Logo
Stories

Sponsored

A Surprise Weekend Dinner Date Adventure

Posted by a straight woman:

September 26, 2020

By oldarmy

I'm 38 single. 5'5 Brunette short hair. 32C and wide hips. I've been dating my boyfriend now for about two years. He's 35. Runners build. He's very handsome and well hung , 10 inches. I can't quite take it all in my throat yet, but I'm trying. He has definitely stretched my pussy , I never thought I would be able to take it, but I love the way it fills me up. When he gives me oral he always makes me cum multiple times. He has hinted multiple times about anal, but I would always change the subject. I finally decided that it was time to try it and give him a surprise. He came over for dinner one Friday night and was going to stay the weekend. We had dinner and a few drinks. I started to clear the table and he offered to help me . We cleaned up and went out on the deck. We sat out there for awhile talking, had a few more drinks and decided to go to bed. We showered together and got ready for bed. We had some foreplay and he ate my pussy. I must have cum 6-8 times. He was going to put his cock in me and I stopped him. He looked at me and said Why?? I got up and said just a minute. I went into the bathroom and came back with a bottle of lubricant. He looked at me puzzled. I told him this is what you've been wanting, just be gentle please!! His face lit up and he smiled. He said of course. I got on my knees, and put my ass in the air, head down. He lubed up his huge cock and I felt him slide a lubed finger in my ass. It felt weird. He slowly worked it in and out and moved it around. Then added another with lube. Then he asked me if I was ready. I took a breath and told him Yes. I felt his head at ass hole. Then he slowly started to push. In and out, a little at times. It hurt at first , I started to cry s little. He continued to push in and out slowly I lost track of time. He finally managed to get it all in. He stopped. He asked me how it felt. I told him to just go slow . He started out slowly. Just gently pushing, I was starting to get used to him. After a few minutes of this I felt him grab my hips. He said baby, you built for this, let me show you what you've been wanting yourself!! He started to fuck me harder. Pulling out and going back in. I started to scream. After a couple of minutes, it turned into moans . He was riding my ass like it was my pussy. He finally cum , it seemed like he cum harder inside my ass than he had in my Pussy. He just kept gushing. When he finished I could feel it running out of me and down my legs my . My ass was sore and I know I was stretched open for the first time. I was exhausted. I asked him if he enjoyed it. He said he I was amazing and he wanted More. He asked me if I liked it. I told him Yes. He fucked my ass the rest of the weekend. By the time I went to Monday morning I hard time walking. I just everyone I was sore from yard work. I give him my ass regularly now. He was right , I was wanting it. I enjoy giving him all three of my holes now. I know I keep him satisfied, and he definitely keeps me full and satisfied.

Some Stories Are Meant to Be Heard

Experience the story in a whole new way — seductive, immersive, and made to be heard.