First time cuckolding, everyone always remembers their first time trying something new. First time masturbating, first time sex, first time trying oral, first time anal… And first time playing a game of sexy strip chess, right?
One experience that really stands out for me was my first time cuckolding. This was years ago. I had fantasized about it for a while but had never met anyone who wanted to follow through. Until I dated a guy who, let’s just say, lacked a little bit of oomph down there. I didn’t want to hurt his feelings, but let’s just say my lack of satisfaction soon turned me into a real bitch.
Something that surprised me about cuckolding was how easy it was to set up. We joined a website for swingers, searched a variety of profiles, and made a short list of potential ‘bulls’. Okay, I say a ‘short list’, but given what we were looking for, I ought to call it a ‘BIG list’. Yes, you guessed it, my boyfriend wanted to see me take a really big dick.
It was our first time cuckolding, but we were not going to be accepting half measures. We met at his place. We had drinks first and then discussed our limits. I was attracted to him immediately. It didn’t hurt that he was handsome, muscular and I could see a bulge in his jeans that made my eyes pop. When I decided that I was ready for more than just talk.
It blew my mind that my boyfriend was so excited to see me on my knees, easing that massive dick out of our new friend’s jeans. We had only just met him and here I was, sucking a dick that had to be more than ten inches long. He was hard in seconds, I was dripping wet and I could see my boyfriend was in paradise.
In the bedroom, he showed me that he knew what to do with all of his body, not just his dick. He stroked me, groped me, kissed me, and licked me until I was literally begging him to put that monster cock inside me. It may have been my first time cuckolding, but it was not my first time going wild with pleasure. What really made it different was having my boyfriend watching that huge dick pounding mercilessly into my eager pussy. It wasn’t just so long, it was so thick that it was stretching me like my boyfriend just couldn’t.
I lay on my back and screamed his name, I rode him until my eyes rolled back and I got on my hands and knees to take it doggy-style while I laughed at my boyfriend jerking off his dick in a corner. I did allow him to fully join into my first time cuckolding experience at the end, though. He deserved to be rewarded after all.
Wanna try first time cuckolding? Or even if you’re a regular at it, call me for the best phone sex there is!
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Had a long and lovely call with Avalon this weekend. She is a wonderful person who is fun to speak with about anything, but of course, she is especially good at the phonesex part of the conversation. She listens intently, knows what her client likes, and contributes her own ideas to the calls. I switched things up in the middle of our call and she didn’t miss a beat, figured out quickly where I was going and met me there in a way that completely fulfilled the fantasy. She is, and remains, extraordinary.
Honestly, Scarlett is absolutely incredible. She is far from an average operator. In fact, she is sexy, passionate, and mesmerizing. I never wanted the call to end, and you won’t either!
Aileen~ Awesome as Usual!
Aileen is the best! We have had quite a few date nights now and she drives me crazy each time. She knows me and what I like now and plays until I can’t take it anymore…in a good way of course. It’s also fun to laugh with her during “pillow talk”. The time always goes too fast! As always, looking forward to next time.
On our latest call Aileen deemed me to be Her sickest disciple, after previously telling me I am the most pathetic. I am so honored to be Her sickest most pathetic disciple. Aileen has brought me so far. I love ❤️ and worship Her and pray that our journey continues forever. Aileen rules!
Michelle’s voice and ideas were very exciting!! I can’t wait until our next adventure!! Everyone should give her a call she won’t disappoint you. When you call her, I’m sure you’ll be feeling the same way!!
Simply put, Vicky is and always has been amazing. She is so much fun to play with and talk to!
Zoey was amazing. The minute our call started, she knew what I needed and delivered like no other has. She is Spectacular!
This red-headed vixen blew more than my fantasy away! Talk about knowing what to do and how to do it…. This was by far the best I have had in a long time.
I feel Mistress Megan is in charge even when not online. I’m her slave.
Megan is extremely open minded. Plays along with even the most taboo fantasies. Close your eyes and enjoy!
Jamie has gotten insanely popular, so she is often “busy” or “offline,” but a call with her is well worth the wait. Sweet, attentive, and often funny as well as dirty, she has raised my fantasy role-play into something hotter than I ever imagined it could be.
