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My Initial Experience with Pegging

In my initial pegging experience, Linda claims my anal virginity.

Spankmasters
May 15, 2024
4 min read
first timeMy First Peggingpegging
My First Pegging
My First Pegging

My Initial Experience with Pegging

It had been a while since I last saw Linda. With our busy lives, we eventually lost touch. Fortunately, we managed to reconnect and catch up. We both talked about our desires to explore kinkier fantasies.

The day finally arrived when we met for some fun. When I opened the door, Linda greeted me with a kiss. I couldn't help but notice her big, beautiful breasts, pierced and visible beneath her thin shirt. I teasingly pulled on her long, red hair as we broke our kiss, which made her moan excitedly.

We sat down and talked for a while, updating each other on our lives. Eventually, our conversation shifted to sex. I had a few questions about her kinks, and she eagerly shared her thoughts, climbing onto my lap and sitting on the couch.

"Okay," I said, "let's go upstairs and you can show me your toys." We both laughed at the playful remark and went to the bedroom.

She opened a metal case, revealing a collection of dildos in various shapes and sizes, as well as a strap-on harness. I asked which one she had in mind for me, and she chose a slim blue one and a larger purple one with a large head. I set those aside, commenting that I wanted to see her wearing the harness.

I took off her shirt, revealing her stunning breasts. I stood behind her and caressed her ample chest while kissing and biting her neck. Next, I removed her pants, leaving her in just her underwear. She spread her legs apart, and I played with her soaked pussy. I then explored her back door, licking and nibbling at her ass.

"I think you need to cum first, honey... I know it's been a while," I told her as I guided her onto the bed.

Linda lay down on the bed and spread her legs, just waiting for me to satisfy her. I moved between her legs and lapped at her pussy and clit. She was so excited that I quickly brought her off twice with some intense orgasms.

Once she had recovered, I helped her put on the harness. She picked a medium-sized cock and attached it to the harness. I was still clothed at this point and dropped to my knees before her. I began licking and sucking her rubber cock, gazing at her while doing so.

Linda went wild and started bucking on top of my face, riding my mouth and stroking my hair. I grabbed her ass, pulling her deeper into my mouth. With my free hands, I spanked her ass to urge her on.

Finally, I pulled away and stood up. "That's not really what we're here for, sweetheart," I said teasingly. I removed my shirt and pants, revealing my black lace-trimmed boy shorts. I crawled onto the king-sized bed, arching my back and exposing my ass. Next, I removed my underwear, inviting her to play with my ass.

Linda loved it when I got vocal, and I didn't plan on disappointing her. I could feel her tongue probing deep inside my hole as she rimmed me. It felt fantastic, and I moaned, urging her on. Selecting a bottle of lube, she lubed up the dildo intended for me.

I spread my legs wider, showing her my ass. "Fuck me like a slut, Linda," I begged.

Linda obliged, pushing her legs up and entering me with the strapon. She inched in deeper, filling me entirely. I loved the feeling of her hips pressing against my ass cheeks. She began pounding away, filling me with the dildo.

We continued this way for some time, then I asked her to take it out. I turned over and laid on my back, raising my legs as high as I could. "Fuck me like a dog, Linda - like a slut."

Linda complied, quickly positioning herself behind me. She drove the dildo deep into me and began thrusting hard into me. It was amazing to see the beautiful redhead on top of me, taking my ass for the first time.

In a sudden moment, a sensation overtook me. The position she had now entered me created immense pressure on my prostate, and I was about to experience an intense orgasm. "Oh my God, Linda, you're hitting my prostate! I'm going to cum SO HARD!" I exclaimed, growled, and then it occurred. I lost control, releasing hot semen all over myself. I was struck so forcefully that I experienced lightheadedness and even saw stars. Surprisingly, my cock remained semi-erect, which had never happened before.

Bringing myself back to the present, Linda carefully withdrew from me and wiped off any residue. Lowering her face towards my groin, she skillfully cleaned up every bit of my sperm. "You taste so delicious" she said jokingly. We kissed, and I detected traces of myself on her tongue.

My schedule was tightening as I had other obligations. She picked up my underwear and told me she wanted to keep it as a keepsake, which was fine by me. We hastily cleaned ourselves up and dressed, and I left, my rear end buzzing, and Linda's parting words echoing in my brain...

"The next time, you'll be fucking MY ass."

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