Sex With Both Was Fantastic

The story contains no sexual thought or activity in minors.

...

I grew up in a low-income family on the east coast. Dad was a factory worker, and Mom raised my two brothers and me, Elena. Our miserable economic situation was too obvious to ignore, and at a young age, I vowed to do whatever I could to get out of poverty. In school, I was a fairly good student, and I got at least a B in every subject.

There was only one thing I thanked my parents for. Once my adult face and body started taking shape, I turned out to be both pretty and had a good figure. Yes, I may be biased in bragging about it, but after hearing it from everybody around and seeing the scores of guys trying to catch my attention, I accepted it as a fact.

In my late teens, I dated 2 guys. I refused to have sex with them and both affairs fizzled quickly. My first sexual encounter occurred when I was 22. He was a handsome, funny, grade A student. I slept with him 3 times before realizing his abilities in bed were very limited. I dumped him like the others.

In college, I majored in business and did quite well. When I finished, I was recruited by a successful clothing company owned by John Lazard. His manager interviewed me and, after reviewing my school diploma, accepted me to work with 2 older guys who were assigned to give suggestions on how to improve the business side of the firm.

During the first 6 months of work, I invested all my energy into studying the different aspects of the company, listening to the advice of the 2 more senior business guys, and establishing relationships with the other employees.

Slowly, I began commenting about business issues. I was nice to my 2 colleagues: I made them coffee every morning, thanked them each time they offered to help, and didn't challenge their recommendations, even when I thought of better solutions.

About a year has passed, and the 3 of us worked as a team. I recall the crucial moment when we faced a complicated dilemma. I came up with an original idea that the other 2 didn't think it was applicable. I insisted it was a good one, and when the firm implemented it, our profits jumped by 80%.

The boss himself was impressed and wanted to meet me. I came to his office, trembling with excitement. I have seen him from a distance a few times before, but we never talked.

Mr. Lazard stood up, shook my hand, and said, "Elena, Lance sends me a monthly report on all my employees. Your reviews are always excellent. And now you have come up with a brilliant idea that has increased our revenue significantly. I owe you a lot. So first, tomorrow you'll get a special bonus. Now, I am thinking of expanding the company with branches in Chicago and San Francisco. I'd like to hear your thoughts over dinner in a good restaurant. What do you say?"

"Sir, I'll be honored. Are you sure you want to discuss the matter with me? After all, the other 2 in my department have more experience."

He chuckled, "Experience goes so far. I need an innovator, a young thinker. After coming up with an authentic way to save us money, you proved to be the person I was looking for."

We were supposed to meet at the best Italian restaurant in town. Here was the opportunity I sought: A powerful boss who appreciated my skills. I wore a short black dress that showed nice cleavage yet not too exaggerated, as well as my long, shapely legs. I let loose my dirty blonde hair and added red lipstick and mascara, which highlighted my deep blue eyes.

Mr. Lazard was already sitting when I arrived. He stood up, inspected me up and down, and smiled, "Elena, you look gorgeous. That is not good because I'll be distracted."

I grinned, "Thank you for the compliment, sir. I admit I tried to dress up to impress you."

"That's refreshing! I can trust an employee who tells me the truth."

For the next 2 hours, we ate a delicious meal and talked about his planned project. I tried to be objective and unbiased. I mentioned both the advantages of expanding west as well as the limitations and potential risks. When we ended, he rose from his chair and said, "Elena, you are young and inexperienced, but I think your brain capacity is much better than my other employees. I'd like YOU to organize the plan for the 2 new branches and report directly to me."

I thanked him and left the restaurant. The future looked bright.

I met Mr. Lazard weekly in his office for a month about the expansion. In the 4th meeting, he blurted, "Elena, I think you are smart beyond your years and very pretty. I like you a lot! I looked at your resume and realized you are 24, and I am already 41 years old, but I'd like to date you. What do you think?"

I became lightheaded. I didn't expect that. I hesitated momentarily and then mumbled, "Mr. Lazard, may I think about it for 24 hours and give you my answer tomorrow?"

He smiled, "Take all the time you need. I hope for a positive answer. If you refuse, I'll be disappointed but won't hold it against you."

...

I could not sleep the night. My job was perfect and dating Mr. Lazard was very appealing. He was 5'10", about 200 pounds, and quite handsome. As a boss, he showed a pleasant personality. I liked John Lazard. My only reservation was, what if our relationship turned sour? How would we be able to work together?...

By morning, I made up my mind. I'd give it a chance, and if I saw ominous signs, I'd try to break the relationship gently. John heard my positive answer and was very happy. After that, we still met in his office on a regular basis for his project. In addition, we met twice a week, usually to go to a restaurant, movie, concert, or a party with his friends. For months, he never tried to go beyond hugging my shoulder or kissing me. I didn't push him for more after he told me he was raised by conservative parents and believed sex should be initiated after marriage. Four months after we began dating, in a restaurant full of well-dressed guests, John knelt on one knee, asked me to marry him, and gave me a ring with a huge diamond. I should have guessed it might happen, but I didn't at the time and started crying. I said yes. I saw him as a great boss and companion. He was a real gentleman and was very rich. What could go wrong? I liked him but was not in love with him. However, I was sure in time, I'd grow to love him.

We had a wonderful wedding with a giant cake, many flowers, tables with various tasty foods, and 300 guests, most of them related to him. He kissed me gently in front of everybody and promised me eternal love. It looked like nothing could go wrong.

The night after the wedding, we were tired and fell asleep when we reached the bed. The next morning, John left before I woke up. Our first sexual intercourse took place a week later. At the time, I didn't know if my husband was too gentlemanly or too naive, but neither of us climaxed. Three days later, I was more proactive. I wore a sheer, short baby doll and seduced him. I knelt before him and began blowing him, attempting to stiffen his penis so he could fuck me. His organ wasn't fully erect yet, and he shot his spunk on my face. I just smiled and said nothing. In the following months, I tried to explain, tempt, and even ride John. The overall success was mediocre at best. We were able to have sex together, but it was hardly exciting or pleasant.

It turned out John wanted me to be his companion at home and a trophy wife. Sex was never his motivation. Other than sex, John was a good husband. He gave me all the money I wanted and never asked questions. He behaved gently and politely at home and with others around. On the surface, he seemed warm and loving, but I didn't feel the deep emotions I expected to have with a husband.

Over time, my frustration with a lack of sexual satisfaction grew, especially when I noticed other employees kissing and fondling. Once, I even caught a couple making out in a dark corner. It was time for a change.

I started checking men online using different sites. The beginning was easy: My profile attracted many suitors. I answered 3, and later talked on the phone with one of them. His picture and voice were appealing. I was careful not to mention private information. Not my name, address, work, or other data. Two weeks later, we met in a hotel outside the city. The guy looked good but was a wimp in bed. He wanted me to ride him and take charge. I met him 2 more times, and twice, he needed me to dominate him. I disconnected.

I tried my luck online again. The guy I chose looked like a real stud. Unlike the first one, he was more aggressive and persistent. But he had a problem. A minor one; his pecker, I mean. I continued searching for the optimal guy for years. Some of my lovers were better, and some worse. Neither one conquered my body or my heart the way I wished. Many years have past and 'suddenly,' I was in my 40s.

...

A year ago, as the manager of our firm's branches in Chicago and San Francisco, I invited the employees to a Thanksgiving dinner in Chicago. John stayed in New York. The food was good, and so was the atmosphere. At one point, a tall black guy approached me and asked to talk to me for a moment. He mentioned that when I was away for a couple of days, my assistant hired him on a temporary basis as a new consultant. We began talking, but after drinking too much wine during the celebration, I could not focus well. I asked him to come to my office the next day.

He showed up on time and introduced himself, "My name is Derek. I have some ideas and would like to share them with you." I ogled the hunk. He was about 30 years old, much taller than me, and probably weighing 210 pounds. He filled his suit nicely, and I could see hints of his muscular body.

By that time, I haven't had sex for more than 7 months. I was constantly in a state of semi-arousal. I never fantasized about being with a black guy, but his imposing stature and deep, confident voice captured my imagination. I smiled at him and listened to what he had to say. Most of his suggestions were reasonable and logical.

I said, "Derek, your ideas are sound, and I definitely intend to implement at least some of them. Let's talk more about the logistics. In my office, I am interrupted all the time by trivial matters. I'd like us to concentrate on your recommendations without interference. Can I meet you for dinner at an upscale restaurant?"

His laugh was contagious, "Yes, ma'am. I prefer a place with good steaks, like The Outback."

I grinned, "I am not vegetarian, so we'll eat steaks."

...

I met Derek at the restaurant 2 days later. He had khakis and a short-sleeved shirt. His broad shoulders, massive biceps, and large chest reminded me it was time to take care of my hungry pussy. We ordered steaks and a bottle of cabernet sauvignon. By the time our steaks were ready, the wine bottle was empty. I pretended to listen to Derek's talk, but my horny mind was concocting a way to take him to bed.

Each time he finished a sentence, I nodded yes and touched his impressive arm. I hardly interrupted him. When he finished talking, he stared at me. I mumbled that we should continue discussing the details.

He smiled, and his eyes pierced mine, "Boss, if I didn't know better, I'd say you were more interested in me than my recommendations."

I blurted, "Derek, your ideas are constructive, and I intend to fulfill my promise to implement them. However, your figure is magnificent, and I admit that I feel a certain attraction."

He caressed my hand and asked in a low tone, "Lady, there is a hotel across the street. Would you like to join me?"

I hesitated and gazed at his face. I've never done something similar before; he was one of my employees, and I didn't know anything about him. My raging hormones and the wine overcame my resistance, and I whispered, "Yes..."

As I paid the waiter, Derek called the hotel to verify we could get a room. There was a room with a king-size bed available. We went there soon after.

In the room, Derek looked at me and said, "At work, you are the manager. May I call you Elena when we are here?"

Suddenly, I felt embarrassed. I mumbled, "Yes, you can."

"Elena, will you undress for me?"

His imposing body and dominant demeanor confused me. I knew I was the boss, but for unknown reasons, I craved his domineering attitude. Was I too aroused?

As I unbuttoned my blouse, a terrifying thought crossed my mind: What if he found my body not attractive? After all, despite my routine three times a week in the health club, I was already 43, and he was only about 30... It was too late now. I continued, praying he wouldn't be disgusted.

I let my blouse fall to the floor with only my C-cup silky, soft bra on top. He ogled my covered breasts and said nothing, but I got the impression a small bulge appeared in his pants. I removed my skirt and remained in my underwear.

I watched Derek's eyes. Did I see hunger?

I unclasped my bra and placed it on the nearest chair. My medium-sized breasts swayed mildly. I was proud of them. My age had little effect on their size, and the sagging was minimal. The cool air in the room hardened my dark nipples. Or was it 'the Derek's effect?...'

The tent in his pants was now very noticeable. I grinned, "I guess you like what you see..."

He winked and blurted, "Continue."

I removed my low-cut panties, exposing my landing strip, having only my 3" high heels on, and posed, leaning on the door frame, "Is the man happy now?"

He said, "Very much. You are pretty, and your body is heavenly. My dick aches to pounce on your perfect assets. But first, come here and undress me, too."

Interestingly, his order sounded normal to me. I've never been ordered before, but he was definitely the dominant one in the room. Again, the wine and the hunger to be plowed may have affected my judgment at the time.

I approached him and realized that despite having my shoes on, Derek was still 5" taller than me. I unbuttoned his shirt one by one. He had no undershirt. His chest was hairless, and his pectorals were robust. I couldn't resist and touched his black nipple. He removed my fingers and hissed, "First, undress me completely!"

I knelt before him and noticed the bulge in his front was humongous. I cautiously unzipped his fly. His giant pecker jolted forward and appeared above the waistband. The mushroomed head was dark and spongy. With quivering hands, I lowered his briefs onto the carpet and glanced at his monster. It was about 8", thick as my forearm, rising from his uncircumcised foreskin like a flag pole and pointing skyward.

My eyes were hypnotized by the awesome member. He whispered, "Kiss it!"

I grabbed the shaft between 2 fingers and could not encircle the circumference. I pulled the hard prick toward me and gently kissed the slit. It jerked mildly.

He laughed and said, "Elena, you'll have time later to suck it, but I wish to show you some lovin' first. Hop on the bed."

I lay on my back, feeling my cunt was drenched. I was scared of his immense size but ready for a good hard fucking. I gazed at him. He instructed, "Spread your legs for me."

I parted my thighs.

He moved between my legs, aimed the spongy head at the opening, and advanced gingerly inside. My juices were helpful, but his huge size pushed my pussy walls to the limit. At one point, I thought he was about to rip my vagina, but he penetrated slowly, patiently allowing my tunnel to adjust to his girth. After what felt like an hour, his tip touched my womb, and his large ball sack hit my butt.

He smiled and announced, "Lady, I am going to start gently. However, once I feel your pussy widened enough, I'll accelerate. Get ready for a real roller coaster!"

As he said, the beginning was slow and tender. Then, his strokes intensified slightly. His giant flag impaled me like never before. A warm feeling spread through my body. Derek increased his pace further, and his massive palms tweaked my tits. I wanted to warn him I was about to climax, but it was too late. My torso jerked in the air, and I felt I was shuddering without the ability to control myself. I've never had such a strong orgasm!

Next, Derek whispered in my ear, "Elena, we are not halfway there. The main course is coming soon." Without further notice, his cock rammed into my soft body like a powerful jackhammer. Within seconds, I felt my head spinning, and I fainted. I woke up when Derek slowed down, remembering vaguely I was floating among the clouds watching him fucking me and jolting several times as he exploded deep in my pussy.

I was weaker than I've ever been, yet had a feeling of tremendous pleasure... God, that was an orgasm for the ages!

Derek gazed at me with smiling eyes, "Are you OK?"

I hugged his chest with my tiny palms, "Never better."

"Good. I was worried that it was too much for your first time. Your cunt is very tight, and I played it safe."

"Derek, Where have you learned to fuck like that? It felt like my body was plowed by a bull or a gorilla..."

"I am young and in good shape and was blessed with a big cock. But it wasn't the real reason I was wild. Your body is extremely sexy, and after my initial careful invasion of your body, I got carried away by your bouncing tits and roughed you up a little."

I started dressing up and said, "As I mentioned before, we still need to discuss the fine details of your ideas. But I'd love to continue seeing you after hours."

He chuckled, "Bedding you today was lovely but unplanned. If I recall correctly, you are married. By the way, I have a girlfriend too."

"My husband is 60 years old and can barely have an erection. Sex with him is almost a mission impossible and never satisfactory."

"But he is still the big boss."

"He never checks on me, and I have no doubts as long as we do not let it be known, it shouldn't be an issue. What about your girlfriend?"

"I love her. We have been together for 5 years now. She is not the jealous type but told me a few years back that if I wished to stray, she'd like to watch and perhaps join as well."

"What are you saying?"

"That if you want us to continue, we better include her too."

"Are you trying to persuade me to have a three-way?"

"Elena, Shondra is the love of my life, and one day, I will marry her. Today, I felt YOU NEEDED SEX, and I went out of my way to do it for you. Don't misunderstand me; I also enjoyed our sex, but I do not wish to continue doing you behind her back."

"Derek, having your awesome pecker drilling me was the perfect sex, but a threesome is out of the question."

"Lady, as you wish. When do you want to see me about my ideas?"

"Come to my office on Monday and Wednesday at 10 am."

"I'll be there. Take care."

...

I arrived home and took a long shower. My body felt as if a steamroller had run over it. But my mind was jumping in joy. I looked in the mirror. My cheeks were pink, and the tiny wrinkles near my eyes had disappeared. Was it an afterglow? I never experienced it before and wasn't sure.

During the night, I had a dream that John and I were ready to go to sleep. Out of nowhere, Derek showed up and asked John to move out, claiming I was his from now on. I tried to protest that John was my husband, but I couldn't talk. John refused to leave, and Derek had sex with me in the presence of John. The dream woke me up. I was so horny that I masturbated in bed and climaxed twice.

By Saturday, my pussy craved to be stretched again by Derek. I went to the nearest supermarket and found a giant cucumber of similar size. I was already wet down there and tried to use it, but it was a disappointing experience. The following day, I drove to a sex shop and bought a huge dildo and the largest vibrator. I used them both. I climaxed with the vibrator, but overall, it was much less satisfying than Derek's real thing.

On Monday, Derek showed up in my office at 10 am. We talked about 2 work-related subjects, but my mind was distracted, and my eyes constantly inspected his covered upper body. He noticed my wandering eyes and giggled. Before leaving the office, he blurted, "Elena, I told Shondra I strayed and promised never to repeat it without her being there. So, if you change your mind about my three-way proposal, let me know."