by Jessica Sin
I gave a look, wondering if this could really be happening. And she confirmed that it was as she wrapped her arms around me and gave me a kiss. It started as a few small kisses around my lips which then turned into a passionate embrace, one that I had dreamed about for months.
“Now let’s get your clothes off and we’ll do things properly this time,” she said with a wink.
I was undressed quickly. I then was placed on the couch to watch her unsnap her bra and pull off her panties, followed by her climbing on my lap, straddling me.
“I want things to be intimate between us this time,” she said. “I want to look in your eyes while we make love.”
She continued straddling my lap as we started kissing again. She ended the kiss and we looked each other in the eyes, face to face, while she used one hand to guide my cock inside her waiting vagina.
Despite all we’d already done, this was my first time feeling myself inside her vaginal opening. It felt soft and warm. Its wetness showed how aroused she was. She felt like how a real woman should. She closed her eyes and sat still for a moment after I had fully made my way inside of her. I could only imagine what she was thinking; how she was naked in my arms and was willingly giving herself.
She opened her eyes to look at me, and began slowly thrusting her hips after her vagina had adjusted to having my cock inside. It was slow at first, but she gradually increased her body’s movement, giving us more pleasure. I could feel her breathing on my skin and she could feel me doing the same as we gazed into each others eyes. We were now making love.
Angela, sitting right by us on the couch, had been watching us while masturbating herself. She was furiously rubbing her clit and fingering her cunt the same way I saw her do it when we had the threesome. As we continued our love making, Angela took one of her wet fingers and began playing with my Katie’s anus. It had an immediate effect as she moaned and thrusted her body with more force.
“I want you to cum inside me,” my friend whispered, knowing that I was about to climax. “I want your sperm inside my womb.”
Hearing her talk in such a way sent me over the edge and I started cumming inside of her. One shot of cum after another soon filled her delicate womb with my orgasm as she kissed me. We both looked down to see that not only was my cum slowly leaking down from her vagina, but her orgasm as well. She scooped some of it up with one finger and put it in her mouth, sucking it and then giving me a smile, approving the way it tasted.
***
“That was INCREDIBLE. I’ve never experienced anything like that before. Thanks for letting this continue,” I said.
“You don’t have to thank me. I enjoyed it as much as you did, if you couldn’t already tell,” she said. “But there’s something we want to ask you; The remodeling is done, and you live here. How would you feel about joining us in our new house? Everyday could be like the pleasures we’ve already shared together.”
“Are you sure about this?” I asked her. “Don’t get me wrong, you know how much I’ve LOVED doing all this, but you and Angela are married now. And the last thing I’d ever want to do is ruin what you two have together.”
She gave me an appreciative look for saying that, and replied, “I’ll always love Angela as my life partner, and I’ll always love you as my best childhood friend. But when the three of us are together like this, it just feels right. And the way Angela and I see it, she’s over at our place all the time and we all get along wonderfully. The three of us living together wouldn’t be much different than usual, except of course for the sex. So we’ll take things one step at a time and see how it goes. What do you think?”
“Well since you put it like that, I’d love to give it a try,” I replied, before giving her another big kiss.
***EPILOGUE***
This was our life for the next year. The three of us lived in one household, naked, and making love together regularly. Some days it would be with me and Angela. Other days I would walk in on them and only watch, just like on the night which started all of this. Sometimes it would be a threesome, and sometimes it would be just be me and her.
But this newfound love and affection I now had didn’t end there. We would often hold hands and kiss out in public, enjoying the looks people gave us, thinking that my friend was someone who was having a fling. But they never could have imagined how absolutely kinky we were. And that was the thrill of the whole thing- the taboo. We would have wild, passionate sex in the bathrooms and in the dressrooms at local stores. Everywhere was our canvas.
THE END
Can I Watch?
Karen could never forget the first time she saw her son’s best friend masturbating.
Karen was letting him stay over at her house while he in college – it was just closer and easier that way. She got more than she bargained for.
It happened a few months ago. Tom had just turned 19, and she wanted to surprise him on the midnight of his birthday with a gift while he was still watching tv in the living room.
So Karen gently and quietly opened her bedroom door with her present in hand, and softly walked towards the living room without making a sound- and what she saw left her stunned: Tom was watching softcore porn on cable. And as she quietly stepped even closer near the couch, she could see that he was masturbating.
Her heart pounded. She couldn’t believe that this wholesome young man could do something so brazen in their living room. Sure, she knew that all boys were especially horny at that age, but this? In the same house while he thought others were sleeping?
But above another else, she couldn’t believe how she felt about seeing him pleasure himself so explicitly. Karen had only been with one man her entire life, and that was her ex-husband. That’s how conservative and proper she was raised. Her favorite fantasy was to watch him masturbate while looking at her, but her ex-husband always laughed it off and was reluctant to do it because of how ridiculous he thought it was.
Now here she was, with the middle of her legs becoming wet, watching her son’s best friend pleasure himself. She was aroused and she knew it. She quietly tiptoed back to her room before she could get caught and she later did something that she NEVER thought she would EVER do- she fantasized about her son’s best friend for the very first time in her life.
Can I Watch?
“This looks good,” Tom said as he went to the kitchen for breakfast.
She smiled, “Thanks. I was supposed to meet some clients this morning, but I got a message late last night that they had to cancel. My boss said I could finish my report at home, so I figured I might as well do some cooking and catch up on chores while I had the extra time.”
“Lucky,” he replied while eating. “I’ve got an exam today and it’s a real pain in the ass. But seriously, you work too hard and you should try relaxing a little.”
“If I relaxed during my free time, then who would cook and clean? It certainly wouldn’t be you,” she replied jokingly.
“Good point. In that case, just work the amount that you need and don’t tire yourself out too much.”
She playfully slapped him on the arm. “Very funny. You know, if I didn’t like you so much, I would have forced you to do your own laundry and to clean your own room by now.”
He grabbed the remainder of his food and got up to give her a kiss. “Then I guess I’m really lucky to have you in my life. I wish I could stay and eat, but I have to meet some friends for some last minute studying. It’s the only way I can be as smart as you right?”
“I’m glad we agree on that,” she replied as he smiled and left.
***SAW SOMETHING***
After cleaning the dishes and vacuuming the carpet, Karen went to her Tom’s room to do his laundry. She pulled off the pillow case on his bed, and when she grabbed the blanket, she saw something that left her as speechless as the day she caught Tom masturbating months ago: There was a photo of herunderneath his blanket.
‘What’s this doing here?’ she thought to herself.
It was a phot
o of her in a one piece bathing suit from a summer vacation they had two years ago. The picture itself was from a photo album which she kept in the closet in the hallway. But what was it doing in his bed?
A realization had suddenly come over her. When she vacuumed his room a moment earlier, she had picked a few pieces of used tissue paper off the floor and threw it in his trash.
‘Oh god,’ she gasped. ‘Was Tom thinking about me?’
Karen felt torn. On the one hand, she felt disgusted and betrayed that her son’s best friend could do such a thing with her picture. But on the other hand, she knew couldn’t really be mad at him because just a few months ago, she had watched him masturbate and then fantasized about him afterwards. And frankly, the thought of Tom masturbating to her picture made her feel inexplicably naughty, but in a good way. She even felt a little flattered by it.
Almost without thinking, Karen walked to her room to grab an even more private photo of herself which she had hid in a drawer. It was a picture of one of the rare moments in her life that she had ever worn a small bikini, while at a private pool party with her close friends.
She went back to the room and tucked it neatly under his blanket for him to ‘use’ later.
***PROMISE YOU WON’T TELL?****
The rest of the day was as usual. She did her work, cooked, had dinner, and watched a little tv before calling it a night. Also as usual, Karen ended her day by washing up and putting on her flannel pajamas before heading to bed. But when she exited her bathroom, she saw Tom walking down the hallway and towards her bedroom. And by the look on his face, he had something important to say.
“Were you…did you clean my room today?” he asked uncomfortably, standing in her room.
“Of course I did. Your room didn’t just clean itself you know,” she replied casually, as if nothing was out of the ordinary.
“Well of course I know that. But my bed…did you…”
“If you’re referring to the picture left under your blanket, then don’t worry, it wasn’t a ghost that put it there- I did,” she said with a soft smile.
“Am I missing something here?” he asked. “I mean, shouldn’t you be mad at me? Aren’t you upset at all?”
“I’ll answer your question on one condition,” she replied.
“What’s that?”
“I want you to tell me why you were using my picture. And I want an honest answer.”
He paused for a moment. “Fine. Being completely honest here, I’ve always thought of you as being my ideal woman. You’re smart, classy, caring, and you’re really really sexy. I know you’re my best friend’s mom and everything, but that’s just how I feel.”
“That’s very sweet of you to say,” she replied, feeling genuinely touched by his words.
“Now it’s your turn. Why did you leave a bikini picture of you in my room?”
She sighed, “You know, a part of me wished that you would have given a vague answer because I wanted to give a vague response. But since you were so open and honest, here it goes; I’ve always been excited by the thought & sight of a man pleasuring himself. Don’t ask me why, but it just gets me going. It’s the only kink I have really. My ex rarely ever let me watch him masturbate, and on the rare occasions he did, it would only be for a quick few seconds and he would laugh it off before stopping. Then a few months ago, I saw you…you know…”
“You saw me jerking off?
She nodded, “In the living room late at night. I saw you masturbating, and truthfully, a big part of me was very aroused. And when I saw my picture in your bed today, I was flattered by it. In fact, it turned me on in a strangely erotic way.”
“All I can say is– wow! You always were cool, but when it came to the magic s-word, I’ve always thought you were a real prude because of how conservative you always seem,” he said, referring to sex.
She smiled, “It’s getting late and I have to wake up early tomorrow for work. We better get to sleep.”
“I guess so. But, um, do you think we can finish this conversation another time? It’s a pretty important topic if you ask me.”
“Sure. But do you mind if I ask you one last personal question tonight?”
“Anything,” he replied.
“Do you plan on using my picture before you go to bed?” she asked as if it were nothing out of the ordinary. “You know, do you plan on masturbating with it?”
“Jeez, you’ve really put me on the spot here…”
“I’ll take that as a yes,” she smiled. “So would you rather see the real thing, or do you prefer the picture?”
“Are you asking what I think you’re asking?” he asked in a state of disbelief.
Karen nodded. “I am. But only if you promise not to tell anyone. The last thing I need is for anyone to know what my fetish is. And I don’t even want to think about what people would say about me. I’d be the talk of the town, and not in a flattering way.”
“You know that there’s no way that I’ll ever be stupid enough to ruin what I think you’re offering to me right now. And you know I would never hurt you like that.”
She grinned, “Good. Now you can start by pulling down your shorts and having a seat on my bed.”
“Me?” he asked with a confused look on his face. “But I thought…I thought youwere the one who was going to show…”
“I am. I want to watch you masturbate in front of me. And in exchange, I’ll show you my breasts. That’s our deal. We both get what we want out of this. Sound fair?”
His hands slowly made its way around the waist band of his shorts and he gave it a gentle tug downwards.
“It does. God, this is going to be a little embarrassing. But it’s worth it to finally see those breasts of yours.”
With one swift motion, Tom bent down to pull his shorts and underwear off, leaving him naked from the waist down.
“Oh my,” she told him, with a sense of approval over his manhood. “It’s so long and youthful looking.”
He smiled. “Thanks. Now where do you want me to do it?”
“On my bed with your back against the wall. I’m sure that would be comfortable for you.”
He did as he was asked, sitting on her bed pressing his back against the wall.
Karen’s eyes lit up as she saw Tom growing and becoming erect. “Looks like you don’t need me to show you any skin. It seems like you’re aroused enough just being an exhibitionist.”
“Well, I’ll admit that it’s REALLY hot being naked in front of you like I’m your plaything. And it’s even hotter knowing that you enjoy it. But of course, I do need to see something. A deal is a deal remember?”
Her hands casually started unbuttoning the top of her pajamas. “You’re right. A deal is a deal.”
Just when enough buttons were undone, she spread open the material covering her chest, and she exposed herself.
Her heart was pounding as she watched Tom’s eyes grow along with his cock. Her breasts were completely exposed for him. It was sinfully arousing for her to see him slowly start to masturbate in front of her, while his eyes were locked onto her bare medium sized breasts, with her pink nipples becoming stiff.
“You seem like you’re enjoying yourself,” she asked, to break the slight awkwardness in the room.
“I am,” he said while masturbating. “This is so hot. You have such an amazing body.”
“Thank you. I’m enjoying this as well. Do you need any extra stimulation?”
She didn’t wait for her son to answer before she started softly cupping the round bottoms her breasts, and playing with her hard pink nipples using her fingers. She found herself inadvertently becoming even more aroused, as her breasts and nipples have always been very sensitive, and it was clear to her that Tom was enjoying the show as his breathing and stroking became harder.
“Oh god. Keep playing with those tits. I can’t believe this is happening,” he groaned.
Watching a guy masturbate up close was one thing, but seeing a college-age guy do it while
looking at her bare breasts drove her absolutely wild. Her secret masturbation fantasy had finally come true. She held in her emotions and excitement as she continued to fondle herself for him.
It wasn’t long before he exhibited all of the tell tale signs of having an orgasm; a sight she hadn’t seen from a man since she became a single woman.
“Cum for me,” she said innocently. “I want to see you cum.”
His hands stroked faster and his moans became louder. His back suddenly arched, his muscles stiffened, and a flurry of his sperm shot up in the air and all over his stomach and body. He didn’t stop stroking until he was completely drained, with his eyes never leaving her body. Then when it was over, he collapsed and went completely limp.
