A Conversation about Pegging - Sex Stories

A Conversation about Pegging

... me in the ribs. I just laughed. “Actually, I have read that the smaller ones won’t allow enough penetration after they have been inserted in the woman. If we are going to do this, I want to be able to use it and feel it. We should also get a harness. Although it says that you don’t need one, I have read that a harness makes it easier and more comfortable. It won’t slip out when you get excited.” “Okay, that makes sense. So the big black strap-on cock it is then,” she said with a naughty gleam in her eye. “We should get some condoms for it as well and some lube that won’t harm the silicone. It will make the cleanup easier.” About that time, one of the store owners came over to chat with us. She is one of the main reasons we like this store. After years of working in social work, her and her partner had decided to open a sex shop. They are both very knowledgeable and helpful without being creepy. The store owner recommended a good lube and she also recommended getting some latex gloves for preparation. She gave us some advice on how to proceed and congratulated us on trying something new. We were both giddy with excitement as we left the store and headed back home. When we got home, we hopped in the shower and washed off, then rinsed the toy and headed for the bedroom. I laid down a towel and lay down on my back. Kim walked in the room a couple minutes later with the harness on and the dildo already inserted. She winked at me and asked, “How do you like my big cock?” I just ...

... smiled a little nervously and told her that she looked sexy and maybe a little intimidating. Kim lay down next to me, and we began to kiss as she reached down and stroked my cock with her hand. She leaned in and whispered, "Relax baby, I am going to be gentle with you and take good care of you.” My cock twitched in her hand. With that, she began to kiss her was down my chest, stopping to tease my nipples a bit before continuing her kisses down my stomach. As she got down between my legs, she gave my perineum a few gentle licks while stroking me. She then took each of my balls into her mouth and sucked them while I began to relax. While she was doing this, she reached over and got the bottle of lube and poured a large dollop on my hole. It felt cold and I tensed a little, but she blew her warm breath on my ass and I slowly relaxed again. Kim slowly started to rub her finger around my asshole before just inserting the tip in. I had to mentally remind myself to relax and let my wife take control. This whole role reversal thing is definitely a little hard to get around the first time. While I was breathing deep and relaxing, Kim began to slowly work her finger in and out. As I warmed up, she inserted a second finger and added more lube. My sexy wife began to crook her fingers and apply pressure to my prostate. I had never felt something so amazing and different. It was intense. After doing this for a while, she added a third finger and repeated the process. “Honey, your fingers in ...