On Monday morning, I left for the office while Mary stayed at home to prepare some documents and prepare for meetings later in the day.

 When I returned home in the afternoon, Mary said, "Matthew contacted me this morning to ask me how I liked my date with Thomas. I told him, 'fine, although very intense, even too intense'. He laughed and told me he could imagine. He also asked me if I had ever experimented with anal sex. I told him no, that I disliked the idea, but Matthew encouraged me to try it.

"Matthew sent me a reference to a female-oriented website by sexuality specialists (badgirlsbible.com) that some of his girlfriends had used that explained many aspects of sexuality, including facts about anal sex as well as techniques to provide more pleasure to the partner (orally, vaginally, or anally). I've been reading some of the articles on the website, and I really think I'd be tempted to try anal sex."

 "Are you sure?" I replied, "You thought it was painful and degrading."

 "Yes, but after reading about it, it seems that many women find it pleasurable. Some even reach orgasm that way too. I'm curious to try it."

  "I must confess to you that more than once I have fantasised about how much I would like to fuck you in the ass, but as you have once remarked that it was something you did not like, I had not dared to propose it to you."

 "How respectful you are, Charley, and how much I love you for it!"

 "And now, imprisoned in this cage, I shall have no chance to try it."

 "Well, you shall have your chance next Friday."

 "But are you going to tell Matthew that you will try it?

 "Yes," Mary replied.

 "But then he'll say it's something you've learned with him, and I can't do it as long as we have these encounters, like he said about the deepthroat. He'll be the first man to fuck your ass."

 "Well, actually, the first one in my ass will be the anal plug we bought in the kit, or even some more plugs, because it is convenient to use several of increasing sizes. I've read that it's good to get used to and train your sphincter by keeping something in it before having anal sex. Also, as it happens the first few times you have vaginal sex, it can be a bit uncomfortable. I'll get used to it with him, and then we can enjoy it together without discomfort. Don't worry. Sometimes too much importance is placed on virginity."

And Mary added, with a smile, "It seems odd that I have to remind you of that, when I'm the one who was raised in a Catholic family."

"You are right, Mary. As always, you analyse situations with great lucidity."

"I think for you men, virginity is almost more important than for women, as a way of 'marking territory', like wolves peeing to mark their hunting ground. But we women are not a territory; we are people."

 "Yeah, maybe that happens to us," I replied thoughtfully, pondering what she had said.

 "Well, I'll tell Matthew I'll give anal sex a try. And if it's okay with you, we can go buy some anal plugs in a different size and lots of lube."

 "Okay."

 "And don't worry. I adore you, and you are the first and only one in my heart. Let's explore some more with Matthew, and then we'll continue exploring on our own and practicing everything we've learned."

 Mary hugged me intensely, and as always, when she expressed her love for me, I felt very much at ease.

 After texting Matthew that Mary had decided to try anal sex the following Friday, we went to the usual sex shop. We picked out two plugs slightly larger than the one we already had, a bottle of lube, and a kit to do an anal wash, somewhat less intrusive than a full enema.

Back home, we cooked a light supper, listened to music for a while, and then went to the bathroom. Mary undressed completely, applied the anal wash by inserting the cannula into her rectum and applying the water, and when she thought she was clean, we went to the bedroom.

There, I undressed as well, and we lay down on the bed. Mary on her back and me on my side. Mary took the smaller anal plug, the first one we bought, applied lubrication, and placed it at the entrance to her anus, between her spread and bent legs. She pushed slowly, but made a face of discomfort.

 She asked me to help her, so I kneeled between her legs, took the anal plug, and started to push slowly against the opening of her anus.

 She said, "I've read that you should try to relax and push a little, like you're sitting on the toilet. I'm going to try that. You push gently."

 I pushed the tip of the plug in a bit and pulled it out, played with it around her anus and around her perineum, and every now and then tried to push it back in. Also, in the position I was in, I had Mary's wonderful pussy just inches from my face, so I gave it some licks.

Little by little, I noticed how her sphincter relaxed, and it became easier and easier to insert a little more of the plug. On the other hand, after more than a week locked in the cock cage, I was very excited, and my cock was as swollen as possible, which was very little, and it was tight against the rigid bars that enclosed it. I couldn't help but wish I could have my cock free and insert it into the soft opening in front of me.

For lack of anything better, I settled for licking her gently, running my tongue along the length of her vaginal lips, and fiddling with the tip of my tongue on her clitoris. Seeing her vagina so close now, I couldn't help but remember how stretched it had been a few days ago, when Thomas had shoved his huge cock all the way in, deep inside Mary.

 It seemed impossible that something so thick could have fit into that opening or that such a great length could fit all the way in. Surely, the elasticity and adaptability of a female vagina were unbelievable. The thought of it, and the thought that next Friday, after two weeks of chastity, I would be able to enjoy that delicious feeling inside her, made me even more aroused, causing me great discomfort in my testicles, due to the ring pulling on them, and in my cock, being bent downwards.

The pain made me lower my attempt at an erection, and, to avoid further agony, I turned my attention back to inserting the plug into Mary's anus as gently as possible.

 After several attempts, adding some lube, stroking and fiddling with her perineum, and occasionally licking her sex, I managed to insert the plug as far as the widest part of the plug without Mary complaining. Then, with a little pressure, the plug, helped by its shape, went all the way in until only the wide base was visible.

 Then I asked Maru, "How does it feel?"

 "It's a strange sensation. It was uncomfortable at first as you tried to get it in, but as I relaxed, the discomfort lessened. Now it's just a weird feeling."

 "I tried to make it as pleasant as possible."

 "And you succeeded," Mary replied with a broad smile. "And I'd like you to keep making it pleasant."

 I needed no further prompting. I licked her pussy with relish, trying to concentrate only on her pleasure to keep my arousal from becoming painful.

 Her vaginal fluids began to flow copiously, and I began to lick them off, pushing my tongue into her pussy and penetrating as deeply as I could. She had a soft, sweet taste that I had always loved.

 "You're fantastic with your tongue, Charley. My pussy is still a little sore from the session with Thomas, but you're making it totally go away."

Encouraged by her words, I continued to attack her sex with my tongue and lips.

She began to moan and gasp louder and louder, mumbling, "Yesssss... Charley... huummm... yessssss... oohhh... huumm... like this."

Finally, she stiffened and climaxed. I lifted my head to enjoy watching her face of pleasure: her eyes closed, lips half-open, nostrils dilated, cheeks flushed, and lips swollen and red. It is always satisfying to watch your partner enjoy you and reach orgasm, whether it is with your mouth, your hand, or your cock.

After enjoying the ecstasy for a while, she gently guided my head with her hand to continue my efforts in her sex.

I continued until she reached several more orgasms.

Then I lay beside her, watching as her rapid breathing gradually slowed, how her chest rose and fell in rhythm with her breathing, how her soft breasts heaved, and how her hard nipples slowly relaxed. I brought my hand to her breast and ran it gently over the entire surface. Grasping and groping her breasts, I desperately wanted to make love to her but was unable to do so, conforming myself only to caressing her.

After a while, she fell asleep, exhausted, and I, after a long time, got my arousal out of my system and was able to fall asleep.

The next day, Mary got up, went to the bathroom, and removed the anal plug. It took her a while to remove it, but she told me she thought she would get used to it.

Over the next few days, every night we repeated the tasks. On Tuesday, we used the smaller plug again, and this time it was much easier for her to insert it. Mary had gotten used to relaxing her sphincter. She also read that you have to push slightly outwards, like when you are pooping, and that also helped.

On Wednesday, we used the middle plug, and on Thursday, we dared to try the bigger plug.

As I pushed it in, I thought that the next night it would be Matthew's cock that would be working its way through that tight channel. Matthew's, not mine, would be the first cock to enjoy penetrating that opening. The first cock to ejaculate streams of cum into Mary's rectum. And I was helping to make that happen. Although Mary had reasoned that it didn't mean anything, something inside the most primitive areas of my brain made me feel uncomfortable. Why should he have this 'privilege'? Wasn't it mine as Mary's husband?

On the other hand, Mary was right, and the more rational part of my brain admitted as much. Sex the first few times could be uncomfortable. Being the first at something didn't give any 'title to property', nor was she a 'property'. And I had had sex before I met Mary, and it didn't dull or affect my love for her. However...

I tried to put all these ideas out of my mind and focus on the present moment. This last plug was the largest, and at its widest part, the diameter could be somewhere between that of my cock and Matthew's, which was a little thicker. As on the previous days, by pushing gently and withdrawing a little, and thanks to Mary having learned to relax and ease its way in, I was able to insert the plug. It made her a little uncomfortable, but once fully inserted, she had no discomfort, except for the usual 'weird feeling', as she described it.

 Like every day, once the anal plug was inserted, my mouth made Mary reach several orgasms.

On Friday, when we got home, as well as turning into Molly and Buck, this time we had additional tasks: applying the anal wash to Mary and, after applying lots of lube, inserting the larger anal plug, to prepare her for her first anal sex. We also took the lubricating gel with us to use at the motel.

As we drove to the motel in the nearby town, it seemed to me that Mary was restless and fidgeting in the seat, so I asked her, "What are you worried about?"

 "I don't know if it will hurt or if I will like anal sex."

 "Well, you don't have any commitment; if you don't feel like it, just say so. I thought you were convinced."

 "So did I. But so far, it's just been an erotic game between the two of us," she replied. "And a very satisfying one at that," she added with a big smile, and she grabbed my arm. "But it will be a real cock going into my ass, not an anal plug, and someone else's, not yours," he continued.

"You know that whatever you think is fine with me," I replied.

"But on the other hand, after reading about it, I'd like to try it. Even more so after you told me that you'd fantasised about it once. I wish you could make that fantasy of yours come true."

"Well, if we both want to try it, let's try it. But if at any time you dislike it or it hurts, say so, and it won't be continued. And Matthew will have to admit it."

"Yeah, don't worry about it."

When we arrived at the motel, we made our way to the room booked by Matthew. After knocking on the door, a smiling Matthew opened it and greeted us. After stepping inside and closing the door, Matthew said to Mary, "Molly, two weeks since last time, I've been looking forward to your arrival." He rushed over to her, wrapped his arms around her, and began kissing her.

After a while, she began to respond to him. I sometimes thought that it was strange that, as soon as they met, without prior conversation or waiting for a while, they both 'got down to business'. But on the other hand, it was clear to both of them that this was not about friendship or love.

As Mary said, it was 'an exercise', 'just sex', and there was no point in pretending otherwise. Like when you get to a gym and start training without entertaining a chat. It was even about preventing it from evolving into another kind of feeling, so better not to talk too much. Besides, as Mary had told me, Matthew didn't have a very bright head, so there weren't many possible topics of conversation with him either. What he did have was stamina and a great body.

As usual, I went into the closet and sat there to watch.

Matthew and Mary were still cuddling, kissing, and caressing each other with increasing intensity and ardor. They both started to take off each other's clothes, and when they were completely naked, they lay down on the bed. After last week's encounter, I again had an erotic show in front of me, and I saw my wife's beautiful naked body and her enjoying herself with another man. My cock was trying to get erect, with the usual maddening failure.

Matthew, lying on top, was passionately sucking on Mary's right breasts while his hand was kneading her left one. She stroked his head and back and kept her eyes closed, enjoying the sensations. Soon, he moved between her legs, spread them apart with his hands, and placed his fully erect cock at the entrance to her pussy. He pushed slowly, but steadily, until he pushed his thick cock all the way into the depths of Mary's vagina. When their pubes touched, she threw back her head, let out a little moan, and hugged Matthew's strong shoulders.

She must have been well lubricated, as she didn't seem to offer any resistance. Despite the orgasms I had given her with my mouth, the desire to feel a cock inside her, along with the caresses and foreplay, had been enough to make her vagina very wet.

Matthew withdrew his cock until only the head was inside Mary and then pushed it back in, a little faster, all the way in, eliciting another moan and shudder from Mary. He repeated his actions, faster and faster and harder and harder. Mary's breasts swayed with his thrusts, and moans escaped from her mouth continuously.

She climaxed quickly, and he continued to fuck her hard, with all the desire that had built up after two weeks without seeing her. She linked one orgasm with another in a continuous plateau of pleasure, where it was impossible to determine when she climaxed and when she climaxed again. Finally, with a final thrust even deeper than the previous ones, he stiffened and ejaculated inside her, further intensifying her continuous train of orgasms. He stayed like that for a long time. I imagined his cock spurting a steady stream of cum into Mary's warm, wet pussy, emptying all the cum accumulated since his last orgasm, which I guessed might have been when he masturbated watching the massive Thomas fucking Mary.

Their breaths relaxed, and they lay cuddled together on the bed. After a long rest, Matthew said, "It's been fantastic. I've spent the whole time since last time thinking about your body and wanting to fuck you. I couldn't hold back. Now that we've got that out of our system, what do you say we move on to the 'main course'? After this first ejaculation, I'll be able to hold out longer and enjoy your ass more. As it's a narrower channel, the friction is greater, and I'll always be able to hold it less than in the pussy. Being the second time, I'll be able to enjoy it longer, and so will you, Molly."

Molly saying, "Okay, let's give it a try. I brought some lube," got up, took it from the bag, and put it on the bedside table.

 Matthew knelt on top of the bed, and he guided Mary so that she was on all fours in front of him, her ass facing him. He began to stroke her back, sliding his hands down her sides until he reached her butt, which he kneaded and rubbed with relish, enjoying the softness of Mary's skin and her elastic buttocks.

Matthew pulled out the anal plug, which Mary still had, saying, "I see you've practised. And you've given yourself an enema too, haven't you?"

"Yes, I wanted to be a little dilated and clean too."

Matthew took the lubricant and poured a small amount onto the fingers of his right hand.

With his left hand, he continued to caress her buttocks as he began to slowly run his lubed fingers up and down the crack of her ass. When he felt she was relaxed and lubed, he rested his middle finger at the entrance to her anus and began to thrust. When she felt his finger enter, Mary gasped but continued as she was.

Matthew very slowly inserted his finger all the way in, and once there, he rotated it several times and then withdrew it almost all the way out. He repeated this several times until he must have noticed her sphincter relaxing more, and then he inserted another finger into Mary's anus. Again, he pushed them all the way in, turned his hand around, and partially withdrew them.

He kept it up for a while and then added a third finger.

After a few minutes, he must have considered that they were both ready. She seemed lubricated and relaxed, and he had a big erection. He applied lubricant to his cock, spread Mary's buttocks apart with his left hand, and said, "Molly, spread your buttocks apart with your hands to dilate the sphincter and make entry easier."

She rested her head and shoulders on the bed, and with her hands, she spread her buttocks apart, just as Matthew had instructed her. She had her face turned towards me, and I could feel her tension. With her beautiful naked body, kneeling, and offering her ass to a man to penetrate her, she was the embodiment of sexuality and submission. I wished with all my soul to be in Matthew's place. The pain of the cage constricting my cock cut off my arousal and my attempt at an erection, instead increasing my desire and desperation.

Matthew held and guided his erect cock into Mary's anus with his right hand, held her buttocks apart with his left hand, and pushed a little. At first, he couldn't penetrate her; the cock slipped, but finally he managed to open the sphincter and push his cock in a little. Mary gasped again but stayed in the same position.

He began to push with his cock, slowly but firmly.

Mary's face scrunched up in pain as the pressure of his cock managed to get the thick glans to overcome the resistance of her sphincter and penetrate the tight canal of her rectum.

 Matthew waited for her to relax and then began to push in another bit of his cock. Each time he pushed a little further in, she winced in discomfort. He stopped every few inches to give her sphincter time to adjust.

 When he penetrated too deeply or too fast, she told him, "Slow down, take it easy."

Gradually, after each stop, the distance between them narrowed, until Matthew's hips were pressed against Mary's buttocks and his cock was fully inside Mary's ass.

 I imagined Mary's tight hole fully stretched and wrapped around Matthew's thick cock.

 Very slowly, he withdrew his cock from her rectum until only the glans were inside. He then spread more lube around his cock and began the penetration again, slowly but steadily. This time, it seemed to me that Mary was less uncomfortable. Again, he penetrated her all the way in, and again, after waiting a few moments for her body to adjust, he withdrew.

 Gradually, his speed and momentum increased, and he began to fuck Mary's ass harder and harder. Apparently Mary's sphincter had relaxed and adapted to this intrusion, and it didn't seem to hurt. She withdrew the hands that were holding her buttocks open and rested them on the bed, getting down on all fours. In that position, Matthew's increasingly hard thrusts against her ass made her plump breasts sway.

This attracted Matthew's attention, who, having established the rhythm and relaxed her sphincter, removed his hands from her hips and brought them to her breasts, grasping them tightly and groping them with delight, using them as a point of grip to continue to keep up the pace of penetration.

Before long, she brought a hand to her crotch and began to stroke her clitoris, whether out of excitement or to lessen any discomfort she might feel. Gradually, her arousal increased. I could see her face flushed and her eyes closed, gasping for breath through her half-open mouth.

She began to moan and gasp, making inarticulate sounds louder and louder as the movements of her hand on her clitoris became faster and more frantic.

At last, she let out a loud animal scream and came in the midst of strong convulsions, then lay motionless for a few moments. I think it was one of the most intense orgasms I had ever seen Mary have in her life. Mary's orgasm clearly triggered Matthew's orgasm, who, with a few strong final thrusts, stuck to her ass and began to ejaculate his cum into her bowels. The first semen she had ever received in her bowels, I thought.

His testicles and cock continued to contract and inject spurts of semen deep inside her ass until he finally rested on her back. She relaxed the left arm that held her on all fours and let herself slide forward, but without removing her hand from her own crotch.

Matthew remained glued to her without removing his hands from her breasts or his cock from her ass. They lay on top of each other, Matthew's muscular body on top of Mary's delicate body. His hands continued to slowly caress her breasts, while she continued to rub her clitoris. Yet another strong orgasm shook Mary's body, so strong that it shook Matthew's heavy body as it crushed her against the bed.

Eventually, they both lay side by side, spooning each other. Mary facing in my direction, and behind her, Matthew, holding her close, his hand grabbing her breast. As had happened to me on previous occasions, it seemed to me that Matthew adopted a possessive attitude towards Mary and looked at me as if to say, 'Look, I've already taken possession of her body and fucked her ass, which you've never done before.'

I didn't know if it was really Matthew's thinking and what he was trying to convey to me, or if it was my own insecurity that made me think that. What I was sure of was that Mary's orgasm had been very, very intense and that she had enjoyed it tremendously. So the experience of anal sex had been very satisfying for her.

 I had been so focused on the exciting scene taking place in front of me that I hadn't noticed how sore my cock was, trying to fight against the cock cage. My cock, in its futile effort to become erect, was pulling hard on my testicles, pulling them away from my body. Reaching the limit of my scrotum, my cock was bending and crushing against the front of the cock cage. After two weeks without an orgasm and bombarded by exciting images and witnessing the orgasm of the others, and in particular Mary, I was totally desperate.

Before long, they relaxed and fell asleep, and fortunately, my arousal subsided as well. The blood drained from my cock, and I too fell asleep.

In the morning, I was awakened by the creaking of the bed. I peered through the slits between the slats of the closet and again saw Mary on her knees, her head resting on the bed and her hands spreading her buttocks apart, while Matthew, kneeling behind her, fucked her asshole.

As she adjusted to having his cock in her rectum and her sphincter relaxed, she brought her hand to her sex and began furiously rubbing her clitoris.

 They were both highly aroused, and sweat glistened on both their skins. Matthew fucked her enthusiastically, moving his hips and thrusting his cock in and out of her anus as if it were a pussy.

 Before long, they both climaxed, first Matthew and soon after Mary.

 They lay down on the bed, and, after resting for a few minutes, Matthew got up, took the key to my cock cage, put it on the bedside table, and went to take a shower.

I quickly left the closet and went over to Mary.

I kissed her and hugged her passionately. I asked her, "How are you?"

She replied, still gasping for breath, "Fine. It was a very strange feeling to have a cock up my ass, but it was very intense. I'm looking forward to doing it with you."

"It didn't hurt?"

"Just a little at first, but with the anal plug preparation, it didn't feel so bad."

"I can't wait to make love to you. Hand me the key."

"Don't you want to wait for me to wash up?"

"No, I don't care. I don't want to wait a second longer. I've been looking forward to being with you and cumming inside you for two weeks. And having to watch you cum and get fucked by Thomas or Matthew."

 "You poor thing. I've been looking forward to being with you too. And to feel your cum spurting inside my vagina... Here's the key."

 With the key, I unlocked the cock cage and removed it, and my aching cock was erect in a few moments.

I lay down on top of Mary and began to kiss her eagerly, like someone lost in the desert who finally finds water and rushes to drink it. I caressed her face and her hair, smelling the sensual scent of her sweaty body.

I fondled her breasts, fiddling with her nipples, and finally I couldn't wait any longer. I placed my cock between the lips of her sex and entered her soft, warm opening. After her last orgasm, her pussy was soaking wet and heavily lubricated. After wanting it for so long, it was a wonderful feeling. I almost had an orgasm as I felt that velvety softness around my shaft and the walls of her vagina enveloping my glans as I penetrated her. I almost reached orgasm when I slipped all the way in and our pubes touched. She wrapped her arms around me and looked up at me with loving eyes. I continued to withdraw my cock and thrust all the way into her vagina until, after several times, I couldn't hold back any longer and burst into an overwhelming orgasm that almost made me dizzy. I felt a copious stream of semen rushing like a torrent down my urethra, shooting out of my cock and forcefully into Mary's cervix. That triggered her orgasm, and she moaned, hugged me tighter, and came as well.

 My cock went on and on, emitting spurts and spurts of cum, all the cum produced and accumulated during the weeks of desire and chastity. It seemed to me that it would never end. Mary, for her part, chained orgasm after orgasm. Every few seconds, it seemed that the new emission of my cum would cause her to have another climax peak.

 This connection and synchronisation were something wonderful for both of us that we had rarely enjoyed before.

Very satisfied, we lay there and cuddled for a few minutes, during which time Matthew came out and began to dress.

I caressed Mary's body, running my fingers gently over her entire surface, contemplating her beauty, and little by little I found myself aroused again and with a strong erection. It had only been a short time, and I knew I would struggle to ejaculate again, but I couldn't get enough of being with her. I asked Mary to get on all fours, and I kneeled behind her. I placed the tip of my cock at the entrance to her vagina, grabbed her hips, and penetrated her again.

 Her pussy was soaking wet, having the fluids she had released and the semen I had ejaculated inside her, so with one thrust, I penetrated her all the way in. I began to fuck her with all my heart. The immense pleasure I had felt just before, instead of satiating me, had made me want her even more. As I thrust my cock in and out of her, my hands caressed her back or moved down to her breasts, which swayed with my thrusts.

Matthew was watching us sit down and commented teasingly, "Buck, I see you've remembered that there are options that are off-limits to you. As long as I keep meeting Molly, that little ass is reserved for me, as is her throat. You'll have to wait to enjoy them."

As Matthew said that, I looked down and noticed the little star that formed Mary's anus. The hole was reddened and slightly open from the recent penetration of Matthew's cock. I watched the opening ooze of cum from the two times Matthew had cum inside her asshole.

The thought of Mary's forbidden opening, which I had never enjoyed and which Matthew had already enjoyed twice, in a strange, twisted way turned me on. Somehow, I wished I could put my cock in her ass, and at the same time, I was turned on by not being able to do so. Unfulfilled desire and imagination are always powerful aphrodisiacs. The rhythm of my hips quickened, and soon I reached orgasm and again ejaculated in Mary's vagina.

 I kept moving until she, too, reached orgasm. Then we lay down on the bed.

 Matthew told me to put the cock cage on, took the key, and left.

 After some time cuddling, we got up, showered together, enjoying each other's bodies as we soaped each other up, and went home.

To be continued. Chapter 13. Visit to the piercing shop