And I already paid her for the weekend anyway.”</p><p id="b4a0">“Do I want to know how much this is costing me?” I laughed.</p><p id="2978">“Since you’re taking us both shopping tomorrow, it’s going to cost you even more!”</p><p id="06aa">Stayed tuned for the rest of the weekend coming up.</p><p id="b564">Meet Jaime, a young lady who gets an education from an unlikely teacher:</p><div id="8f87" class="link-block"> <a href="https://link.medium.com/68Hzezd50yb"> <div> <div> <h2>Jamie's Lesson 1</h2> <div><h3>After my divorce, I tried those online dating apps with reasonable success. But I hit the jackpot with Megan. She and I…</h3></div> <div><p>link.medium.com</p></div> </div> <div> <div style="background-image: url(https://miro.readmedium.com/v2/resize:fit:320/0*8rtcwR0OgEyOsdEf)"></div> </div> </div> </a> </div><p id="dc14">A different escort story:</p><div id="0ffa" class="link-block"> <a href="https://link.medium.com/cSnRE8Nk1yb"> <div> <div> <h2>The Professional</h2> <div><h3>She approached me out of the blue at the bar in the casino. "Hi handsome, are you going to buy me a drink or what?" she…</h3></div> <div><p>link.medium.com</p></div> </div> <div> <div style="background-image: url(https://miro.readmedium.com/v2/resize:fit:320/0*ogYN7wDWD1fWSsPW)"></div> </div> </div> </a> </div></article></body>

Photo by Dainis Graveris on Unsplash

The Client 6–1

The Weekend My Wife Met Jenna — 1

On Friday night, my wife watched me fuck Jenna’s mouth.

I kissed my wife as she sat on Jenna’s face. The redhead lay on her back on our marital bed, servicing Sarah as I plunged my cock into Jenna’s tightness. Since the escort was “off the clock” and we had all received clean STI screenings, I was taking the young woman bare-back.

“Dave, Jenna,” my beautiful wife cried out, “I’m cumming again. It’s happening agaarrrrghh!” Her words became incomprehensible as a powerful orgasm rocked through her body. Jenna’s moans were muffled by my wife’s bottom.

When she stopped shivering, Sarah rolled to the side and kissed Jenna, tasting herself on the younger woman’s lips. “Thank you,” she told her new lover, “That was incredible.” Then she looked at me and said, “Fuck her, baby. Give her that thick cock!”

“Yeah, Dave,” Jenna said, “give it to me.”

“I love you,” I told Sarah and returned to pounding into the tight pussy of a woman half my age. What a way to end a weekend.

I still can’t believe how much our lives have changed in the last few months. My wife discovered her cuckquean kink because she caught me visiting escorts. She forgave my infidelity mostly because of all the orgasms she was now having, but multiple trips to Louis Vuitton and much discussion didn’t hurt, either. With her new-found interest in sex, she suddenly understood how hurtful it had been when she cut me off. And, of course, I had come clean as soon as she confronted me with her intelligence report, short-circuiting her anger and triggering her lust instead.

I did feel guilty about cheating in the first place and realized it was only a bizarre twist of fate that my situation didn’t end in disaster. All I could do about that was be better in the future and not keep secrets from Sarah. It wasn’t that difficult since the only secret that I had been keeping was about the escorts and now that was out.

Of course, since Sarah had suddenly become very sexual, I didn’t need the escorts anymore. But she still needed me to see them, so now it was going to be Sarah telling me when she wanted me to have some extracurricular fun. She had plenty of plans, too, starting with Jenna. Oh, the sacrifices we make for our spouses.

I didn’t have Jenna’s phone number, only Sarah did. My wife had made all the arrangements for our upcoming tryst with the delightful young escort. I loved how invested she was becoming in our sex lives and was happy to allow her control over the situation. I was even happier when I arrived home from work on a Friday evening to find a strange car in the driveway.

As I entered the house, I heard laughter from down the hallway. I put down my briefcase, took off my shoes, and went to investigate. I heard Sarah’s voice clearly saying, “…and this is the Louis Vuitton he bought me after he was with you, but before I found out about it.”

I entered our bedroom to find my lovely wife showing off her purses to the gorgeous young woman, Jenna. I had known the escort would be coming sometime, but Sarah hadn’t told me it was tonight. Jenna was impressed by the collection of Louis Vuitton, Chanel, and Birkin pocketbooks, and was inspecting one of the guilty presents I had purchased for my wife when I was cheating.

“Hello,” I said as I approached Sarah to kiss her, “how are you? And it’s lovely to see you again, Jenna.” Looking at Sarah, I could see she was already feeling turned on. I wondered what happened before I got home. I was very happy that I had taken half of a pill this morning because it seemed like I was going to need it.

But the ladies were going to make me wait. After Jenna put down the purse, both women left the bedroom. I meekly followed.

“Dave, we’re having salmon for dinner. Could you get a nice Chardonnay from the cellar?” Sarah asked me as they entered the kitchen.

“A wine cellar? Wow, you must be well-off,” Jenna said with a smile. ”Dave, you just got much hotter!”

“Oh, his wallet is one of his best features!” Sarah joked. Both ladies were giggling as I went to get the wine.

I returned to find them preparing the evening meal, chatting away like lifelong friends. Seeing my wife so happy brought joy to my heart. Seeing Jenna in her tight t-shirt and short skirt brought blood flow to my cock. Again, I was amazed by what had happened to Sarah and me recently and how different our lives had become.

We chatted and drank, eventually sitting down to a wonderful meal. Jenna told us the story of her life over dinner. We learned about her hopes to become a fashion designer, her family life, and how she became a sex worker.

She was very close to her parents and saw them often. They didn’t know what she did, but she did think they would be understanding if they ever found out.

Jenna told us how she had always been extremely sexual, so much so that, since she was terrified of getting pregnant but also unable to resist her high-school boyfriend, she had been anal-only with him for the first few years of her sex life. Which explained how she took me in her ass so easily, and enjoyed it so much.

Her college tuition bills drove her first to explore being a sugar baby. She discovered that she loved it. Having sex for money with older men made her incredibly horny. When one of her sugar daddies explained escorting to her, she knew she wanted to do it. Not just for the money, although that was terrific, but because the thought of fucking so many men made her crazy with lust.

Jenna told us she loved working for The Agency. They protected her and set up the hotel rooms and all the appointments. The higher pricing ensured that her clients were usually older, which wasn’t only safer for the escorts but also fed right into Jenna’s “Daddy” kink.

After we finished dinner, we sat in the living room, chatting and drinking wine. Eventually, Sarah stood and took Jenna’s hand. “I think it’s time we go to the bedroom, don’t you, Jenna?”

“You’re ready, right Dave?” Jenna asked with a giggle.

I stood up so quickly that I almost lost my balance. The women laughed and walked back to our bedroom. I followed behind, watching both beautiful bottoms as they led the way.

Once inside, Sarah sat on the bed and Jenna pulled me to her. She kissed me deeply on the lips. We glanced over at Sarah, whose smile was even wider than it had been. Jenna then held me even closer, and we kissed again. She looked into my eyes and told me, “I’ve been talking it over with Sarah and I know how we should handle this. Will you follow my lead?” She then whispered in my ear, “Don’t worry, you’ll get the chance to show her just how hard you can fuck me, but we need to ease her in slowly.”

“Of course. I will follow your lead, Mistress,” I laughed. Not only did the idea of Jenna running the show sound hot, but the rational part of me also understood that Jenna, although much younger than I, had much more experience in kinky matters.

Jenna got a very serious look in her eye when she said, “I’m not your Mistress. All I am to you is a fucktoy, remember that. Sarah is your love. Make sure she sees that. But for now…”

Jenna resumed kissing me. As we began to make out more passionately, I saw Sarah watching intently. Jenna began to open the buttons on my shirt and kissed my exposed chest. Sarah couldn’t stop looking at us. As I made eye contact with my wife, I told her, “I love you so much. I’m such a lucky man.”

“Yes, you are,” Sarah replied.

“I think you might be the luckiest guy I’ve ever met,” Jenna laughed. She tore my shirt off. I started to lift her thin t-shirt, but the young woman stopped me. “Not yet,” she whispered, “let me take care of you first.” Then she unbuckled my belt. She opened the top button and pulled down my zipper. The escort lowered to her knees and pulled my pants down as well. I stepped out of them leaving me standing in only my briefs. My raging hard-on was clearly visible through the thin fabric.

Jenna, on her knees, turned to Sarah to make absolutely sure that my wife was OK. She told her, “I’m going to suck your husband’s cock now.”

“Please do,” Sarah smiled.

Seeing only happiness on Sarah’s face, Jenna slowly pulled down my briefs. She took my hard cock in her hand, and with one last glance at my wife, she took my cockhead into her mouth.

I looked at Sarah and saw that she wasn’t watching my face, she was intent on watching the blowjob. Jenna dropped her hands and began to deep-throat me slowly pressing her face fully into my pelvis when she swallowed me completely.

“Oh my God,” Sarah gasped, “how can you do that?” She couldn’t take more than a few inches without choking.

Briefly coming off my cock, Jenna said, “I can teach you over the weekend.” She thrust my shaft down her throat again.

“The weekend?” I gulped.

“Of course,” Sarah said, “one night would never be enough.”

“I better take the other half of that pill,” I joked, but meaning it.

“Do you have another?” Jenna giggled, “You might need that too.” Then she drove herself back onto my cock. I felt her tongue lick my balls as the young woman deep-throated my shaft.

Jenna put on a show for my wife, showing her just how skillfully a professional can suck a cock. Plenty of deep-throating, licking up and down my shaft, suckling my balls one at a time as she stroked me, Jenna performed her magic on me for a few minutes as she and Sarah held a lingering gaze. After another moment, Jenna made eye contact with me, came off my cock, and said, “Show her how you face-fuck me.”

“Oh Dave,” I heard Sarah moan. I looked over, worried that she was upset. But instead, she must have been very aroused, because she looked into my eyes and told me, “Face-fuck her, Dave. I want to see it.”

I needed no more encouragement. I slid my right hand under Jenna’s hair and gathered the silky red locks in my hand. Taking a firm grip, I pulled her head onto my cock until she was pressed against my pelvis. Holding her head steady with the makeshift ponytail, I began to thrust my hips back and forth to fuck the younger woman’s mouth. Jenna, of course, took the face-fucking with ease, accepting my thick rod in her throat every time I would drive my cock balls-deep. After a few thrusts, I pulled out to leave the gorgeous young escort gasping for air as saliva dripped down her chin. After she caught her breath, I impaled her face once again and resumed the vigorous face-fuck.

Sarah suddenly spoke up. “Jenna, can you do the position where you lay on your back?”

Jenna gently pushed on my thighs, so I released her and she pulled off of my cock. I still had her hair gripped in my hand, so I made a show of pulling Jenna to her feet. In reality, she stood up on her own as I held her ponytail, but it still looked pretty hot and submissive. I released her and she shook her hair out. She turned to Sarah while peeling off her top.

“Of course, Sarah,” Jenna said. “Do you mind if I take off my top?”

Seeing that Jenna’s t-shirt was soaking with drool from the face-fucking, Sarah replied, “Oh my, yes please. Take it off.” My wife seemed very interested in seeing the younger woman’s body.

Jenna peeled off her top, revealing her bra-less B-cups. Her piercings sparkled. Sarah was fascinated by the jewelry penetrating the redhead’s erect nipples. “You are so beautiful,” my wife said.

Jenna lay down on her back next to Sarah and hung her head over the edge of the mattress. My wife delicately touched the young woman’s piercing. I came to the bed and stood by Jenna’s head. I kissed Sarah passionately, and then put one foot up onto the bed between Sarah’s legs, under her sundress, and pressed against her cloth-covered pussy. I fed my cock into Jenna’s mouth as my wife watched and gently tweaked the escort’s nipples.

Holding the back of Jenna’s head, I resumed pumping her throat. Each thrust caused my foot to press harder into Sarah’s crotch, causing her to get wetter and wetter. Sarah was mesmerized by the sight, and moved her hand from the escort’s nipple piercing to her neck.

“I can feel it when your cock stretches her throat, Dave,” Sarah sighed, “that is so hot.”

The sheer eroticism of the entire situation coupled with Jenna’s tight throat clamping onto my cockhead caused me to hit the edge with staggering speed. I could barely warn Jenna in time, “Oh fuck, I’m about to cum!” I groaned.

Jenna pushed me back so I came out of her mouth and she stroked me with her hand. With just two pumps, I erupted all over the young woman’s face and chest. Ropes of sticky, white cum covered her face and began to drip down to the floor. Sarah quickly jumped up and grabbed a small towel. As I backed away, my wife cleaned my semen from my lover’s face and tits. Once all the cum had been wiped away, we helped Jenna get up.

The young woman stood and kissed me gently on the lips. “Thank you, Dave,” she said. Then she turned and kissed Sarah as well. “Thank you, too, Sarah. Now I am going to my room to get cleaned up and get some rest. You two should talk a little bit about what just happened. And what you want to happen tomorrow,” she said with a huge smile on her face. With a last peck on Sarah’s cheek, Jenna grabbed her spit-soaked t-shirt and left the room. “See you in the morning,” she called as she walked down the hall.

As soon as the door closed behind her Sarah pulled me to her and we kissed passionately. I broke the kiss and pushed her onto the bed.

“Jenna’s right,” I said, “we do need to talk. But first…” I fell to my knees and crawled under my wife’s sundress to reach her soaking pussy. I pulled her drenched panties to one side and began to gently kiss her lips.

“Now is not the time for ‘gentle’, Dave,” she said, as she pulled my head into her folds. I took her at her word and vigorously licked her clit as I inserted two fingers to find her G-spot. I licked and sucked, thrusting and hooking my fingers for only a few moments when my gorgeous wife exploded in an orgasm. She drenched me more than she ever had before, even when she was much younger. I kept up my motion through her first orgasm, bringing her close to another. As soon as I asked, “Did you like seeing Jenna suck my cock?” Sarah exploded again.

This time I allowed her to slowly descend from her peak and finally rejoin me here on Planet Earth. I came out from underneath her dress to hold her in my arms. We lay together and talked.

“So, was that what you were hoping for?” I asked her.

“Better,” Sarah replied, “I thought I might be jealous when I actually saw you with her, but it was so much more arousing than just the stories and pictures.”

“Do you think you want more? I know you said something about the weekend,” I said.

“I do want more,” my wife said. Shyly, she continued, “I want to watch you fuck her. And I already paid her for the weekend anyway.”

“Do I want to know how much this is costing me?” I laughed.

“Since you’re taking us both shopping tomorrow, it’s going to cost you even more!”

Stayed tuned for the rest of the weekend coming up.

Meet Jaime, a young lady who gets an education from an unlikely teacher:

A different escort story:

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