I awoke at ten on New Year’s morning. The sun was peeking through the windows but that didn't wake me. I woke because my man’s hard cock was pressed against my ass.

I was still a mess from the New Years Eve sex we'd had which was awesome as always. I let him enter me and spoon snuggle fuck me till I felt him unload deep inside me. After he withdrew, I felt him kiss me on the neck and then he got out of bed leaving me there to feel his cum drip out or me.

I'd been happy to have a sort of boring New Year's Eve knowing I had plans that would make up for it.

I dozed off and awoke an hour or so later from a kiss from my man. He and his son were off to see the Winter Classic Hockey game. I had a game to go to as well which I'd been working on for two weeks after I found out he had tickets to the hockey game.

I woke, jumped in the shower and dressed in a very plain outfit, not trying to look sexy or anything that would be classy. Just tight leggings and a baggy rugby shirt because my first date was brunch at Teddy’s. I met Teddy on Adult Friend Finder. He was not the typical guy I’d go for, but I had watched him masturbate on cam a few times and chatted.

Teddy was a widower and, according to him, he hadn't had sex in over a year. He wouldn't tell me who that was with so who knows if it was true or not. He was grey haired, thin, and had an average length cock that was uncommonly thick. I love girth! He wasn't very dirty talking and didn't really go into detail what he liked but he was sweet.

I liked him since he wasn't rude or pushy, just a nice older gentleman of sixty-six. He offered to make me brunch and told me to not dress up. He told me if nothing happened it was okay, he was just happy to meet me.

I told him I’d see him and I drove to his house. He was very happy to see me. I got a hug and kiss and a "Happy New Year," immediately upon entering his home, I sat at his table and we chatted about everything from current events to his kids. He has a son my age which I thought was funny. I had a Mimosa to start which led to four more and a beautiful brunch with eggs, bacon and toast.

Finally, he said he couldn't believe I was there and that he'd been masturbating to my picture for some time. He was just thankful for my company. I helped him clean up and as we laughed about something in the kitchen, we kissed. It was so nice, getting me wet.

As he kissed me, I rubbed his cock through his jeans. He stepped back and said “I hope you don't mind," and showed me a pill.

I said ,“No it's okay," and he led me to his bedroom and we lay down. I continued to suck his nice cock till it was rock hard. Then I sucked each of his balls in my mouth as I got his pants off. We took off our shirts.

He then returned the favor and went down on me with great skill, making me dripping wet. He crawled between my legs, kissed me and reminded me that he'd had a vasectomy and was clean. He entered me. He stayed in the missionary position for some time before I moved on top of him while he massaged my breasts. I rode him as hard as I could and I enjoyed his girth and I came.

I then let him lay on top of me again and enter me. He wasn't too heavy so didn't squash me as he pumped till he came and then slid back off of me and laughed.

He was still hard so I played with him and made sure every drop was wrung out of his cock.

He told me he wished I was single and how great I am.

I told him I enjoyed his cock and maybe we can do it again. I played with his cock for about ten minutes and listened to him whisper sweet things. He put his arm around me and I worked my way back down to his cock. I was shocked there was a round two for him, but I know he was hard from the pill. I licked his balls and shaft till he couldn't take it anymore and he mounted me again.

I told him to fuck me and he did as best he could until he pulled out five minutes later and came on my chest. I jerked every drop out again. This time I got up, kissed him and said I had to go.

He walked naked to the door as I dressed, and hugged me goodbye. We planned on chatting later.

I drove home feeling great but I knew my day was just beginning. I took another shower and checked the hockey game, not for the score but the time left.

This time I had specific orders of what to wear. I put on a skirt and black tank top with heels. I had a date in the next city with a so-called Dom, named James. I had met him a few times in party situations but never played with him. I told him I was never into the whole fetish lifestyle but James was a Greek guy with a massive cock who stood six foot three and was hot as fuck. Did I mention he knew what he was doing?

I arrived at James’s apartment at two and was greeted by him asking If I needed a drink. I declined.

He wasted no time ordering me to my knees. It got rough but I needed that change from Teddy and my man’s style. James had a beautiful eight inch cock and was forty-three years old. He began fucking my mouth and making me lick his balls and ass till we moved to the bedroom. I was ordered to strip. He wanted to use ropes but I wasn't okay with that and so he decided to be more verbally degrading.

He reminded me I was a slut and cheating on my man, which kept me wet. My pussy saw no attention till after he had fucked my ass, making it hurt. I begged for his cock to be in my pussy and boy did he fuck me! He came all over my face and collapsed on me.

We lay there naked with me having a sore ass. We heard the door open and I covered up a little. His roommate walked in and apologized for assuming he was alone. A total nerd! James told Todd I was one of his subs and asked if he wanted a blow job? He hadn’t seen sex in god knows how long but he said, “I wouldn’t be interested,” and laughed as he walked away.

I was told to walk out to him naked and ask him to please let me suck his cock. This blew my mind, so I did. He just froze and I unzipped his pants and fished out his small cock. I sucked it hard. He moaned and we went into his room where he dropped his pants and let me finish the job. I swallowed his big load and smiled and said ,“Thank you”.

James laughed and he fucked me one more time and filled me with his load, telling me to make sure to let his man taste his cum.

I dressed and went home. This time taking a bath and taking a Plan B pill.I came four times that day and cooked a great meal for my man when he got home .

That’s a good New Year’s Day...