Go all the way

You turn back. "Mum..."

Gathering herself she looks at you. "Yes dear?"

You swallow hard. "I...uh...want you to be my first. Uh...you know..." You motion toward the butt plugs on the bed. "I want you to be the one to...uh...pop my cherry." You figured it was going to happen soon, and you sure as hell didn't want Fiona to be the one. Besides, you were definitely dressed for the occasion.

You see tears come to her eyes from happiness. "Oh baby boy! Yes! Of course I will. I would be honored!"

The two of you rush together and begin kissing and heavy petting. Her big warm soft cushiony body felt so good against yours. You slide your hands under her tank top and push it up and over her head, tossing it to the side. Her huge heavy jugs fall and bounce. You grab one in each hand and start licking and sucking them. They were so big and so soft. Locking onto a nipple with your lips you begin to suckle and suck, she strokes your hair. "Ohhhh...Jesse!" This goes on for some time.

Eventually she leads you over to the bed. "Get on the bed Jesse, on your hands and knees." You do as your told. "Good boy."

Throwing your dress up onto your back she then pulls down your panties. "Okay Jesse, we'll do this in stages." You hear the slick sounds of lube rubbing on your mother's hands. Then you feel as she applies some to your puckered anus. You stiffen up from the unfamiliar sensation. "Relax Jesse, you just have to relax. Okay honey?"

"Sure Mom." You respond.

You feel a pressure against you and suddenly...pop...she's got two fingers in you. You tense up again but **** yourself to relax, the more you relax the better it feels. She waits at time, just letting you adjust. You feel her spread her fingers apart a bit and once more hold it.

"God...I want your ass so bad. I'm trying so hard to be patient." You feel her slip another finger in. "You're so tight honey."

"That feels full..." You grunt.

"Don't worry baby boy. It just takes some time." She soothes. Once more you **** yourself to relax and once more you adjust.

You then hear her lubing up the medium sized plug. As she pulls out her fingers she replaces them with the butt plug on one smooth motion. Your sphincter grips the narrower base as the fat middle slides through. This was much different, you felt much fuller. You could feel a slight pressure against your prostate. You groan.

Thanks to the dress you really couldn't see what was happening behind you. You could see your mother standing there smiling proudly at you. "You're doing so well Jesse. So good."

She reaches down and begins stroking your overexcited cock. "My little boy is so hard, let Mommy help you with that." She proceeds to milk you in firm steady strokes. "Sorry dear, but I really need you to hurry okay? Mommy's needs your ass so bad. Wait...this will help."

She pulls the butt plug out with a pop! You then feel the well lubed tip of the big one, she pushes it against you with a firm steady pressure. You let out a gutteral groan as you feel it open you up. Too big! Too big! You are sure you won't be able to take it when suddenly you feel the thickest part slide in. You let out a cry as the big rubber plug filled you up far past what you thought possible, the pressure on your prostate increases threefold. Another two strokes by your mom and you are dumping your load.

"Good boy! Good boy! Right on your pretty pink panties. There you go" You wail and yowl as you mother's guiding hand milks you dry. The sensation of your ass gripping and contracting on the big rubber plug as you cum was incredible and utterly overwhelming.