On Monday afternoon, a text message arrived on Mary's dating app account from Matthew: "Hi Molly, I wanted to propose something to you."

Molly wrote, "Hi Matt, tell me."

"How would you like me to teach you how to deepthroat? With a girlfriend I had a while back, we learned how to eliminate the gag reflex, and then I've practiced it with some girlfriends I've had, and they've learned. You'll be able to swallow all of my cock and Buck's when he can. I assure you, it is one of the best sensations a man can experience, and something a woman can be proud of when she is able to do it."

Molly asked me, "What do you think? I don't know if I can do it. When your cock, or Matt's, reaches the entrance to my throat, I gag and retch. On the other hand, I'd like to be able to do it. I can imagine the look on your face if I swallowed your cock whole."

I replied, "I can imagine it, and my cock tries to get really hard inside the cock cage just thinking about it. The truth is, I'd love it if you could do it. But you decide."

Mary replied to me, "I think I'm going to try."

And she wrote to Matthew, "Okay. I'll give it a try. What do you need to do?"

Matthew: "You need a long, flexible dildo. A rigid vibrator won't do."

Mary: "I don't have one; we'll have to buy one."

Matthew: "And we'll have to connect daily on a call to practice."

Mary: "Okay."

Matthew: "If you agree, every day at 10:00 p.m., starting today if you can get the dildo."

Mary: "Okay. We'll go buy it, and we'll start tonight."

Matthew: "Great. See you tonight."

Mary: "Bye."

Mary looked at me and said, "Well, a new thing for us to enjoy more."

"Yeah," I replied, "I'd love to."

"Shall we go shopping at the shop where we first shopped?"

"Perfect!"

We took the car and drove to the shop where we had bought the starter kit. We parked up and headed for the entrance with a determined step. This time, we were not so clueless; we were looking for something specific.

Even so, when we got to the shelves, we were again a bit hesitant about the huge variety. Finally, we opted for a silicone one that was flexible, quite long, and of a thickness similar to my erect cock. It had the shape of a cock, with a head, grooves and ridges, veins, and testicles at the base. We commented that, even if it was very long, Mary didn't have to swallow it all.

We paid the shop assistant, who was not the same girl as the first time, and returned home.

That night, we lay in bed naked and waited for Matthew's connection through the dating app until he finally called.

"Hi Molly, all set?" said Matthew, addressing only Mary, as usual.

"Hi Matt, all set."

"The first thing you need to do is prepare some electrical tape. Then you have to put the dildo in your mouth as far as you can until it makes you gag. Then you hold the dildo with your fingers against your lips, pull it out, and wrap the tape around the dildo at that point where your fingers are."

Mary did as Matthew instructed. She pushed the dildo in until she started coughing and gagging and marked that position with tape.

Then she replied to Matthew, "I've already done it."

"Good. The technique is as follows: Every day, in the session that we'll have, you insert the dildo until your lips are around the tape. You hold it in for a few seconds, longer each day, and pull it out. After a few seconds, you put it back in, hold it for a few seconds, and pull it out. The next day, you add another round of the tape after the previous one, further away from the tip of the dildo, and you remove the previous day's tape and repeat the exercises again. So, each day, the tape is further away from the tip, and you insert a little more of the dildo and hold it for a little longer. Slowly, your throat gets used to it, and your gagging reflex disappears."

"I see how it works," Mary replied.

"But there's more," Matthew added. "To ease the discomfort and to distract attention away from your head, meanwhile, your pussy also has to be 'active'. You can use your fingers to masturbate, use a vibrator, or you can even ask your husband to use his tongue since his cock is not 'available'," he said jokingly. "Whatever you prefer and whatever gives you the most pleasure. The goal is for you to be aroused and come at the end of the session, so that the excitement of finishing helps your body get used to having something in your throat."

"I'll enjoy it more with Buck, and that way, in addition, he gets to participate as well."

"As you prefer. I'll be happy to have Buck help you get ready to swallow my whole cock this Friday. Whenever you'd like, we'll get started. The best thing to do is to start fondling and getting horny, and let me know when you want to start swallowing the dildo. I'll mark the times for you."

I kept thinking about Matthew's words. I was going to help Mary deep-throat Matthew, to learn how she could better satisfy another man. On the other hand, I thought that, once we learned, we would both enjoy it. As Mary said, it had to be seen as a trainer. Besides, I would enjoy Mary's body and making her orgasm. Trying to put all thoughts out of my head, I turned to caressing Mary's body.

However, as I kissed her, I kept thinking that those juicy, fleshy lips that were pressed against my own lips would be around Matthew's cock on Friday, and if the training worked, probably pressed against his pubis. And that tongue entering my mouth would be licking his cock and possibly his testicles when she took his cock all the way down her throat. These images made me uneasy, envious, and excited at the same time.

Again, I tried to push them aside and simply focus on the physical sensations that the contact with Mary's lovely body gave me.

With my body on top of hers and my knees on either side of her body, I caressed her soft breasts as I kissed her. She caressed my chest, neck, and shoulders. My arousal increased, causing the inevitable attempt at expansion and erection of my cock. As usual, the cock cage cut it radically short and caused me discomfort, pain, and twisted excitement at having to wait until the weekend before I could get a full erection and enter Mary's warm pussy.

Gradually, my mouth descended to her breasts, and my tongue played with her nipples. I nibbled on them and, sucking them, pulled them until they slipped from my lips, eliciting moans of pleasure from Mary. After a while, I continued my journey to her sex. I teased her by running my tongue up the inside of her thighs and down the hollows of her groin, between her thighs and her labia, until she desperately grabbed my head with her hands and guided it until my mouth was on her clitoris.

I pulled my head away and playfully said, "Weren't you going to practice with your mouth and the dildo? You'll have to earn your orgasm."

"You're too good with your mouth, and you turn me on so much, but you're right," she replied, and then, taking the dildo, she said to Matthew, "'Whenever you're ready. I'm ready."

"Okay," Matthew replied. "Start sucking and getting the dildo nice and wet. Imagine it's my cock."

Mary got on with it, toying with the dildo between her lips and licking it all the way around with relish. I watched her from my position between her legs and was sure that, as well as enjoying herself, she was doing it to tease me. Although I thought it was no longer possible, the pressure in the cock cage increased even more as I imagined her lips playing with my cock.

Then Matthew said, "Now put the dildo in slowly until your lips are around the tape and hold it there until I finish counting: 5, 4, 3, 2, 1. You can take it out now."

I heard Mary gag, but because she had it for such a short time, she didn't cough.

After a few seconds, Matthew repeated the sequence, "Put it in again: 5, 4, 3, 2, 1, that's it. If you stick your tongue out at the same time, as if you were trying to lick the whole shaft from underneath, you open up the hole in your throat, and the passage is easier. You can also lick the shaft from underneath, and the man you do it to will go crazy. Let's try it again: 5, 4, 3, 2, 1. You can pull it out."

I watched Mary do it, and when she removed the dildo from her mouth, I slowly licked her pussy to relax her. My hands, meanwhile, caressed her belly, hips, and breasts.

It went on like this for a while. After several attempts, Matthew's countdown started at 6, and, after several times counting down from 6, it started at 7.

Mary gagged less and less, but it was obviously uncomfortable, and, after a while, she said, "My mouth and throat are tired. Let's stop now."

"All right," Matthew replied. "Tomorrow we'll pick it up again. When you clean the dildo, remember to put a tape next to the current one, a little further away from the tip of the dildo, and remove the old tape."

"I will do that," Mary replied.

"Till tomorrow at the same time."

"Till tomorrow."

Mary cut the communication on the app, looked at me, and said, smiling, "Well, we had something to finish, didn't we?"

"Yes," I replied.

I started to lick her clitoris without any restraint. She immediately closed her legs tightly around my head, and before long, even muffled by her thighs, I heard her moan and gasp loudly.

I continued to lick her, my chin soaked by the fluids gushing from her vagina, and after a short time, she squeezed my head more tightly with her hands and thighs, gave a guttural scream, and climaxed.

She stayed still and gradually loosened her grip on me, fortunately, because I was beginning to fear that I might suffocate. However, my rest was short-lived; after a minute or so, her hands again guided my head, which was resting on her thigh, to her sex. I began to lick her again delicately, this time starting at the opening of her vagina and slowly moving up to touch her clitoris. The taste of her vaginal fluids was sweet and fruity, and I spread it across her lips as I flicked my tongue. Her breathing quickened, and she began to stroke my hair with her fingers, this time gently, as if savouring the sensations after the initial rush and release.

I continued for a while, during which she reached several orgasms. Finally, she guided my head to hers with her hands until our bodies were facing each other and kissed me, soft and intense at the same time. She licked my jaw, soaked in her fluids, and kissed me again passionately. Then she looked intensely into my eyes and said, "I love you more than anything."

I don't know how I didn't melt with emotion at that moment. I kissed her back, and we stayed in each other's arms.

My excitement and desperation for an orgasm gradually gave way to a feeling of warmth and tenderness.

During the week, we met online again for Mary to practice with the dildo. Each day, she managed to hold it longer and insert it deeper. We followed the same sequence: we would play and caress each other for a while, then Mary would practice with the dildo according to Matthew's instructions, and then I would make her reach several orgasms.

By Thursday, she had gotten rid of her gag reflex and could put the dildo all the way down her throat, although it still made her gag a little.

When the session with Matthew was over and we were relaxed, she said to me, "I'm so glad I did it. I can't wait to deep-throat you and make you cum in my throat. I'm sure you're going to love it."

"Yeah, I keep thinking about it. Besides, watching you every day—how you play with the dildo, how you suck it and lick it—turns me on so much."

"Well, tomorrow you will be able to enjoy it."

The next day, like the previous Fridays, we disguised ourselves as Molly and Buck and headed to the motel, where we had arranged to meet again.

After parking, we made our way to the room Matthew had indicated, which was the same as the previous times. Apparently Matthew knew the owner, and he always gave him the same one.

When we walked in, Matthew was already there. He greeted us, saying, "Hi Molly, Hi Buck," walked over to Mary, hugged her tightly, and began kissing her eagerly as he ran his hands over her ass and breasts.

I stood there, looking at them. After a few seconds, he looked at me and, pointing to the closet, said, "I’ve already prepared your bed in there. Close the door so that we have privacy. You will be able to see through the slats in the door."

Although I didn't like his domineering tone, it was what we had agreed to as a condition, so I went into the closet, sat on the bed, and closed the door.

They continued to hug and fondle each other until Matthew said, "Molly, I can't wait any longer to try out your new skill. Let's get naked."

They both undressed, leaving their clothes on the table, and then Matthew guided Mary until they were both in front of the dressing room, where I could see them through the slats, barely half a metre away from me. Matthew was on the left, and Mary was on the right.

Matthew put his hands on Mary's shoulders and pushed her down until she was on her knees on the floor, his partially erect cock in front of her face.

She took his cock in her hand and began to run her tongue along the tip, licking it slowly and running her tongue all around it, like licking ice cream. Slowly, she began to lick down the shaft, running her wet tongue all over the surface, until the whole cock was erect and glistening with her saliva.

Then she opened her mouth and slowly rested her fleshy lips on the head of his cock. She lowered her head and gradually pushed his cock in until it reached the entrance to her throat. Then she stopped and moved her head back up until she had the tip of his cock between her lips, then lowered it back down and pushed it back into the same spot. After doing this a few times, she started to lower her head a little more each time, inserting more of the length of the cock.

The first few times I could see her gagging and choking, but she controlled it and gradually pushed more and more of the cock down her throat. As she had practised, she would stick out her tongue to facilitate penetration. She worked her way down the length of his shaft, withdrawing until she had only her lips around the tip of his cock, and down closer and closer to his pubis.

Finally, she managed to get his cock all the way down her throat, and her lips, stretched around his thick cock, were glued to his pubis.

By then, I was totally aroused and totally desperate, and my cock was fighting against the hard bars of the cock cage. The sight of Mary's naked body was already exciting; the sight of her embracing someone and watching hands groping her made me want her even more; but the sight of her lips wrapped around an erect cock, licking and pleasuring it while my cock was locked, painfully pressed, and bent down, was already insufferable.

I had taken off my clothes and reached for my cock. I had taken hold of the cock cage and was moving it as little as the ring around my testicles would allow, in a futile attempt at masturbation. That partly calmed me down a little, but at the same time it excited me more, stimulating the glans and moving the skin of my member. I tried to pull my hands away and leave them on the bed, but what was in front of me was too exciting, and my hands came back on their own, one grasping the cock cage and the other caressing my testicles.

Mary got into a rhythm and was already withdrawing the head, leaving just the tip, and then sliding the whole cock back down her throat. Matthew, however, wanted to set the pace that satisfied him the most, so he grabbed her head with both hands and began to guide her, speeding up the penetration and also pushing his cock deeper.

This rhythm caused her to choke and gag, but he ignored her discomfort and kept shoving his cock all the way down her throat, each time with increasing speed and momentum, as if he were fucking her face. I could see his erect cock, inches from me, thrusting in and out of Mary's mouth, her lips wrapping around his thick member, and her tongue licking underneath his shaft. After a while, he pushed her head against his body until her lips were fully pressed to his pubis and her tongue was caressing his testicles. He threw his head back, closed his eyes, and stood still as he said, "Arg! I'm cumming! Take my cum down your throat! Straight down into your stomach!"

He held her head pressed tight against his body for a few seconds as his testicles throbbed and injected spurt after spurt of thick cum down Mary's throat.

Finally, she pulled back and pulled away, teary-eyed and coughing, searching for the air that his cock in her throat had interrupted.

He said, "Wow, that was fantastic. I've rarely been deepthroated so well."

She, now recovered, looked at him with an air of satisfaction and pride and replied, "If I set my mind to something, I achieve it."

That was a part of Mary's personality that I liked: her resilience and tenacity to achieve goals, whether in her work or personal life, and whether they were important goals or not. It wasn't about competitiveness, as she was fighting against herself, not against others.

Mary got up, and they both made their way to the bed. They lay facing each other, Matthew facing the dresser and Mary with her back to me, and Matthew began to caress her body. She relaxed and lay on her back, letting him caress her. He slowly brought his hand to her sex and began to caress her clitoris. She closed her eyes and let herself be carried away by the pleasure of his touch. Her breathing gradually quickened, and she began to gasp and moan.

Then he slipped two fingers into her vagina and began to slowly push them in and out, stimulating her G-spot, while his thumb circled her clitoris. It was obvious that she was very wet, as his fingers were getting wetter and wetter each time he came out.

With his other hand, he caressed her breasts, which were very turgid, swollen, and flushed with arousal.

After many minutes of enjoying the sensations, she began to say, "Yes... humm... Yes... keep going like this... humm... I'm going to come... yeah, yeah, yeah, yeah, yeah, yeah, yeah.... Arg." and she came, arching her back and gripping the sheets with clenched hands.

By this time, Matthew had regained his erection; he positioned himself on top of her, pushed her legs apart, placed his cock at the entrance to her vagina, and, with a single thrust, entered her wet opening.

She wrapped her legs around his ass and hugged his back with her hands. He began pumping with impetus, thrusting his thick cock in and out of her vagina. She reached several orgasms, chaining them one after the other and with the first one she had reached with his hands, and after a while, he too climaxed.

I watched with envy and excitement as I watched them, wanting to release the desire that had built up over the week as I watched Mary lick and shove the dildo down her throat. My cock was hard, aching, and unable to reach erection inside the cock cage.

Matthew plopped down next to her, and they both curled up and fell asleep. Seeing them like that, I lay down and closed my eyes.

In the morning, I was woken up by the sound of licking and sucking. I looked over and saw that Matthew was awake, lying on his back, and watching as Mary, kneeling between his legs, had his cock in her mouth and was bobbing her head up and down.

It was clear that Matthew wanted to enjoy Mary's new skill, or maybe he wanted her to practice to improve it even more.

She slowly lowered her head further each time she moved her head down, taking more and more of his cock into her mouth and, at one point, into her throat. Her lips wrapped around his thick member, and her tongue moved around, lubricating and stimulating the underside of his shaft.

When she managed to touch her lips to his pubis, she stayed there for a few seconds before withdrawing. The next few times she repeated this, descending slowly and decisively until her lips wrapped tautly around the base of his cock and her nose flattened against his pubis. She waited a few seconds and then came up again to catch her breath. When she had his cock all the way in, I thought I could see a lump inside her throat.

Matthew was giving her directions, "Like this... Swallow it all down, all the way down your throat.... Stay in there for a while, as long as you can.... I like the feel of your tight throat squeezing my cock.... It's great... And the long run down your mouth and throat until I reach the bottom... Fuck... I'm going to cum... Oh, God... Fuck... Yes... I'm coming... Swallow it all..."

I watched as his testicles and the base of his cock contracted several times and imagined multiple streams of his hot semen flooding down Mary's throat and from there into her stomach.

I began to think about what it must feel like to have Mary's soft, sensual mouth swallowing one's cock all the way down and what it would feel like to have the tip of the cock down one's throat and the whole shaft enveloped in a warm, soft cavity. Thinking about it, my cock, already hard as a rock, and with the usual frustrating fight with the cock cage, got harder and even more sore.

However, I consoled myself that I would soon be free of the cock cage and would be able to enjoy the sensation. As I thought about it, I realised that it must be difficult for Mary to get it, and it must take an effort to feel something down her throat and get the gagging under control. I felt a little selfish, but the desire and frustration of the whole week overrode all other considerations.

When Matthew's cock had finished spurting semen and lost its erection, she lay down on the bed. After relaxing for a few minutes, he got up, took the keys to my cock cage from his trousers pocket, and tossed them to Mary, saying, "Now you two can have fun." Then he went into the bathroom and started showering.

She moved towards me, and she told me, "Come, darling, we're going to have fun now. I can't wait to be with you," and she kissed me. As we kissed, although there was no discernible taste of cum in her mouth, since he had ejaculated down her throat, I thought about how a few minutes ago he had his whole cock in that mouth.

However, I quickly dismissed the idea and focused on enjoying her kisses and caressing her warm body.

We lay on the bed, and she unlocked the lock on my cock cage. My cock quickly expanded, and just the feeling of being able to achieve a full erection was extremely pleasurable.

After a while of kissing and caressing each other, she got on top of me, and, after licking and nibbling my nipples, she moved down until she was laying with her head on my crotch. She said, "Now I'm going to show you what I've learned," and grabbing my cock with her hand, she put her lips over the tip and began to run her tongue in a circle around the head of my cock. I almost reached orgasm with the sensation it gave me.

Then she started to move the head up and down, taking more and more of my cock into her mouth, until I could feel it reaching the entrance to my throat. As she went up and down her tongue, the saliva her mouth produced moistened more and more of the length of my shaft.

Finally, one of the times when she lowered her head, I noticed how, after feeling a certain obstacle, my cock curved slightly and entered a very narrow channel, into her throat. Again, I almost reached orgasm but held back to fully enjoy the sensation. She pushed more and more length of my cock down her throat until, at last, I saw her lips wrapped around the base of my cock, pressed against my pubic hair.

At that moment, Matthew came back from the bathroom and said, "What are you doing? Remember that the agreement we had was that, as long as we were seeing each other, Molly couldn't practice any of the tricks or techniques she learned with me on Buck. Molly, you can't deep-throat Buck."

Mary raised her head, looked at Matthew, and said in confusion, "But...this is like giving a blowjob, but a little deeper. It's nothing new."

Matthew replied firmly, "We all have a body with a mouth, hands, and orifices. By that criteria, there will never be anything new. The secret is in how you use it and the details. Deepthroating is something you've learned this week with me; it's new, and you can't do it to Buck."

Mary was hesitant. She wanted to give me as much pleasure as possible, and I'm sure she wanted to show me her new skill. But I knew she was enjoying these encounters, and I thought again that it must be difficult and uncomfortable for her to take a whole cock down her throat, so I said, "Don't worry, you'll do it to me when we're done with these encounters. And then you can rest your mouth and throat."

She turned her head to me, looked me in the eyes, and said, "You're a wonderful man! I love you!"

The truth is that as soon as I said I was giving up on her deepthroating me, especially after I had tasted it for a few seconds, I had begun to regret my words. But her expression made me forget about it. I loved her passionately, and those looks and expressions of love were worth a thousand orgasms. After all, that was what I was looking for with the cock cage game and the restriction of my orgasms: to exchange many "worthless" and almost monotonous orgasms for really intense moments.

She threw herself ardently into sucking my cock, as if her life depended on it, her tongue licking me and her mouth sucking me with relish. I didn't care how far my cock went in. The pleasure was incommensurable, and I felt very attached to her. In no time, I felt my orgasm approaching.

I warned her, "I'm going to cum!" She continued to lick me, passionately and tenderly at the same time, until I reached climax and began to ejaculate the cum accumulated during the whole week into her mouth. She held still with my cock in her mouth, and as my cock spurted out a stream, I watched as she swallowed it.

I finally finished, and she lay down next to me and hugged me. We spent a while relaxing and caressing each other, and after a while, I noticed how my erection was slowly returning.

I lay on top of her and started kissing and licking her breasts. She was caressing my head as she did so. When I was fully erect, I positioned myself between her legs, rested my cock at the opening of her sex, and pushed in slowly, savouring the warmth and wetness of her vagina. It was something that had always surprised me since we started our games. As the time between penetrations grew longer and the desire increased, the sensation was intense, almost new each time. As if I had forgotten it, or as if I was enjoying something that would take a long time to taste again, so that my senses absorbed every sensation, every stimulation with eagerness, with need.

I started to thrust my cock in and out while kissing her mouth, nibbling on her ears, or just looking at her. She had her legs wrapped around mine and was caressing my chest. I noticed how she reached an orgasm and clung to me tightly. Before long, an intense orgasm shook my whole body. I stopped for a few seconds, abandoning myself to the sensations, and when I noticed that she grabbed my ass with her hands and tried to move, I kept pumping with my hips, bumping pubis against pubis, stimulating her clitoris, until she came several times and we both dropped together.

Slowly, I noticed that Matthew was sitting in the chair watching us, I think with some envy. Although he fucked Mary several times and spent the night in her arms, I think on some occasions he noticed an intensity in our encounters that was lacking with him. On the other hand, it dawned on me that this time Mary had not washed after Matthew had fucked her the night before, and again, like last week, the wetness and fluids I had felt as I entered her were not just vaginal fluids but Matthew's semen.

In any case, I didn't have much time to think about anything, as Matthew said, "Molly, put the cock cage on and give me the key; I have to go."

She put the cock cage on and gave him the key. He said goodbye and left.

We relaxed, and after a while of just enjoying each other's touch, we showered together, washing each other and enjoying the morning relaxation, and went home.

To be continued. Chapter 11. A business trip