A Stepmother's Sin - Chapter 10 - A Date With Gary free porn video

My head is spinning, thinking about all the unexpected twists and turns.

As you may recall, I fell into an inappropriate, but wonderfully fulfilling intimate relationship with my step son, Robert, a little over two years ago. Robert spent the summer with me in a my one bedroom flat in New York City. Our intimacy started out innocent enough; I witnessed Robert masturbating one night while he was watching porn on the computer in the little office adjacent to my living room.

I am ashamed to admit, that I was so aroused by the sight that I could not resist touching myself, and I got caught. Eventually, Robert convinced me to masturbate with him, which led to touching, fellatio, cunnilingus and ultimately intercourse.

Robert spent the remainder of the summer sharing my bed with me. That summer remains the most intimate and cherished set of memories of my entire life. However, as beautiful as those memories are to me; I felt an overwhelming guilt from the fear that my weakness would haunt Robert, and could prevent him from having the type of intimate relationships with more appropriate partners in the future.

I was relieved when he started dating a wonderful young woman at UCLA a little more than a year ago. Last month, my happiness turned to elation when Robert called me to tell me that he and Elizabeth would be getting married in June. The fact that our inappropriate relationship did not seem to have permanently harmed my stepson served to alleviate my sense of guilt greatly.

I congratulated Robert profusely, telling him how happy I was for Elizabeth and him. And I meant it.

At Robert's urging, I traveled to the west coast to attend an engagement party hosted by Elizabeth's uncle which was being held the weekend before Thanksgiving.

The day before the engagement party, Elizabeth took me to lunch and we chatted. I had met her previously, but truthfully, I did not know her well. Over lunch, I found her to be warm, beautiful, intelligent, charming and witty. I was thrilled at the woman Robert had chosen as his life's mate.

As we sipped our drinks, Elizabeth shocked me by telling me, subtly at first, that she was aware of the 'closeness' that Robert and I shared, and she understood. At first I was not sure I understood what she was saying, but she made it abundantly clear that she knew and approved of the intimacies that my stepson and I shared.

 I was in a state of shock.

Then she dropped another bombshell; she told me that the reason she understood how something like this could happen, and how beautiful it can be, is that after her father's death, shortly before she turned seventeen years old, she and her stepbrother, Gary, leaned on each other in grief and became quite close.

My head was spinning as I tried to process all that was happening.

Elizabeth said the she not only understood, but that she would make Robert available to me while I was visiting.

I truly did not know what to say, so I simply said, 'Thank you."

Although I greatly appreciated Elizabeth's understanding and generosity, I was still overwhelmed. And to be completely honest, was also very embarrassed that Robert's and my secret was out. I ordered a second and a third glass of wine as we chatted.

I will admit, despite my embarrassment at Elizabeth knowing my grave sin, I really liked this young woman, and felt an emotional attraction to her that is hard to explain.

I sat there trying to make sense of my feelings at that moment.

 Perhaps it was because we both loved the same man, Robert, and each of us had shared intimacies with him, that I felt such a special bond with her. After all, although we both loved the same man, we were not competitors for him. He belonged to Elizabeth. Yet, she was gracious enough to share him with me.

Or perhaps it was that Elizabeth and I both shared a deep secret that would cause most of society to label each of us a pariah. Perhaps it was the overwhelming feeling of gratitude I felt towards her for indicating that there was some scenario where Robert and I might be intimate again someday. I just don't know.

Thankfully, the conversation progressed beyond the closeness Robert and I shared.

I seldom have more than two glasses of wine, so the third glass had me feeling lightheaded. In my slightly inebriated state, I opened up to Elizabeth about the anxiety I was feeling about tomorrow night's dinner. This was to be the first time I would meet my ex-husband's young, new wife. The fact that Jim had remarried a much younger, and according to all accounts, a gorgeous woman had me self-conscious. The fact that I did not even have a date added to my anxiety.

I confessed to Elizabeth how I was dreading spending the evening with my ex-husband and his new 'trophy wife'. Elizabeth not only understood, she seemed to empathize with me.

Finally, I apologized for drinking so much and becoming such a drama queen. I excused myself, telling her I was going up to my room to take a nap before dinner.

Later, Elizabeth and Robert picked me up at my hotel and drive me to a casual dinner at Elizabeth's Uncle Ralph's and Aunt Trish's house.

The big party was not scheduled until tomorrow, so tonight was simply a casual get together. I met Elizabeth's mother and her Uncle Ralph and Aunt Trish.

Her uncle was charming and intelligent. But more than anything, I noticed that throughout the evening, Elizabeth went out of her way to make me feel comfortable.

I was introduced to her stepbrother, Gary. Gary was a handsome young man. I could easily see how Elizabeth would be attracted to him; I mean, who wouldn't? I felt a slight twinge in my vagina as I imagined what it would be like to discover your sexuality at the age of seventeen with your stepbrother.

However, it may have been my imagination, but I sensed a bit of tension between Gary and Robert. While he was cordial, Gary did not treat Robert as warmly as Elizabeth treated me. I wondered if Gary was feeling a twinge of jealousy now that his stepsister had found the love of her life?

Dinner broke up and Elizabeth and Robert drove me to the Marriott. We all got out of the car to say our goodbyes.

Elizabeth said, "Robert, give me the car keys. I want you to spend some time with your mother tonight. I will meet you two for breakfast in the morning. Take good care of her."

She gave him a nice kiss before turning to me and simply saying, "Enjoy yourself."

I hugged her warmly and said, "Thank you. You have no idea what this means to me."

"Ah, but I actually think I do. I have to go spend some time with Gary. He's feeling a little threatened by my engagement. He feels like he is losing me."

Robert took my hand and led me through the lobby towards the elevator banks.

I whispered, "Well, I certainly wasn't expecting this. Did you know she was going to suggest this?"

"Yes, we discussed it earlier today, after your lunch with her. She really likes you."

"Well, I certainly appreciate her gesture. Robert, are you sure about this? Are you sure you want to continue our relationship?" 

 Robert assured me that he very much wanted to be with me tonight.

Once in the room, Robert undressed me. I inserted my diaphragm and Robert made love me, several times.

Robert fucked me four times over the course of the next twelve hours driving me to multiple orgasms and ejaculating inside me each time.

It was a wonderful and emotionally satisfying evening.

We were awakened from a deep sleep when Robert's cell phone rang.

"Oh hi, honey....yeah it was great...yeah, I think she enjoyed herself too..." Robert replied, obviously talking to Elizabeth.

I watched him admiringly as he paced around my hotel suite, naked, with a huge morning erection. He looked like a Greek god with his muscular physique. His boner swayed proudly in front of him with each step he took. I could feel myself growing wet at the very sight of my naked stepson.

I looked at the clock on the nightstand. It read 10:05 a.m.

I was naked under the sheets. I reached down and touched myself, feeling the semen that was continuing to slowly seep out of me.

My vagina was actually a little bit sore from all the action it was getting. My vulva was red and swollen. My labia was puffy. I looked, and felt, like I had been riding a sandpaper hobby horse all evening.

"Okay, let me run through the shower and we'll meet you in the lobby at eleven o'clock....love you too," he said before hanging up.

Robert ended his call and turning towards me, said, "It was Elizabeth. We are meeting her for brunch at eleven."

I looked directly at the huge boner Robert was sporting and said, "That's some pretty impressive 'morning wood' you've got there, young man. Anything I can do to help you out there?"

That was all the encouragement Robert needed. He leapt at me, gently pushing me back on the bed as he climbed between me knees.

I wrapped my legs around his torso, and said, "Pleasure me, Mandingo."

Robert laughed wildly, causing his erection to bounce up and down, "Oh my god, you remembered?"

"Of course I do. I will never forget that first night," I said as I grabbed his large erection and slid it into my sloppy wet vagina. Robert had ejaculated at least four loads of his semen inside me last night and early this morning, making me very well lubricated with his sperm.

 As he fucked me, I remembered the first night that Robert and I became intimate. The evening started out with us watching the movie, "Mandingo' together, which led to a reluctant mutual masturbation session, which led to Robert penetrating me with his fingers and sucking on my clitoris, driving me to the most powerful orgasm of my life up to that point.

It was a night neither of us would ever forget.

Robert fucked me slowly before cumming inside me for the final time of our erotic session. We climbed in the shower together. While Robert watched, I squatted and retrieve my diaphragm that was protecting my fertile womb. A flood of Robert's semen spilled from me as I pulled the beige latex barrier free. Large globs of his sperm fell to the shower floor and ran down my inner thighs.

I remembered that Robert had told me that Elizabeth had not allowed him to cum for three days. Robert has told me that she wanted him to build up a respectable volume for his stepmother. He certainly had pumped me full. But these facts revealed to me that Elizabeth's decision to loan Robert to me last night was not an impetuous decision, but rather one that she had made several days before my arrival. Elizabeth had decided ahead of time that Robert and I should continue our intimate relationship. I really did like that young woman.

We washed, dried and got dressed. Elizabeth was waiting for us in the lobby. We grabbed a latte and bagel from the Starbuck coffee shop in the lobby. I then escorted Robert and Elizabeth to the concierge's lounge on the upper level of the hotel. They had stopped serving breakfast there, so the lounge was essentially deserted giving us a nice, comfortable and semi-private spot to sit and visit.

Robert sat next to Elizabeth, across from me.

Elizabeth seemed happy and upbeat. "Okay, you two, tell me about it. How was your evening?"

Robert smiled and said, "It was very, very nice. Thank you for arranging it."

Elizabeth looked at me and inquired, "Cindy, did you enjoy yourself?"

I blushed at being asked such a direct question. I was uncomfortable discussing my intimate night with my stepson, but I did respond, "Yes, very much. I honestly did not think that Robert and I would ever be together again. I can't tell you how much it meant to me. Thank you for allowing it."

Elizabeth smiled and said, "My pleasure. I am glad I could do this for you two. I hope you both know that this will not be the last time you two are together."

Robert then changed the discussion. "So how was your time with Gary? Is he still sulking?"

Elizabeth giggled, "No, I think he is feeling much better about things now. I think he understands that he is not being exiled from my life just because I am engaged."

Elizabeth leaned forward and looked directly at me, "Cindy, I hope you won't be offended, but I did something...something I hope you'll like."

I got a panicked look on my face and said, "What would that be?"

"Well, I arranged for Gary to be somewhat 'attentive' to you tonight when your ex-husband and his wife are there."

"Attentive?"

"You know, pay attention to you, flirt. I told Gary that I want him to make your ex-husband know that he finds you desirable. You know, kind of hit on you in front of your ex-..."

Robert shook his head and said, "Dad's not going to like this...not one bit.".

"That's precisely the point, he's not supposed to like this This is supposed to make him 'eat his liver', so to speak," Elizabeth giggled with a naughty gleam in her eye.

"I don't know about this. I'm afraid that I'll look even more desperate that I already look," I protested.

"Trust me, you'll look great. Gary will look like he's trying to score with the hottest MILF in town," Elizabeth tried to assure me. I was not convinced, but I was intrigued. "Besides, Gary is a good lucking guy."

"That he is," I acknowledged. "That he is. Robert, what do you think?"

"Well, I'm a little torn here. I'm not sure I should be advising you how best to torture my dad. But honestly, I do see Elizabeth's and your point about dad and Sandra. If Gary is genuine about it, it will make dad jealous."

"So neither of you will be mad at me if I flirt back a bit?" I asked.

Elizabeth laughed, "Oh god, no. He is yours for the night. I set this up, we certainly won't be mad about anything you do tonight. You should enjoy yourself, honestly. Robert, tell her."

"She's right mom. This is not about Elizabeth or me. You should flirt as much as you want, and do whatever else you want with Gary or anyone else."

I sat silently for several moments, collecting my thoughts. I finally said, "Okay, thank you for that. I don't know what will or won't happen tonight, but thank you for allowing me the freedom to make this my decision about me, and not worry about how either of you will react."

"Mom, that is the only way it can be. Remember when you and I first became involved? Do you remember saying that you feared that our involvement might prevent me from having other relationships? Well this is the same thing. You can't let what happened keep you from enjoying other men, if you so choose."

My eyes started to water slightly and my voice cracked, "I love you so much. Thank you. Elizabeth, please take care of this young man. I love him dearly."

Elizabeth took my hand in hers and said, "I promise you, I will make him happy. And Cindy, we both love you too."

I sensed that she really meant it.

Brunch ended and Robert and Elizabeth left me at the hotel to rest, relax and prepare for the big night. I napped, and spent a good deal of time reflecting on the bizarre state of my sex life. I was loved and well satisfied, yet none of my friends could ever know about the intimacies I shared with Robert. I suddenly felt quite alone.

It was fifteen minutes before seven o'clock when Robert and Elizabeth picked me up in front of my hotel and drove me to the Palo Alto country club. It was a beautiful setting. The eighteen hole golf course was nestled in the hills and overlooked the valley.

Uncle Ralph had reserved a private room for the gathering. We visited over cocktails for about forty five minutes until we were invited to be seated by the staff. Jim introduced me to Sandra and his step daughters. He told me I looked great, and I thanked him.

Sandra seemed nice and pleasant. The little girls were adorable and well behaved.

There was a single large table with fourteen place settings. Elizabeth arranged for Robert, then me, then Cindy, then Gary, and Gary's and Elizabeth's mom to sit on one side of the table. Directly across from me were my ex-husband and his wife, Sandra. There two little girls sat next to them. Uncle Ralph and Aunt Trish sat at the head of the table. Their two daughters at the other end. There was one empty seat.

We had lobster bisque, salad, barbequed shrimp, a small piece of filet mignon and key lime pie. During the entire meal, Gary doted on me, he laughed at my jokes, placed his hands on my shoulders and thighs. This young, very attractive, twenty year old hung on my every word and flirted shamelessly with me. He made me feel pretty, desirable and very sexy. He made me forget my ex-husband was even present.

Gary managed to place his hands all over me as we joked, flirted and talked, but he did so in a manner that did not seem terribly inappropriate. I was sure me ex-, Jim, noticed the physical nature of my interaction with this very young and very attractive man.

 The Palo Alto Country Club had dancing in the main ballroom adjacent to the private room where we were dining. After dessert, Gary took my hand and without really asking, simply led me to the dance floor where he and I danced several dances. We did some swing dancing, some rumba; we even did a foxtrot. I was being swept away by this young man. Where in the world did he learn to dance like this? Where did he learn to be so charming?

Uncle Ralph invited everyone back to his home for some after dinner drinks. I had a glass of port, Gary had a glass of Grand Marnier, Robert opted for Drambuie. Then Uncle Ralph opened a bottle of Bushmill's Irish whiskey. Robert, Elizabeth and Uncle Ralph did a series of toasts with Bushmill's Irish whiskey.

After thirty minutes of meaningless toasts. neither Robert nor Elizabeth were in condition to drive. I asked Gary if he could drive us back to our hotels. Gary was more than happy to oblige. Gary drove Robert and Elizabeth to the Holiday Inn Express. Neither were feeling any pain as they exited the car.

Elizabeth took my hand before exiting the car and said, "Cindy, enjoy yourself tonight. He's all yours. Robert and I will be thinking about you two. We will see you both in the morning."

Elizabeth and I had developed a connection that few women have. Elizabeth was willing to share both the men in her life with me. Not many daughters-in-law were so generous.

I suddenly felt a bit anxious, being alone with Gary. I felt insecure. How much of his attention and affection tonight was an act to make my ex-husband jealous? Was I making a fool of myself to think that he might actually be attracted to someone so much older than he was?

"Gary. I want to thank you for going along with our little ruse tonight? Silly as it may sound, I think it worked. I think we made Jim a bit uncomfortable. Thank you for helping me make my ex-husband 'eat his liver' tonight," I said as Gary drove me towards the Santa Clara Marriott.

"Cindy, it was not a ruse at all. I find you charming and fascinating. You are a beautiful woman. I enjoyed being with you tonight. I don't want the evening to end."

His last comment sent my head swirling. Still fearful of appearing foolish, I cautiously offered, "Would you like to park the car and come into the hotel bar for one last drink?"

I figured that Gary could take this offer any direction he wanted. He could politely decline, saying he needed to get home. Or he could come into the hotel and seduce me. I was hoping he would choose the latter.

"I'd love to come into the hotel with you," he said enthusiastically as he pulled up to the valet parking attendant.

I got out of the car and said to the valet attendant, "please charge this to room 721."

Gary took my hand and led me through the lobby, into the bar. We took a seat in a booth against the wall. I ordered a glass of house merlot. Gary ordered a gin and tonic. I was pleased that the waitress did not ask to see any ID. I was certain Gary was several months shy of his twentieth birthday, and could not legally drink.

Gary sat next to me, and soon his hand was on my thigh.

"So, do you have any experience with younger men?" Gary asked.

I could feel my face burn as I tried to think of an honest, but innocent sounding answer. I certainly was not prepared to reveal my sin to this young man. I was not prepared to confess that for the past several years I had been carrying on an illicit affair with my stepson.

Finally, I took a sip of my wine, and answered truthfully, "Let's just say that since my divorce, I have developed an appreciation for the enthusiasm of youth. I love the energy and resilience of younger men."

Gary laughed loudly, "Oh, a real cougar, huh?"

"No, that would not be fair. I have had one younger lover who remains very dear to me. I am not constantly on the prowl for young men. Gary, the truth is, I have very little experience. I have been with one younger guy, but that's it. I don't date much at all."

"So what happened with your younger lover? Why did it end?"

"He went off to college and developed a relationship with someone his own age. It really was for the best. I still see him occasionally, but he's moved on," I answered truthfully. "What about you? Is there a certain someone in your life who is special?"

I wanted to see what he would reveal about his involvement with Elizabeth.

The expression on Gary's face was telling. He became pensive as he thought about how he would answer.

"Yes, at least there was someone. I was very close to her in high school, but for a lot of reasons, we both knew we were not right for each other longer term. I guess it is similar to your story. When she left for college, she became involved with someone with whom she could see more of a future."

I placed my hand on his thigh and said, "you still care for her, don't you?"

"Yes, I always will."

"Gary, would you like to take me to my room? I'd like to spend some time getting to know you better."

I signed the check, charging the drinks to my room. I took Gary by the hand and led him to the elevator bank. On the short ride to the seventh floor, I turned to him and said, "I only want you to do what you want, do not feel like you have to flatter this older woman with your attentions."

Gary placed his fingers under my chin raised my face up and kissed me deeply. I opened my mouth to accept his probing tongue. His hand traced up my side to cup my breast. I could feel his penis pulse to life against my abdomen.

He made it clear, he wanted to be with me tonight. The elevator doors opened and I led him to my room.

I locked and latched the door. Gary sat on the edge of the bed and pulled me to his lap. He kissed me deeply. Again, I opened my mouth and sucked his tongue into my mouth. Our tongues played tag, chasing each other from my mouth to his.

Gary felt my left breast, gently teasing and pulling the erect nipple through my bra and dress.

I could feel his cock pulsing impatiently against my bottom as we necked.

Gary reached around and unzipped my dress without breaking our kiss. I stood and allowed the dress to fall to the floor, stepping out of it. I picked it up and tossed it over the chair in the corner. I was now wearing my high heel pumps, and a matching shear, baby blue bra and panty set.

Gary pulled me towards him, and sucked my nipples through the shear silky material of my bra. The wetness of his saliva caused the diaphanous material to simply disappear as my every bump and contour of my areolas was plainly visible.

I unsnapped the clasp located between my perky 34B cup breasts that held the cups together. Gary opened the bra, exposing my breasts. He sucked on my left nipple while he teased the right nipple between his fingers.

I was moaning loudly as I caressed his head, holding it to my breast as he nursed on my sensitive nipples.

Gary reached down between my legs with his right hand and ran his fingers across the outside of the very wet gusset of my panties. His fingers quickly found the crease of my vagina. Gary pressed the wet material of my panties between the lips of my labia, alternating between teasing the wet opening of my vagina and gently rubbing my erect clitoris.

I appreciated the fact that Gary was such a slow, patient lover, who took the time to tease and seduce me slowly. My desire for this young man continued to build.

Gary started to lower my panties. I had trouble getting my high heel pumps through the leg holes, but Gary kneeled in front of me and assisted me, guiding the panties over the shoes. I was now naked except for my shoes.

Gary made no attempt to remove my high heels. I smiled remembering how Robert like to see me naked in high heels too. I did not understand it, but if wearing these heels added to their enjoyment, so be it. Being naked with only my high heels on did make me feel sexy.

Gary was still dressed, but there was a huge bulge in the front of his trousers.

Gary stood up, and led me to the dresser. He turned me to face the mirror, and guided me to lean forward, bracing myself with my hands on the dresser top, and he positioned me to stick my butt out, up and into the air a bit. I was not sure what he had in mind, but I decided, I would find out soon enough.

Then he kneeled behind me, and kissed the cheeks of my round bubble butt several times, biting it softly as his fingers traced their way up between my thighs, searching for my wet opening. I spread my legs to grant him better access. Gary opened my labia with his fingers, and inserted one, then two fingers into my pussy.

I moaned, "Oh god, Gary, that feels good."

Much the way Robert had fingered me so many times previously, Gary's fingers curled forward and quickly located that magic place on the front wall of my vagina; my g-spot.

I arched my back, pushing back against the probing digits that were buried in my dilated vagina and hissed, "Oh that's it. Oh that's the spot. Right there. Oh god, Gary, I love the way you finger me."

That was all the encouragement Gary needed. He started plunging his fingers in and out of my gaping pussy, pushing me forward. I was bracing myself against his thrusts, pushing back to meet his punishing fist.

"Oh god, I can't hold out long...oh fuck...your going to make me cum...oh fuck...is it okay if I cum on your hand?"

My words encouraged a more violent assault on my pussy. Gary plunged his fingers into me and started curling his fingers furiously, violently massaging the front wall of my cunt.

I lost it. I started to cum.

My head was now pushed forward against the mirror as I cried out loudly, incoherent sounds of pleasure emanated from my core as Gary's fist continued to punish my open and wet vagina.

A series of violent convulsions quaked across me as I climaxed with his fingers deep inside of me, and his knuckles pressed against my clitoris.

 "Okay, I'm done...you made me cum so hard...that was wonderful...you can stop now...it's time to take care of you," I cried out, ready for my young lover to stop the assault on my cunt.

But Gary wasn't going to stop at one orgasm.

"Let's see if we can get you again," Gary insisted.

I pushed myself back from the mirror and braced for another assault on my inner core. It didn't take long. Within a minute or two I felt it building again.

"Oh baby, right there. Don't stop. Oh fuck, you're going to make me cum again," I moaned.

I was standing on my toes, arching my back to accept his probing fingers as deep as I could.

 I felt the first waves crash through my pelvis. A series of convulsions quaked through me again as I climaxed with Gary's fingers deep inside me. I came a second time as my young lover fingered me to orgasm.

"Oh my god...you made me cum again...that was wonderful. Now let's take care of you."

 I was still struggling to catch my breath. My entire chest continued to heave up and down, panting.

Gary's fingers remained inside me for a moment. He continued wiggling them slightly as I leaned over the dresser, panting, my head spinning, desperately trying to regain my senses.

I contracted my vagina, squeezing his fingers. He responded by spreading his two fingers apart slightly, stretching my pussy and evoking yet another moan from me.

Gary slowly withdrew his hand from my vagina.

I felt my vagina spasm as his fingers exited me, leaving me open and empty. My vagina made a strange wet sound as Gary withdrew his fingers. It was sound I had never heard before. But then, no one had ever pried me open like Gary had just done moments before.

My vagina felt very strange. I did not like the sudden emptiness of my pussy. I suddenly felt empty and somewhat alone. I wanted his penis inside me. I wanted to be fucked. I wanted Gary to ejaculate inside me.

 Gary stood up from his kneeling behind me. He turned me to face him. I could see the huge bulge in his pants.

I was still naked except for the high heel pumps. The high heels were uncomfortable, but they did lessen the difference between our heights, allowing me to kiss him while standing up.

Gary placed his fingers under my chin, and raised my face to his. He kissed me. I could smell my scent on his fingers as they held my face up. Strangely, I found the scent of my vagina appealing at that moment. I wondered briefly what Elizabeth's vagina smelled like?

Without break our kiss, I unbuttoned his shirt, stopping to play with his nipples and massage his well defined pectoral muscles.

"I love how muscular your chest is. You've been spending some time in the weight room, haven't you, young man?" I cooed.

I took one of his nipples into my mouth and sucked, as I fumbling with his belt and the front clasp of his trousers. Gary was furiously kicking off his shoes, and stepping out of his pants. He reached down and pulled off his socks, tossing them on the floor by the bed.

He stood before me, completely naked. And he did look sexy. He had a nicely muscular body and a marvelous penis.

His cock was rigidly hard, pointing straight up. His penis was slightly darker then the skin color of his chest and stomach. It had a darker pinkish purple hue to it. I estimate that his erection was at least 7 inches long, perhaps longer, and about 1 1/2 or 2 inches thick.

For a brief instant, I wondered if he was larger than my stepson, Robert, who was the largest man to ever enter me. I honestly could not tell. They appeared to be about the same size. Then I wondered what Robert and Elizabeth were doing at that very moment. I imagined them making love. I liked that thought.

I returned my attention to Gary, temporarily purging Robert and Elizabeth from my thoughts.

I took Gary's rigid erection in my tiny fist. His cock felt heavy and thick.

The glands were distinct and almost seemed to be separate from the thickly veined pole on which it sat. The ridge that separated the glands from the base of his cock was intriguing to me.

The thick veins and the urethra running down the under side were prominently exposed as his erection strained upward toward the ceiling. There were several slightly smaller veins that were visible as they twisted around the thick shaft, giving my young lover’s erection a very powerful and threatening appearance. I thought it had an almost sinister and scary look. I was very intrigued by Gary's rigid cock.

His muscular pectoral muscles, shoulders and arms, on top of his nicely tight abdomen framed the rigid penis nicely. Yes, Gary was a very attractive and sexy young man.

I traced the palm of my hand over the glans of Gary's erection. He seemed to recoil from my touch on the head and quickly grasped my hand to return it to the shaft.

It seems that the head of Gary's erection was simply too sensitive for that type of intense contact. Robert always liked it when I gently stimulated the glans, but Gary clearly did not enjoy the intensity of this stimulation.

I kneeled down in front of him. I stared at his rigid penis. I leaned forward until my face was only a few inches from his penis and started gently kissing the head. I could smell and taste the trace sperm that was leaking out.

Next, I slowly opened my mouth to allow the head to slip past my lips. He was large, and I was forced to open my jaw wider than was comfortable just to allow the glans past my lips. 

I began sucking slightly, wrapping my tongue around the underside of the ridge that separated the shaft from the glans. I was moving my mouth up and down, taking only two to three inches of him into my mouth. I could feel his hips rock upward to meet my movements, trying to push deeper in my mouth. I resisted trying to take him deeper in my throat, preferring to stimulate the head using my lips and tongue. 

 Gary was moaning loudly, as he massage my head while I teased his cock. I knew he was approaching his orgasm. His moans grew louder and louder, and he began arching his hips more violently.

"Gary, do you want to cum in my mouth first, or would you rather fuck me first" I asked while slowly pumping his rigid cock in my fist.

"I think I'd like your mouth, first; then, I'd like to make love to you, okay?" Gary suggested.

I knew that at with his youth, he would recover quickly. I also thought that after he climaxed, he would probably last longer while fucking me, too.

I returned to taking a couple of inches of his glans and the upper shaft into my mouth, sucking on him, as I pumped the thick shaft with my tiny hand. He resumed rocking his hips as I sucked on him and pumped his thick shaft.

Suddenly, Gary stopped moving his hips and just stiffened his thighs, allowing me to simply suck on his cock and pump the shaft more rapidly. Within a few seconds, his breathing began to quicken and I knew instinctively that his arousal was increasing and he was approaching his climax. My young lover was going to cum. 

I continued to stimulate the head of Gary's cock with my lips and tongue while pumping the shaft. A series of convulsions rocked across his body as he grasped the sides of my head.

Suddenly a large rope of semen erupted in my mouth as he ejaculated. I swallowed as fast as I could, choking down the slightly bitter and salty nectar. A second smaller dollop erupted. I had to pull away, but I continued to pump his cock as his sperm dribbled down the large head and over my fist.

After he finished spurting his ropes of semen in my mouth, I kissed his penis several times before standing up.

That was quite a load you fed me, young man. How long have you been saving that up?" I teased; but I was pretty sure Gary had been unloading his semen into his stepsister within the past twenty four hours.

Gary remained semi-hard.

I walked over to the sink, and brushed my teeth and gargled with mouth wash. If there was one thing I had learned over the years of giving my stepson, Robert, head, it was that after allowing a male to ejaculate in my mouth and ingesting his sperm, I needed to let him see me brush and gargle before they were comfortable kissing me again. Men were strange animals. They thought it was fine for me to have their semen in my mouth, but they surely did not want to contact any residual by kissing me afterwards.

I turned to Gary and saw his cock was still long and firm but was hanging horizontal to the floor rather than pointing to the ceiling as it had been moments ago, prior to his orgasm.

I knew that he was going to fuck me tonight, if not now, later. I went to the nightstand and retrieved the plastic container that housed my diaphragm. Gary watched with amazement as I filled the concave belly of the latex device with spermicidal jelly.

"Have you ever seen a woman install a diaphragm before?" I asked as I folded the device. I squatted under his gaze and opened my labia with my left hand as I slid the diaphragm into place with my right hand.

Gary's penis pulsed upwards repeatedly as he watched my place my protection in place to allow him to fuck me.

"No, ma'am...this is a first," he admitted. His erection was now back at full attention, straining to the ceiling.

Ah, the wonders of youth, I mused. They can get hard again so quickly. Every woman needs a twenty year old lover.

I laid back on my bed, placed my heels at my bottom, spread my knees and placed my fingers at the sides of my wet vagina. Slowly I opened myself up and looking into Gary's eyes.

I asked innocently, “Gary, are you ready to mount me? Are you ready to penetrate me?”

I could see Gary’s erection arching up as I spoke, assuring me that my questions served to heighten his arousal. My experience with my stepson, Robert, had taught me a great deal about the male psyche’ and what a girl could do to arouse and control a man with a hard-on. And talking to them about ‘mounting you’, ‘penetrating you’, ‘stretching you open’ or ‘hurting your tight little twat’, caused them to get more and more excited.

Gary smiled, shook his head in disbelief, and without uttering a word crawled up between my thighs.

“Now seriously, go slow. You really are very big. Don’t hurt me.” I said as I positioned the head right at the opening of my vulva.

Gary pushed forward a bit. I felt the head stretching my opening, prying me open. “Oh my. Hold up. Wait a second. Let me get used to you.” I cautioned.

 Gary pulled out slightly and then pushed forward. I grunted at the magnitude of this intrusion. He was literally prying me open. I quickly had my hands on his thighs, signaling to him when to stop pushing. He was now three or four inches deep inside of me.

Gary repeated this cycle of pulling out and pushing deeper three or four more times, gaining an inch or so each time until he was buried ‘balls deep’ inside of me.

During the first few of these cycles of his attempting to penetrate me, I was grimacing as I struggled to accommodate more and more of Gary’s erection inside of me.

Once he was able to get half of his penis inside of me, each successive thrust seemed to contact the front wall of my vagina sending a pleasurable shot through my core. I was responding to the head of Gary’s penis striking me deep inside me. I liked it; I liked it a lot.

My grunts and grimaces turned to pleasurable moans as my arousal grew. I felt myself open up inside.

I was now rocking my hips up to meet his thrusts. I was lifting my bottom off the bed to increase the pressure of his cock on the front wall of my pussy. I was starting to ‘fuck back’ as he was forcing his erection deeper and deeper into my vagina.

I knew I had taken all of Gary when I started feeling his testicles slapping against my bottom as he plunged into me. 

I wrapped my legs around Gary’s torso, digging my heels into his firm buttocks. I was ‘spurring him on’ with my heels as he plunged his cock into me.

 As Gary started pounding my vagina with his rigid cock, I started moaning more loudly.

Gary took my legs from around his waist and raised them up over his shoulders. In this position, my knees were pressed into my chest, my ass was raised off the bed, my ankles were forced up to face level, and I was completely open and vulnerable.

All my weight was on my shoulders which were being driven into the bed. I had no control of what Gary would do now. I liked being vulnerable to my young lover this way. From this angle, Gary’s cock was pounding the very front of my vagina striking my sensitive trigger at the front of my pussy.

He looked down, watching his penis enter and withdraw from me with obvious admiration and pride. The head of his penis was striking my g-spot with each deep thrust, driving me closer and closer to orgasm.

My moans go louder and my breathing quickened. I knew I was going to cum,

With my feet high over his shoulders, Gary gave me everything he had, which was all I could take. With every pounding thrust, I spread myself as wide as I could, taking all of him.

Then it started; the first of a series of orgasmic spasms. I came, and I came. I was thrusting my hips upward to meet each of his thrusts.

My orgasm and my incoherent moans pushed Gary over the edge as well. He buried himself deep in my vagina and stiffened and convulsed. I knew at that moment, Gary was releasing his seed inside me. I lay there panting, relishing the after glow of my orgasm, as I felt Gary’s large penis pulsing deep in me as he spurted time and time again.

Gary’s constant pushing as deep as he could and the definite throbbing of his cock inside me left me no doubt that he was filling my hungry cunt with ropes and ropes of his semen.

I lay there, my feet and my ass high in the air accepting every bit of his warm seed. 

Neither of us said anything for several minutes, as we remained coupled together, panting, trying to recover our composure and breath. I felt his cock actually throb and thicken inside my vagina as I massaged his back and shoulders in our post-coital embrace. I did not want this moment to end.

I contracted my vagina several times, hugging Gary’s erection inside of me; milking the last drops of his sperm into my vagina.

Lying their with Gary's penis continuing to pulse inside of me, draining the last drops of semen from him, was very fulfilling.

Gary leaned forward and kissed me, more gentle and loving than passionate; and then he slowly withdrew from me. I could feel my vagina spasm as he did, trying to adjust to the absence of his penis that was stretching it so fully only moments before. My pussy seemed strangely empty, and started a series of contractions that, once again, felt to me that it was looking for something to hold on to.

I was awakened about an hour later with Gary fondling my pussy. Having awakened with an erection, Gary was looking for a place to put it. As he inserted a finger into my pussy he said with amazement, “you are still pretty wet, Cindy."

I simply nodded and said, "That's the sperm you left inside me earlier."

I knew he wanted to enter me again, and I certainly wanted to accommodate him.

He climbed on top of me, and with little resistance, glided into me again. This time, there was less passion and it was slower and more gentle. Although I did not climax again, this gentle love making was just as enjoyable, as I took Gary’s penis deep inside me for the second time in one evening. 

We fucked slowly for fifteen or twenty minutes, before Gary stiffened and came again. This time he did not withdraw. We cuddled and caressed each other as we remained coupled together until he fell asleep in my arms, his penis still embedded inside me.

At some point during he night, Gary rolled on to his back, and decoupling from me. I slept most of the night with my head on his chest.

Gary woke shortly after sunrise the next morning with another huge hard-on. I pulled back the covers, exposing his naked form. I took his rigid erection in my right hand, and stroked it several times before leaning forward and kissing the large bulbous head.

"Do you need some help with that erection, young man?" I asked playfully.

"Yes, ma'am, I believe I do."

I climbed on top of him, straddled him and slid his cock inside me. I rode him until I came yet again. My orgasm triggered his and he ejaculated inside me one last time.

We showered together and got dressed.

Elizabeth called my cellphone while Gary and I were waiting in line at Starbucks for our morning coffee.

"Cindy, how was your evening"

"Simply wonderful. Thank you. You have made my last two nights quite memorable. I don't know quite how to thank you."

Elizabeth giggled on the phone and said, "The fact that you enjoyed yourself is all the thanks I need. Would you and Gary like to meet Robert and me for breakfast?"

"That sounds wonderful. Where?"

"There is a cute little restaurant over on Franklin Street, not far from here. It's called Sara's kitchen. The corn beef hash benedict and home fried potatoes are to die for. Let's meet there at ten thirty, okay?"

I agreed to meet them and ended the call.

Gary and I arrived a few minutes early and got a table for four. Elizabeth and Robert had not arrived yet.

"So Gary, how are you going to explain not coming back to your uncle's house last night?"

Gary smiled and said, "Well I could tell the truth and say that I spent the night with the most beautiful woman in California."

I smiled and blushed at the compliment. This boy was a charmer. And since I knew he had been banging Elizabeth the night before, and objectively speaking, she was better looking than me, I also knew he was a bull shitter.

"I think you need to come up with a different story line," I advised.

"Okay, how's this? 'After we dropped you off, Liz and Robert convinced me to stop at the bar across the street from their hotel and have a few more drinks. By the time I was ready to come back to my uncle's house, Robert convinced me that I had too much to drink and should crash in their spare bed in their room again.' That sounds plausible, doesn't it?"

"That could work."

Just as Gary and I had finished ironing out his alibi, Robert and Elizabeth showed up. Elizabeth gave me a warm hug.

After a little small talk, Elizabeth suggested, "Why don't the four of us go out on a double date tonight?"

"Where would we go?" Gary asked.

"Dinner and dancing. We could end the evening back at the Marriott where Cindy is staying. I bet they have a great hot tub and spa there, don't they?" she asked, turning toward me.

I answered, "I bet they do. Marriott's usually do have nice hot tubs and spas."

"Great. I'll find a place that serves food and has dancing. I'll even get us a couple of bottles of wine and some plastic cups to bring back to the hotel so we can have some wine in the hot tub," Elizabeth sounded almost like she was speaking to herself as she formulated her plans for the evening.

Elizabeth turned to me and asked, "does your room have one king, or two double beds?"

"I have two doubles and a couch and a little sitting area in my junior suite," I replied.

"Great. after the hot tub, if we've had too much wine, we can all crash in your room, if that would be okay?"

My head was swirling. What did this gorgeous, charming, young woman plan on doing with the four of us in one room? Oh my, what was I getting myself into here?

Nervously, with a noticeable quiver in my voice, I answered, "I suppose we could do that...all crash in my room tonight."

My mind raced as I wondered, 'What would the sleeping arrangements be? Would Gary try to fuck me while Robert and Elizabeth were in the room, in the next bed? Did Elizabeth expect to be with her stepbrother while Robert and I shared a bed?'

I suddenly became very aware of the pulse in my now erect clitoris as I mulled the possibilities over in my mind. I was nervous, excited, anxious and a little scared about what the evening might bring.