A Bisexual Journey – Chapter 11 – Ashley’s BIG Strap-on Surprise

DARK Submission: A Bisexual Journey – Chapter 11 – Ashley’s BIG Strap-on Surprise

Two hours later I was at Ashley’s and she could tell instantly I was stressed. I explained what just happened and all the things Troy had suggested that he may make me do one day.

Once done, Ashley joked, “I’ve created a monster.”

“This isn’t funny. My career is in jeopardy,” I replied.

“Do you want to quit?” Ashley asked softly, taking my hands in hers.

I paused. “I don’t know,” I finally answered.

“Adam, I love you and when this whole crazy thing began I never thought it would go this far. If you want to stop, I will stop too,” Ashley said, her voice so compassionate and sincere.

“I love you too, Ashley,” I replied, kissing her gently. “This has just gotten out of hand.”

“I know,” Ashley agreed. “I ate a stranger’s cunt in a church bathroom as the service was going on,”

“I sucked a student during the same service,” I countered.

“Slut,” Ashley joked.

“Whore,” I retorted.

“Cocksucker,” she volleyed back, rubbing my cock through my pants, her tone still playful but shifting to a sexual hunger. The name-calling was turning her on; it was also turning me on.

“Lesbian,” I whispered with a smile, my hands cupping her small firm breasts.

“Nigger lover,” she smiled, tugging down my pants.

“Right back at you,” I replied back.

“So, now what?” She asked. I could tell she would quit if I asked her to, but that she didn’t want me to.

“I can’t explain it, Ashley. As soon as a black cock appears in front of me, my mouth waters, my morals dissolve and my brain turns into eager pleasing mode. It’s like I can’t control myself, I must have it in my mouth, I must obey,” I explained, my cock getting hard in Ashley’s hand as I tried to explain my misgivings.

“I understand, I feel the exact same way when Rhianna’s black pussy is offered to me. My brain shifts into automatic drive but I am not the one driving,” she responded.

“That’s what scares me, the complete lack of control, the pull to submit and obey, the desire to please,” I continued.

“I understand completely,” she nodded. “I’m like a junkie, but my drug of choice is submission and black pussy, and twice as addicting.”

“Do you want to stop?” I asked.

“Do you?” She asked.

The answer was obvious…yes, yes, yes…yet the words out of my mouth was, “No.”

“Me neither,” she said, hugging me, clearly a sense of relief in my answer.

When she broke the hug, she said, “We just need to be strong together. No matter what, we have each other.”

“You really are perfect,” I smiled.

“You’re not too bad yourself,” she smiled back playfully pushing me onto the couch.

“Mother fucker,” I yelped, as the biggest of the five plugs to fill my ass reached new unchartered territory.

“Sorry, sorry, sorry,” Ashley apologized profusely as she kissed me.

“That is not where it hurts,” I smiled.

“Is that so,” she smiled, as she moved lower.

Reaching my cock she began doing her trademark slow burn blow job which was like a water treatment massage for my cock.

I enjoyed the blow job for the next twenty minutes as she made love to my cock with her mouth. She milked my cock with precision as I eventually blew my load in her mouth even as she never once increased her pace, slow and steady indeed winning the race.

Once she had finished the blow job a couple of minutes after I finished coming, she asked, her tone playful, “Is my baby all better now?”

“Actually, that isn’t where it hurt,” I smiled back.

“Really?” She said, surprised but intrigued by my intent.

“It was my ass you hurt,” I pointed out.

“You want me to kiss your ass better,” she smiled.

I shrugged.

“That seems like a good transition to the surprise I have for you?” Ashley smiled.

“Now you have me curious,” I replied.

“Good word choice,” she said, squeezing my cock before adding, “Don’t you go anywhere, I’ll be right back.”

As I waited, I realized her tone dripped with sexual promise. I waited a few minutes, more than I expected, but when she returned I gasped. She was in white thigh high stockings and was wearing a black strap-on cock.

“Do you like?” She asked, posing seductively.

“I am speechless?” I replied, even as I realized the obvious intent of her attire.

“Are you ready for the last part of your training?” She asked, walking over to me, the big plastic cock bouncing confidently with her every step.

“Do I have a choice?” I asked, trying to avoid answering the question.

“Everyone has a choice, silly,” she smiled as she reached me. “But if you are going to be ready to even attempt taking Troy’s cock in you, you better get used to the feeling of getting fucked.”

I fluttered my eyelids, “Oh you just know exactly the right words to say.”

“Get undressed,” she said, her playfulness gone.

I obeyed, the thought of getting my ass fucked by her turning me on in ways I never would have imagined just a few days ago.

“Let’s see how your ass is doing with your gaping process,” she ordered.

“There is no way anything bigger can ever fit in my ass,” I said, even though Ashley’s cock was longer than the plug, as I got onto my knees doggie style on the couch.

“You would be surprised what can fit in that tiny hole of yours,” she countered, pulling out the last butt plug and replacing it with two fingers.

“Ohhhh,” I groaned softly.

“Fuck, I know it shouldn’t, but the thought of watching you suck Troy’s cock and take his cock in your ass has my cunt dripping, baby,” Ashley said, as she wiggled her fingers inside my ass.

“Imagining you eating Rhianna’s cunt does the same for me, baby,” I whimpered, as she stretched my ass with her fingers.

“Can I fuck you, Adam?” She asked, leaning into my ear, her tone tentative, but excited.

“I-I-I-don’t know,” I stammered, distracted by the fingers in my ass and her hot sultry breath on my ear.

“I want to be your first, baby. Can I be your first?” She asked, tugging on my ear with her teeth.

The days of butt plugs in my ass and the thoughts of always wanting more in my head, I knew I wanted her to fuck me, yet as a man such words are hard to allow to escape your lips, even after everything I had already done. “Just do it,” I said, answering yes, but vaguely.

She knew enough not to make me repeat it, not to humiliate me like Troy had done, as she moved her tongue down my neck. “I will be gentle, baby. I want to do everything with you.”

Such tenderness enhanced my eagerness to make her happy and any trepidation of being ass fucked dissipated as I gave in to her unconditionally, to pleasing her however she wished. “Kkkk,” I cautiously answered.

A moment later I felt lube on my ass and a few seconds later she asked, “Ready, baby?”

“Yes,” I answered, suddenly turned on by the act of submission I was about to commit with her, I added, “Take my anal cherry.”

Noticing my shift from insecure and tentative, to eager and anticipatory, she paused, the head of her fake cock teasing my rosebud, “You want me to fuck your ass?”

She pushed in, just breaking through my defensive wall, as I answered, “Yes, baby, I want you to be the first to fuck my ass.”

Slowly she eased her cock deeper into me, widening me naturally, the last few days of butt gaping paid off, as the pain was almost non-existent, just a slight burn to remind me of the taboo act I was committing.

“Half way,” she announced, I assume to relax me, but it did the opposite. I thought she was almost all the way in and suddenly doubts reappeared. I grabbed onto the top of the couch for support as I felt the cock continue its inward exploration of my virgin back door.

“Just relax,” she reassured, her left hand caressing my back.

“Okay,” I weakly replied, the cock going officially deeper than the butt plugs had, save the time when Ashley impaled me onto the big one earlier by accident.

“Good boy,” she purred, not condescending, but soothing as she continued her slow advance.

The pain increased and yet the thrill of submission, in making Ashley happy, somehow dulled my senses and allowed a sense of euphoria to build simultaneously.

“Two-thirds in, baby,” she announced, even as I clenched my teeth.

“Ok,” I said, my voice trembling.

“I’m going to stop now, and began slowly fucking you, get you used to my cock,” Ashley said.

I just nodded in understanding, the idea of getting fucked a turn on, the reality not quite yet feeling as sensational as I had fantasized. I wasn’t in major pain, nor was I in major pleasure, I was just there, my body trying to adapt to the two conflicting sensations.

She started fucking me slowly.

The feeling was a collision of teasing pleasure, taunting burn, helplessness, and eagerness.

It felt good, but yet I wanted more.

It felt bad, but I wanted more.

I felt defenceless and completely at the mercy of the cock in my ass; yet I felt a hunger to be used, to be fucked.

I understood in one brief moment of clarity what it felt to be a man, and a woman and in this brief moment there was no longer gender, just sexual ambiguity and a slow, but undeniable building of pleasure coursing through my very being.

As she slowly sodomized me, there was no talking, just my quiet, but audible whimpers and moans, the difference between the two almost unrecognizable.

I don’t know how long she slowly moved in and out of me before she finally spoke. “I’m going to start going deeper, baby.”

“Ok,” I replied, accepting that I was completely at her whim and her black cock.

I wanted to feel the cock deeper in me.

I wanted her to fuck me faster.

I wanted to be pounded like a dirty little slut…but I couldn’t say the words.

The thoughts were endless in my mind, but releasing the thoughts verbally, I just couldn’t do.

The pain returned as the black cock, began to explore new never before reached depths and yet I kept wishing she would just slam it in me. Filling my ass full, the pain would be sharp, but it would be worth it and the pleasure that followed would surely be amazing.

Her strokes were still slow, but each forward movement continued to go deeper, driving me crazy as I wanted to be fucked, not made love to. After a few more slow deliberate strokes and I couldn’t take it anymore. I burst out, “Please, fill my ass with your cock. Fuck me and make me your ass-slut.”