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Her first time cucking me [F49/M40/M55] [Cuckold] [True Story] [Unprotected Sex]
Author Summary
Mikeforchat9898 is a female looking for a male in Unprotected Sex
Post Body

Mandy was 49, and I was 54 at the time. We had been married for over 15 years; we had always been a sub/dom couple and had played with tease, denial, and chastity for years. From the first time we had sex so many years ago, I knew I didn't totally satisfy her. She once commented that I was one of the smallest men she had ever been with. She also expressed that although she was very much attracted to my submissiveness due to past trauma with dominant men, she craved to be dominated by a more "alpha" male from time to time. I also knew from the first time we met that we were soul mates and would grow old together, and I knew she felt the same.

For years, we roleplayed another man with us in bed. I would use toys bigger than me on her while I'd ask her how he felt and if she liked the bigger cock. She would cum hard on the toys, harder than she did with me usually, and then sometimes take me after. It was our way of releasing her unspoken frustration with me, but even with the toys, I couldn't totally solve the "dominance" issue she craved. During and after roleplay, I would always tell her we should do this IRL, but she usually ignored my comment until one night, after an overly intense play, she was lying on my chest and asked, "Would you really be okay if we found another man?"...I paused for a second, not believing what I was hearing and I responded "of course baby, I want you happy"...she smiled and kissed me, and we both drifted to sleep.

The topic didn't come up again until about a month later. We were having our weekly date night at our favorite restaurant, and she was smiling and told me she had been looking on a swingers match site and talking to this man, Mark. She pulled him up on her phone and showed him to me, Mark was 40, in great shape, handsome, tall, and from his profile, he had done this with couples before. Suddenly, the fantasy was becoming real, and my heart skipped a beat. "Are you still okay with this?" she asked, "yes, I said," Coming back to reality, I smiled and kissed her. "I'm glad you found someone." "If it's okay I'm going to meet him for drinks tomorrow night....just drinks," she emphasized, I nodded and then said, "if you like him, I'd like to meet him to make sure he isn't a serial killer" we laughed, and she agreed, and we finished our date night, and when home, that night she rode me like she was in a rodeo and both of enjoying each other.

The next day, I had a business trip. I felt nervous about not being home when she left for her date, but she assured me it would be fine. That night, in the hotel room, she called me around 11 pm. I could hear her excitement through the phone as she described what a gentleman he was and how strong and manly he seemed. She was giddy, like a teenage girl asked out by the HS quarterback. I asked if anything happened beyond conversation; there was a long pause, and she said they made out in his car, and, with a giggle, she let him touch her breasts (I would later find out she got to touch him as well). Then she told me the big news: they made a date for the following Saturday, and she wanted me to get a nice hotel for all of us. "You are still okay with this, right, baby?" she asked. How could I deny the happiness I felt through the phone? "Of course," I said, "but I want to meet him before Saturday." "Oh, of course. He said he can meet you tomorrow when you get home." The next day, Mark and I met; he was, as she said, a gentleman, very respectful to me. While we were talking, he handed me an envelope. "These are my test results Mandy wanted so she knows I'm clean." I didn't realize Mandy had asked, but I'm glad she did. As I got up to leave, he looked at me and said, "I promise to take her places you can't and make her feel incredible." My heart skipped a beat, but I replied, "I'm glad; she deserves it."....

Saturday came quickly. We had discussed before that she didn't want me jerking off while she was with someone, so as soon as we woke up, I showered, and she helped me put on my smallest of chastity cages. As she did, she kissed my cock, promising to free me Sunday after our date. She rushed off early to get waxed, nails, hair, and facial to get ready for Mark.

She came home around 4 in a panic she wouldn't have enough time for a 7 pm meeting. She had bags from a lingerie store and a dress on a hanger. She went to the bathroom, stripping naked to jump in the shower. As I watched her bath her beautiful body, it struck me that in a few hours, that woman and that beautiful body that had been all mine for the last 15 years would be taken by another man. I had my first tingle of jealousy, but at the same time, the thought greatly aroused me. I was glad I was in the cage; otherwise, I knew I'd already be stroking.

She stood in front of the mirror naked for hours, doing her makeup and hair. Her smooth, freshly waxed pussy was so sexy I wanted to taste it, but she was focused on Mark now....finally she pulled a sexy lace bra and thong panties out of the shopping back and put them on; she turned to me and asked: "What do you think?" I smiled in approval, and then she put on the dress and asked for my help zipping it up. It was black, almost see-through, very short, barely covering her ass, and very flattering to her breasts. "Mark is in for a treat," I said as I looked at her. She turned and kissed me "Thank you again" she said..."this is going to be so fun"

We reached the hotel at about 7:15 and greeted Mark at the bar, where he was saving a table for us. Mandy gave him a kiss and sat next to him. I could tell by his smile that he liked it what he saw. I excused myself to go check in and get our suite. When I returned, Mandy and Mark were sitting close, and I could see his hand on her thigh as they chatted. I ordered my drink from the bartender, feeling like a third wheel as they chatted, her giggling, him talking about her dress and legs. Things got quiet as I saw her biting her lip and then closing her eyes as she breathed a sexy sigh. I couldn't see from my position, but it was clear his hand had found her pussy right there in the bar. He took his hand back and put it to her lips, and she kissed it as he looked at me and said, "Mike, get the tab, and let's head upstairs."....my cage was straining to hold me back, and I could see a noticeable bulge in Mark's pants as well as I paid the bill.

They walked hand in hand to the elevator, and I followed. As we got to the room, I opened the door and let them in, following behind as he escorted her in, his hand cupped on her perfect ass. I opened the requested champagne and poured us all a glass. The sexual tension was so thick but also awkward; she told me later that the reality of what was about to happen hit her, and she tensed up for a moment. Mark, having experienced gently, approached her and kissed her deeply, melting away her tension. As they kissed, I watched, sipping my drink, when Mark turned to me with his arm around her. "Mandy, I think Mike should get naked first, so I fully understand your needs," he said with a smile. Mandy giggled and agreed. "Go ahead, baby," she said. As they watched, I undressed, feeling very vulnerable for the first time. I pulled down my slacks, exposing my little cage. I was totally naked except for the cage. No one said a word to me, but he turned to Mandy "I see why you need tonight," he whispered to her, blushing smile.

He leaned in and kissed her. I could see his tongue sliding into her mouth and hers in his; as they kissed, his hands roamed over her dress. He turned her toward me and slid behind her; I heard the sound of her zipper as he undid her dress, letting it fall to the floor, and exposing her body to me. I leaned in to kiss her deeply as his hands slid over her back and ass....as Mandy and I kissed, he undid her bra, and it fell to the floor...We finished, and I backed away as she turned to him. He started to undo his shirt, and her hands went immediately to his firm chest and firm body. As her hands slid to his belt, he looked at me "Take off her panties for me," he said; I kneeled down and slid her thong down, exposing her now soaking-wet pussy; I could see the hunger in his eyes as he saw her full body and perfect pussy. "Good cuck" he said quietly as I pulled them down, the first time I was called that establishing my role.

He undid his belt, and she reached for his pants undoing them and pulling them down...his cock fell out; it was rock hard, well over 7 inches (I'm only 5), thick, and covered with sexy veins. In the dim light of the bedroom, it seemed to glisten; she gasped as she saw it, followed with, "Oh god, it's incredible"...she kissed him again, this time pressing his cock against her stomach to feel how warm and hard it was.

He grabbed her hand, running the back of it across his cock, and then led her to the bed. She sat down and slid toward the headboard, laying her head on the pillow, her legs naturally spread, welcoming Mark to enjoy her. He started kissing her body, her legs, her thighs, licking her sensitive nipples as she started to moan with pleasure before his tongue found her pussy. He slid is tongue deep as she moaned louder, but between her moans, she begged him to fuck her...moan how badly she needed a real cock.

As he lifted his head to acknowledge her request, "Patients, baby, I will get there." he went back down to her continued moans, "Oh god, your tongue goes so much deeper than his". He looked back at me. "Lay next to her so you can watch her enjoy," he said to me...I went to the bed and lay next to her. Her hand found my hand, and she squeezed it as he slid up her body to kiss her. He spread her legs further as he approached with his incredible cock. As he positioned his head on her pussy he looked at me. "She needs this, doesn't she, Mike?"...." yes," I whispered as he started to push in. Her moans of ecstasy as his head pushed in...her breathing got heavy "Oh god, it's been so long since I've had a real cock" she moaned...I tried to squeeze her hand again, but this time she let go of it as he pushed completely inside her. "fuuuuuck" she moaned as her eyes rolled back in her head, her body already starting to cum from him. Her eyes trained on his as he started to fuck her, each stroke moving with more intensity as his balls started to slap against her smooth waxed pussy....her body quivered, and her toes curled.

I moved to the chair to watch from behind as he was now on top of her fucking harder...she was cumming wave after wave, her legs now wrapped around his back as her body started to shake as if she was having convulsions. Suddenly, with multiple frim thrusts, I saw his balls pulse and his ass flex, as I knew he was filling her with his cum. His pumping seemed to last forever as he delivered so much more cum in her than I ever had.

His body comes to a rest as she is still moaning and breathing heavily; she has never cum as long or as hard with me...as she slowly catches her breath, they kiss again...he slowly pulls out of her body, his cock shiny in the moonlight from her juices and his cum. I see a rush of white cum oozing out of her now swollen pussy. He lies beside her, and they kiss and cuddle. Her legs are still spread, and I'm still staring; Mark looks at me and tells her, "Did you enjoy it?" She giggled, "I god yes; I've needed a real man for so long," she said, "Baby, you want to taste me?" she giggled, teasing me I moved to the bed and went down on her, licking her clit and eating his cum until she came again while kissing him..." you like his alpha cum don't you baby, there is so much".....we all cuddled in the bed, as she slowly strokes him getting him ready for round two which happened shortly after....he eventually left around 4 am after they played 3 times, Mandy and I cuddled the rest of the night as she thanked me for letting her enjoy what she needed so badly...later that morning we she let me out of my cage, and we had the most intense, intimate and passionate sex we had in years....

That was five years ago. I only played with Mark two more times, but today, we have a long-term bull who takes care of her whenever she needs it.

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2 weeks ago