There is a 10,000 character limit so I had to break the last day of our weekend into 2 posts. Read Charles Town Weekend III first to see the beginning of the day.
That was all it took for Sarah and she began to orgasm right in front of my eyes. I was very concerned and turned on because I don’t take dick in the ass nor do I fuck guys. However, I couldn’t argue with how hard Sarah was cumming. She was slowing down and gently riding his dick breathing heavy. Once she calmed down, Sarah dismounted Alex and laid down next to him. I went and sat back in the chair and started to slowly stroke my dick again.
Sarah: “I think it’s time for a shower. Lets go Ray.”
Me: “You want me to shower with you?”
I was confused but went in and showered with her. Sarah and I were kissing and lathering each other up while she was smiling a devilish smile. I asked what she was up to and she said that she wanted to watch me ride Alex’s dick like she had. I was shocked. I said I didn’t think I could do that. She smiled and turned me around. She began to wash my back then I felt her hands along my ass. She gently slid one finger in my ass and shocked me. I didn’t know what to do, and she leaned over my shoulder pleading.
Sarah: “Ray, please do this for me. I am gushing wet just thinking about it.”
Me: “Ok. But if it starts to hurt we’re going to stop.”
After the shower, I found Alex laying on the bed where he was previously. I hesitantly walked over to the bed. Sarah grabbed the lube beside the bed and was rubbing it all over my asshole then put a generous amount on Alex’s dick. She told me to gently slide down on his dick and go slow. I straddled him and looked up as he was smiling with a shit eating grin. I grabbed his dick and was running it along my ass. I could feel my heartbeat in my whole body but Sarah was laying next to Alex rubbing her clit and sliding a vibrator in her pussy. I could see how excited she was, so I lowered down just enough to get his head in my ass. He moaned a little.
Alex: “Yes, just like that. Keep going.”
As I got a couple of inches in him I felt some pain as my ass was adjusting. I slid down even more and felt a tingling go quickly up my thighs to my balls. It felt like I was going to cum already and I hadn’t even touched my dick. I knew now why some guys liked anal. I began to ride his dick even faster. I couldn’t get it all in, but was getting enough I saw he was going to cum soon. Sarah had gotten up on her knees.
“Baby, tell me when you’re about to cum. I want to swallow every drop.”
I almost didn’t even hear her as I was lost in how quickly I was going to cum. I was going as fast as I could riding his dick and not even caring about him or Sarah. I just wanted to cum so bad.
Me: “Oh god I’m going to cum”
I barely got the words out of my mouth when Sarah totally engulfed my dick with her mouth. Her warm throat with Alex’s dick in my ass finished me off and I unloaded squirt after squirt into my wife’s waiting throat.
Alex: “Ok you two don’t forget about me.”
Sarah finished cleaning me off and I began to ride Alex’s dick again. He grabbed my hips and I could actually feel it as his cum splash against the inside of my rectum. Alex was grunting and continuing to cum as I just slid as far down as possible. When I saw he was done, I rolled off of him and went to the bathroom. I felt so dirty I got to the toilet to try and push out as much of his cum as possible.
Sarah and Alex came into the bathroom with me and jumped in the shower. I could see she was trying to get him hard again. She wanted more dick. She was getting very frustrated that he wasn’t getting hard. Alex got out of the shower and apologized to her.
Alex: “Thank you two for the amazing weekend. Let me know the next time you want to get together. I’m out.”
Sarah was toweling off while I was packing up our stuff and I saw she was pouting. She wanted more dick. Alex had left already, and I had cum so much that I couldn’t get hard again. We still had about forty-five minutes until noon check out, so I suggested I ask for a late checkout and maybe I could recover.
I walked down to the front desk and was talking to the kid at the counter about checking out later. I was told we could get a two pm checkout, so I thanked the kid and began walking back to my room. I was thinking about how long the herbal Viagra would take to kick in and a thought crossed my mind. The elevator button rang, but I turned and walked back to the front desk.
I had no idea if this would work and didn’t even know how to ask it. I was afraid he might think I was crazy.
Me: “Are you alone at the front desk or do you have someone else working?”
Confused Kid: “No, I have a girl in the office over there. What do you need sir?”
Me: “How old are you?”
Confused Kid: “I’m 19. What is it I can do for you sir?”
Me: “My wife and I are here for the weekend. We were trying to have a nice weekend, but I’ve had some issues uh performing.”
Confused Kid: “Sir, we don’t sell those here, but there is a Walmart down the street.”
Me: “No, I don’t need that. We only have a couple of hours left and I was wondering if you could come to our room and fuck my wife.”
At this point, I saw the kid was shocked and skeptical. I told him our room number and said that it would be a big favor for me. I was on the verge of a divorce and if she didn’t get laid soon that she might leave me.
Confused Kid: “Tasha, I have to go check this guests tv. I’ll be back soon.”
I was so excited. We walked together to the elevator. I could feel the nervous tension as we waited for the elevator then the short ride to my floor. We walked down to my room and I went in first so he didn’t think I was going to kidnap him.
Sarah was laying on the bed with her fingers strumming her clit when we entered. I could see he was shocked and pleasantly surprised.
Sarah: “Well get over here and make me cum. Come on. Take off those pants and fuck this pussy.”
He took his jeans off faster than I think I’ve ever seen anyone undress. He didn’t seem to care about her pleasure either. He was just an eager kid wanting to fuck my hot wife. I saw he had an average 7 inch dick but it was thick. The kid mounted my wife and began kissing her then moved his way down to her neck and breasts. He was pinching one nipple while the other was in his mouth. She was moaning and trying to encourage him. I watched as he lifted his lips and guided his dick to her opening.
He thrust in with a quick motion and just began pounding away at her. He was holding the headboard with one hand while he supported himself with the other. It was like he was afraid someone was going to take his toy away so he was fucking her as fast as he could.
Sarah: “Oh yeah fuck my pussy. Use my pussy however you want. Please please give me all of your cum.”
I knew she was making a mistake talking dirty to him. He didn’t even last ten minutes when I heard him grunting and starting to push himself as deep as he could go in my wife. He just kept yelling, “ah oh god oh god” as his cum was filling my wife’s pussy. I was so disappointed because I knew she wouldn’t be fulfilled with that.
He finished and laid on the bed beside her panting. I went over to the bed and immediately began licking her pussy. I wanted to make sure she would orgasm even if he didn’t get her to that point. As I was working on her, he began to sit up and I saw her swing her arm to his chest.
Sarah: “Hold on there cowboy. You’re not going anywhere yet. Bring that dick up here so I can clean you off.”
I watched as he hesitantly kneeled by her head and she took him into her mouth. He leaned back enjoying her mouth over his dick. She worked him slowly trying to get him hard again. As she was working, I was getting her so close to orgasming. I flicked her clit with my tongue and her legs began to shake. She kept the kid’s dick in her mouth and moaned around him as she came.
I sat back in my chair knowing his cum was stuck in my beard along with her juices. Sarah bent over on all fours.
“Now fuck me good. Take your time and pull my hair too.”
He eagerly got behind her and started to fuck her doggie grabbing her hips with his hands and trying to pull on her hair. I could see he wasn’t used to this so he was being very gentle.
“Come on fuck me like a man.”
He got the hint and started to pound that pussy as hard as he could go. I knew he was likely going to be sore later too because of how hard he was fucking her. He wrapped a handful of her hair around his fingers and pulled hard then slapped her ass while fucking her for all he had. This time was much better. After about ten or fifteen minutes she started to orgasm again.
“Oh god! Yes fuck that pussy. Pound that pussy like it’s yours! You have the biggest dick I’ve ever had.”
I knew she was lying but also knew she had just cum so she was trying to get him going. Shortly, he began to cum again. Once he unloaded his second round of cum in my wife, he collapsed back on the bed. He slowly made it to his feet. I watched him putting his jeans and shoes on. I gave him a piece of paper and told him to write his name and number down.
Sarah: “Oh baby. That was amazing. Was that kid even 18? Did you even get his name?”
Me: “Yes he was over 18. I wasn’t sure his name but I got his number now. He is Nate. I got him from the front desk.”
Sarah: “Damn baby that was so hot. I just fucked a stranger. I also fucked three guys in the same weekend! Fuck I’m a slut! I love it so much.”
I helped her clean off then we took our stuff to the truck. We walked past Nate as we left, and he smiled from ear to ear.
Nate: “Thank you for staying come back again soon.”
That was all it took for Sarah and she began to orgasm right in front of my eyes. I was very concerned and turned on because I don’t take dick in the ass nor do I fuck guys. However, I couldn’t argue with how hard Sarah was cumming. She was slowing down and gently riding his dick breathing heavy. Once she calmed down, Sarah dismounted Alex and laid down next to him. I went and sat back in the chair and started to slowly stroke my dick again.
Sarah: “I think it’s time for a shower. Lets go Ray.”
Me: “You want me to shower with you?”
I was confused but went in and showered with her. Sarah and I were kissing and lathering each other up while she was smiling a devilish smile. I asked what she was up to and she said that she wanted to watch me ride Alex’s dick like she had. I was shocked. I said I didn’t think I could do that. She smiled and turned me around. She began to wash my back then I felt her hands along my ass. She gently slid one finger in my ass and shocked me. I didn’t know what to do, and she leaned over my shoulder pleading.
Sarah: “Ray, please do this for me. I am gushing wet just thinking about it.”
Me: “Ok. But if it starts to hurt we’re going to stop.”
After the shower, I found Alex laying on the bed where he was previously. I hesitantly walked over to the bed. Sarah grabbed the lube beside the bed and was rubbing it all over my asshole then put a generous amount on Alex’s dick. She told me to gently slide down on his dick and go slow. I straddled him and looked up as he was smiling with a shit eating grin. I grabbed his dick and was running it along my ass. I could feel my heartbeat in my whole body but Sarah was laying next to Alex rubbing her clit and sliding a vibrator in her pussy. I could see how excited she was, so I lowered down just enough to get his head in my ass. He moaned a little.
Alex: “Yes, just like that. Keep going.”
As I got a couple of inches in him I felt some pain as my ass was adjusting. I slid down even more and felt a tingling go quickly up my thighs to my balls. It felt like I was going to cum already and I hadn’t even touched my dick. I knew now why some guys liked anal. I began to ride his dick even faster. I couldn’t get it all in, but was getting enough I saw he was going to cum soon. Sarah had gotten up on her knees.
“Baby, tell me when you’re about to cum. I want to swallow every drop.”
I almost didn’t even hear her as I was lost in how quickly I was going to cum. I was going as fast as I could riding his dick and not even caring about him or Sarah. I just wanted to cum so bad.
Me: “Oh god I’m going to cum”
I barely got the words out of my mouth when Sarah totally engulfed my dick with her mouth. Her warm throat with Alex’s dick in my ass finished me off and I unloaded squirt after squirt into my wife’s waiting throat.
Alex: “Ok you two don’t forget about me.”
Sarah finished cleaning me off and I began to ride Alex’s dick again. He grabbed my hips and I could actually feel it as his cum splash against the inside of my rectum. Alex was grunting and continuing to cum as I just slid as far down as possible. When I saw he was done, I rolled off of him and went to the bathroom. I felt so dirty I got to the toilet to try and push out as much of his cum as possible.
Sarah and Alex came into the bathroom with me and jumped in the shower. I could see she was trying to get him hard again. She wanted more dick. She was getting very frustrated that he wasn’t getting hard. Alex got out of the shower and apologized to her.
Alex: “Thank you two for the amazing weekend. Let me know the next time you want to get together. I’m out.”
Sarah was toweling off while I was packing up our stuff and I saw she was pouting. She wanted more dick. Alex had left already, and I had cum so much that I couldn’t get hard again. We still had about forty-five minutes until noon check out, so I suggested I ask for a late checkout and maybe I could recover.
I walked down to the front desk and was talking to the kid at the counter about checking out later. I was told we could get a two pm checkout, so I thanked the kid and began walking back to my room. I was thinking about how long the herbal Viagra would take to kick in and a thought crossed my mind. The elevator button rang, but I turned and walked back to the front desk.
I had no idea if this would work and didn’t even know how to ask it. I was afraid he might think I was crazy.
Me: “Are you alone at the front desk or do you have someone else working?”
Confused Kid: “No, I have a girl in the office over there. What do you need sir?”
Me: “How old are you?”
Confused Kid: “I’m 19. What is it I can do for you sir?”
Me: “My wife and I are here for the weekend. We were trying to have a nice weekend, but I’ve had some issues uh performing.”
Confused Kid: “Sir, we don’t sell those here, but there is a Walmart down the street.”
Me: “No, I don’t need that. We only have a couple of hours left and I was wondering if you could come to our room and fuck my wife.”
At this point, I saw the kid was shocked and skeptical. I told him our room number and said that it would be a big favor for me. I was on the verge of a divorce and if she didn’t get laid soon that she might leave me.
Confused Kid: “Tasha, I have to go check this guests tv. I’ll be back soon.”
I was so excited. We walked together to the elevator. I could feel the nervous tension as we waited for the elevator then the short ride to my floor. We walked down to my room and I went in first so he didn’t think I was going to kidnap him.
Sarah was laying on the bed with her fingers strumming her clit when we entered. I could see he was shocked and pleasantly surprised.
Sarah: “Well get over here and make me cum. Come on. Take off those pants and fuck this pussy.”
He took his jeans off faster than I think I’ve ever seen anyone undress. He didn’t seem to care about her pleasure either. He was just an eager kid wanting to fuck my hot wife. I saw he had an average 7 inch dick but it was thick. The kid mounted my wife and began kissing her then moved his way down to her neck and breasts. He was pinching one nipple while the other was in his mouth. She was moaning and trying to encourage him. I watched as he lifted his lips and guided his dick to her opening.
He thrust in with a quick motion and just began pounding away at her. He was holding the headboard with one hand while he supported himself with the other. It was like he was afraid someone was going to take his toy away so he was fucking her as fast as he could.
Sarah: “Oh yeah fuck my pussy. Use my pussy however you want. Please please give me all of your cum.”
I knew she was making a mistake talking dirty to him. He didn’t even last ten minutes when I heard him grunting and starting to push himself as deep as he could go in my wife. He just kept yelling, “ah oh god oh god” as his cum was filling my wife’s pussy. I was so disappointed because I knew she wouldn’t be fulfilled with that.
He finished and laid on the bed beside her panting. I went over to the bed and immediately began licking her pussy. I wanted to make sure she would orgasm even if he didn’t get her to that point. As I was working on her, he began to sit up and I saw her swing her arm to his chest.
Sarah: “Hold on there cowboy. You’re not going anywhere yet. Bring that dick up here so I can clean you off.”
I watched as he hesitantly kneeled by her head and she took him into her mouth. He leaned back enjoying her mouth over his dick. She worked him slowly trying to get him hard again. As she was working, I was getting her so close to orgasming. I flicked her clit with my tongue and her legs began to shake. She kept the kid’s dick in her mouth and moaned around him as she came.
I sat back in my chair knowing his cum was stuck in my beard along with her juices. Sarah bent over on all fours.
“Now fuck me good. Take your time and pull my hair too.”
He eagerly got behind her and started to fuck her doggie grabbing her hips with his hands and trying to pull on her hair. I could see he wasn’t used to this so he was being very gentle.
“Come on fuck me like a man.”
He got the hint and started to pound that pussy as hard as he could go. I knew he was likely going to be sore later too because of how hard he was fucking her. He wrapped a handful of her hair around his fingers and pulled hard then slapped her ass while fucking her for all he had. This time was much better. After about ten or fifteen minutes she started to orgasm again.
“Oh god! Yes fuck that pussy. Pound that pussy like it’s yours! You have the biggest dick I’ve ever had.”
I knew she was lying but also knew she had just cum so she was trying to get him going. Shortly, he began to cum again. Once he unloaded his second round of cum in my wife, he collapsed back on the bed. He slowly made it to his feet. I watched him putting his jeans and shoes on. I gave him a piece of paper and told him to write his name and number down.
Sarah: “Oh baby. That was amazing. Was that kid even 18? Did you even get his name?”
Me: “Yes he was over 18. I wasn’t sure his name but I got his number now. He is Nate. I got him from the front desk.”
Sarah: “Damn baby that was so hot. I just fucked a stranger. I also fucked three guys in the same weekend! Fuck I’m a slut! I love it so much.”
I helped her clean off then we took our stuff to the truck. We walked past Nate as we left, and he smiled from ear to ear.
Nate: “Thank you for staying come back again soon.”
