One of my favorite and most powerful sexual experiences in life was my first time pegging my pandemic-era boyfriend. His name was Hunter. We met in the elevator of our shared apartment building exactly twice before the world shut down and quickly decided to lock things down together. He lived two floors above me, and on our second meeting, he helped me carry a large package into my place. One innocent “thank you” drink led to another, and the next thing you know, he’s got me pinned down to my bed and is absolutely devouring my pussy. Never have I had a man take such control over me during a fuck session. He turned me into an extremely flexible little fuck doll and had never been more turned on in my life.
We were six months into our cocoon of lust, shaken up together between our two apartments. I learned Hunter had a lot of restless energy, not being able to play his passion of rugby anymore. I was more than happy to let him exert it all on me. For such a strong, masculine man, Hunter was an extremely open-minded lover. The two of us both had fun testing out different toys wrapped in the heat of a well executed roleplay. So when we exchanged sex confessions and I admitted I’ve always wanted to peg a man, he gave it about 30 seconds of thought before offering himself up. Never did I think my first time pegging a man would include such a domineering man like him.
Hunter had one condition for his first time pegging experience. He said it had to be a strap-on bigger than his cock. This was the true surprise for me, because that man was packing at least eight inches. We mutually explored a variety of butt plugs and he did love the occasional finger in the ass right before he came. However, going from that straight to a nine inch dildo, was a big leap. After a few days of intense internet research we ordered all the pegging components we needed. I had picked out a cute and naughty black leather harness with red devil horns on it. Hunter picked out a nine inch long and 3in wide black dildo and a large bottle of lube.
The package finally arrived three days later and I swear Hunter looked more nervous seeing that box than he did during any rugby match he’d ever described to me. We spread everything across my bed like we were preparing for some filthy little ritual. The devilish harness alone made me feel powerful. Sliding the leather straps up my thighs and fastening that huge dildo into place completely shifted my mindset. Hunter just stared at me with this mixture of excitement and intimidation that made my entire body throb. I could not believe that for my first time pegging a man, it would be a physically dominant one and not some pathetic little cuck. I was about to make this rugby champion, my complete and absolute bitch. The focus of our next roleplay would be a dark and passionate blackmail affair.
Sexy Is What Sexy Does As long as I can remember. Guys always... Read More
You’ll Wear Panties Forever, I taunted my brother-in-law... Read More
How to Have Anal Sex: A Beginner’s Guide So, you have been wonde... Read More
The rowdy threesome turned into his first time being pegged! A... Read More
Welcome To A Look In My Mind This blog is going to be something... Read More
The Pegging Fantasy Begins When Hunter saw me standing there at... Read More
Was My Perverted Neighbor Next Door Stealing My Lingerie? ... Read More
A Guide to Pegging Over the last few weeks, I’ve been enj... Read More
Teasing Lipstick Lover The first thing I did before work was pu... Read More
A horny, young man discovers his submissive side when his Femdom Stepm... Read More
Rules are the most important part. The sissy panty boy rules are simpl... Read More
The Opportunity for my First Time Pegging One of my favorite an... Read More
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.
