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My sugar daddy experience has been absolutely fantastic. My boss is also my sugar daddy and I will share my story.
I am a 28 year old white female 5’10, blonde hair, blue eyes, former fitness model now personal executive assistant to an extremely wealthy African-American man. I will call him JM(not his real name). He is worth $450 million and he is just a wonderful man, generous boss/person, kind, authentic and genuine
He is tall(6’4) extremely attractive, physically fit, beautiful caramel skin, great smile, great body. JM is 42 years old and his wife is a stunningly beautiful Black American woman and she is a Doctor. They are what I call “Relationship goals”. A powerful man with an intelligent, beautiful woman by his side. I wish I was that woman instead of his wife. I am now his mistress and I feel no regrets because I have no illusions about my situation.
As messed up as this is, here it goes - I am madly and unexplainably in love with my married boss. He has been married for 10 years and has 2 young children, but struggles with the lack of appreciation and love shown to him at home.
We are best friends and extremely close, we can talk about anything. I have been dating my boyfriend for 3 years and there are even things I don't feel comfortable bringing up with him that my boss and I discuss on a regular basis.
I think he probably know more of the true me than anyone else. He's a wonderful father and loves his children dearly, and I didn’t know that he or I could ever go through with a full on cheating situation (as tempting as it seems right now). I would never want another woman ruining my marriage and I don't think I could do that to someone else. But I can't help but find myself wishing so hard that they would separate and my morals are becoming much, much harder to uphold.
He is amazing; our personalities, sense of humor, and views on nearly everything either directly correlate or we can have a fun and lively debate when we disagree (whereas with my boyfriend, similar debates often become heated and leave me in tears or severe anger). He mentions sex and intimacy to me often, and we joke about getting together, but if I'm being honest, I wish so badly that it wasn't a joke. I don't know what about me interests him, but he always initiates the flirting and sexual conversations so I know there has to be something similar going through his mind. I crave him sexually and I want to submit my entire body to him.
I dream about having a life with him regularly, and even during intimate moments with my boyfriend, I find my thoughts wandering to my boss. I know none of this is right, but I have struggled with these feelings the last 1.5-2 years and can't seem to stop my brain from thinking of him often and wishing we were together.
I know that you are thinking that I am a bad person and a home wrecker, but I am not writing here to get validation for my feelings or have you tell me what I'm feeling is okay. I know it's wrong and unfair to our significant others. I simply ask this - what can I do to move on? To stop feeling this way about him?
Communicating less is not an option since we work in direct contact on a daily basis, but what should I be doing to transfer these feelings to my boyfriend? I do love my boyfriend dearly, but my boss is like something out of a fairytale and I can't help but wish there was more of that in my life.
My boss informed me that we are going to London for a business conference. We are staying for 7 days. I was estatic because on this trip I was going to quench my thirst but I needed a plan.
I called my best friend because I needed an outlet because I am about to cheat on my boyfriend because I cannot deny myself any longer. My boyfriend and I had sex before my trip with my boss but it was unfulfilling because my thoughts was focused on my boss.
I called my best friend because I needed an outlet because I am about to cheat on my boyfriend because I cannot deny myself any longer. My boyfriend and I had sex before my trip with my boss but it was unfulfilling because my thoughts was focused on my boss.
I try so hard to focus on him but it is impossible and it is so unfair to him because he deserves better. However, in London things changed dramatically and I don’t know how I can ever reconcile with my Boyfriend.
On the second day in London my boss and I was drinking champange discussing our lives and our usual banter. As the champagne began to take its effect I was getting super horny and my panties was soaking wet.
He stared at me and looked me up and down. It made me hot and sweat. Seemed he could look right through me or at least under my clothes. I was wearing a white blouse (one could see my lacy bra through it) and a tight skirt. I was wearing really high and really sexy heels.
My boss started to undress his muscular chest and 6 pack at 42 years old was amazing! I got really tense when I saw his unzipped fly and his Huge penis swaying in the air, throbbing.
My Boss was completely nude looking like a bronze God. His beautiful caramel skin was glistening staring at my body fondling his dick slowly. I was in awe of how fantastic his body looked and how massive his dick was.
I was so wet looking at this beautiful, gorgeous man. Our relationship went to another level and I loved the sex. My pussy juices was running down my legs my boss carried me to the bed and spread my long legs and stared sucking my clit and eating my pussy. I was moaning loud and my body started contorting because of the powerful orgasm I was having.
JM was extremely generous with his tongue eating my pussy for 45 min. His foreplay skills was amazing, my boss kissed, licked and sucked every inch of me. I had 3 orgasms from his foreplay alone. My body was hot, my head was tingling and my pussy was running like faucet.
After his delightful tongue lashing of my hard clit and tight pussy. My Boss slid is long middle finger deep inside my pussy. I gasped due to the length and thickness of his fingers. I was screaming because it felt so good and I was headed to my 4th orgasm.
I bent down and looking at his big cock. Smell of desire and sex. His dick was in front of my face, it was still throbbing. I parted my lips and sucked on the dickhead. Boss moaned loudly. I felt his heavy hand on the back of my head, pressing me and impaling me on his shaft. He was pressing hard and I had to open my mouth as wide as I could to let his dick get deep in my throat.
He is the love of my life and I wanted to please him in every way.I was fondling his dick with my tongue. Boss showed me the tempo, holding my hair tight making me feel like a puppet in his hands. I had to obey and suck the dick deep throat. I was about to choke sometimes, tears flooded my eyes. Finally I felt his hand let my hair go. He touched my butt. He was squeezing my butt cheeks for a while and then he bent down lower to reach my pussy.
“You’re so wet!” he said. And he was damn right.
Soon as he said it I was ready for his big beautiful dick. Hardly I said anything as he turned me round and put me on the table. I squeezed my hips tight instinctively. But it didn’t help. Boss raised my leg and put it on his shoulder. He pressed my other leg to the table, leaning on my knee, making me lie down on the table surface. I was stretched on the table, my legs hurt. The lips were apparently opened as my boss touched them and grinned. He took his dick in his hands and pressed it against my vagina. He entered my pussy.
“You’re so tight…” He moaned pausing.
Well, it’s just that his dick was too big for me. I moaned really loud. I felt his long thick hard dick tear my snatch apart. Boss started fucking me. He was slow at first. It hurt to feel his giant cock in my tight pussy but then… I just couldn’t help but scream, it felt so good to be filled.
My butt was fidgeting on the table, and he was pounding me so hard and deep, it felt great taking such a huge cock. I didn’t try to resist or whatever, I liked being fucked by my boss’s giant member.
After few deep hard strokes and I arched my back and climaxed. I was creaming all over his big cock. It was such a powerful orgasm my legs started shaking. My moaning, screaming and muscle contractIons squeezing his massive cock like a vise grip.
He pulled his cock out of me then bent me over and then he proceed to fuck me so hard and deep. I never been fucked so hard and his thrusts were steady and powerful. He was pulling my hair, smacking my ass, I was cumming and screaming. I started begging him to cum!
His cock was ripping me apart literally, for the next 15–20 mins I was simply overwhelmed by his experience, size, skill, and stamina. He pounded me until he came deep inside my pussy. I just collapsed on the bed with my body shaking feeling so pleased.
My boss wrapped his arms around me and we both laid in bed. My boss kissed my forehead as we talked we both were exhausted so we fell asleep. I woke up at 6:30 and my boss opened his eyes. I. started gathering my clothes scattered about on the floor. He was staring at me smiling.
Guess it was fun to watch a beautiful blonde bend down now and then, exposing her holes and watch semen flow down her hips. However, that wasn’t the end. When I was passing him by with a pile of clothes in my hands he slapped me across the ass…
When I came closer I saw his big cock at full attention, he was jerking his hard dick off. I knew what he wanted me to do. I knelt down in front of him and sucked his dickhead into my mouth. My lips were sliding up and down the stem. I squeezed the shaft with my hand, while my fingers were playing with his balls.
It was easier this time. Boss let me take over the initiative. He wasn’t in charge anymore. It was me to control the process. He was watching me give him head. He was moaning. My blow job lasted for a pretty long time and I was obviously upset I wouldn’t be able to try his giant dick in my snatch again.
“Stand up.” My Boss said suddenly. I was so excited that he wanted to bury his big dick inside of me again.
He touched my soaking wet pussy. My body gave me away, I desperately wanted him. I bit my lip and moaned, arching my back. He was fingering my pussy lustfully.
“Good girl.” He said.
He turned me around leading me to the bed. massive semi hard cock swinging. He spread my legs wide placing them on his shoulders. His erect penis was pressing against my wet pussy. I couldn’t wait any longer. I took his dick and thrust it in my gushing slit. His huge throbbing dick slid inside my vagina smoothly.
I was being impaled by my boss big cock. His stamina was unbelievable. Sometimes, he took his dick almost out of my pussy and then thrust it deep in my womb. It was so hot and felt so fucking good!
Soon I realized I wanted a faster tempo. I told my boss to fuck me harder. He was pounding so hard and so deep I lost my breath, I was cumming, I was having crying orgasms. He felt so good I started to cry! I was feeling light headed, I passed out while he continued to thrust his cock deep. I was in pure ecstasy taking every inch of him I regain consciousness when he pulled his huge hard cock out of me.
I grabbed his dick and got on my knees again. I was still trembling and was really relaxed and super exhausted. His shaft was all covered in my juices. My hand could easily slide along the stem feeling its hardness and heat. Besides, my lips were licking the head, and stroking his cock with 2 hands.He didn’t last long.
A huge cumload hit my throat. I was trying to swallow everything but some of the load spilled and was flowing down my chin right on my breasts. I was milking the dick in order not to lose a single drop of his tasty juices. I licked his balls and his groin to gather the last drops.
After the conference, during our flight home my love for my boss intensified. I had the best sex I ever had with a black man and if ever told my boyfriend this it would absolutely crush him. However, my connection with my boss is much stronger than my boyfriend.
I had a lot to discuss with my boyfriend and a lot to think about. My boss is a married man with children and his silence tells me he is in deep thought as well. We arrived back in LA and boss gave me 3 days off. I was glad because I needed the rest.
We shared a long embrace as he knew I didn’t want to let him go. We kissed and I went home to deal with my boyfriend. I knew I had to tell him the truth and it wasn’t going to be an easy conversation.
He will not be able to handle the fact that I slept with a black man but my boss is everything he is not. JM speaks Italian, French and Spanish fluently, far more educated, worldly, adventurous, great personality, incredibly handsome, best lover I ever had, great boss, great loyal friend.
Just thinking of my boss sends me into a frenzy. How often in life do you meet someone that makes you feel special? We share a level of intimacy that I never shared with a man before. I arrive and my boyfriend had flowers, we hugged and kissed.
He took my bags to the bedroom and I went to shower. I knew my life was about to change and I feel terrible about cheating but it’s what I wanted. It felt so good to submit myself to a man that doesn’t expect my submission but is worthy of it through his actions and deeds.
I love my boyfriend but he is still at the “Aspiring to be” stage at 31 and at 28 heading to 30, I am outgrowing the “aspiring to be” types. Love is such a difficult thing to navigate because as I am learning everything isn’t so black and white(no pun intended). Love in modern times is extremely hard and financial ramifications must be taken into account.
My salary is significantly more than my boyfriend’s and I’m sorry but I want a man that is levels above me not levels below me. I want more and I’m tired of waiting for my boyfriend to catch up and I’m tired of explaining.
However, I didn’t get a chance talk because my boyfriend wanted to have sex. It was awful. After being fucked by my boss massive cock for the past 6 days and my emotional detachment my boyfriend felt like a toothpick.
I knew I had to plan my departure from this situation because my boyfriend is a really good person but I am choosing to move forward with my life without him. Sometimes love is not enough plus I don’t believe in looking backwards when it’s time to move forward.
After my boyfriend left for work I received an email from my boss. I was so eager to read it was our first communication since London and everything that happened.
My boss email stated that he wants to have dinner with me tomorrow night he wants to discuss the London trip. I reply yes please send details and I look forward to seeing you. His reply back was with smiley faces.
I went to the spa to just relax and rejuvenate myself after London and to deal with my Boyfriend. I packed my bags, booked a hotel room, and gathering my thoughts on how to break this to my boyfriend.
I cooked my boyfriend’s favorite meal, bought his favorite wine. I fed him and I told him I am in love with my boss and our relationship cannot continue. He just stared at me and he was deeply hurt. He walked away and left. I said good riddance, I’m tired of just settling for less.
I gave him the remainder of my share of the expenses and I left. I met my boss for dinner the next evening and I was so happy to see him. We hugged and we sat to a great bottle of Lafitte ‘76. My boss told me that he will never leave his wife or his children. I knew that already but I didn’t expect what he said next. My boss said that he wanted to discuss an arrangement outside of our boss/employee relationship.
I was uncertain about his next statement. I didn’t want to lose his friendship and I definitely wanted to continue having sex with him. His pause was making my heart pound out of my chest. He finally continued and said I want more of you.
With those words started our full blown affair and I am loving every second of it. The sex is just unbelievably amazing, I got a substantial pay raise, JM purchased me a Loft in DTLA, stocks, paid all of my student loans plus an immediate deposit of $500k in my bank account(Yes all factual and true), a new BMW i8 Roadster(my dream car) my entire financial picture has changed in a matter of weeks.
My boss told me that he wanted to take care of me just in case our thing ended and he wanted me to remain as his Personal Executive Assistant. I could not be happier because I would rather be JM’s mistress than to have a man that cannot make me happy. My love for my boss is just something I can not control but it continues to grow.
I know most women will cast aspersions on me but I don’t feel guilt because I love JM and he treats me better than anyone I had a monogamous relationship with. My boss is very open and honest about everything and I am aware that our relationship will eventually end.
Until then I am having the time of my life, the very best sex I ever had(I can’t get enough of his great cock)a loyal, compassionate, loving friend and financial security. At 28 years old I would say I’m doing better than most at my age.
I am Debt free and most Importantly I’m happy. I haven’t revealed my affair with my boss to my family because of their racist views. However, that is not the reason why I am with JM as some mommy/daddy get back.
I am certain without question that their are plenty of beautiful white women just like me that would date a Black man like JM. I don’t have the patience to teach a racist group why.
For now I am so happy and my boss/my man are doing wonderfully. I keep my secret to myself because the impact it has had on my life is worth it. This guy is simply amazing and I do not think I could be in a better position.
I never thought I could fall in love with a Black man because I never spent significant time around a black man besides JM. I am learning so much from him and we are so close like kindred spirits. Men in my age group 25–35 are not gentleman and they really have nothing to offer.
Many of them are angry, disrespectful, suffering from joblessness, porn addicts, and bitter because many women today out earn them. My boyfriend was a good guy but he simply wasn’t good for me. I will not allow a man to stand in the way of my ambitions and goals.
I love my freedom and independence Life feels very different when I can do everything I want. I get to shape my life the way I want, when I want, how I want, where I want, with whoever I want!
My experience is not the norm because I work in such proximity of JM and it’s normal if we travel together. His wife never questions him to my knowledge and we have a very cordial relationship. I do not want your “Moral Superiority” because I could care les what you think of me. I never thought I would be a “Sugar Baby” but I love the man so it’s easy because it’s so enjoyable.