Prostate Play: Easing into my Boyfriend for the First Time

So I told you boys about the first time I used a strap-on with my boyfriend’s prostate but I had to warm him up a bit first! He was extremely hesitant and I knew that I would have to get my “foot”(finger;)) in the door first. Get him nice and loose and open-minded. Let me tell you, it wasn’t easy to convince him but now he’s so happy I did!

So in preparation, I went to the store and grabbed a few things. Some latex gloves, some lube, and a butt plug to test out should do the trick! Gotta play it safe. Smooth, wet fingers or toys sliding in for massage is just what you want. Stocked up and ready to go I headed home to wait for him;)

The evening went as planned we had a sweet date and then it was time to move to the bedroom. I had on my sexiest lingerie for him. A special treat for doing what I ask, even though let’s be honest, it was totally for him in the first place.

Anyways, I got him out of his clothes, relaxed laid back on the bed. Kneeling between his legs I started to give him a blowjob. Nice and sloppy just the way he likes. Once he’s good and hard and begging for more I reach over the bedside table and grab my gloves and lube.

I look at him and wink as I pull the gloves on.

We’ve talked about this, he’s known it’s coming and he’s agreed to try it. As I slip my lubed up finger inside I slide my mouth down his hard cock. He lets out a long moan as I find that sweet spot and I know he’s already hooked.

Is this something you’re wanting to try? Are you nervous or scared about it? I’d love to coach you through it on the phone. Show you just how great it can feel!

Teen Phone Sex!