Disclaimer: Iāve never been in a non traditional relationship. Iām not currently looking for any relationship. Just sharing my first legitimate training session.
Day One __In between relationships I get so bored of just taking care of myself. My partners always have a hard time finishing me off. No lack of talents and surely not lack of sheer effort but Iām a hard nut to crack I guess. I wondered if there was something wrong with me for a while but decided maybe Iām not guiding them right. So Iām starting this little experiment on myself to see if I just need another form of stimulation to finish or am I actually defective. Thatās the excuse anyways.š __Once the coast is clear I set the mood for myself. Background noise, lighting, and toy prep. A small plug and two dildos. After a bit of prep work I mounted the 6in to the platform Iād scrounged up. I sat back on my heels and sized it up. Itās realistically sized, nothing too intimidating. Next comes the lube. I pour a generous amount for what Iām working with and start with some self care. Iām already dripping excitement but weāre try to stay focused. I need to warm up. I peak myself slowly and while my cock is trembling I slip a finger inside. Still trembling I stroke myself a few times until thereās no resistance. I take a small break, mentally building myself up for the real start of the experiment. More lube. Time for the plug. It stretches me more than I anticipated. Itās the smallest in the set for fuck sake. With a few attempts it finally enters, my cock twitches and drools at the feeling. Once itās fully seated I focus on whatās in front of me and get comfortable with whatās behind. I enjoy the build up as I work both myself and the object. Once everything is slippery to satisfaction I begin.š®āšØ __Eyeing the makeshift platform, I try to think of the best angle of approach. Ultimately deciding that regardless of the start, pleasure should take over and the path of least resistance will slowly become obvious. I make my decent and all is welcomed. I slowly fall until the sensation was too much and caused me to tense with ecstasy. That was the starting point. I lifted myself back up, readjusted, and went again. The stretching wasnāt nearly as troublesome as the depth. I needed deeper. I pressed past the previous point and continued to work down. More. Fuck more. More, more, cold. My ass had made contact with the base? It sends a small shock through my body but this time there was no discomfort. The tensing passes and I felt Iād earned a reward so I took some time to feel myself. With every twitch from my dick there was a bolt of pleasure running inside me. I stay down and keep going. At this point Iād found a comfy position where I could sit on my soles. Iād started bouncing without any intention. I rock myself back and thrust down and in. Thatās the spot. I barely felt it but it was there. Something new and intoxicating. I reward myself more and place my other hand on the ground for support. The rocking is rough at first but, as predicted, the correct approach was found. I find a rhythm but as soon as itās found it disappears. The pleasure drives me over the edge and I ruin the rhythm with my own desperation. I keep trying, not knowing how much time had passed. Every stroke was electrifying, powering the next. The finish was on track to be but fading. I needed more.š« __I realized the only other option. Massive. Unreal. Pringles can size? Fuck, I was desperate. More lube. Stay seated until the replacement is fully prepared. Grind. Drip. Breathe. Fuck I was gasping. I take my hand off of the new comer. The lube sparkles against the light before dripping to the platform. A quick timeout, changed the star, and here we go. If I can take the tip I can at least stretch myself for the next time. It pushes past with a bit of effort. Itās fucking huge, my legs are trembling. My cock is dripping from tip to platform. Lower. Thereās discomfort again. I try to lift myself up but the sheer length doesnāt allow for much relief. I need to readjust. I try putting strength into one leg but it collapses against my will. The other following suit quickly after. Fuck. Iām struck and losing strength to keep myself up. Iām slipping. It slowly pulls me down, finding its way deep into my belly. The pain fades as soon as itās filled me. Iām not even halfway down. I take a moment to regain composure from my much quicker than anticipated way down. Thereās a puddle now formed on the platform. Much more precum than my normal. I canāt resist and again reward myself with attention, self care. š __Immediately my body is delighted and offers more room within. I let it climb deeper until thereās no more. Iām over halfway now. My body wants to rock and grind but my legs are of no use now. All I can do is pleasure myself and tense on this fucking monster taking me under. Itās not enough. I finally gain enough strength and confidence to move. I manage to take a knee and get one foot planted. Then the other. Then lean back in a squat position. I grab the bed for support. I try bouncing and the tensing suddenly becomes more of a gentle squeeze as the object starts escaping. I drop my ass with the same down and in motion. My whole body trembles. This would work. Faster. Itās getting easier to take. I let more escape only to chase it back down quicker each time. I lose strength again. I fight desperately to stay up high but Iām trembling and losing ground. As another inch slips I try to make a game plan. Iām panicking, thereās nothing to cling to with enough support to keep me from falling. Another inch. Thereās no pain but the pressure of this beast filling me up in becoming too much. Another inch. My ass is on my heels. I managed to support my lower back on the bed frame as not to fall backwards. The intruder filled me up entirely. Still stroking, I let my body go limp and accept my fate. I barely get to touch myself before I squirt all over my legs. š¤¤
Day Two tonightš
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