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My Girlfriend And Her First Anal Experience
12/04/2023
I remember it was a Friday night when she sat down with me. It started out with her saying we have to talk. I figured she wanted to have sex with her partner again.

“Hun do you remember when you asked me about doing anal, and I said I did not want to do it with you?”

“Yes I do, but I was hoping you would change your mind.” I said.

“ Yes, well you are too week from your surgeries for sex, so I am looking for someone who is at least eight inches and thick.”

She told me that the next day we would be hosting a pool party. If I were healthy enough she would want me with her at all times.

She informed me that the husband’s were her friends subs. The boyfriends were either bulls or just a lover. Everyone was expected to be at our party.

She told me she would be looking to meet someone who she could connect with for a possible encounter.

“I love you, but I am so ready to explore my sexual desires.” She said.

“Karen has been very helpful.”

“She knows guys who are not looking for a relationship.”

“I want a man who can ride my ass really good.” she said with a smile.

“Karen will arrive early to talk to us.”

“There’s something I need to tell you.” She said.

“Hun before I met you I was a very submissive woman.”

“I know this must sound strange to you considering I am the one in charge in this relationship.”

“Karen knew me when I was a sub.”

“She says tomorrow night I will be a sub to her and the girls.”

“I will also be a sub to their bulls and lovers, but not to the submissive men.” My girlfriend said.

As I recall I was very surprised to find out that my girlfriend was submissive. I was also surprised to learn I will be around her for everything.

The next day when the doorbell rang. My heart started racing. I remember looking at the clock. I realized someone was early.

It turned out to be Karen. She showed up early to go over a few things with us. Her men were on their way.

“Alright, everything is set up.”

“Did she tell you how this is going to work.”

“Yes, ma’am.” I said.

“Good, just stand back and relax.”

“Your girlfriend is about to explore her sexual needs.”

“Be happy for her!” Karen said.

Karen hugged her. Then she told her to get dressed in swimsuit and to wear high heels. She also instructed her to stay in the room until everyone arrived.

I was so nervous. I didn’t drink because I was afraid I might throw it up. When that doorbell rang my heart began to race faster.

Liz was the next to arrive with her men. A few minutes later Ann and her men arrived. As soon as the door closed Karen’s men knocked on the door.

Once everyone was present I greeted them. I told them to head outside and feel free to jump in the pool. Then I excused my self to go get my girlfriend

As I entered our bedroom she was sitting on the bed waiting for me. She was wearing a brand new navy blue two piece swimsuit. I asked why did she have high heels on for a pool party.

“Oh I’m just wearing these for the meet and greet.”

“I am going to take them off when we get into the jacuzzi, silly.”

“Now hold my hand and let’s go.” She said.

As we walked down the hallway I was wondering how they would react to seeing her. My heart was pounding and my hands started to shake a little. I was told to calm down and that she loved me.

Then we turned the corner and walked in. All the guys smiled and said hello. Karen walked over and greeted us.

“Okay so I told the subs to go outside and have a few drinks.”

“We will join them later. “

“Oh no, not you, you must be by your girls side.” Karen said.

My girlfriend walked over and introduced herself to the guys. She started to blush from all the attention she was getting from them. Karen told her to turn around so they could see her butt. They asked her to bend over. So she bent over and they commented on how hot she is.

Karen asked her to stand up. She ran her hand all over her butt. As she did that my girlfriend glanced over at me.

“Just to let you guys know I have never done anal before.” My girlfriend said.

Karen very quickly interrupted her. She put her finger over her lips to silence her. She then reminded her of her place with them.

“Babe we all want your ass.”

“If things go according to plan we will all own your ass tonight.”

“You have a gorgeous ass.”

“I have a strap on I want to use on you.”

“This is how it is going to work.”

“They will get to know you, if you do not like someone then they will leave.”

“Let’s all go outside and mingle.” She said.

We walked outside and talked to everyone. I was told the jacuzzi was just for my girlfriend and whom ever she spoke with. It did not take long for her to talk with the guys one on one. I was allowed to be next to her while she talked with them.

After she was done with one of them, Karen pushed a guy back and jumped in. She went up to her and brushed her breasts up on my girlfriends breasts. The she waved me over, and whispered in her ear.

“Babe we want to feel what we are going to be doing later.”

“You need to be alright with your girl being felt on.”

“We are going to be doing a lot more than that to her later.” Karen said.

“Yes ma’am, I understand!” I said.

My girlfriend giggled. They started whispering in one another’s ear. I could see Karen caressing her butt. Then she led my girlfriend out of the jacuzzi.

They all took turns putting her on their laps. They would run their hands up her legs. Then they would rub and grab her butt. All the guys looked at me, because they wanted me to know they were grabbing her.

As I watched them grope her I talked to the subs. All the subs knew what was happening. They knew the guys that were doing their wives and girlfriends would be doing my girls ass.

I was frequently called over to be with her. Mainly because they wanted me to see them brush up against her. She would giggle and say how big they were.

After they were done playing around. My girlfriend walked over to me. She whispered to me that Karen is going to tell us something.

“Alright we are ready.”

“We just need to figure out the order of who is going to be first,second, third, and fourth.”

“Take her to your bedroom.”

“”Undress her and kiss her.” Karen said.

Then she turned to my girlfriend.

“Once your naked get on all fours on the bed.”

“Turn your ass towards the door so the first thing the person sees is your butt.” Karen said.

“Yes ma’am.” My girlfriend said.

Then we walked back to our bedroom. Both our hands started to shake a little. I asked how she was feeling she said excited and nervous.

When we were standing in front of our bed she grabbed my hand and kissed me.

“I am ready.”

“Undress me please.” She said.

I took her top off first. Then I took her bottom part off. I was going to take her heels off. However, she said to leave them on.

Then she climbed onto the bed. She told me to stand off to the side. Then she got on all fours. She positioned her self so anyone who entered the room would get a good view of her ass.

We waited and waited. Her arms were starting to hurt. Then I saw Karen and her man come in. She stated he will be her first.

“What a beautiful ass you have.”

“I am really going to enjoy being your first.” He said.

As he took his clothes off he complimented her on how hot ur butt is. Once he was naked he had Karen measure his cock with a ruler. He did that to show her he was nine inches. She screamed with joy.

Then she got on all fours on the bed. This time she held onto the edge of the bed. I was instructed to stand in front of her. Karen wanted me to observe her facial expressions.

She looked right at me. Then all of a sudden she started to scream loudly. As she did that her eyes got real big. Then she started to moan and groan. As she did that she looked down.

I looked up and saw him going back and forth really fast. Then next thing I know I’m getting pulled over to the side. Karen wanted me to get a side view. I could see their bodies in-sink with on another, going back and forth.

Then he took it out. As he did that she let out a loud sigh of relief. Then I could see he put just the head in. He left it there for a little while. Then he rammed it in her hard and fast.

“Ahh it hurts, ouch, it hurts.”

“Faster, faster.” She said in a strained loud voice.

He laughed when she said that. Then he grabbed her hair to raise her head up. Drool came down her mouth as she was moaning and groaning.

Then together they let out a loud groan at the same time. Then he pulled out. She had a look of relief on her face.

Karen started clapping.

“That’s my girl.”

“Well done baby, you just lost your butt virginity.”

“One down and three more to go.” Karen said laughing.

When Karen said that he was getting dressed and she was standing around. When she heard Karen she fell on the floor. Karen laughed again and told me to walk her to the bathroom.

When she came out of the bathroom I hugged her. I asked if she was ready for the next guy. She looked at me with a worried look on her face. Then she put her head on my shoulder.

“I need a minute.” She said.




































I remember it was a Friday night when she sat down with me. It started out with her saying we have to talk. I figured she wanted to have sex with her partner again.

“Hun do you remember when you asked me about doing anal, and I said I did not want to do it with you?”

“Yes I do, but I was hoping you would change your mind.” I said.

“ Yes, well you are too week from your surgeries for sex, so I am looking for someone who is at least eight inches and thick.”

She told me that the next day we would be hosting a pool party. If I were healthy enough she would want me with her at all times.

She informed me that the husband’s were her friends subs. The boyfriends were either bulls or just a lover. Everyone was expected to be at our party.

She told me she would be looking to meet someone who she could connect with for a possible encounter.

“I love you, but I am so ready to explore my sexual desires.” She said.

“Karen has been very helpful.”

“She knows guys who are not looking for a relationship.”

“I want a man who can ride my ass really good.” she said with a smile.

“Karen will arrive early to talk to us.”

“There’s something I need to tell you.” She said.

“Hun before I met you I was a very submissive woman.”

“I know this must sound strange to you considering I am the one in charge in this relationship.”

“Karen knew me when I was a sub.”

“She says tomorrow night I will be a sub to her and the girls.”

“I will also be a sub to their bulls and lovers, but not to the submissive men.” My girlfriend said.

As I recall I was very surprised to find out that my girlfriend was submissive. I was also surprised to learn I will be around her for everything.

The next day when the doorbell rang. My heart started racing. I remember looking at the clock. I realized someone was early.

It turned out to be Karen. She showed up early to go over a few things with us. Her men were on their way.

“Alright, everything is set up.”

“Did she tell you how this is going to work.”

“Yes, ma’am.” I said.

“Good, just stand back and relax.”

“Your girlfriend is about to explore her sexual needs.”

“Be happy for her!” Karen said.

Karen hugged her. Then she told her to get dressed in swimsuit and to wear high heels. She also instructed her to stay in the room until everyone arrived.

I was so nervous. I didn’t drink because I was afraid I might throw it up. When that doorbell rang my heart began to race faster.

Liz was the next to arrive with her men. A few minutes later Ann and her men arrived. As soon as the door closed Karen’s men knocked on the door.

Once everyone was present I greeted them. I told them to head outside and feel free to jump in the pool. Then I excused my self to go get my girlfriend

As I entered our bedroom she was sitting on the bed waiting for me. She was wearing a brand new navy blue two piece swimsuit. I asked why did she have high heels on for a pool party.

“Oh I’m just wearing these for the meet and greet.”

“I am going to take them off when we get into the jacuzzi, silly.”

“Now hold my hand and let’s go.” She said.

As we walked down the hallway I was wondering how they would react to seeing her. My heart was pounding and my hands started to shake a little. I was told to calm down and that she loved me.

Then we turned the corner and walked in. All the guys smiled and said hello. Karen walked over and greeted us.

“Okay so I told the subs to go outside and have a few drinks.”

“We will join them later. “

“Oh no, not you, you must be by your girls side.” Karen said.

My girlfriend walked over and introduced herself to the guys. She started to blush from all the attention she was getting from them. Karen told her to turn around so they could see her butt. They asked her to bend over. So she bent over and they commented on how hot she is.

Karen asked her to stand up. She ran her hand all over her butt. As she did that my girlfriend glanced over at me.

“Just to let you guys know I have never done anal before.” My girlfriend said.

Karen very quickly interrupted her. She put her finger over her lips to silence her. She then reminded her of her place with them.

“Babe we all want your ass.”

“If things go according to plan we will all own your ass tonight.”

“You have a gorgeous ass.”

“I have a strap on I want to use on you.”

“This is how it is going to work.”

“They will get to know you, if you do not like someone then they will leave.”

“Let’s all go outside and mingle.” She said.

We walked outside and talked to everyone. I was told the jacuzzi was just for my girlfriend and whom ever she spoke with. It did not take long for her to talk with the guys one on one. I was allowed to be next to her while she talked with them.

After she was done with one of them, Karen pushed a guy back and jumped in. She went up to her and brushed her breasts up on my girlfriends breasts. The she waved me over, and whispered in her ear.

“Babe we want to feel what we are going to be doing later.”

“You need to be alright with your girl being felt on.”

“We are going to be doing a lot more than that to her later.” Karen said.

“Yes ma’am, I understand!” I said.

My girlfriend giggled. They started whispering in one another’s ear. I could see Karen caressing her butt. Then she led my girlfriend out of the jacuzzi.

They all took turns putting her on their laps. They would run their hands up her legs. Then they would rub and grab her butt. All the guys looked at me, because they wanted me to know they were grabbing her.

As I watched them grope her I talked to the subs. All the subs knew what was happening. They knew the guys that were doing their wives and girlfriends would be doing my girls ass.

I was frequently called over to be with her. Mainly because they wanted me to see them brush up against her. She would giggle and say how big they were.

After they were done playing around. My girlfriend walked over to me. She whispered to me that Karen is going to tell us something.

“Alright we are ready.”

“We just need to figure out the order of who is going to be first,second, third, and fourth.”

“Take her to your bedroom.”

“”Undress her and kiss her.” Karen said.

Then she turned to my girlfriend.

“Once your naked get on all fours on the bed.”

“Turn your ass towards the door so the first thing the person sees is your butt.” Karen said.

“Yes ma’am.” My girlfriend said.

Then we walked back to our bedroom. Both our hands started to shake a little. I asked how she was feeling she said excited and nervous.

When we were standing in front of our bed she grabbed my hand and kissed me.

“I am ready.”

“Undress me please.” She said.

I took her top off first. Then I took her bottom part off. I was going to take her heels off. However, she said to leave them on.

Then she climbed onto the bed. She told me to stand off to the side. Then she got on all fours. She positioned her self so anyone who entered the room would get a good view of her ass.

We waited and waited. Her arms were starting to hurt. Then I saw Karen and her man come in. She stated he will be her first.

“What a beautiful ass you have.”

“I am really going to enjoy being your first.” He said.

As he took his clothes off he complimented her on how hot ur butt is. Once he was naked he had Karen measure his cock with a ruler. He did that to show her he was nine inches. She screamed with joy.

Then she got on all fours on the bed. This time she held onto the edge of the bed. I was instructed to stand in front of her. Karen wanted me to observe her facial expressions.

She looked right at me. Then all of a sudden she started to scream loudly. As she did that her eyes got real big. Then she started to moan and groan. As she did that she looked down.

I looked up and saw him going back and forth really fast. Then next thing I know I’m getting pulled over to the side. Karen wanted me to get a side view. I could see their bodies in-sink with on another, going back and forth.

Then he took it out. As he did that she let out a loud sigh of relief. Then I could see he put just the head in. He left it there for a little while. Then he rammed it in her hard and fast.

“Ahh it hurts, ouch, it hurts.”

“Faster, faster.” She said in a strained loud voice.

He laughed when she said that. Then he grabbed her hair to raise her head up. Drool came down her mouth as she was moaning and groaning.

Then together they let out a loud groan at the same time. Then he pulled out. She had a look of relief on her face.

Karen started clapping.

“That’s my girl.”

“Well done baby, you just lost your butt virginity.”

“One down and three more to go.” Karen said laughing.

When Karen said that he was getting dressed and she was standing around. When she heard Karen she fell on the floor. Karen laughed again and told me to walk her to the bathroom.

When she came out of the bathroom I hugged her. I asked if she was ready for the next guy. She looked at me with a worried look on her face. Then she put her head on my shoulder.

“I need a minute.” She said.
Poster: John


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