A gay story: Locked in Love Ch. 07
I woke up about two hours later, feeling Jake’s hand roaming over my hairless body. I could also feel a very hard cock poking my uncovered ass. Jake was licking my ear. What a way to wake up! I yawned and stretched.
“The sleeping beauty awakens from her slumber!” Jake exclaimed, “You worked hard earlier and deserved that sleep but there is more to do.”
I wondered if he was going to make me suck him off again. I was excited about the prospect but he made no indication that he wanted to use my mouth again. Instead, his hands just kept gently stroking me and cupping my naked ass cheeks. I could get used to this; I thought as I felt my balls getting sticky from the precum leaking out of my locked cock. I also felt his now fully engorged cock poking my ass.
I was disappointed when Jake got up and out of bed. I had been enjoying his hands and warmth so much. He went to his pants and got a bottle of lube out of the pocket.
“I have been dreaming of popping your tight ass for over two months now.” He stated, mischievously.
This was a shock to me. I had never thought of being fucked in the ass before and I shuddered in fear.
“Don’t worry Sweetheart.” Jake said, soothingly. “I know it’s your first time, and promise to go slow.”
I was scared and excited beyond belief. I had been dressing and acting like a woman, these past few months. Now I was going to get fucked like one.
Jake climbed back onto the bed and leaned back against the tall headboard. He motioned for me to sit on his lap. I did so, straddling his torso with my bent knees on either side of him. He wrapped a strong arm around my waist and pulled me in for a juicy kiss. In this position my pantyless ass was jutting out and framed between the corset, stocking tops and garter straps. Jake started gently stroking my ass as we made out. It felt so hot. He made sure to run his fingers through my crack gently brushing across my pucker.
Jake opened the top on the bottle of lube and poured a small amount on his large finger. I watched in trepidation, and felt his hard cock poke my thigh. He ran this lubed finger up my crack applying more pressure. It felt great and I pushed my ass out some to try to get more pressure from his finger. Jake poured a little more lube onto his finger. He started gently applying pressure to my pucker, in small circular motions with the pad of his finger.
I couldn’t believe how erotic it felt, and moaned into his lips, that were still kissing me. Soon, the finger ever so gently started working its way into my hole. I did not like the feel of his sharp nail, but the shame of knowing that my body was being invaded more than made up for this discomfort. My stomach was a mess of emotions, mostly humiliation and fear of what I was to become. By now the finger nail worked past my tight opening and I felt the divine pleasure of my sphincter clamping around his big finger. As he slowly worked it in and out with small thrusts, the friction it made was the most arousing feeling that I ever had. I tried pushing my ass out even farther to get more of his finger in but felt his other fingers on my cheek. It would not go in any farther.
We made out for a few minutes, with Jake’s finger slowly going in and out of my hole. Not only was I sucking on Jake’s mouth like a whore, I was wiggling my bottom like a slut.
I moaned onto Jake’s tongue in despair, when he removed his invading finger.
“Take it easy Baby.” He soothed, “It’s only the beginning.”
He poured more lube on two of his fingers this time. I was worried but my hole welcomed the return of his finger. Only this time, once the finger was all the way in, I felt the hard nail of a second finger. My midsection shuddered, in its tightly bound corset. The discomfort of the hard nail was brief as it too inched its way into my bowels. I could feel my asshole stretching around those two burly digits. The stretching hurt in a good way, for just a little bit, before that divine friction took over once more.
I moaned into Jake’s mouth and wrapped my arms around his neck. I had never felt so special in all my life.
“Take it easy Sweetheart.” Jake laughed, “You were made for this. Now just enjoy the ride.”
He fingered my asshole with those two big digits for a few more minutes. He sensed when I became totally comfortable with them and started moving them faster and applying more pressure.
Once again, he removed them and applied more lube. This time he did not reinsert his fingers. He wiped the lube into my crack and poured more lube onto his fingers, applying it to his cockhead.
Jake now pushed my chest back a little, and pulled my ass in close, with his other hand. His top hand left my chest and I could feel it under my ass, grabbing his cock. He positioned his cockhead in my ass crack and started pushing it back and forth across my opening. It was so soft as it settled on my crinkled pucker.
“Rock up and down some.” Jake commanded.
I did, and I could feel that large cockhead putting pressure on my asshole. I could feel my opening stretching but it was not going in. Jake now started pumping his hips some. I could feel some more stretching. Then, when we timed it just right, I rocked my ass down and Jake pumped his hips up right at the same time, a searing burning blasted into my guts. I clenched my asshole in one of the sharpest pains I had ever felt, but it was too late. His head was firmly lodged in my rectum. My rectum was clenching around it for all that it was worth trying to get back to its closed state.
“Shhhh.” Jake soothed, “I know. It hurts but just for a little bit. It’s your first time and you will get used to it.”
We sat there for a while, with my asshole impaled on Jake’s big cock. Just the head was in. I had my arms, tightly wrapped around Jake’s neck, and held on for dear life. Jake did not move. My rectum seemed to be spasming around its intruder. I am sure this felt great for Jake’s cock, but I felt like I had a red-hot poker in my ass.
Slowly the burning hot, stabbing pain seemed to fade away. I took a deep breath, exhaled and wiggled my ass some.
“See Sweetheart.” Jake soothed me, petting my back and firmly holding my ass-cheek in his other hand. “It gets better. Now when you are ready keep on rocking your tight little tush like before.”
I felt like such a young, vulnerable, girl. It felt right. I knew, I couldn’t fuck like Jake. Why even try? I understood my place was to serve stronger people, like Jake and Elizabeth. The burning pain had disappeared and with its absence, came a deep sense of serenity. With this calm, I naturally started rocking my ass once more. This time it did not hurt. A delicious friction spread through my bowels as Jake’s cock went further in with each little rock.
I couldn’t believe how great this felt. A bad itch, being relieved by scratching, is the closest pleasure, I could think of, that might come close to this angelic bliss, emanating in my ass, and spreading throughout my bowels.
I didn’t need to hold onto Jake’s neck anymore. The pleasure in my guts, were much more important to me now. I let go of his neck and fell back into the bed on my back, lodging his heavenly cock even further into my ass. I let out a moan of a true woman. Jake lifted my ass, in his strong hands and pushed my dainty body, towards the foot of the bed, as he pushed his own burly body forward and on top of me. His cock remained lodged deeply in my asshole.