pov. James Madison
I looked at Thomas undressing himself as I laid naked on the bed in our shared room. I was scared, me and Thomas had been dating for about four months but we had never really done anything like this before. He finished undressing and then I glanced between his legs and let out a gasp. God he was huge, He had at least 8 inches and that was going in me. He walked up to me before pausing. He sat on the bed beside me.
"hey Jemmy is everything okay" He asked, gently holding me close to him.
"yeah I- it's just That- this is my first time doing well... anything like this" I whispered quietly. I looked away in shame and he grabbed my face so I looked into it with soft brown eyes.
"If you don't feel ready for this type of stuff we can just cuddle." He said sweetly.
"I want this I just... am scared" I mumbled nervously.
"hey I promise I'll be gentle okay" He whispered softly. I nodded and he flipped me over.He gently spread my legs apart. He grabbed a bottle of lube and coated his member along with my entrance in a thick layer. I felt his tip brush against my entrance and let out a nervous shaky pant. he kissed the back of my neck softly. He inserted his tip inside and I winced a little tears already in my eyes. He slowly moved his tip in and out of me putting a little more in every time. He had about third in before he slowly began to slide in the rest. He soon had his whole member and I let out a sharp gasp when I felt his balls against my ass. when He was done I was crying in pain, god I was such a wuss. He softly wrapped his arms around me kissed my shoulders and neck sweetly.
"tell me when, okay" He whispered. after about a minute or two I nodded and he slowly moved his huge member in and out of me. I felt a small amount of pleasure begin to break through the immense pain and he slowly went faster. I tried to keep all the noises inside my throat before letting out a whine.
"is my baby doing okay" He asked sweetly. I nodded a little with a moan and he rubbed my back.
"p-please f-faster" I moaned out. He began to thrust faster seeming to go deeper with every thrust. I let out a moan followed by little whimpers. I tried to keep my mouth shut when his dick brushed against something. I felt a loud feminine moan escape my throat followed by small slutty noises.
"T-Tommy~ ahhh r-right mmhmh there" I whined softly. He lifted my leg up and placed it on his shoulder. He paused for a minute before ramming right into my prostate making a slutty moan escape my throat. I felt a tight knot seem to form in my stomach and kept moaning in delight. I slammed my ass back up into him trying to get even more of him into me. God I felt pleasure seem to grip me and I forgot about everything that was happening. The only thing I could feel was Thomas's dick in me and the sound of our shared noises. I gripped the sheets feeling like I was close to climaxing.
"Tommy I- I-ahh~" I moaned out as I came all over the bed. He kept going in and out still as my legs began to shake but I loved it. I felt his dick begin to twitch in my ass and he let out a loud groan. I felt a hot sticky substance fill me and begin to drip down my legs. He pulled out and I Collapsed panting. He fell down next to me before hugging me. I crawled on top of him and rested my head on his warm chest. He hugged me tightly and kissed my forehead.
"did you have a good first time" He asked in an almost teasing way. I let out a small warbling noise followed by nod.
"God you're adorable" He cooed making me blush. He grabbed the blankets and wrapped them around us, forming a tight cocoon.
"I love you" He whispered gently. I looked up at him from the blankets and hugged him tightly.
"I love you too" I whispered back.