"Honey," she said surprised by my candidness.
"Mom, if I am being honest, if you were not my mother I would have tried seducing you long time ago. You are really hot."
"Jeremy," she said shocked.
"Sorry mom, I was just making a point. Plus mom, it was just sex," I said casually.
"It's never just sex," my mom returned.
I pondered what that implied based on her Thursday rendezvous. I decide to push the envelope by saying, "Then what about those Thursday afternoon sessions you are having?"
Her face went white. "H-h-how do you know about that?" she asked.
"Is that love, mommy?"
She stood up and said, "This conversation is done." She then walked out of the house before I had a chance to enquire any more.
***
The next day was Thursday and I decided I would follow her home and catch them in the act. By the time I arrived home the Porsche was in the driveway. I went around back and entered where I would least likely be heard. I climbed the stairs, ever so slowly, and peaked into my mom's room. She was straddling the loser's small cock and bouncing up and down on it. Her still nice breasts bounced sexily up and down on each stroke. My cock was stiff as I watched my hot mom.
After a couple minutes of this fucking, the dick said, "So you don't want to keep meeting anymore."
She moaned slightly as she said, "It's too risky."
He thrust his cock up her and said, "It's only too risky for you. I plan to keep fucking you. I own you."
I wondered what he meant by saying he owned her. He then pushed her off her and grabbed her by the hair. I had had enough and I walked into the room. "What the fuck is going on here?"
The chubby pig Eddie looked at me a bit startled and said, "Get the fuck out of here."
I walked up to him and punched him in the gut. He fell as my mom said, "Jeremy stop."
I looked at her and said, "I am not going to allow some fat fucking loser to treat my mother like a slut."
Eddie had stood up and said "Boy, you don't know who you are dealing with."
"Actually, you don't know who you are dealing with," I responded. I then added, "Aren't you married?
Actually I know you are I looked you up. Anyways, I taped last week's little fuck session and unless you leave now and never come back, I will send a copy of your infidelity to your wife."
Eddie looked surprised as he processed this new piece of information. He grabbed his clothes and said, "Fine, your mother is a shitty fuck anyways."
I walked up to him, threatening another punch, he cowered, as I said sarcastically, "Yes, I bet it will be really hard for her to find another guy who has a dick as small as yours, or a guy as fat as you. Now get the fuck out of here, you pathetic loser." I moved to punch him and he quickly left.
I looked at my mom, now covered in a blanket and said, "Get dressed mom; we need to have a talk."
I then walked out.
Mom came downstairs, dressed in the same work clothes she was wearing this morning, and said, "Honey, we need to have a talk about this, but I have to be in court in an hour and this conversation needs more time than that."
I shrugged and said, "Yeah, you are probably right. " I walked over to her and gave her a hug. I held her tight as she cried into my shoulder. I comforted her saying, "It's ok mom, I was just trying to protect you."
She whimpered into my shoulder and after a couple of minutes looked up at me and said, "Thank you, you have no idea how much I needed to be saved from him."
I kissed her on the cheek, and then whispered in her ear, my hot breath purposely hitting her neck, and said, "I will always protect you mom, always." I then gave her on more hug, my hand resting on her ass, and then let her go.
She smiled and said, "Take the rest of the day off. I should be home a little after 6."
I responded, "Sounds good to me." I slapped her ass gently and said, "Get to work."
She shook her head and headed out the door.
***
I looked at the clock it was 2:30. I watch some TV and at around 3:45 a thought popped into my head. I decided to speed up the process of seducing my mom by having her walk in on me fucking someone else. I called Hannah Olson, one of my mom's best friends, and the woman who took my virginity. When she answered, I said, "Long time, no fuck."
She laughed and said, "Hi Jeremy. I heard you were in town."
"You heard right. So what are you up to in half an hour or so?"
"Supposed to be making supper for my husband," she responded.
"Well you can do that or come over to my place and get yourself stuffed with a nice sausage."
"Oh you have such a romantic way with words," she teased.
"So is that a yes?"
"Of course it is yes, when have I ever said no to you? But where is your mother?"
"Out of town," I lied.
"Good, see you soon," she said.
I hung up and pulled out the wine. I needed to plan this well so mom walked in at the right time. I also put in some appetizers in the oven and waited.
Hannah showed up in a simple sundress and tan stockings, she knew of my weakness for stockings, just after 4:30. I greeted her with a kiss and she sat down on the couch. We had a glass of wine and some appetizers as we small talked. Her daughter was in grade 12 now, her son grade 10. She had a children's book about to be published. I told her about school, working with mom and so forth. Eventually I decided to get my first load released. I simple undid my belt, dropped my pants and dipped my cock in my just filled bottle of wine.
Hannah smirked and said, "Well isn't that creative," as she moved to me and took my cock in her mouth without any instructions. We had fucked many times and it always had a similar pattern. She sucked me off and swallowed my first load, I brought her to an orgasm with my tongue and then we finished off with a lengthy fuck session. This time followed a similar script.
She also loved to savor a cock, taking her time, making love to it with her mouth. She used her tongue generously and loved to tease by sliding her tongue down the base of my shaft and sucking on each ball. The lengthy blow job would last half an hour and almost always finish with me finally grabbing her head and fucking it like a cunt. She took my cock easily and swallowed my cum as she always did. I pulled out and she smiled, "Should we go to the bedroom?"
I shook my head no as I said, "I have never had a chance to fuck someone down here."
"So I will be your first here too?" she teased.
"I guess so," I said, as I pushed her onto he couch and spread her legs. Conveniently, she had on no underwear, although she was wearing stockings and a garter. I looked up at her, my mouth just inches from her fine pussy, and asked, "So what did you tell your husband?"
"That I was going out to see an old friend?"
"Well, that is not a lie," I said.
"I never lie to my husband, I exaggerate the truth, but I never lie," she smiled and added, "If I can help it."
I smiled back, and buried my head between her legs. Hannah was a woman who took a long time to bring to orgasm. You had to get her lubricated, tease her, probe her, etc. I learned to eat pussy the summer I graduated from school at 18; I learned that the way to a woman's heart is through her pussy. Not from fucking, but from being able to please her with my tongue. I licked her gently at first, focusing on her clit. I then slid my tongue on her pussy lips, concentrating on soft nibbles and the odd tongue. I then slid a finger inside her wet pussy, as I began licking with more speed. This continued for a few minutes, before I began moving my finger in and out as I put pressure on her clit with my tongue. The focused licking and fingering was enough to bring my MILF to her usual blood screeching orgasm. My face shined with her juice, she was a sprayer, and I sat up on the couch beside her. I looked at the clock it was 5:45. If my mom was right she would be home soon.
I grabbed each of us another glass of wine and after we each had a couple quick sips, she took my cock back in her mouth. The second time she took my cock in her mouth she focused on slow quick deep sucks, taking in as much of my rod as she could. After a couple minutes of sucking she smiled and said, "How do you want to do me?"
I looked around and considered what would be the most extreme way for my mom to walk in on us. I, then sitting on the couch, said, "Ride me baby."
She smiled and said, "OK, cowboy, get ready to have your world rocked." She straddled me, face to face, and slowly lowered her body onto mine. My cock disappeared and soon she was bouncing on my cock. She moved up and down slowly, milking my cock with each up and down. She loved having my cock in her and was never in a hurry. She kissed me passionately, her breasts squeezing between us. My cock deep inside her felt so amazing, as she slowly, moved up and down. I looked at the clock; it was a little after 6.
I broke the kiss and said, "I want to fuck your ass."
She gave a sly smile, "Well that is a new one."
"Is that a no?"
"Did I say that?"
I spun her around, spread her ass cheeks, and licked her ass. I then said, "You ever had it in the ass before?"
"A few times, baby," she cooed.
I requested, "Then I want you to straddle me again."
She looked at me and said, "You have turned into a dirty little pervert." She paused and added, "This will be difficult." She then smiled and said, "But you know I love a challenge."
She then slowly put each stocking foot on my legs and lowered her ass onto my cock as I held my stiff erection for her. As my cock slowly penetrated her ass, I moaned. I could not believe how tight she was. She moved up and down taking in only a couple inches and then every few strokes she took in a little more. She began moaning, "Oh Jeremy, this is fucking hot."
I agreed as I said, "Keep riding baby."
She obeyed, taking more of my hard missile in her ass. I was so into the pleasure that I did not hear the door open, but I did hear my mom's shocked voice, "Hannah? Jeremy?"
Hannah got off my cock and quickly looked for something to cover herself as she explained, "Elaine, I am so sorry; Jeremy said you were out of town."
"How long have you been fucking my son?" she asked in a rage.
I watched in silence, my cock still erect and uncovered, as Hannah answered, "Um, a while."
My mom slapped Hannah in the face and said, "Get out of my house, you slut."
Hannah looked devastated as she sheepishly grabbed her clothes and quickly got dressed.
My mom looked at me and yelled "And you cover yourself." I grabbed my underwear and began to get dressed.
I said, "Sorry, Mrs. Tallox, I didn't know she would be home tonight."
Hannah gave me a look that I could not read as she left our house. My mom looked at me and said, "What the hell was that about?"
"Sorry mom", I said still shirtless, "Seeing you have sex had me so horny that after you left, I called Hannah."
"How long have you and her been," she paused not sure how to phrase it.
"Fucking?" I asked.
"Yes fucking," she said frustrated.
"Since I turned 18; she was my first," I explained.
Mom shook her head and said, "You knew I would be home and would see this."
"No," I lied, "I thought we would be done and let's be honest, you seldom get home when you say you will."
"True," she said her tone softening.
I put on my shirt and said, "Mom, I am really sorry. But sometimes I think with the wrong head."
She laughed, "If that isn't the truth."
We ordered food in and then I asked, "So why were you doing that loser Edward. Were you not trying to put him in jail?"
Instantly her face went ruby apple red. She sighed and said, "It was a sure thing I thought. But then things got crazy."
"Crazy?" I queried.
"Yes. I saw one of the jurors talking with him at a restaurant so I confronted him. He told me to leave it alone or I would be next. Of course I did not leave it alone. I talked to the juror and she told me that he had promised to pay for her child's schooling if she got a hung jury. I went back to him and told him I was going to the judge and he laughed and said he knew my little secret."
"What secret?" I asked.
"I rather not say," she said.
I looked at her and said, "I think I need to know, since I pretty much threatened his life."
She sighed again and said, "Well when I was young and in college I posed for some bondage pictures for some nothing magazine for money and that led to me being involved in a couple of bondage films."
It was my turn to be stunned. My mom doing bondage films was unthinkable, although now it was all I could think of. I looked at her and said, "So you threw the case?"
"Yes," she said, not looking at me.
"You had no choice," I said sitting beside her to console her.
"There is always a choice," she said, "But then it got worse. He showed up at my house one day and threatened to reveal the videos and me throwing the case if I did not submit to him. I really never had a choice."
"But it looked like you enjoyed it," I said faking bewilderment.
She still refused to look at me as she explained, "It had been a while since I had had sex, not since before your father died; so although he was grotesque and just using me, it felt good to be," she paused for a long time, "pleasured."
I gave her a hug and said, "It's ok. He will not come after you anymore."
She gave a slight smile as she said, "Thanks, although who knows what he may try next. He hates to lose."
I kissed her cheek and said, "Trust me; I will never let him hurt you again." I got up and said, "I have an idea."
She looked at me curious and said, "What would that be?"
"I will take you on a date tomorrow," I suggested.
"Um, ok," she hesitated.
"No seriously. We will get dressed up, go out for supper, and then hit a movie or a play. What do you think?"
"Well, that would be fun. I have not been on a date or years. Or even out for a full evening," she reflected.
"It's done; during this date we are not mother and son; we are just two people on a date," I explained. I leaned in and kissed her cheek one more time and then went to my room.
***
I wore a suit and tie and mom dressed in a blue gown, three inch heels and tan pantyhose. She looked ravishing and I was determined to make great night of it.
I actually bought flowers and went outside and then knocked on the door. She opened it and I gave her the flowers and said, "Wow, you look beautiful."
She blushed and said, "Thank you, you look very handsome yourself." She took the flowers and put them in the kitchen. She then returned and I walked her to the car. I opened the door for her, checking out her great legs, and went to my side. I got in and drove her to our town's fancy restaurant. S I drove, I asked her about her day and other trivial chitchat.
We got to our destination and I opened the door for her and took her in, my arm hooked with hers. We were escorted our table and had a great talk about my future, her law firm, Carol, my sister who lives in Wisconsin, and so forth. Near the end of the meal, I said to mom, "See the two brunettes over there.
Mom glanced and said, "Yes, what about them?"
"Well, the slightly chubby one, has been checking me out all night, even though she assumes I am on a date with you," I explained.
"Really? She seems so innocent," my mom pondered.
"So did you?" I joked.
Mom blushed and said, "Stop it Jeremy."
"Sorry, Elaine," I responded, refusing to call her mom on our date. "But seriously, I guarantee you I can get her number in five minutes."
"No way," she said.
"Way," I replied, and adding to the stakes I added, pausing for dramatic effect, "You must do everything I ask of you tonight."
"What would that entail?" she asked.
I responded mysteriously, "You will have to take the bet to find out."
She shrugged and said in good clean fun, "You are on. But if I win, you owe me three hours of no complaining labor at home tomorrow."
"Ok, go to the washroom and take your time," I requested.
"Sure thing," she said, "I actually need to go and freshen up."
"Oh Elaine, you always look amazing," I complimented her.
She blushed, got up and went to the washroom.
I got up and walked over to the two brunettes. I wasted no time as I started, talking to the chubby, but very pretty, late 30s woman, "I saw you checking me out."
She didn't blush but actually was very forward as she said, "Yes, I was."
"Well, I am busy tonight, but give me your number and I will give you a call."
She smiled and said, "I'm not easy."
"I never said you were," I said casually and confidently, "But I am one to go after something I want."
She played the game well as she asked coyly, "And what do you want?"
I looked her directly in the eye and said, "Well, give me your number and you'll find out."
She looked at her friend and then back at me as she wrote her number on a napkin. She kissed the napkin and handed it to me. I looked at it and saw her name was Clarissa.
I smiled and said, "Oh, nice to meet you Clarissa and Clarissa's friend. My name is Jeremy."
Clarissa said, "Your date is on her way back."
I smiled, winked and said, "Thanks. I'll talk to you soon." I then returned to my table, just beating mom.
As she sat down, I smiled and said, "Sometimes it is just too easy."
My mom asked not believing, "You got it already?"
"Yep, mom you got to realize that many older woman, are just dying for a younger guy with stamina."
Mom looked at me, clearly contemplating what I had said.
Deciding this was a good time to stir the pot a little I added, "For example. A guy my age can keep going for hours and I am very eager to please. Plus, I have no idea why, but mature woman have always been more attractive to me than women my own age."
Mom complimented me, "Well, I have always thought you were a handsome man."
"You have to say that," I teased.
"No seriously, you have turned into a great looking man, just like your father."
It was my turn to blush. We finished our dinner and I said, "Are you ready to begin paying for the bet?"
"I suppose," she said reluctantly.
I reached into my pocket, turned it on, and handed her a small vibrating egg. She looked at it rather confused. I smiled and said, "It is a toy that goes," I pointed down, "inside you."
She looked at me confused and said, "You have got to be kidding."
"Elaine," I said, "You made a bet."
She looked at me to see if I was kidding and then said, "But I am your..."
I interrupted her and said, "Date, you are my date. And as my date, you will do anything I ask."
She looked at me trying to come to grips with this turning of the tide. She looked at the toy, still vibrating slowly, and said, "Are you sure?"
"Oh yes," I said, "Trust me, you will enjoy it."
She stood up, looked at me one more time with pleading eyes, before she headed to the washroom. I waited patiently for her return. When she returned she had an odd smirk on her face. She sat back down and looked at me.
I asked, "So are you enjoying your date, Elaine?"
She gave a very soft moan as she said, "Yes."
"Good," I said, "Because I have a very full night for you."
We then left to our second stop, an off-Broadway play that was a sexual farce. I surprised mom by grabbing her hand as we walked into the theatre. As I had hoped, she did not pull it away. I held it till I had to pull out the tickets and hand them to the attendant. After we got into the main theatre, I reached for my mom's hand and hooked my fingers with hers. We walked into the theatre looking like a couple in love.
We sat down and I offered my hand to my mother. She looked at me shyly and then put her hand in mine. The curtain opened and the play began. I attempted no move during the first act and at intermission we went and got a glass of wine. We returned to our seats for a sexually charged second act. As the play progressed, I did a variety of things. First I moved my leg so it was touching hers. I followed by putting my hand on her leg. I rubbed her leg gently, caressing with purpose. Small moans escaped mom as I teased her gently. When the play ended I squeezed her leg and then clapped with the audience. We left, hand in hand, and returned to the car.