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Submitting to the Woman in the Cafe Part 4: The one where she pegs me.
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This is part of a series. Click here for part 1.

I lay back on the bed just as she asked. She pushes my legs up and pulls my ass towards her. I’ve never felt this vulnerable. I am trembling with fear. I feel her scoot a towel underneath me. Then something cold touches my asshole.

“Wait”

As the word leaves my mouth I feel her slide into me. The sensation is odd, but not painful. She quickly pulls out. Was that it?

“Ok, you’re clean. I’m going to do two fingers now. Ready?”

That was just one finger? Fuck.

“Hold on, can we talk-“

I feel her fingers slowly penetrate me. They slowly move further inside, but stop.

“You need to relax for me. Take a deep breath ok?” her voice is tender again. She rubs my thigh with her other hand to comfort me. I take a deep breath and her fingers push further inside me. She starts to move around inside me, like she is looking for something. Then I feel it. She presses down and I feel an odd mix of sexual pleasure and the feeling I have to pee. I let out a tiny moan involuntarily.

Her fingers slowly move out of me. I hear her pull off her medical gloves. She is done with fingers. A rush of nerves hit me. Then I feel the tip touch up against me.

“I need you to really relax for me now. Can you do that?”

“Just wait and slow down a bit”

I feel her enter me, it is much bigger than the fingers. She tries to push further but it won’t fit.

“Good, you are doing great. Just let go and relax.”

I finally let go and completely relaxed. She slid the strapon completely inside my ass. I let out another moan. I have never felt filled like this before. It went in a lot further than I thought.

“Good boy”

She begins to gently thrust back and forth inside me. Her motion gradually increases speed. I’ve never been very vocal during sex, but I start to moan as she thrusts. The odd sensation turns into pleasure as she fucks me harder. She grabs my cock and begins to stroke it. The pleasure is building. I feel her slow down a bit. I am close.

“I want you to come for me”

She pulls her strapon completely out and then quickly thrusts it all the way into me and holds it there. I shoot come all over myself. She stops stroking and holds my cock at its base. My cock leaks come down its shaft and over her hand. I have never ejaculated that much. I feel light headed and catch my breath as I calm down. I can feel the sweat all over my body. She keeps her rubber cock all the way inside me. Her hand lets go of my shrinking cock and feel my balls.

“I don’t think that’s all of it” she says as I feel her start to move the strapon again. Is she really going for round two?

My limp dick starts to get hard again as arousal takes hold again. I feel her strapon thrust faster inside of me. We lock eyes as she relentlessly fucks me. Then I feel her pull out completely.

“Turn over and get on all fours”

She slaps my ass hard and I do as I’m told. She climbs on the bed and slides inside me. This time I feel her strap hit my prostate and I let out a loud moan. I have never in my life made a sound like that. What is this woman doing to me? She then fucks me hard and I start to moan uncontrollably. The waves of pleasure make it hard to think. I hear her start to moan in pleasure too. She wraps her latex-covered hand over my cock and slowly strokes it as her strapon thrusts inside me. I can feel her rubbing herself against me with each thrust. Her moans getting louder. I come even harder than the last time.

“Ah thats a good pet. Let it all out for me”

She keeps rubbing herself against me, not even thrusting anymore. My cock continues to leak. I hear a loud moan and she stops moving. I think she just came from wearing a strapon. She pulls out of me one last time and gets off the bed. I collapse in exhaustion. The worst wave of postnut clarity washes over me.

I hear her harness drop to the floor. She wipes me down with the towel and then sits up against the bed board. She rests my head on her lap and runs her fingers through my hair. Her arms hold me tightly.

“You did well tonight. Just lay here and relax. You don’t have to do anything else. I’ll take care of you. ”

We lay like that for a little while. I am a sweaty mess and she is still in her latex suit, probably drenched underneath.

“Want to shower?” She asks. I nod.

She shows me the bathroom and leaves a pair of my underwear for me. After I am done I see her go in and shut the door. I still haven’t seen her naked.

After her shower she emerges in a bath robe to my disappointment. She tucks me into the bed and shuts off the lights. In the darkness my mind pieces together everything that happened.

I hear her climb into bed and get under the covers with me. I feel her bare skin on mine and realize she is completely naked. She holds me tight and we both fall asleep.

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