The Shy Couple Who Hired Me for Their First Threesome

When I was working in this line of work, one of the services I was asked for most often was accompanying couples in their first threesome. More often than not, it was the first time they dared to do it, and they hired someone like me to test the waters before stepping into the world of partner swapping or private parties. They wanted to know whether it worked with a stranger before complicating their lives with people they knew.

That couple wrote to me on a Tuesday afternoon. They were around thirty, lived in a bright apartment in the city center, and, as they explained to me on the phone, they wanted something very specific: for me to interact with both of them. In other words, for him to have sex with me too, not just watch while I took care of her. I agreed, we settled on a price and a time, and two days later I was knocking on their door.

They welcomed me with almost exaggerated friendliness, the kind that gives away nerves. His name was Bruno; hers, Carla. They offered me something to drink, we chatted on the sofa for a few minutes, and I immediately noticed that Carla was tense. She smiled, but she could barely hold my gaze and kept moving her hands restlessly over her thighs.

Every client needs different treatment, and with sex even more so, because the range of personalities is enormous. You can find anything from someone who likes being spanked and treated badly to someone who is only looking for a little tenderness and kindness. That’s why, before anything else, I ask. Since I could see Carla was nervous, I asked her directly if she was sure she wanted to do it. She looked at Bruno, let out an awkward little laugh, and nodded.

—Have you done anything like this before? —I asked.

—No, never —Bruno replied—. We’ve thought about it a lot, but we never dared.

I’ve always been deeply involved in the emotional side of these encounters, and I always insist heavily on consent. In these situations, there’s almost always one of the two who wants it more than the other, and the other goes along with it to please them, not because they truly feel like it. When a situation doesn’t sit right with me, I like to talk to each one alone. So I suggested that, and they agreed.

First I spoke with Bruno in the kitchen. He told me more or less what I already knew: he wanted to try a threesome, expand what they did in bed, and above all, find out what he felt being with another man. He said it with a mix of embarrassment and curiosity that I found touching.

Then it was Carla’s turn. Alone, she got even more nervous, so I took her hand and asked her to breathe.

—If you’re not sure, or if you’re only doing it for him, tell me now —I said—. It really doesn’t matter. I’ll get dressed and leave, and nobody will be upset.

She shook her head and smiled for real for the first time.

—I do want to —she answered—. I’m just very shy and I find it hard to let go with people I don’t know. But I want to.

She was gorgeous. Petite, with a thick mass of curly blonde hair falling over her shoulders and huge blue eyes. I was glad to see everything was fine, not just for work reasons, but because the idea of spending the afternoon with that woman was starting to genuinely appeal to me.

***

Once the important part was clear, the three of us went to the bedroom. I hugged Carla, stroked that pretty face of hers, and started kissing her very slowly. She was still stiff, but as I kissed her I could feel her relaxing, as if each kiss took a little weight off her shoulders. She kissed well, carefully, and she smelled of something sweet I couldn’t identify.

I caressed her face again, she smiled, and I began taking off my clothes. They both started touching me, she timidly, barely brushing against me. I took her hands and placed them on my breasts, then on my ass —the three of us laughed— and finally on my pussy. Another nervous laugh escaped her, but she started stroking me and, as she did, her breathing began to catch.

I touched Bruno, who was already hard, and gave him a kiss so he could see if he liked it. He hesitated for half a second, and then he was the one kissing me, with more eagerness than I expected. Carla watched us while stroking both of us, and it was obvious she loved it: seeing her boyfriend kissing someone else turned her on more than anything.

The kissing gave way to oral sex. I sat Bruno on the edge of the bed and started sucking him off. He moaned and held my head while I went up and down. Then I looked at Carla and motioned for her to join in. I guided her boyfriend’s cock toward her mouth, she gave him a few sucks while I stroked her hair, and in one pause I kissed her. We shared him between us and sucked him together.

If you’ve never tried it, I recommend it: sharing a cock with your partner, or with someone you like, feeling their lips brushing yours with a cock between you is one of the hottest things there is. It makes the trust between you grow all at once.

Then it was her turn. I laid her on the bed, kissed her again, sucked those small, firm breasts of hers, and went down to eat her pussy with a hunger I didn’t fake. She had very little hair, and she was pink and delicious. She moaned while Bruno nibbled her nipples, and the nervousness from the beginning had turned into pure pleasure. When I brought her to orgasm, she stayed still for a few seconds, eyes closed, savoring the trembling.

***

I asked Bruno if he wanted to try my cock. He shrugged with a “okay” that fooled no one: he was dying to, he just needed permission. I lay down beside Carla and he took it in his mouth. It was obvious he’d never done it before, so I gave him gentle instructions, taking it slowly.

—Slower. With your tongue, not just your lips. That’s it.

While he explored how to suck his first cock, I caressed that blonde woman, who was now watching intently as her boyfriend did the work on me. After a while, she joined in, the two of them shared my cock, and when Bruno seemed to have had enough, she stayed on alone sucking me. She did it hungrily, with no trace of the shyness she’d had at the beginning. There was nothing left of the frightened woman from the sofa; now she was pure desire.

I kissed her again and went down on her some more. She was very wet, so I put on the condom, looked into those blue eyes, and entered her slowly. I picked up the pace while she moaned louder and louder and dug her nails into my arms. I paused, got her on all fours, and then it was Bruno who fucked her while she sucked me off.

She had such a beautiful face that every so often I stopped the blow job to kiss her. In the end I sat down in front of her, held her head, and kept kissing her while her boyfriend fucked her hard. Our lips met between moan after moan, with that look of pleasure that can’t be faked.

***

We took a break to drink some water. Then I asked if they wanted to fuck me. They looked at each other and both nodded. Now there was expectation in their eyes, as if a door had opened onto something they had never imagined.

I took a dildo and lube out of my bag, but first I asked if they were brave enough to eat my ass. Bruno hesitated; he didn’t seem very convinced, but Carla did want to. I lay on my back with my legs raised and she started licking me. I told her to stimulate me with her fingers too and encouraged her to put one in.

She did as I said. She was smiling, cheerful, discovering something new that excited her. When I felt her finger inside me, I got incredibly turned on, and after a while playing around I told her to take the dildo, lube it well, and put it in. It wasn’t huge, but it was a size that could intimidate someone with no experience.

—Do you want me to put the whole thing in? —she asked me, between surprised and amused.

I nodded. Very carefully she opened me up little by little. I asked her to put it deeper, and when I let out a gasp, she was fascinated. She had that toy completely inside me, and she seemed unable to believe it. I told her to take it out and push it in again, and she got to work like a little girl with a new present, opening my ass up and getting turned on at the same time.

When I was ready, I told Bruno to penetrate me. He came over a little fearfully and slid it in slowly. Feeling how I squeezed him made him bite his lower lip and start moving. Little by little the fear faded from him and he began to fuck me hard. While I moaned, I grabbed Carla and asked her to kiss me, which she did gladly.

After a while I warned them I was about to come. She put her mouth on my cock and took the end, gave me a few more sucks, and ended up covered in it. She laughed and kissed me. A little later Bruno pulled out, took off the condom, and came on both their mouths. I gave him a few sucks, then she did, and we went back to kissing with our faces covered, with no shame at all.

***

The truth is, I liked Carla more than I’d expected. After the appointment I spent a while thinking about her, more than I should have. You know you shouldn’t mix things up, but sometimes it’s hard not to feel a certain connection, a certain affection, for a client, especially when the experience has been as good as that one.

It happened to me with some women, never with a man. Men, for me, were just work and physical pleasure; with women there was something more, a thread of feeling that would occasionally tangle around me. And that afternoon, with that shy blonde who stopped being afraid in my arms, was one of the few times I ended a little hooked on someone I knew I was never going to see again.