Category Archives: orgy

Journey to Slut Chapter 10

I realized it was time to break the news to Howard. I had to admit that Todd owned me sexually and it was going to stay that way as long as Todd wanted. I had no illusions that Todd wanted a real relationship with me. I was his sex toy, one of his sex toys.  But he had a hold on me sexually and that was the way it was. Todd had got me to experiment sexually in a way no one ever had. He effortlessly dragged me into a wider sexual world and there was no going back. Since I met Todd, I had been fucked in public, licked another girl’s pussy, been fucked in the ass, gave blow jobs to an entire room of men and I’m considering getting my clit pierced. I already had the appointment. It was just a matter of if I would show up. A few months ago, none of this was possible.  I made up my mind that when Howard came back from his next business trip I would tell him. I knew Howard well and I had an idea how it would go. Or how I wanted it to go. There was really only one way and I knew I could be happy with it and I believed Howard could be too.

When I sat Howard down he already knew he was about to hear something big. I just told him I was having sex with another man. He was shocked but excited. His friends told him that it was happening but he refused to believe them. Then I let him know that I had no intention of leaving him. He asked me if it was over  between me and my lover. No it wasn’t. It might be some day and I have no way of knowing if that day was a week away or a year. Todd owned me sexually so I do whatever he says. And Todd didn’t care if I had sex with Howard so long as Todd was serviced first. Howard could have what was left. I told Howard that big changes were taking place for both of us.

 I was getting enough cock from Todd but I wanted more orgasms. Todd got his orgasm and sometimes I did not. So I explained to Howard we would start by him eating my pussy and I meant often. Howard had tried it once but never did it after that. I told him how Todd had several guys lick my pussy and all of them said how wonderful it was.

Howard asked me if I liked Todd’s fucking better than him. I looked him in the eye. Honesty was important here. Brutal honesty or this would never work. Of course he fucks better. I answered. i graphically described how Todd just takes my pussy by storm. In fact I felt I was getting closer to cumming just from him pounding my pussy like a bulldozer. His jaw really dropped when I told him Todd fucked me in the ass. “You let him do that?” he asked.

 “No. I didn’t let him Howard.” I replied. “I don’t let him do anything. He takes what he wants”

I pulled up my skirt to show Howard I wasn’t wearing underwear. I spread my ass cheeks to show him my less than virginal backdoor. I saw Howard’s eyes glint.

“That’s not a pleasure for you honey,” I said. “That’s just for Todd and anyone else he wants in there. You’re not even allowed to put your finger near there.”

I spread my legs and told him I was waiting for his tongue. Fow now all he would be doing is licking my pussy and giving me orgasms. He could masturbate to make himself cum after I had enough orgasms. How many were enough? I don’t know. At least three. And if I don’t get at least three orgasms, then Howard does not get to cum at all.

“So I can’t fuck you?” Howard asked.

“For now no honey.” I replied. “Todd takes care of that.”

“You mean he said I am not allowed to fuck you?”

“Oh Todd doesn’t care.” I replied. “That’s my decision. And for now I’m telling you that’s off limits. Finger me while you lick my pussy but no intercourse. I may change my mind a few months down the road. You should just focus on getting your tongue good at licking my clit”

Howard got down and eagerly licked my pussy and until I had two orgasms. I noticed him starting to stroke his cock and I reminded him that I must have three orgasms or no orgasm for him.

The next morning I woke up and Howard is trying to nuzzle over to me. I pushed him off and told him I need to start my day. I saw that he had quite an erection. I had to leave but I knew he would stroke it. I was going to have to figure this out because it was not going to work well.

When i got home later that day I was reading about how to control my man. I needed ideas. They advised that Howard’s cock be locked up and I keep the key. I didn’t want to do that. One person wrote on her blog that if an orgasm is to happen then it is best for the woman to stroke the man and not let him stroke himself. And do it quickly, do not prolong it.

“Get your man into the bathroom and near the sink. Take his pants down and have him bend over so that his cock was pointing into the sink. Lubricate and insert one finger into his anus and use the other hand to stroke him steadily until he ejaculated. Once his ejaculation sequence starts, let go of his cock and let him cum while he cock has no stimulation. This was known as a milking with a ruined orgasm. The idea was for the ejaculation to happen such that the semen was ejected but with no significant pleasure wave. It would feel good but not terrific.

When Howard came home we talked some more. I explained to him that I thought he and I would have intercourse once every one to three months. Other than that all orgasms must come from me only. There was to be no masturbation unless specifically authorized. And if he did, his intercourse privilege would be delayed a further month. And if he lied and I found out it would be delayed a further month.

He asked me how sex was with Todd. I explained to him that Todd was stronger and had a slightly longer penis and thicker too. And when Todd entered me it was no mercy. Todd wasn’t gentle. Todd demanded my pussy surrender to his battering ram whenever he wished.

“If you could just see it,” I said. “If you could just see it entering me and how I respond.”

“Well, can I?” Howard asked.

He wanted to watch Todd fuck me? It had never occurred to me. I really loved Howard and and if he wanted that and he could handle it, I didn’t see why not. It would take time but I was open to the idea.

“Maybe they are right,” I said aloud.

“Right about what.” said Howard.

I explained to him that the recommendation was to lock up his penis so he could not cheat and orgasm without permission. I explained the device to him. The penis was stuffed into it and locked. And he would have to earn the privilege to let it out once in awhile. I was not in favor of it but there might be no choice in this case. I told him to read up on it and if he wanted to go that way he would have to decide and tell me.

I then told him to come with me and we went to the bathroom. I made him face the sink and I unbuttoned his jeans. He got all excited when I pulled everything down and his hard cock jutted out. I gripped his cock.

“Seems like you did not get some release earlier like I thought you would. That’s quite good.” I said.

“He nodded. I’ve been super horny all day.” he said.

I reached for my hand lotion and got some on my finger. I held his ass cheek and let my finger wander in between. I felt his hole and pushed. It was tight but the lube allowed my finger to enter.

“What the fuck are you doing,” he said.

I pretended not to hear and gripped his cock and started stroking it at a good pace.

He moaned. Once my finger was in all the way I held it there. I noticed that he cock got a little harder. I picked up the pace a little and in no time her was shooting into the sink. I held his cock and aimed it at the sink forgetting that I was supposed to release it. Never mind, I will remember next time. The entire process took less than a minute.

“You see, it can be fun.” I said. “Even if we aren’t fucking.”

I made him get dressed and clean up the sink then we went back to the living room to continue our discussion.

 

Journey to Slut Chapter 9

Howard and I dated for 2 years and were married for three. He started hinting that I should go out and meet other people. At first I thought he just meant friends. It wasn’t until some time later that I understood he wanted me to date. I was shocked and it turned me off for a month. When I calmed down he gave me some material to read about women who were in relationships and dated occasionally. And all of them were dating and engaging in sexual activity. Yet they remained in their relationship.

I ended up talking to one of these women. Her name was Adelia. She told me about how she never intended to be sexually faithful to her husband even before they were married. She told him point blank that she loved him and wanted a long relationship with him but she fully intended to date and have sex with other men whenever she wanted. It was non-negotiable. He agreed. At first she did have the occasional fling. It wasn’t until she learned the one main rule. The outside lover should have a bigger cock than the husband. In her case that was not difficult. In her case she also insisted that her sex partners be circumcised. I’m not sure why. But that was what she wanted. She met someone who was a sexual dynamo. He was not a fun guy and treated her like a complete whore. But she had massive orgasms. It wasn’t long after that she was unable to orgasm when having ex with her husband. She would let him do it once in awhile but only after he used his tongue on her and made her cum several times.

Find someone who can really fuck she said. Try out different guys until the right one came along. It does not matter if they are totally ridiculous, so long as they can fuck.

After that, I started insisting that Howard eat my pussy more. I would sometimes text him on my way home from work to tell him to be ready to eat my pussy as soon as I got there. He would be so eager to fuck that it would last only minutes. I soon stopped letting him fuck me right away. I made him cool down for at least two hours then after another round of pussy licking then he got to put his dick in me.  It helped a bit and our sex life began to became interesting. 

I wasn’t dating anyone else yet. I got a message from Adelia. She and I had become better friends. A friend of hers was in my area and she wanted me to meet him. She advised me to have Howard make me cum with his tongue before I went to meet her friend.

Her friend’s name was Conrad. He was around 40, pretty muscular and average looks.

 

Journey to Slut Chapter 8

I got to thinking about how all this started. It was all Howard’s doing really. At least he prompted it. I started my sexual play in my mid teens. Bobby Dodson and I made out and groped each other in my back yard. I wasn’t ready for sex yet but he fingered me and I liked that a lot. The thought of his cock in my vagina was very intriguing but the idea of something that size going in there did not seem like an idea I was ready for. I gave him a handjob and I liked when I made him cum. After that first time, he was relentless. He wanted me to do it almost every day and I got tired of it. I had no idea of big or small cocks back then. I knew they came in different sizes but his was the first I touched and saw and I had nothing to compare to. Looking back he was pretty well hung. I could barely wrap my hand around it.

Then I dated Chad. I’m not sure I would call it dating. Be must have made out with half the girls in school including me. We went back to my place after a movie and made out on my couch. I was wearing a skirt and he slid his hand up my thigh. We kissed like mad and he rubbed my clit like an expert. It was my first orgasm and I didn’t really expect it. I was ready to return the favor when I heard someone moving around. My mom came down and made him leave. She was polite but I think she knew there was something going on. We texted each other after he left and he told me how horny he was. I let him know I was ready to give him a handjob but it didn’t work out.  The next day I went to his house and it was just him and his older brother there. We sat around and talked for a bit and I noticed him staring at my boobs. I told him I wanted to see his room. Once there he pushed me up against the wall and kissed me hard. This time I was wearing jeans and he moved his hand between my legs. I thought he had five hands because they were everywhere on my body. I put my hand on his bulge and I squeezed it.

“I think my cock is going to explode” he said.

I didn’t want intercourse and I told him that I did not want to fuck. He said he understood.

His hands were up my shirt feeling my boobs. Wow, that feels nice I thought. it was like a direct connection to my pussy. The more he squeezed and played with my boobs the more I wanted to him touch my pussy.  He pulled my shirt up to take it off and I freaked a little. “What about your brother?” I asked.

“Never mind him,” he said. Chad flipped the lock on his door and then pulled my shirt off. He kissed my nipples. That felt even better than his hands. My vagnia needed attention.  I undid my belt to give him a hint. All this time we were standing by the door to the room. Now he took me over to the bed and pushed me on it. he undid my jeans and pulled them off.

“You are so beautiful” he said.

I blushed. “Thank you.”

Chad undid his jeans and took them off.  He was wearing boxers and his erection poked out. He lay next to me and we kissed again. His hand found my clit and he again expertly brought me to orgasm. I rolled over on him half way and I slid my hand on his cock. While I kissed him, our tongues furiously intertwining, I stroked his length. It throbbed and pulsed. He tensed and it squirted several times landing all over his chest.

“did I do it right” I asked.

“Yeah. that was great.” he said grinning.

We kissed some more and his erection was still there. He rolled over on top of me and positioned his cock to my pussy. He started sliding the head along my slit and boy did that just feel like heaven. Then I felt ever so slightly his head start to make its way into me. My head was spinning and my pussy was flowing. I wanted him in my so badly but I just couldn’t. I pushed him off me and rolled over shutting my legs.

“What’s the matter?” he said, his hand on my shoulder. “That didn’t hurt did it?”

“No.” I replied. “I just can’t. I’m sorry. I’m just not ready for that. I told you we were not going to fuck.”

“I understand. But I’m so horny right now my brain is going to explode.”

I turned over and looked him in the eye then at his penis. It really was super hard. I kissed him on the lips and held his hard cock stroking it as I ran my lips over his. 

“You think you could … you know …” he said in a husky voice.

“What?”

“You know, give a blow job.”

I thought about it for a second. His penis in my mouth. That did not sound like a pleasant experience.

“I don’t know.” I said.

“Aw come on. Just try it.”

I fended off his request for a bit and he persisted.

“Just try it a little. If you don’t like it you can stop.”

“I will try but I’m stopping if I don’t like it.”

I got close to his cock and I looked at it. This was the closest I had ever seen a penis. I could see the veins and the skin tightly stretched on his firm shaft. There was a color difference where his circumcision was done. He told me just to kiss the head which I did. I picked up a slight taste of salt as I did. It wasn’t too bad.

“Don’t you cum in my mouth,” I said to him. “If you do this will be the last time this ever happens.”

He pushed his cock at me, telling me to put it in my mouth. I let it in and he pushed more, trying to get it deeper into my mouth until it was hitting the back of my throat. I moved up and down on it and he kept trying to push it in more. I pulled away and stroked his wet cock a few times then took it back into my mouth. I used my hand and lips on him, while he moaned. I liked the idea that I was pleasuring him. I felt his cock tense and a squirt went off in my mouth. I pulled his cock out and held it against my neck as I watched him tense and cover my neck and upper chest in cum.

“Feeling better now” I said with a grin. 

“Yeah.” he said then shot me an eye. “I could go for more.”

I slapped his cock.

We laid there for a while and he told me how much he really wanted me and that he hoped we would do it one day. He asked me if I liked giving a blowjob. I told him I thought it was okay. For some reason I did not want to tell him how I liked the idea of giving him pleasure.  It just did not seem like he should know that. I let him know that I was not happy that he squirted in my mouth. Lucky for him it was just a little bit.

When i got home my sister was the only one there. As I got close to her she looked at me funny. She sniffed.

“Oh my God.” she said, her eyes wide with disbelief. “You smell of sex.”

I never blushed so hard in my life. I denied it but she looked at me with that knowing look. I explained to her that I did not actually have sex. She explained to me that because I didn’t have intercourse that didn’t mean it was not sex. I told her everything that happened.

“You better shower before mom gets home.”

I told her about the blowjob and asked her if she liked doing it. She told me she loved doing it. I wasn’t so enthused with the idea.

“Well, he sounds super horny like most guys are and they are determined to put their penis somewhere.” she said.

I laughed.

This went on for about three weeks. I never let Chad fuck me. He fingered me and he was the best at playing with my clit. I wondered why I never tried making myself cum. After a few weeks everything tapered off. He started paying attention to other girls and that made me mad. I guess it was a break up though it really was mostly a sexual affair.

 

Journey to Slut Chapter 7

Todd sent me a message to get away for the weekend. He gave me directions and I drove there for three hours to meet at a rural shop. I pulled into the stony dusty parking lot with the only thing in sight was several old pickups. I waited.

He showed up in a black SUV and made me get in. Nikki was sitting in front next to Todd and Gigi and Missy were in the back with me. We drove all of three minutes and Todd told us to get naked we would not be needing any clothes for the rest of the weekend. I asked Gigi if she knew what was going on and she said no. She was smiling so I guessed she loved the intrigue. I guess I did too. 

We pulled off the main road and drove up a long winding driveway through some trees finally arriving at a nice looking cabin. We were all naked but it was secluded so we had nothing to worry about being seen. Not that the other girls would have cared anyway.

Once inside, there were several other guys all standing around drinking beer and chatting. The made no comment when we came in except to look us over. Todd introduced us to them then he told the men that the girls would be naked for the entire weekend. He had some rules. Girls were to give blowjobs and make at least 5 guys cum each day before they could even consider having an orgasm of their own. I saw Gigi’s eyes light up. The rule was that the girls could only make the guy cum using lips and tongue.

Failure to achieve the 5 orgasms would result in a spanking.

Fuck, I thought. That’s a lot of cock sucking. I remembered the one spanking I got from Todd. I don’t want that to happen ever again.

Gigi walked right over to one of the guys, pulled his shorts down and started flicking her tongue on his cock.

Todd waved on of the guys over to me. He pushed on my shoulders, forcing me to my knees. The guy popped out his thick circumcised cock and brought it to my face. I closed my mouth and didn’t want to suck it.  I was a little mad at Todd. The guy held my chin and smacked my face lightly a few times. “Open ya fucking mouth sweetie.”

Again he smacked my face a little harder and i decided it was best to go along. I opened and let his cock into my mouth. He started stroking my mouth like a pussy though he was not going deep. He pumped my mouth and I could not keep up. It was overwhelming.

Journey to Slut Chapter 6

Around noon, I got a message from Todd. It excited me to hear from him. I hoped he wasn’t still mad at me. There was a picture attached. I opened it and it was a close up of a vagina. It was clearly not mine. I wondered if she was my competition. It was a beautiful vagina I had to admit. There was a follow up note. “Pretty, don’t you think?”

“Yes. It is” I replied.

There was another message telling me to come to his place after work. I did not dare complain or make any excuses. I let Howard know I would be home late. I told him I was going to meet a few friends.  Later that day, as I was exiting the building I remembered I had to get rid of my panties. todd would not be happy about that. I got a cab and on the ride over I slid my panties off and stuffed them in my purse. Luckily I was wearing a dress which made it easy. 

When I got to Todd’s building, the doorman let me in. I knew where I was headed. Todd occupied most of the top floor. I knocked on his door and waited for an eternity. The door opened and it was a tall gorgeous brunette.

“Hello,” she said with a smile.

She walked in front of me. She wore a medium length gold dress which fit her body perfectly. And she had a perfect body to go with it. As we entered the main room, there were three other women sitting and standing. They were all tens. Beautiful beyond belief. I felt so intimidated. I wanted to leave. Todd was talking to two guys who looked just as gorgeous as the girls.

“Hello C” he said politely. 

He hugged me. He introduced me to Hans and Jim who he said were consultants. They both smiled and were very charming.

 Todd whispered to me, “look around the room. They are all beautiful aren’t they?”

“Yes,” I replied. “And so are your consultants”.

“Ahh.” he said with a smile. “I see. That’s not where this is going but I will make a note of it. Except those two aren’t interested in what you have to offer. They play for their own team if you know what I mean.”

“I see” I replied.

Todd walked me around the room introducing me to everyone. There was Gigi, Kora, Missy, Blondie and Nikki.

“Nikki, see that Carolyn is taken care of. I’ll be in a meeting in my office for a few minutes” said Todd.  He kissed my cheek and walked off to the office side of his suite.

I made small talk with the girls.

 Gigi grabbed Nikki’s hand. “Come dance with me”. Both girls started to dance with each other. They were so graceful. I loved how they moved. Then they moved closer to each other until their bodies were barely touching. Nikki kissed Gigi on the lips. Nikki started grinding her pelvis on Gigi’s leg. Gigi reached down and pulled her dress up over her head. She was left wearing a blue g-string and her high heels. I stared at her body. She had cute perky breasts and pink nipples. Kora leaned over to me. “They are beautiful”

 I blushed.

 “I see how you are looking at them. It’s Okay”

“I’m not…”

“You don’t have to convince me.” she said. “I think they are so sexy. I love Gigi’s nipples. The color is so pretty. Matches her pussy.” she giggled.

“Are they lesbians?” I asked.

The three girls giggled. “Not really. But they do play around with each other.” Missy said.

 “Or should I saw WE play around?” 

“Carolyn, can I see your boobs?” Kora said. 

What? That was so arbitrary. I looked at her with my eyes wide and mouth agape.

“Yes Carolyn, let us see your boobs. Please” said Blondie. “I will show you mine.” And with that she slid her dress down to her waist displaying magnificent breasts.  “Want to touch?”

“No….” 

Before I had a chance to utter my words she grabbed my hands and placed them on her breasts.  “Go on, give them a squeeze.”

I did squeeze them. Interesting. Kora was behind me and she cupped my breasts. “Yowsa. These are nice.” 

“But I want to see them,” whined Blondie. “I showed you mine”

The only way to make this happen was for me to take my dress off. And I wasn’t wearing any panties. I would be completely naked.

Kora spoke up. “Let’s all get naked. Then she’ll be the odd person”.

The girls all got out of their clothes.  Nikki came over to me and took my hands making me stand. She took hold of the lower part of my dress and pulled it up. I lifted my arms and she whisked my dress off in one motion.

“You have such beautiful boobs Carolyn.” Nikki said.

 Everyone chimed in agreement. They took turns touching my breasts and squeezing them. I had never realized how gentle girls are compared to guys.

“We like you Carolyn” said Gigi and she kissed my cheek.

I felt someone standing close behind me and her mouth descended on my neck. I reached up and grabbed her head pulling it to me.

 “I want to taste her” said Misty.

I cocked my head. “She means she wants to taste your pussy” Gigi said. “I agree with her. I want to taste you too.”

The office door opened and Todd came out. No one seemed to notice but I got very self conscious.

“You girls are making out? You are such good hosts to our guest” he said. “I would like to borrow her for a moment but you girls continue”

Todd walked me to the other side of the room. “You know I could have any of them?”

I nodded.

“In fact I have. I have had sex with each of them. I could say a word right now and any one of them would gladly pleasure me in any way I wanted.”

“Why are you telling me this?” I asked.

“Because when I want you, you should understand that it is a choice I make and I have many other options”

“ I see”

Todd said he had a challenge for me but he didn’t think I was ready. Perhaps it was too big a challenge for me.

“What is it?”

“I want you to pleasure one of the girls orally”

“You want me to …”

“Yes, I want you to give one of the girls an orgasm with your tongue. Unless you are not up to it. You don’t have to. But it is something that you need to do. It will make you a better lover. It’s a step that many women cannot take.” 

“I don’t know if I can” I said.

“I know. You aren’t ready. Maybe you will never be. You should just get going. The girls are going to play around and they will surely pleasure you. To not return the favor would be considered rude.”

“I can try.” 

“It’s better not to try. You should think about it. Come back in a week.”

 “No, I’m up to it.” I said.

“You are sure?” he said. “These girls are important to me and I don’t want to upset the chemistry of my little troup.”

 “Yes I’m sure.” I said.  But I wasn’t.

 An hour earlier I had not vaguely considered doing anything with a woman and now I was going to be licking a girl’s pussy. That’s a big leap in such a short time.

Gigi was on the couch and the other girls were giving her all the attention.  One was kissing her, while two of them were on each of her breasts. And the fourth caressed her stomach and mound. They were obviously teasing her by avoiding her pussy.

 “Go kiss her belly” said Todd. 

I joined in and started to kiss Gigi’s belly. I kissed all around her belly button and I felt a hand on my head, very gently nudging me lower. I reached her mound which I kissed and started to move back to her stomach when that hand nudged me again.

I repositioned between her legs. Kora was behind me stroking my hair. When I got to Gigi’s pussy, I held for a second. “Just kiss the lips first” said Kora. I did as she suggested and started to kiss the plump outer labia. 

“Go ahead and part her with your fingers. You have one of these. You know what feels good.”

I gingerly held Gigi’s pussy open seeing her pink insides. It truly did match her nipples. I slid my tongue right into her and licked up to her clit. She jumped and moaned. “Oh my God” she exclaimed.

 I did not know what I was doing so I just licked straight up the middle. I licked directly on her clit and she seemed to like that. Gee, I wonder why.

“Put a finger in her ass Carolyn,” said one of the girls.”

“Yeah, she likes that” said another.

“One in her ass and one in her cunt.”

I followed their instructions. “Yeah that’s it. Now lightly flick your tongue on her clit. That’s how she likes it.”

Gigi was bucking her hips and moaning. Then I felt her tense up as he moaning increased. Did I just make a girl orgasm?  The other girls clapped.

 Since there were six of us, we paired up. They all agreed that since I already give Gigi an orgasm I had to pair with someone else. I ended up with Nikki after a long discussion that made no sense to me.

Nikki wasn’t one to waste time. She came right over to me and placed her hands on my hips. She told me I was beautiful and that I turned her on.