My Journey Into The Lifestyle - Chapter 4 - Stories Keep Drawing Me In
By breden418
Life has a tendency to hit you and turn your life upside down and this year has been difficult for all of us. Just as my journey began to open up, this pandemic hit. It has affected us in so many ways and for me it has been tough. Work has been crazy with long hours. Thankfully, my health is good but I have seen so much and how it has been a tough time for so many. With my mind elsewhere, my lifestyle discovery paused for a few months.
It had been months since my adventure with Jay and Jessica (Dr. Sexy) but we have kept in touch. Their lives are hectic as well and with all the precautions, the thought of meeting has not crossed my mind. I lie, it has but I know it isn’t the best time for it. All of us being in healthcare and with so many things unknown it was not a chance any of us wanted to take. However, it gave me an opportunity to get to know Jessica a bit more and she shared a few stories with me.
Jessica is married and in a very open secure relationship. Her husband travels a lot for work and they have an understanding about being sexually open and free to do as they want. This is very hard for me to understand, I mean I get the allure of sex especially with someone new, but how can you be committed to one another yet be free to be intimate with others. They obviously have a different view on this and I have made a point to be open-minded.
Jessica and I have been texting a lot and spend a few hours a week on the phone. I have really grown to like her and would say we are now friends even though she is about 10 years older than me we have a lot in common.
A few weeks ago, as the pandemic fear have decreased and restrictions have lessened we took advantage of meeting up for lunch. This was the first time I would see her since the office, and wow how can we forget the office! I got to the cafe first and was already seated, I was nervous and excited it felt like a date for some reason. She walked up and looked stunning, first time seeing her in regular clothes outside of the clinic, no coat and her hair down. She is beautiful, does not wear a lot of makeup and just this confidence about her.
We greeted each other with a hug and kiss on the cheek. We made small talk about work, it was easy to chat and in no way awkward. In the middle of the conversation Jay came up, we had not talked about that day or him in the past. It was fun to reminisce a bit and I couldn't help to begin to get excited. She shared with me how it all began with them and that surprisingly it had only been a few times. Jessica also admitted to me that it was her idea to join in that day in the office. We laughed and I asked her to tell me details. We were so engaged with one another that without knowing our feet would tangle at times. At first I pulled back and said sorry, she responded not to worry about it - "we've done more than play footsies!" It really felt comfortable with her, I asked her to continue.
Jessica and Jay had met a couple years ago when he was working as a computer trainer. She said he would come over to the clinic to check in with them and every time he stopped by, they would chat. At first it was all work related and things she needed help with on the computer. She always found him attractive and admitted she started to fantasize about him. As I mentioned Jessica and her husband have a very open relationship and to my shock, Jessica said she told her husband about it. Seems like he was excited for her and supported her pursuit of him. He would be over every other week or so and she started making stuff up for him to come and help. She said then she just started flirting with him and he flirted with her. One day she asked him if he could stop by at the end of the day after she finished seeing patients, she needed help with something.
Jay showed up, most of the clinic was done and gone. Jessica said she was nervous because she was going to hit on him and tell him about her fantasies. He came in and chatted kinda like normal, but didn't take long to see that she really didn't need any help. She asked him if he could close the door and she wanted to talk to him about something. Jay reluctantly did so, she stood up and walked towards Jay. She then said, "I know this is awkward and I know you are married but I find you really attractive. You know I'm also married but..." she paused "we are really open about things, and we've been in the lifestyle for a while and we've had this fantasy of me hooking up with someone married."
Jessica said Jay's jaw dropped and she thought he was going to just tell her off and walk away. He stayed quiet for a few seconds and said, "I don't know what to say."
He didn't pull away or try to leave and Jessica took the opportunity to go a little further, she got closer to him, he did not hesitate this time. He put his hands around her waist and leaned down to kiss her.
Jessica said she felt his cock start getting hard immediately as they pressed closer together. She whispered in his ear if it was ok if he got a little sneak peak of what could happen.
What happened next was awesome in my mind and got me so wet. The confidence in which Jessica took control of the situation and it felt as for once the woman was the one taking control and in a way using the man.
Jessica turned him around, pushed him down to sit on her chair. She pulled her hair up, kept the glasses on she was wearing. Went down to her knees and quickly got his pants down. It was as if she was on a mission. Reminded me a little of how she took control of me and made me do what she wanted. As I heard her story, I could feel my pussy flood with arousal.
She pulled his cock out, already hard and big. I will admit Jay has a really nice thick cock, good size, not scary huge but big enough to fill you up anywhere he puts it in. She took his cock and had herself a good time with it. Sucked him, taking him deep making him moan and without even any input from him made him cum, she said he filled her mouth with cum and swallowed every bit of it. I can see she loves to be in control and I feel empowered by it.
I caught myself with my mouth open, in amazement. Jessica also caught me, smiled, and asked me if it turns me on hearing about it. I said "fuck yeah, can't believe you did it like that and in the office... what happened after? you tell your husband?"
Jessica replied -
With Jay, nothing for a little while. I kissed him and told him to let me know if he was interested, we'd work something out. He left and didn't take long for him to reach out to me by the next day. That night though, when I got home, Dave fucked the shit out of me.
As soon as I was done sucking Jay's cock and he left, I texted Dave, told him I did it. I know that turns him on. As you can imagine how wet I was. On my way home, he texted me a pic of his hard cock. Jay is nice and big but Dave is just a little bigger. My mouth was salivating and could not wait to have him.
I got home, walked in and he was on the couch in just his shorts, hard cock out just waiting for me. I walked to him and I could not contain myself. I love to be in control except when I'm with him, I completely lose control. He grabbed me by my hair pulled me down, I opened wide as his cock was pushed to the back of my throat. He held me and he began to fuck my mouth, making me gag. Told me he was glad his little slut was home and came home full of cum and next time he wants me to come with a pussy full of cum.
He pulled me up, told me to get naked, everything off. I did as I was told... watching him stroke his huge cock. He stood up, dropped his shorts and turned me around, pushed me over the couch and teased me with his cock around my ass then pussy and back over my ass. He said he could see my pussy was so wet and ready for him. It was, I was soaking and wanted him in me. He then slowly started to spread my pussy and forcefully began to fuck me. He was pounding me so hard and so good. I was screaming with such pleasurable pain. He goes in so deep, my ass up in the air taking all of him. It wasn't long that I was screaming as I orgasmed for the first time. It just kept on going... he pulled out and turned me around, sat me down and told me to open my mouth. I obeyed and he put his cock back in my mouth. I could taste my pussy all over it and it was so good. I could tell he was about to cum, but I also knew he wanted more. He pulled me up again by the hair, which I love, tight close to the back of my head by my neck. It's such good pressure and it’s the good type of pain. Dave turned me around before I sat back down and took his cock in once again. He thrusted up, as I sat on him and leaned back and he reached around to rub my clit. It was literally seconds before I came one more time and so much more intense. With my pussy pulsating on his cock his thrust slowed down and I knew he was ready to explode. I pulled away, turned around and back on my knees between his legs. I took his cock one last time in my mouth. I slowed down and stroked him slowly, working his cock to an inch of exploding until he could no longer hold it. I opened my mouth wide as I stroked his cock slowly, feeling silky smooth with my pussy juices all over it until he could not contain himself anymore. He shot his cum up to the back of my throat. I covered his cock with my mouth and felt him fill my mouth with his cum. I swallowed once again every bit of it and licked him completely clean. He laid back completely satisfied, I smiled as I got up. Picked up my clothes and walked into the room. I started the shower and walked in. I knew he'd join me in a few minutes.
He sure did, Dave stepped in and came up behind, put his arms around me and told me to tell him every detail of my first hook up with Jay. As I did, I could feel his cock harden up once again. As I continued, his cock easily found my pussy and with slow thrusts I got through every detail. When I finished it did not take long, this time he filled my pussy with his hot cum.
The conversation was so hot I wanted to know more I asked her so how long before she came home as Dave requested and as hot as it is, wasn't she worried about not wearing condoms?
Jessica was happy to answer -
It was a few weeks later. We kept on having fun flirting when he came over to the clinic. I guess one of the benefits of being a doctor I can order that STD testing! I asked him if he was interested in more, I had a special request. He said yes but wanted to share something with me but he wouldn't say. I told him to meet me again at the end of the day on a Friday, but first I needed to be sure that he was clean in order to fulfill my special request - he said “sure I was meaning to get it done already.” I told him I'll let him know if we were good to go on Friday when I got the results.
That comment stayed in my mind, but it all made sense when we met. Friday morning checked and his results came in and everything looked good so I called him and told him see in the afternoon.
Friday was definitely the best day of the week, not only the end of the week but everyone leaves earlier. Remember?
I laughed because I knew exactly what she was referring to, Friday was my last day and also Jay's last day and on both days we had fun in that building!
Jessica continued...
I made sure that I was wearing a dress that day and about an hour or so before he showed up I took my panties off. I actually saw the last couple patients pantie-less. That on its own is arousing especially when there are a couple cute patients!
Jay was in my office when I was done with the last patient. We still had a couple people in the clinic, but knew they would be leaving soon. We made small talk for a few minutes until the last nurse left.
My pussy was wet, warm, and ready to take him. I asked him about what he wanted to share with me, he responded saying nothing as he came close to me and kissed me. He said he'd tell me after. I wanted to know, I pulled back and told him we're not doing anything until he told me.
He said as he pulled me closer "not a big deal, just that I can't wait to fuck you and my wife - we're in the lifestyle as well, but you and maybe your husband will have to promise me not to say anything to her about today or any other day?"
That was a surprise to me and just responded with "DEAL"
He then said "so what's this special request?"
I responded "well as you know my husband is open and supportive, he knows exactly what happened last time and he fucked me so good while I told him details, he said next time he wants me to come with a pussy full of cum... do you think you can help with that?"
I took his hand down under my dress and let him feel me bare pussy. He happily let me guide him, without hesitation rubbed my clit, and slowly pushed his finger in sliding easily in.
I undid his pants, pulled his hard cock out and took him in. Made sure his cock was nice and wet, not that I needed it but I wanted to taste him.
I then turned around, put my hands over my desk, pulled my dress up exposing my ass. I told him "ok let's see what you got, fill me up!"
Jay came behind me and started slow, but I did not want slow. I wanted hard and deep even if it took only a couple minutes.
I reached back, pulled him in, and told him "don't slow down just fuck me hard I don't care if it's only a couple minutes".
Fuck me he did!! And it wasn't a couple min but he fucked me hard for a little while, his stamina is amazing! Going in so deep, it was hard to not scream. I was pretty sure the clinic was empty but didn't want to take the chance of someone running into the office. Muffled sounds came out of me as I covered my mouth.
He pounded me hard and deep and I felt as he cock began to shoot his hot cum. He grabbed me by the hips, pulled me and pushed to get his cock as far in as he could. His cock contracted inside me with every shot and filled my pussy up. My body relaxed as I took a deep breath.
He pulled out, I turned around, gave him my phone and asked him to take a pic. I sat down on my chair, spread my legs wide open with one leg supported on top of my desk and the other in the air. He took the first picture and then told him to take another one close up of my pussy, I spread it open and he came in closer smiling. He took the second shot.
I grabbed my panties and put them on quickly, I wanted to save as much as I could for Dave. I pulled Jay closer and took his cock, softened up just a bit, but still tasted so good. I clean him up really well. Looked up and told him take one more with your cock fully in my mouth. He obeyed without hesitation. I pulled back, took my phone from him. He pulled up his pants and he said, "I won't hold you back, it seems like you have a delivery!"
I sure did, I grabbed my purse and we walked out together. Said until next time and I got in the car.
I looked at the pics and immediately sent them to Dave and started driving. A couple minutes later he responded - GOOD GIRL
I got home, he was waiting for me once again this time in the kitchen. He kissed me and led me over to the counter where he picked me up and sat me on top. He spread my legs with both his arms as I reached back to support myself, Dave took off my panties. I could tell they were soaking wet with pussy juices and cum. He admired my pussy for a second before he slowly lowered his head, stuck his tongue out and starting at the bottom he licked, putting his tongue far into my pussy and finishing up at my clit. He rose and with a tongue full of cum and pussy mixture, he kissed me. I could taste his mouth; the smell of sex transferred on to him was intoxicating.
He led me down off the counter and walked into the couch, on the way clothing coming off. He laid me down and got on top without much hesitation his hard cock slid in me. He slowly fucked me for a while, long, deep forceful strokes. It was a soft yet purposeful way he took me. He stared at my eyes as they rolled back with pleasure. Did not take long to orgasm and he followed soon thereafter. This time, he pulled out and with a couple strokes of his cock the first stream of cum shot up to my neck, with the remaining streams falling and splashing down on my tits and finally on my stomach.
I was completely lost in her stories. It was like a movie, a porn but still a movie! I was completely sure my panties were soaked through to my pants.
I told Jessica I wanted to be just like her. She laughed and said she can teach me everything!
Somehow, we went through the rest of lunch and without even noticing it had been over an hour we sat and talked.
We got up and walked over to the parking lot. I wanted to see Jessica again and maybe even meet Dave at some point, but didn't want to bring it up. Not meeting him anyway, but I did say that I can't wait for the next time we could meet.
Jessica said she'd love to see me again as well and get more comfortable. She invited me over to her house for drinks the following weekend.
I thought it too long to wait, but it would be completely worth it!
Read the next chapter at:
My Journey Into The Lifestyle - Chapter 5 - No Turning Back, I Love Women
Read the Previous Chapters
My Journey Into The Lifestyle - Chapter 3 - Soft Feeling of a Woman
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By Maturecouple1122
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By Maturecouple1122
Last year, my husband revealed that his biggest fantasy was me being a hot wife and fuck other men. He said it turned him on to see another man’s cock in all my holes.
A few months ago, he took me to an upscale hotel in Dallas, I finally gave him what he wanted. He was the wildest Saturday in my life.
First, he booked an in-room massage for me. The masseur was a young, well-built black man. As I laid on his massage table, he slipped out of his clothes. I swear his cock hung nearly to his knees. At the end of the massage, he started rubbing my clit and fingering me. He brought me off several times. He then moved closer to my head and started rubbing my tits, pinching my nipples, and fingering my cunt at the same time. His semi-hard cock was within a foot of my mouth so I reached out and put in my mouth. He instantly became hard as I sucked him. He then grabbed my head and pushed his cock down my throat. I soon felt and tasted his cum flowing down my throat.
After he left, I texted my husband and told him to come up to the room. I thanked him profusely and stepped into the shower while J laid out my clothes for the evening. When I finished my shower, I saw my outfit J picked out. It was a blue silk dress with chains with three chains across the back. Obviously, no bra tonight. He also didn’t pack any underwear as he wanted me to go “commando.” A new pair of stilettos accompanied the beautiful dress. When I finished my makeup, I slipped on the dress. The dress was very short, only 3 inches below my pussy. The material was very clingy and you could clearly see my nipples and areolas. After I finished dressing, J told me an Uber was waiting for me outside to take me to a fancy cocktail bar about 4 blocks away. He told me to sit at the bar and order a drink. He would be along in an hour or so.
I nervously climbed into the Uber. As I slid into the back seat, the hotel door man got a good peak up my dress as it slid up my thighs. Our sex life was beginning a new chapter.
I walked into the bar and felt the eyes of every guy turn towards me. I sat at the bar and ordered a Manhattan. It didn't take long for the first guy to sit next to me. Within 5 minutes, a handsome Hispanic man asked if he could sit next to me and buy me a drink. I nervously agreed. As we chatted, he scooted his chair closer to me and placed a hand on my thigh. My bare thing!
He repeatedly eyed my body from top to bottom. The dress that was hugging my body, and my swaying breasts. I wore a gold necklace that hung just above my cleavage. He lifted my necklace up to look at it and brushed my breast as he did so.
Shortly after another guy approached. He was also handsome & charming, but there was a bit of an edge to him. He bought me a drink, we chatted a bit, and this time I did feel excited.
His name was E and he owned his own business. He was very handsome so I really didn’t care about that information. As we started our second drink together, husband arrived. I now knew where this was going.
The three of us had a nice dinner and did some dancing. E- then asked if I wanted to get out of there. I knew what that meant, so I eagerly said yes.
The three of us to our hotel room. J made us some drinks while E started to caress and kiss me. The drapes to our room were open. As admiring the beautiful Dallas skyline, E slipped my dress off which sank to the floor. He asked me to keep my shoes on. I watched our reflections as E kissed me all over. He lifted me up and pressed me against the window. The glass was cold against my bare breasts but I didn’t care as E’s hot breath kept me warm. Soon he pushed me onto the bed.
I pushed myself away from him, turned around, got on my knees and unzipped his pants, revealing a nice, uncut cock. I gave E the experience of his life, sucking him off in front of the window. I started slow and methodical, but after warming up starting sucking him at a feverish pace. He groaned, occasionally telling me how good it felt and how I was a good little cock sucker. His hand grabbed my head, pulling me deeper into him. I took every inch of him in, then felt his cum shooting into the back of my throat as he gave a deep groan. He held me there as I took all of his cum in, swallowing every drop. As his half hard cock left me mouth, I looked up at him, giving both him and J a mischievous grin.
He took forced me back onto the bed and started licking my cunt. I felt my first orgasm of the evening come over me as he licked my cunt, tongued my clit, and fingered my asshole.
As I came down from my orgasm, I felt his hard cock slip into my soaking wet pussy. He asked if he needed a condom. I said “No, I want your raw cock in me."
His cock started sliding in and out, in and out. The whole time he whispered in my ear, telling me how good my pussy made him feel... how tight it was... how wet it was. How naughty of a girl I was for taking in the cock of a man I just met.
He moved me over onto my hands and knees. He kept sliding in and out of me, dominating my pussy as he fucked me hard. "Oh yeah, fuck me." I said to him. He started thrusting harder into me. I felt my second orgasm of the night building. "Don't stop, I'm going to cum."
My body gave out as my second orgasm overtook me. Holy shit did that feel good. Just as I began to come down from it, I felt him give a big thrust and cum deep inside my unprotected pussy.
He collapsed onto my back, his heavy body pressing me into the bed. "God you're so sexy," he growled into my ear.
We laid together in silence on the bed as J watched us basking in the afterglow of our fucking. I then felt J on the bed. He was on his back with a nice erection. I took him into my mouth then J said, "Ride me please." I straddled J and started riding his cock.
J then grabbed my waist and pinned me. I then felt E working a lubed finger into my ass. I slowed my pace and steadied my breath as I took his entire finger in my ass. I bit my lip and waited for the next step. I then felt E slip his cock into my ass. I now had my husband in my cunt and my new lover in my ass. The two men started fucking me in earnest. "Fuuuuccckkkk..." I groaned as his cock entered me again. J and I did anal sex all the time, but this was a bigger cock than I was used to plus J was in my pussy making every hole tighter. I simply hung on for the ride of my life.
After letting my ass adjust to E’s cock, he started thrusting into me, very slow and methodically at first. He then started fucking me like his life depended on it. It didn't take long until my most powerful orgasm yet overtook me. I let out a groan-scream as my ass pulsed around his cock.
E and J kept fucking me through my orgasm, gradually picking up the pace. Then the let out a groan and came inside ass and cunt. My holes were now filled with cum.
It was the best Saturday of my life. Counting the masseur, I took two loads in my mouth, two in my cunt, and one in my ass. After E left, J and I cuddled and drifted off to sleep. I had the sweetest of dreams.
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