Black Book Diary Entry
My girlfriend’s daughter’s name is Emma. The daughter of my girlfriend, really shouldn’t be an entry in my black book, but she’s 25-years-old and has the body of a swimsuit model. I think that gives her special status, don’t you? I know it does with me, especially after what happened.
She stayed with us all of last summer, while she took some courses to get her teaching certificate and looked for a place to live. Having her around the house was fun and brought out the voyeur in me, as well as the exhibitionist in her, I dare say. There’s nothing like a bit of teasing and flashing to make an otherwise boring day more interesting.
Emma is the only woman I know her age who prefers wearing long skirts to jeans. She thinks she’s fat, but she’s not. She thinks she has a big ass and thighs, but she doesn’t. Don’t believe me? I’ll prove it to you. Emma stands 5’8″ tall and she weighs 130 pounds. With a body mass index of less than 20, she’s well within the normal range.
Someone her height and weight is hardly considered fat. Women would kill to have her body. Yet, for some imagined reason, she prefers skirts to jeans. That’s okay with me. I get to ogle her panties every now and then, whenever she’s careless or just doesn’t care.
Rather than having the dog jump up at her and claw her clothes, Emma has a habit of squatting down to greet my dog. Every time she does that, she gives me great view of her pretty, pastel panties. A few times, in his exuberance to lick Emma’s face, my dog has even bowled her over. With legs spread and feet up in the air, it was either holding onto her skirt or catching her balance. I was rewarded with her latter decision to catch her balance.
Only, this story isn’t about exhibitionism and/or voyeurism. This story is about Emma’s new business venture. She told me about the products she plans to sell. She hasn’t even told her mother, yet. She’s embarrassed to tell her Mom that she sells sexual toys for adults. She only told me because she knows that I write dirty stories, I mean, erotic literature and knew that I wouldn’t judge her. She’s even read some of my stories. Judge her? I’m excited for her and her enterprising business.
She’s developing a product line of sex toys, dildos and vibrators, mostly. Being that I’m an accountant, she asked my business advice on how to write a business plan, get bank financing, establish a manufacturing company base, etc. She said she’s been selling her toys for a couple of years at house parties and has received a lot of interest from women and some men even. That’s not hard to believe a man being interested in Emma’s sex toys, especially once they meet Emma.
Even when discussing business with Emma, I couldn’t help but imagine her masturbating with her sex toys. I realize it was a bit perverted of me to think this, but I couldn’t help but wonder if she gave masturbation demonstrations at these parties. I wondered if I could get an invitation to one.
Only, she wants to cut out the middleman and manufacture the toys herself, perhaps, have them made in China to save on labor costs and have them shipped here to the United States. It’s a good idea, of course, but that’s another whole ballgame with importation taxes, duties, licenses, permits, and bribes and payoffs, even, something that she’s not ready for, yet. She doesn’t have the capital to establish a manufacturing facility or even a third party connection internet casino in China.
Fortunately, my girlfriend is a sound sleeper. On weekends, exhausted from working all week, she turns in early and awakens late. Late one evening, I went to Emma’s room and knocked on her door. Already in her nightgown, she was sitting Indian style on her bed with a suitcase of the toys she sells at parties open in front of her.
At first, I was excited because when I stood over her, I could look down her open top and nearly see her nipples. I know, once a pervert always a pervert. I thought she was in the middle of a masturbation session, but she was just going through her product line in readiness for some orders she had to fill. I couldn’t help but imagine her holding one of those vibrators in her hand while masturbating. It was such an arousing thought.
To be honest, I had no idea there were so many toys for women. All the guys that I know don’t use toys. With my curiosity piqued, I started asking her candid questions and to my surprise, she wasn’t shy about answering every question I asked. I just love the innocence of youth. If only she knew how much she was arousing me by discussing her sex toys with me. I already had quite the erection building, while imagining her masturbating.
“So, can you give me a demonstration,” I said testing the waters, half kidding, while holding up a vibrator.
“Eww. I’m not going to masturbate in front of you, Joe,” she said. “You’re my mother’s boyfriend.”
“Is that to say that if I wasn’t your mother’s boyfriend, you would give me a demonstration and masturbate in front of me?”
“Maybe, I would if you were a paying customer,” she said with a laugh, “and looked like Brad Pitt.”
“How much for the whole case? I’ll buy them for your mother,” I said hoping she’d change her mind and give me a pass about not looking anything like Brad Pitt, but more like Jack Nicholson.
“Stop. I’m not going to give you a demonstration. I’m not going to masturbate in front of you, while you watch. That’s perverted.”
“I’m serious. If I buy the entire case, will you show me how some of them works?”
She looked down at the case, while fingering some of the vibrators. Then, she looked up at me.
“Three hundred dollars for everything in the case, but without the case. That’s my only demonstration case. Only, you’d have to promise not to tell my Mom that I allowed you to watch me masturbate.”
“I swear, I won’t tell your mother,” I said raising my right hand.
Be still my heart. Be still my cock. I couldn’t believe I conned her into masturbating for me. I couldn’t believe I was going to watch Emma masturbate.
“You swear? Oh, no, that’s not good enough,” she said with a little laugh.
“How else can I convince you that I won’t tell your mother that you masturbated in front of me?”
“If I’m going to allow you to see me demonstrating my toys to you by masturbating myself, while you watch, you have to do the same.”
“What do you mean?”
“You jerk off, while I masturbate.”
“Are you serious? No, I can’t do that,” I said already changing my mind and agreeing to it.
“Yeah,” she said staring down at my crotch. “That’s the only way, I’ll agree to it,” she said folding her arms in front of her.
Excited and embarrassed at the same time that I was even considering pulling out my cock in front of my girlfriend’s canlı poker oyna daughter and allowing her to watch me jerk off, I had an erection just thinking about doing it. If it wasn’t exciting enough that Emma had agreed to masturbate, while I watched, it was doubly exciting to have her watch me masturbate.
“I don’t know, Emma. How do I know you won’t tell your mother?”
“Because I won’t. We’d both be screwed. This is the only way that we’ll know that one won’t tell on the other or we’ll both be fucked.”
“Okay,” I said slowly unbuttoning and unzipping my jeans.
I couldn’t believe she was watching me unzip my jeans, the little slut. She was making me more than excited. I never would have thought up this scenario in a million years had this not really happened. If this really happens, if she really masturbates in front of me, I’ll be jerking off over this for years.
“Wait, one more thing.”
“You can’t touch me. You can’t finger my pussy and you can feel my tits. And I’m not going to touch your cock, either,” she said. “If you think I’m going to give you a hand job or a blowjob, get that out of your mind, right now, Mister. You can look all you want, but you can’t touch.”
“We can just both watch, but not touch,” she said reinforcing my disappointment, again.
“Okay, okay. I won’t touch you. Only, I’d understand if you get so excited that you want to give me a hand job and/or a blowjob,” I said with a nervous albeit hopeful laugh.
“In your dreams, Joe.”
I couldn’t believe it when Emma propped up a couple of pillows behind her and settled back in the soft comfort of the bed. She scooted down, as if she was about to have a gynecological exam and spread her legs. She raised her nightgown up to her waist, reached underneath with one hand, and removed her panties.
I couldn’t believe my eyes. My girlfriend’s 25-year-old daughter was sitting on her bed bottomless with her nightgown pulled up to her waist. I was seeing Emma’s trimmed blonde pussy.
“Well, quit your staring and take out your cock. Let me see you touching yourself.”
I stood, pulled my pants and underwear down around my knees. Immediately, my cock sprung to life. I don’t remember being as excited. I don’t remember being as hard. It took all the control that I had not to climb on top of her and fuck her right there.
“What do you think,” I asked her looking down at my erection, before looking back up at her staring eyes.
“I think my Mom is a happy woman.”
Emma grabbed one of the vibrators, turned it on, and positioned it by her clit.
“This is my favorite one. I call him Jack, named after my ex-boyfriend, who knew how to get me off.”
I couldn’t believe I was watching Emma masturbate. As soon as she started getting into it, she removed her arm from the sleeve of her nightgown, first one and then the other allowing the top of her nightgown to fall around her waist. Now, her nightgown was no more than a band of wrinkled material around her middle.
She had beautiful tits and her nipples were already erect. I watched her finger her nipples, while she ran the vibrator along her pussy. I had never had the pleasure of watching a woman masturbate before and this was quite a display of erotica watching her going at herself with that hand held vibrating penis. Maybe more because of who she was, my girlfriend’s daughter, poker oyna this was beyond exciting.
“Gees, Emma, you’re making me so friggin’ horny. I love your tits, they are bigger than I imagined. You have bigger boobs than your mother.”
“Thank you,” she said. “Well, c’mon, let me see you play with yourself. I want to watch you cum.”
Every now and then, Emma would close her eyes, while inserting her vibrator deeper in her pussy. I couldn’t help myself. I know I wasn’t supposed to, but I stood and walked closer to the bed. Watching her, hoping she wouldn’t open her eyes and see me, I put a knee on the bed and reached over and felt her tit.
It was a risk I took, but it was worth it just to touch her boob. I figured she’d yell at me and be mad. I figured she’d stop masturbating and our little agreement would be over. Instead of swiping my hand away, she moaned.
Her big tit felt incredible. Where her mother’s tits had grown softer, Emma’s tit felt firm. Then, I felt her other breast and fingered that nipple. She moaned even more. I couldn’t believe I was feeling the tits of my girlfriend’s daughter, while she play with pussy with her vibrator that looked like a robotic penis.
Then, she did something unexpectedly, she reached over and took my cock in her hand. Not expecting that, after she lectured me about not touching me, I was stunned. She was giving me a slow hand job. Her hand felt like nothing that I had felt before. Maybe because she was so much younger than me, nearly half my age, but she was giving me a masterful hand job.
“Oh, Emma, that feels so good. Don’t stop. Yeah, baby, stroke me a little faster. Make Daddy cum.”
While stroking me with her left hand, I could tell by the movement of her right hand that she was getting close to having an orgasm. Probably because she was so excited, so horny, was the reason why she reached over and grabbed my cock. She wanted to feel the real thing, instead of a battery operated cylindrical tube. Her nipples grew even bigger and I leaned over and took one in my mouth. I was sucking Emma’s tit and she wasn’t complaining, resisting, or stopping me. Then, I sucked her other nipple while feeling the tit that I had just sucked.
“I want you to cum with me,” she said. “Can we do that,” she asked looking up at me.
“I don’t know,” I said. “I’m not there, yet.”
I had been so focused on Emma masturbating and then on me feeling and sucking her tits, that I hadn’t kept up my end of the bargain. I had stopped masturbating completely. I was nowhere near cumming. It would take a miracle for me to cum the same time that she was ready to cum.
“Let me help you along,” she said with a dirty, little smile.
Hallelujah, it was a miracle. She leaned over and took my cock in her mouth. Emma was blowing me. My girlfriend’s daughter was sucking my cock. If ever I married my girlfriend, I could write a story about my stepdaughter giving me a blowjob.
The warmth of her mouth and the feel of her tongue was incredible. She was giving me a better blowjob than her mother ever gave me. Within seconds, I exploded in her oh, so young mouth, while she had orgasm after orgasm, and she swallowed all that I had. We did it. We came off together. It was amazing.
As promised I bought all of her sex toys and gave them to my girlfriend as a Christmas gift. My girlfriend was a bit unnerved, yet excited, that I bought her such a large inventory of sex toys.
“One would have been enough,” she said with a nervous laugh.
Emma and I never masturbated together again. It’s our little secret. Yet, she did give me another blowjob, but that’s another story for another time.