Ad Leads To Cuckold Adventure

My name is Arthur, a Dutch man of 21 years old, 177 cm tall, athletic body and a cock of about 18 cm. Since I was eighteen, my interest in sex and older ladies has grown exponentially, so you can often find me on Opwindend.Net. That's why after all this time I decided to share my own stories. The story below is true, about two years ago, only the names and possible place names have changed.

As mentioned, my libido is very high. However, I don't have a regular sexual partner, so unfortunately I often have to suppress my libido, or have to handle with my right or left hand. At one point, when I was 19, I found out about the existence of websites such as sexjobs and kinky. After considering a number of times to enter into paid contact with one of the ladies of pleasure there, I decided against it each time. After all, as a student I can't really afford such amounts, and I actually thought the risk was a bit too great in case I arrive there and the experience is completely disappointing. That is why I decided at a certain point to place an advertisement on sexjobs myself. Not only was I just looking for nice sex contact with a pretty lady, but I was also curious if I would be in the market at all. I have a soft spot for older ladies. I wouldn't call it a fetish, but the idea that a sexy milf gets turned on by me takes me to great heights.

So I placed an ad:

Young slender student is looking for exciting contact in the neighbourhood

. In the advertisement text I had described what I was looking for, what I had to offer, and above all let it come across as very relaxed and non-binding. I added some horny photos, if I do say so myself, where my body and cock were well in the picture.

After about three days I hadn't received very many responses, about eight. About four responses were from men who tried to convince me that I really should try it with a man, but I thanked them kindly. Three other responses were from people who initially came up with an enticing story, but then stopped responding to further messages from me. The last reaction was from a woman who wanted to dominate me and use me as a slave. I also sent her a response that I was not looking for that.

I was about to delete my ad again, unfortunately it hadn't turned out the way I had hoped. Suddenly I received a notification from the mailbox I had used for the ad:

New response to your ad from Richard

. I thought: here we go again, another guy who hadn't read that my ad was under the tag Man seeks woman. I probably copied one of the responses I'd sent to the other men who had responded to my ad, and opened the email with Richard's response.

Hey good afternoon, my name is Richard, 40 years old. My wife Melissa is 36 years old, exotic origin, slim body, horny face, always horny. I saw your ad and I was immediately interested. I find it very hot to watch my wife have sex with other men, and she has a soft spot for younger men. I think it would be very nice to meet each other, and who knows where it will lead. Send me a message on Kik ([username]) and we can talk and exchange photos there. Regards, Richard.Hmm, this sounds interesting. Is this man offering himself to be cuckold? I've never done that, is it something for me? The idea seems very hot to me, a 36-year-old milf, apparently with a sexy, exotic body, who likes younger men. And they also come from the neighborhood, it seems. But he wants contact via Kik? 80% of the people on it are scammers or bots, right? Oh well, what have I got to lose, I'll send him a message and we'll see what happens.

Hey hi Richard, Arthur here. I saw your comment on my sexjobs ad. Your idea sounds very interesting, I would like to get to know you better!So Richard and I started talking on Kik. He told all about himself and Melissa, how they had been married for 14 years and had a daughter who was a year younger than me, what Melissa looks like, what she likes, how she likes to suck until I cum in her mouth, and so on, and how he envisions all this. I told more about myself, what I look like, what I want and find horny, and how I envision all this. At one point he suggested showing me a photo album. A photo album with erotic nude photos of Melissa, which they made for their lustrum wedding anniversary. But, he only wanted to show this in person. A little nervous, I therefore suggested that we meet in a park near me in the evening so that he could show the album.

First meeting with Richard

Two days later I was at the agreed place around 21:00. I was bloody nervous, I didn't know what to expect. What if it's some kind of deranged lunatic? He came across as a nice guy in our conversations, but not all is what it seems on the internet. Five minutes after the agreed time, a BMW pulled into the parking lot. Through the light of a lamppost, I could look inside and see the driver's face. It was Richard, and he kindly raised his hand to me. He parked the car, got out, took the album from the trunk, and walked over to me.

Hey dude, how are you? Nice to see you man!

he said, with a big grin. We started chatting, and I knew right away that he was the person I had been talking to. A really nice, funny guy. We walked into the park and sat down on a bench somewhere.

Look, here are the pictures

, and he gave the album to me. I opened it, and that's how I saw Melissa for the first time. What a gorgeous, pretty, horny woman. Really the type I've fantasized about for years, about 165 cm tall, long brown hair, beautiful brown eyes, beautiful smile, full lips, light tan, and a great body, with a tattoo here and there. I was immediately convinced, I wanted to meet her. Richard proudly showed her to me, and told in scents and colors that she was really something for me, and I was also something for her. After staring at all the horny photos for a while, Melissa seductively looked into the camera, displaying all her beautiful forms. I immediately felt something brewing below the belt.

After sitting there for about 15 minutes, I returned the album and we walked back to his car. In his car we then chatted for about ten minutes about anything and everything, but of course also about the fact that we both wanted to continue with our plan. We hit it off right away, Richard was clearly a very nice, sensible guy. We also immediately agreed that communication was very important to us. We all wanted to have fun, and didn't want any fuss or drama.

At one point, Richard suggested giving Melissa a video call. Immediately the tension was back in my body, I would be face to face with the milf with whom I would meet. Melissa answered immediately, and Richard said:

Look mate, here's Arthur! What a nice guy dude, I can't wait for you to meet!

.

Oh hey Arthur, are you okay? Nice to meet you, you look nice, just like in those photos with your ad! I wonder what you look like in real life

Melissa said with a wink. Stammering, I said back:

Hey Melissa, yes I am doing very well! You look so good, both on this camera and in those photos I've just seen!

. Richard immediately roared:

Yes baby, he absolutely loves you! haha!

.

Oh how nice to hear!

said Melissa, blushing.

Well bye bye joke, I'm going to talk to him a bit more about how and what, I'll see you again later tonight!

said Richard, gave him an air kiss, and hung up.

Well what do you think of her?

he asked.

Poah, I don't have words for it right now, but wow

I stumbled out, not quite realizing all that I had seen and heard that evening.

After saying a few last words, we said goodbye, I got out of the car, and he drove off. Dazed, I walked home, recovering from this evening, and looking forward to the next time. That evening I sent a message that I would like to see them soon, asking when it would be convenient for them. Richard texted back to see when their daughter was gone and they would have the house to themselves. We had set a date for next Saturday.

In the days that followed, I couldn't get Melissa out of my head. What a beautiful woman! And I could go to bed with that? I could hardly believe it. I was counting down the days until Saturday, and in the meantime I was mainly busy with training, eating healthy, sleeping well, and saving my sperm. Of course I also wanted to give her a great evening.

At Richard and Melissa's house

That Saturday it was time. I went to meet the horny, sexy milf with whom I hoped to have a long lasting sexual relationship. I got ready, put on smart yet casual clothes, added some fresh air, and hit the road. By bus, because I didn't have a car. After a bus ride of about 12 minutes I arrived at the right stop, and I had to walk another five minutes. I let Richard know I was almost there, and he sent two big thumbs back. Then I arrived at the front door. My heart was pounding in my throat, I didn't know what to expect, and what the atmosphere would be like. What if Melissa doesn't find me attractive? Then I can go home. Oh well, I'll find out then I thought, and pressed the doorbell. After some stumbling, Richard opened the door, with a big grin on his face,

Hey good to see you dude, come on in!

and he walked up the stairs ahead of me. I followed him, took off my shoes and coat, and walked into the living room. There she was, on the couch.

Hey Arthur, are you all right?

and she got up and gave me a hug. She smelled so good: seductive and sexy, and a little sweet fruity.

Yes, I'm doing very well, especially now that you're standing here in front of me

I responded with a big smile. Melissa started laughing, and said

You like to flirt, don't you? Do you dare, against such an older woman?

, to which I looked over her and reacted teasingly

Old woman? Where?

I looked down again, into her eyes and said

All I see here is a beautiful lady, I don't know what you're talking about

, with a wink. Richard looked on approvingly, then asked what we wanted to drink. I had a beer, Melissa a wine. We started chatting a bit, and I still thought it was a bit exciting. Richard had said in advance that I should especially sit against her and touch her, only I found it difficult to take that step like that. At one point I had to go to the toilet. Just before I closed the door behind me, I saw Richard get up, walk over to Melissa, say something softly to her.

When I came back from the toilet and sat next to her on the couch, Richard said:

Hey Arthur, not for anything, but you can kiss her

, after which I moved closer to her with a very red head. Pretending myself more confident than I actually was, I said

Oh yes of course

and turned my head towards Melissa. I looked into her eyes, put my hand up to her face and guided her head towards mine. She accompanied me with a playful smile. I started with a quiet, soft kiss. My god, this woman can kiss wonderfully. While kissing I ran my hands over her incredibly sexy body. After a while I sent her up to sit on top of me. Kissing each other further, I ran my hands over her buttocks, her back and her breasts. What a sexy woman. We started to undress each other, and as soon as she took off her shirt I saw she had no bra on. She had beautiful breasts, and I went straight to them with my hands. While caressing and kneading I continued to kiss her, less and less calmly than before. I stroked her erect nipples with my fingers, and a soft moan escaped from her mouth. I interrupted the kiss, and moved my mouth to her right nipple, and kissed it. First some kisses, some licks and then I took her whole nipple in my mouth. With my right hand I was caressing her left nipple, and with my left hand I held her beautiful buttocks. At one point she pushed me off her and helped me take off my sweater and shirt.

There I was, topless on a couch in a house I visited for the first time, making out with an incredibly pretty, exotic and horny milf, while Richard looked on approvingly in a chair ahead. At one point, Melissa asked

shall we go to the bedroom?

. I didn't let myself be told this twice. I stood up with her in my arms, which made her let out a little scream.

Oooh you are so strong, hihi!

.

You are light as a feather

I replied, which was also the truth. While kissing we stood there for a while, after which I took her to the bedroom. I laid her down on the bed and continued kissing her nipples. I went lower and lower until I reached her waistband.

Can I take these off?

I asked, and she replied, nodding, biting her lower lip. With a quick movement I unfastened her belt and button, and unzipped her pants. I took her pants with me, along with her underpants, making sure they didn't get inside out. I put her pants neatly on the floor, after which I went back to this hot milf. I kissed her stomach and thighs, getting closer and closer to her vagina as she panted harder and harder. As soon as I exhaled hard on purpose over her vagina and clit, she let out a small moan. Decisively I started eating her out. Starting slowly, and paying attention to her body signals a little faster or harder. I licked her over her cunt and clit, which were already quite wet, while I moved my fingers to her nipples. Then I started to focus on her clit. I began to rhythmically stimulate it with my tongue, kneading her breasts and stroking her nipples with my hands and fingers. Melissa started moaning louder and louder,

Yeah ahhh keep it up Arthur this feels good

. At one point I went with my right middle finger to her mouth, which she skillfully began to suck. I pulled my finger back, and slowly entered her pussy. With the curving come here motion, I started to stimulate her inside. Meanwhile I was fondling her clit with my lips, mouth and tongue. I went faster and faster, I felt and heard her that she wanted it.

Yes, yes, faster, harder Arthur

, she moaned,

i cum so fuck you lick me so good. Keep it up, keep it up

. I increased the pace a bit, whipped up by her moans and horny words. At one point her legs started to shake, showing that she was close.

Yes, yes, I'm almost there, keep it up Arthur, please!! Aahhhhh yes yes yes yes, fuckkk yes, I'm coming, I'm coming!!

, and she came after this, shaking and moaning loudly. I kissed her vagina a few more times, came up and we immediately got involved in a fierce, horny French kiss.

And now it's your turn

she said with a horny laugh, and went straight to my belt with her hands. I watched as she unfastened my belt and opened the zipper. I got up out of bed to take off my pants, only to notice that Richard had settled into a chair in the corner of the bedroom. We made eye contact for a moment, and he gave me an encouraging nod. I took off my pants, underwear and socks and I got on the bed with a boner from here to Tokyo. Melissa grabbed my cock, jerked me off for a few seconds while staring at it with delight.

Hmm, it's really nice and big, an ideal size for me

. These words made my cock feel even harder than it already was. What a horny woman, and now she just puts her little hand around my cock. She moved her mouth to my cock and kissed my head. She kissed and licked my whole cock like it was a nice lollipop.

Time for the appetizer

she said, taking it in her mouth. I was in heaven, what could this woman suck. The experience was obvious, it seemed like she knew exactly what to do, and what I would like. While moaning I went with my hand to her ass, which she turned towards me. I started caressing and kneading her delicious buttocks, and occasionally giving a pet. Meanwhile, Melissa was sucking me deep with long strokes, then taking it out of her mouth and kissing my head as she looked deep into my eyes. What a divine feeling that was.

After a while I indicated that I wanted her to sit on my face so we could continue in position 69, but she said

No, I want the main course now, stay down

, after which she came up and positioned her pussy over my rock hard hard cock. We looked at each other, I gave her an encouraging nod, and she lowered herself. My cock was in heaven. What a feeling. She started riding me like a consummate sex goddess, raising her sexy ass just enough so I wouldn't go out of her, then folding down so I was ball-deep in her again. We both started moaning loudly,

Fuck you feel so good Melissa

, I moaned, after which she started riding me even harder.

Fuck Arthur, your cock fills me up so good, it hits all the right spots, fuck fuck fuck

. The moans and chatter echoed through the room. I knew Richard was in the corner, I couldn't see him from where I lay, but I didn't really care that he could see everything. I was completely absorbed in the moment. I was ridden by a horny milf like I've never been ridden before.

After a while I noticed that it had to slow down a bit, otherwise I would already come. I was about to slow her down, but she suddenly did it on her own, as if she could see into my mind. She started to ride me slowly and deeply, resting her hands on my chest. I was holding her breasts in the meantime, and a moment later I gave her a slap on the buttocks that made her let out a little scream, and I held it while she went up and down. At one point when I was completely into her I got up and started kissing her, which made her stop driving for a while.

Lie down

I said horny. Melissa got off me and lay on her back on the bed. I got between her legs and positioned my cock in front of her cunt, and slowly entered. I took her so nicely in the missionary position, with rhythmic deep strokes. Melissa moaned loudly in my ear while I was thrusting her,

fuck Arthur, you feel so good, you're doing so well, keep going keep going keep going

. I got back up, grabbed her ankles, and sent her legs in the air as I continued to thrust. I put her feet by my shoulders and kept fucking her like that. She really liked this position, I noticed, her eyes rolled completely away and not a sensible word came out of her. All I could understand was

louder, louder, louder!

I fucked her hard until I felt I was about to cum.

Fuck Melissa I'm almost here

I moaned, and Melissa moaned loudly

Cum inside me Arthur, squirt me full!

These words brought my slowly bubbling orgasm to the finish line in one go. I find creampies extremely horny, and not many thrusts later I had my orgasm.

Fuck Melissa, I'm coming, I'm going to cum on you

, and moaning loudly and growling I sprayed her full.

I let myself fall over her, and pushed on for a while while I was inside her. However, she pushed me away from her, causing me to lie on my back again, a little surprised. She dove for my cock, and immediately sucked it into her mouth. With her horny full lips she had my cock clean and stiff again in no time. Proudly she looked at my erect cock, and muttered to herself:

Fuck, how I love those young fit men

, after which she started to suck me again. Spurred on by these words, I got up, kissed her on the mouth, and said

get down on your knees baby

. With a horny smile she crept seductively in front of me, and got down on her knees, with her delicious buttocks in the air and her face down.

Fuck Arthur, take me hard from behind

. I didn't let myself be told that twice. I grabbed her by her buttocks, and couldn't resist licking her pussy in that position. Teasingly I also gave her a lick over her asshole. Melissa squealed, moaned, and said:

Hmmm that feels good dear, but don't do anything further in it, right? We might do that next time.

I didn't expect to be able to fuck her anally this evening, but the prospect of us seeing each other more often, and me getting to do the same with her, made me harder than ever. I got up, put my cock against her sopping wet pussy, and slid in easily. I held her waist and hips as I began to thrust into her. Her delicious buttocks bounced back and forth every time I bumped my belly against her.

Fuck Arthur, you come so deep inside me, you feel so fucking good, harder, harder!

moaned Melissa. I pushed on while moaning hard, grabbed her by the hair, and gave her a few slaps on her buttocks.

Ahh fuck yeah more, more!

I fucked her so hard that she slowly slid forward, so that after a while she was lying on her stomach. I felt another orgasm coming on, so I moaned

Fuck Melissa, you feel so fucking good, I'm about to cum again

to which she said:

Yes Arthur, take me hard, keep it up I'll be right there too! Fill me up again. Take this wet mom pussy with that horny young big cock of yours. Squirt me full please, Squirt me full!

and she came jerking and moaning. That's all I needed, this was the hottest thing I've ever heard and experienced. After a few thrusts I sat on the edge, and for the second time that evening I sprayed her completely full with my accumulated cum. Tired we sat and panted, after which I got out of her and got off her. My cum was dripping from this delicious milf's cunt on their matrimonial bed.

Richard and Melissa made eye contact for a moment, and Richard got out of his chair. He walked over to Melissa, crawled between her legs, and started licking her creamy pussy. I watched a little surprised and bewildered, but Melissa beckoned me that she wanted my cock in her mouth. So she started licking my cock clean, while Richard licked her pussy clean. Melissa could really suck divinely, I was soon hard again. She said

Arthur, now I want your cum in my mouth, I want to taste you baby

, after which she started to suck me off again with deep strokes. After a few minutes I couldn't take it anymore, I was being sucked by a very horny milf, while her husband licked her pussy clean which I had just sprayed twice. I felt an orgasm bubbling up, and I said to her with a moan

Fuck Melissa, you suck me so good, I'll cum again soon

. She took me out of her mouth, slapped my cock on her tongue a few times, and said

come on baby, i want to taste your cum

, and she blew me off again. After a few minutes it was time and I moaned

Fuck I'm cumming Melissa, ahhhhh

, and I sprayed her mouth full while she kept sucking. She treated my cum as if it were everyday food for her, swallowed it all, and proudly showed me her empty mouth. I had to laugh, and I kissed her mouth again, after which we were again involved in a long French kiss. Exhausted, I lay down on the bed.

After recovering for a while, we got dressed again. In the meantime it was already one o'clock in the night, I had been here since 21:00. I did some calculations and came to the conclusion that we have been busy for about three hours. That was a new record for me, and with such a horny beautiful woman. What a night.

Epilogue

Richard and Melissa dropped me off at my bike by car. In the car, Melissa gave me her number so we could stay in touch about when we could see each other again. I gave Melissa one last kiss, and Richard a hug, and I left for home. While cycling home I was just letting everything sink in. Did this really happen tonight? Did I seriously just have the best sex ever with my dream milf? And will this indeed become a permanent thing? I could hardly comprehend it all.

The next day I was in contact with Richard, and we talked about how we all liked it so much the day before. Later that next week we would schedule a new date. However, I got a call from Richard later that week, saying we probably wouldn't be seeing each other for a while. Apparently Richard and Melissa had had a big fight, which they apparently had before, but Melissa left the house for a while, and it was not clear if or when she would return. Richard was obviously very upset, so I comforted him and told him I was totally fine. I would hear it again when there was news. Until then I respect their privacy, and let them work out their struggles together.

This happened two years ago. I have not seen Richard and Melissa after this evening, much to my regret. I am very sorry that it has remained with this one evening, but I am very happy that I was able to experience this evening. Melissa has definitely multiplied my interest in older ladies. Richard positively surprised me with his mentality. Together they introduced me to cuckolding and kinky sex. Maybe one day I'll look them up again, or maybe they'll contact me, who knows.

I hope if you made it this far, you liked this story. If so, feel free to let me know in the comments. Anyway, thank you very much for reading my first story! If after reading this story you have become interested in contacting me (which I am certainly open to), you will find my contact details in my profile description.