On the Tip of the Tongue [best friend] [cuck’s perspective]

FREE CUCKOLD PORN VIDEOS

It all began a few years ago, and this is where the story starts. There’s a bit of a lengthy background, but I believe it’s necessary, and I’m sure it will be worth the read.

Text here. Visuals inside.
Free cuckold community
Sign up now!

I’m married to an incredible woman named Sharon—beautiful, stunning, sexy, and wonderfully innocent. Our journey together has been anything but ordinary.

We met during our time in the high school , introduced by a mutual friend named Or, who worked with Sharon as a waiter at the time. I’ll come back to him later. It wasn’t love at first sight, but there was an undeniable connection between us. We started dating, and it turned out that both of us were virgins. However, Sharon was determined to wait until marriage, and I respected her decision, never pushing her beyond her comfort zone. After about three months, I tried to persuade her to explore intimacy in other ways aka- oral sex, but it became clear that she wasn’t ready. So, for two years, we dated, relying my right hand and patience, until we finally got married.

I had high hopes for our wedding night, but as they say, the greater the expectation, the greater the disappointment. Our attempts at consummating the marriage were met with pain and frustration. No matter how gently we tried, it hurt her too much, and I couldn’t penetrate. We tried again the next day, and the day after that, but the result was always the same: tears, frustration, and a growing sense of helplessness. After a week of trying, the more I pushed, the more she seemed to shut down. I suggested seeing a doctor, but she refused, uncomfortable with the idea of anyone will touch her down there — apparently even me. It became clear to me that the issue was as much psychological as it was physical.

I tried to be patient and gentle, but after another month of struggle, I proposed sex therapy as a way to start addressing the problem. After many difficult conversations, she reluctantly agreed.

Therapy was challenging. We discovered that Sharon had vaginismus, a condition that made penetration painfully difficult, often rooted in psychological barriers. For her, it was a combination of physical and emotional factors. Thus began a grueling year and a half of treatment. The therapy didn’t completely erase her struggles, but by the end of it, we were able to have successful intercourse. Over time, she even began to enjoy it and, on occasion, reached climax during sex—something she had previously only experienced on her own.

There was another layer to my longing—something that felt like a missing piece in our intimacy: oral sex. I had never experienced a blowjob, and it became a growing desire for me. Sharon, however, was adamant that she couldn’t bring herself to do it. She would tell me she understood my desire and even wished she could fulfill it, but the thought of putting a penis in her mouth made her feel nauseous. It wasn’t just a reluctance; it was a visceral reaction she couldn’t overcome.

Over time, this unfulfilled desire turned into an obsession. I thought about it constantly. Once, in a moment of desperation, I even tried to give myself oral sex, only to realize I wasn’t nearly flexible enough. If before the wedding I was so eager to have sex, then the desire for a good blowjob that might even end in climax (in the mouth) was significantly greater. During every sexual encounter, I fantasized about it. When I masturbated, I only sought out videos of blowjobs. No matter how much I tried to convince or beg Sharon, the answer was always the same: no. The more I realized it would never happen with her, the more I craved it.

Around our fourth year of marriage, after yet another attempt to persuade her, Sharon surprised me. She told me she would allow me to go to a prostitute to get a blowjob. It was a shocking offer, and I immediately refused. The idea of paying for that felt wrong to me, and I couldn’t imagine cheating on her, even with her permission. Beyond that, there was something deeper: it wasn’t just about the act itself. I wanted her, my wife, to be the one to share that experience with me—not a stranger, and certainly not for money.

In that moment, I think I finally understood just how difficult this was for her. The fact that she was willing to let me seek it elsewhere, despite her own discomfort, showed me how much she struggled with the idea. It wasn’t that she didn’t care about my desires; it was that this particular act was something she simply couldn’t bring herself to do. It was a painful realization, but it also deepened my empathy for her.

As my 30th birthday approached, I couldn’t help but hold onto a sliver of hope. Maybe, just maybe, Sharon would give me the gift I had always wanted for all these years. I didn’t need to drop hints—she knew exactly what I wanted most. It was just a matter of finding the right moment to bring it up. I waited patiently, biding my time.

That moment came one evening when our sex was more successful than than usual. After Sharon climaxed, while I was penetrating her in her favorite position—doggy style—I decided to take a chance. Between breaths, I asked her if there was any possibility she might give me a blowjob  for my birthday. She paused, thinking for a few moments, and then, between moans, she said something that sent a jolt of excitement through me: "This way, I’m ready to to suck your cock!"

Her words hit me like a tidal wave. I climaxed almost instantly  filling her with my seeds. overwhelmed by the sheer possibility of it. We stayed like that for a while, wrapped in the aftermath of the moment, before finally calming down.

Later, as we lay together, I asked her what she had meant by "this way." She explained that oral sex had always been something she found deeply aversive. She never imagined she could bring herself to do it, not even for me, her husband. But in that particular moment, after she had already climaxed and was super aroused, while I was penetrating her from behind, something shifted. She felt a sense of openness, a willingness she hadn’t experienced before. In that state, the idea didn’t seem as disgusting to her as it always had.I was so excited I kissed her, and we fell asleep in each other's arms.

The next evening, I initiated sex again, hoping that today would be the day I had been waiting for. To my surprise, she went along with me (we rarely had sex two days in a row). We started with missionary – that’s the only way she can climax, and after she climaxed, I asked her if she could give me oral sex? She said not yet; she wasn’t aroused enough and asked me to penetrate her from behind. She lay on her side, and I penetrated her from behind while I was also on my side, and just waiting for the OK from her to give me a blowjob. After two minutes of penetration, as her sounds of pleasure grew louder, she told me that yes, she now thought she could.

Quickly, I pulled out and waited like crazy. She sat up and moved towards my penis, which was standing like it had never stood before, tense and shiny from her fluids. She held the base of my penis and brought her mouth closer (everything felt in slow motion, and maybe it really was slow?!) When she was really close, she opened her mouth, looked at me, and suddenly burst into half tears and said she couldn’t. The whole atmosphere collapsed in an instant (and so did my erection). With tears of frustration in her eyes, I got up to her and asked her what happened?

She said that during penetration, she was sure she would succeed, and there was even a small part of her that wanted to give me a blowjob, but as soon as I pulled out, everything changed, especially when she saw my penis shiny from her fluids; it disgust even more. During the penetration, everything was fine.

In the following weeks, we tried a few more times, and every time it was the same story: as long as I was penetrating, she wanted to, but the moment I stopped, it disappeared. We even tried a vibrator to try to maintain the feeling of penetration, but apparently, she wasn’t built for vibrators – it vibrated too hard for her, was too cold, and really didn’t provide the desired effect – so that was ruled out.

After about a month of creative attempts that all failed, she concluded that "only while someone, and not something, penetrates me  I’m able to give you a blowjob." I don’t know who had the light bulb moment first, but the understanding settled between us that only if another person penetrated her would she be able to give me a blowjob at the same time. She asked me if I would accept that someone else penetrated her so she could give me a blowjob? If that was what I wanted? I told her that I wanted it so much that I thought yes, but it depended on many things. "Would you agree to something like that?" i asked, She thought for a few seconds and said she knew how much I wanted it and that she really wanted to give it to me, so yes, she thought she would be able to do it; besides, it was a bit of a fantasy of hers, she added with a wink.

In the following days we played with the idea, we started talking about it and planning how things would be, what each one agrees to and wants. She said she would be able to give me a head, but only after she comes, and I MUST to clean myself afterwards because there is no chance she will go down on me right after I was in her wet vagina, so the process was like this: we would start our sex as usual (in the missionary position) after she reached climax, she would start sex with the other person and in the meantime, I would clean myself from her juices, they would change to the doggy style and while she would suck me, (we didn't talk about what would happen after I finish) so a few rules we set:

Her conditions:

1. It have be someone she knows and trust.

2. Someone she is attracted to.

3. She must finish before giving oral sex.

4. I must clean myself right after penetration, she is not willing to taste her own juices.

5. Not to come in her mouth.

My conditions::

1. she will come only from me and only then he would join.

2. I must agree with whoever it is, I need to feel comfortable with him.

3. He must wear a condom, i don't want his bare cock will touch her and in particular his cum- he should NOT not come even on her stomach or anything like that.

4. No kissing.

I thought to say that they are not allowed to have anal or oral sex, but I thought to myself who I am kidding on – if she doesn't do that with me….

So basically we agreed on everything except, who would it be??? I suggested a few people, mainly from her work or our distant friends, she rejected all of them claiming discomfort with them or lack of attraction. And then she suggested Or, my best friend, and added jokingly "he's the one who introduced us, he deserves a reward, right?". Honestly, I didn't know what to say, I was shocked, (does that mean she is attracted to him?!) maybe it's time to tell you about him.

Or is my best friend, we met in high school and throughout the whole time we were a partners in crime – the best friends. He is still a wild bachelor. I was a virgin until Sharon by end of high school, Or in the other hand has been fucking since 9th grade, he was just a sex god. There was something about him that just seemed to attract girls like a magnet (and maybe even Sharon?!). Sure, he was good-looking, but I believe it was more about his natural charm. He had this confident, almost macho vibe and always knew exactly how to talk to women. Meanwhile, I was nervous around women and always spoke to them with respect, while he seemed completely at ease, even teasing them in a slightly dismissive way—yet somehow, it always worked in his favor. He was the one who helped me get dates and even introduced us . I couldn’t help but envy him.

I told Sharon that I don't know if Or is the right one, she asked me if I feel comfortable with him? I couldn't lie to her, and it was clear that I felt comfortable with him – he is then a brother to me. So she said she doesn't see anyone else who meets all the criteria, "you feel comfortable with him, he looks good, he's a family friend so I trust him too and feel comfortable with him." Without a wise response – I agreed.

A week later, I invited Or for a beer and talked to him, or rather proposed to him. I told him about the difficult start of our sex life (something he already knows) and told him all about the issue of getting blowjob and how obsessive it is for me, he was shocked that she still hasn't sucked me. I felt so small next to him, I remembered his stories about threesomes that he did and I haven't even been sucked. I told him about the solution we found, at first he try to refuse and avoid but after many persuasions he finely agreed, mainly I emphasized to him that he is doing me a favor – and it's an excellent birthday gift.

He agreed, I knew Sharon, and she suggested we do it on my birthday as a gift. Or arrived at the set time, we explained the process and the conditions to him: Sharon and I will start until her climax, and then he will join. We went over our rules and conditions, Or agreed and said he also has a condition – if he starts he must come, meaning he doesn't stop until he comes, Sharon immediately agreed and I just reminded him again that he must wear a condom and finish inside the condom, he agreed so we started the job.

Since Or would only join after her orgasm, he went to shower and Sharon and I started as usual (at least we tried), we kissed and started to undress (I was a bit embarrassed because Or has never seen me naked or me him) but the thought that I was going to get sucked raised my horniness level so everything else seemed minor. Naked in bed, Sharon started to move me (that's how she prepares herself for penetration, she movs until she get wet) after about five minutes she told me she's ready (relatively quickly) we switched to missionary and I started to penetrate, moving slowly and steadily (that's how she finishes). Two minutes later, he walked into the room completely naked, and I was utterly stunned. Under his clothes, he looked like a Greek god—his body was almost entirely smooth, with perfectly defined abs and, well, his penis. As a straight man, I was still taken aback by it. It was smooth, thick, and impressively long even in its non-erect state. The skin had a uniform golden-brown tone with visible but not overly prominent veins. I can’t quite explain it, but his penis was, for lack of a better word, beautiful. I never envied him like the moment I saw his penis.

If I was amazed, then Sharon just come the moment she saw him, and what an orgasm – I don't remember such a strong and fast climax from her.

Sharon signaled him to approach while I was still penetrate her slowly, he looked at me in confusion as if asking for approval, he approached when he saw me nod. After a slight hesitation, she touched his huge dick (I could feel her vagina contracting when she touched him) and started to masturbate him at a fucking speed and asked me to increase (I must mention she never masturbated me on her own initiative). She must have seen my puzzled look because she explained she needs to prepare him, and after a minute she had another orgasm – I was shocked she never finished twice in a row. later I told her I'm going to wash myself. As I got off the bed she asked him to come up quickly – he complied without saying a word. And only then did I notice that his penis was fully erect and he looked even more beautiful than before, leaving me gaping, there was something powerful about his cock that for a moment I couldn't stop drooling over it but suddenly I remembered the blowjob I was going to receive.

I hurried to wash myself while looking at them in the mirror. Their pace quickened, and it seemed to me that I heard her climaxing again, but maybe it was the water, and I didn't hear well. Only when I returned I notice that he was without a condom. I was about to point it out, but as soon as they saw me, they stopped to switch to doggy style (so she could go down on me), and Or apparently noticed and immediately put on a condom. Sharon got annoyed at how long it was taking him, but he quickly went back to fucking her, this time in doggy style, and even faster. The sounds she was making I will never forget, as if she was in continuous ecstasy the entire time. I approached her, and she teased me, saying, "Yes! Now I'm ready, give me your cute penis" (cute?!). I got closer to her; all my life I had waited for this moment to feel a warm mouth around my dick. She held my dick, stuck out her tongue, and licked the tip – I had incredible chills all over my body. Then she put it in her mouth and started to suck me. All this time, Or was fucking her from behind without stopping.  the blowjob was amazing.

At some point, it was as if she stopped actively sucking and just put her mouth around me, getting addicted to the perfect dick moving in her pussy. Her mouth just moved according to the rhythm Or was pounding her. At first, he was a bit shy and embarrassed, but now he was really aggressive (far more than i ever been with her). After a few minutes, I couldn't hold back any longer and told Sharon that I was about to cum. She immediately took it out of her mouth and started to jerk me off. Within a second, I came like crazy in three powerful bursts ont her chest and a bit on her chin (she was in doggy style). It was the best orgasm i ever had! Wow!!

They stopped when saw what I came; to be exact, Or stopped and Sharon seemed to be in ecstasy and didn't notice. When he stopped, she suddenly woke up. At first, she looked a bit annoyed that he stopped, then her expression changed slightly to disgust, and she asked me to hurry and clean her up (she was always very disgusted by cum). Or teased her a bit at her disgust, and she sarcastically asked him, "Didn't you say you wouldn't stop until you cum??" I announced to them that I was going to take a shower and they could continue.

I went into the shower, smiling about the blowjob I finally received, and out of excitement, I started to jerk off again. I was still horny and didn't want to tempt my good luck and ask for more. Meanwhile, I saw them through the mirror having sex. They changed positions, and this time she was riding him like a possessed person. He was lying on his back, "relaxed" with his hands behind his head and a smug smile on his face. After a short time, Sharon climaxed again (WTF??? for the fourth time!!!). They changed positions again, with her lying on her back at the edge of the bed while he stood on the floor and fucked her hard. Apparently, he felt more comfortable with me not there, and if before he was relatively gentle and shy, now he started to fuck her really hard and play with her breasts, slapping them, pinching, pulling them, and twisting her nipples. She was just moaning louder and louder. At some point, he twisted both nipples and pulled them; I was sure she would get hurt or at least scream in pain, but instead, she screamed in pleasure and climaxed again in a crazy orgasm.

She told him that he should plan to cum because she wouldn't be able to handle another orgasm that strong. He smiled and turned her on her side as if she were a doll. She whispered something to him that I couldn't hear. He paused for a second, had a look of half confusion, and asked her if she was sure. She nodded vigorously. He smiled, shrugged, and took off the condom, telling her that "now i will be able cum" and immediately started to fuck her hard while slapping her ass, which quickly turned red.

After five minutes of powerful fucking and moans I had never heard from her, he announced that he was about to cum. I will never forget that moment; to my surprise, and probably to his surprise as well, Sharon pulled herself out of him, turned and start suck his big cock. She sucked him like in the movies, which I had only hoped she would do to me, trying to take him deeper, as if it were the most delicious thing on earth. He tried to stop her and said, "Stop, I'm cumming!" She looked him in the eyes and continued even harder. He probably understood the hint and forcefully pushed her head towards his dick, reaching her throat, and cum. I could see her mouth filled with cum, and the swallowing, for half a minute, he was cumming, and she swallowed it all.

I came at that very moment.