RMC: Janet's Dilemma

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BenLong
BenLong
1,462 Followers

"You shouldn't. It's normal and natural. Everyone does it, even your prude of a mom. You say you do touch yourself, you mean your clit?"

"Yeah."

"How do you touch yourself? What do you do?"

"I don't know... I just touch it. You know, I rub it with a finger or two, and it feels real good to start with but after a while... it's just too much."

"Oh Honey, you can't just touch your clit when you masturbate, that's like just playing with the head of a penis. Think about it, when you jack a guy off you touch the head a little, but you put your hand around the shaft. If all you touched was the head the guy would be screaming after a while. Us girls are built the same, just inside out. You have to touch everywhere else too; the clit is the icing on the cake."

Lori hunched up onto her shoulders, her hands reaching down to her waist and I realized she was slipping her panties off. "What are you doing?" I asked.

"Take your panties off, Sweetie," she said without really answering. I hesitated.

"Why?" She just looked at me and smiled.

"I'm going to do for you what my sister did for me." She slid over closer in the bed before she repeated, "Trust me. Go ahead, take them off."

Lori was lying on her side facing me, her head propped up with one arm, but her other hand was under the covers, between her legs. I was lying mostly on my back so hunching my shoulders to get my butt off the bed, I reached down and slid my panties down until I could catch them with a foot and pull them off completely. I sort of knew where this was going, but still I hesitated. She caught me by surprise when her hand came up and reached over to cup my breast and I flinched.

"Do you like it when the guys feel you up?" Her fingers found my nipple through my T-shirt, gently pinching and rolling it between her thumb and forefinger.

"I guess. At least my boyfriend's seem to like it when I let them."

"Yeah, but do you like it? Do your nipples get hard, does it make you wet?" It seemed like a silly question at the time, my nipple had already stiffened up to her caress so the answer seemed obvious.

"Yeah, I like it some." Her hand slid over to my other breast, I didn't flinch this time.

"You've got nice titties."

"Thank you."

Lori withdrew her hand, sliding it once again down between her legs. "Reach down and touch yourself. Use your pointer finger and rub your clit back and forth. Just a couple of times." She watched as I moved my hand under the covers. "Does that feel good? Is your clit sensitive?"

"Yeah."

"Ok, now feel around and find what else feels good. Play with your pussy lips; find out how sensitive they are. And rub around your clit, but not directly on it. Find out where it feels good to push hard, and where you just barely want to be touched." I did as she said, seeing the movement of the sheet indicating that she was doing the same thing to herself. It caught me by surprise when I felt her hand reach over and touch my leg, causing me to flinch away slightly again.

"Shhh, It's ok, baby. Just relax and let Lori take care of you," she said, leaning a bit more toward me, her hand sliding in and taking my wrist. I let her move my hand out of the way; moments later her hand smoothed out on my belly and then slipped down until her fingers found me.

I remember I gasped when she touched my clit. Although I'd had some groping sessions with my boyfriends and I'd allowed two of them to fuck me, nobody had ever touched me like this. Not too hard, not too soft - her fingers knew exactly where and how to touch me. Every once in a while her fingers would come back to my clit momentarily but, unlike in the past when I'd touched myself, each time it seemed just that much more sensitive, that much more on fire. Lori knew exactly what to do to me. Her fingers played music on my pussy, delving inside, touching me like I'd never been touched before. When she suggested I play with my nipples, it was like spraying lighter fluid on a lit fire, it was just seconds before I had my first real orgasm."

"Your first orgasm was with the mother of the kids you babysat?" I asked.

"And my second. And my third. Once I had one orgasm, I suddenly realized what the hullaballoo about sex was. I was hooked and I wanted more."

"Did you do her too?"

"Eventually, just not that night. I lost track of everything for a few moments after I came. Lori had slid over right next to me, her breast was resting against my arm and she'd pulled her hand up onto my belly. As I started to unwind she slid her hand up under the t-shirt and onto my boobs again.

~

Pulling her hand out from under the t-shirt to the edge, Lori began pushing it up and said "Why don't you sit up and take this off?"

"Why?" I asked, understanding perfectly but unsure of myself.

"Why?" She giggled. "For the same reason Tom always has me get naked. Sex is better that way and women's bodies are too pretty to hide."

I wasn't totally sure about this, I hadn't ever really been naked with a woman before, other than my mom and sister, but she had just given me my first orgasm, and getting naked shouldn't have meant anything. My sister and I had shared a bathroom, even taken showers and baths together in our younger years, but that wasn't about sex. My girlfriend and I had spent the night together for years but that wasn't sexual, and the only nudity had been in changing clothes. But Lori made it feel so natural...

"I've never..." I started; my hand on the bottom of the t-shirt. I wasn't holding it down, nor was I pushing it up.

"Go on, it'll be ok." So I did.

As soon as I did I lay back down and at first Lori just looked at me. After a minute her hand slid back onto my stomach and then up to my breast. "My god no wonder Tommy's so hot for you," she said, her hand reaching over to cup my boob and pinch my nipple.

"Tommy's hot for me?" I said, in surprise.

"Oh yeah, you're his number one subject when we talk about fantasies these days."

"I don't get it, when do you talk fantasies?"

"Lots of times. On the nights when we masturbate together on the phone, we talk about who we'd like to play with. On the weekends when he's home, lots of times, particularly after we've done it once, we'll tell each other about who we saw that caught our attention."

Lori's hand changed from one nipple to the other, squeezing and rolling them one at a time. I looked up into her eyes, and she stopped her hand, just looking into my eyes. Gradually she leaned forward and I knew she was going to kiss me. "Close your eyes," she ordered, and hesitantly, I did.

Her lips found mine, closed mouth to begin with, but as they drifted back and forth against mine, I felt her tongue touch them. I wasn't sure, but my lips parted a bit, and we were kissing. At first I was leery, this was a woman kissing me, until I realized it felt the same as kissing my boyfriends had. With my eyes closed, I realized I couldn't tell the difference. Lying on my back like I was she was pinning my arm to the bed so I couldn't move it. I pulled away and raised my arm, and the only place to put it was behind her. It naturally went behind her back, and as we kissed I ended up wrapping it around her. It started with her kissing me, but as I got more into it, I realized I was kissing her back.

Lori pulled away from the kiss, her lips traveling over my face. She kissed over my chin, my neck, even my earlobes. As she nuzzled and kissed me, the more I wanted her to nuzzle and kiss me. "Look how hard your nipples have gotten," she whispered, practically in my ear, her hand moving back and forth on my breasts. Moving her mouth down, she kissed down my chest until suddenly she sucked a nipple into her mouth. I hadn't realized how sensitive they'd gotten until then, and moaned in appreciation. When she reached down to my pussy while she was sucking my nipples, I reached down and held her hand while she did that, but she didn't stay for long. Her hand began stroking all over my body, and she began moving her mouth down my belly, gradually sliding her body down and turning on the bed at the same time. She took her time, kissing my legs and hips and the inside of my thighs. By the time she got to me with her tongue I practically exploded.

It wasn't until the next night that she showed me how to pleasure her, but from that time on we were lovers.

"What about Tom? Did he suspect anything?"

"He didn't have to. I don't think he knew anything until he came home that weekend. I had normally been going home on weekends, so I barely saw Tom in crossing on Friday nights. Lori told him over the weekend how she'd seduced me, or helped me learn to masturbate, or whatever."

"And he was OK with that?"

"Lori told me that he knew about her past; she'd told him about all her old boyfriends as well as playing with her sister and another friend, and he was OK with her playing with girls, but not other guys. She said that when she told him about us that he became a wild man, one of his big fantasies was a threesome."

"So I guess you eventually fucked him too? He was your threesome?"

She sighed. "Yeah, but that was a bit later.

~

"Did you and Tommy do it this weekend?" I questioned. It was Monday; Lori and I were lying in bed, snuggling together after having gotten each other off for the first time. In less than the period of a week, the formality of wearing nighties or night shirts had virtually disappeared; we both were crawling into bed naked every night. We both kept something handy to put on in case one of the kids woke up and for the morning, but we were crawling naked into bed just as soon as we knew the kids were asleep.

"Of course. That's the good thing about him being gone during the week; it's like a honeymoon every weekend." She giggled. "It doesn't hurt that he's got the hots for you; you should have seen him when I told him about us."

"You told him?" I gasped, somehow thinking we'd probably be each other's secret. And then I realized that I didn't have anyone I could tell, but she did.

"Of course. I don't hide anything from him. You should have seen him though; he kept wanting details of what you're like naked. He thinks you've got the greatest ass and the cutest titties," she said, reaching up and fondling my breast as she said this.

"Oh my god, what did you tell him?"

"That maybe someday if he was lucky he could find out."

"Oh my God!" I responded, immediately thinking back to all the times I'd caught the flick of his eyes to my chest, or felt his eyes following me as I walked away. He'd been better than a lot of guys my own age, but still, there had been those occasions where I'd known he was scoping me out. I'd always told myself it was a compliment to know an older guy found me attractive, but now it all changed. It was one thing to think he'd looked at me and maybe found me pretty, another to think he'd looked at me and probably leered at me and thought about what he'd like to do with me... And then I realized that a thrill had gone through me right to the core of my being at the thought - including a gush of heat and dampness in my pussy.

"What do you mean," I questioned?

"I mean that someday if you're up to it and it works out, all three of us could play together." I didn't say anything, just looked at her. Was she saying that Tom would watch us? Or that Tom and I... "He's a really good lover and he seems to have a bit of a crush on you. If we all played together, I wouldn't mind sharing him with you."

~

She didn't say anything about it again until several weeks later. It was the middle of the week after we'd made love and were cuddling together when she asked if I had any plans for the weekend. I told her I didn't and when I asked her why, she said that Saturday was their anniversary. She said she was planning on going out to dinner with Tommy and would need a baby sitter for the evening. I immediately agreed and she said "if you want, afterward, you could spend the night..."

I didn't immediately understand what she was saying, and said, "I could do that. I could sleep on the couch."

She laughed and said "Actually, I was thinking maybe you'd like to be part of my present to Tommy?"

~

"Thank you so much, Janet. You have a nice night," Lori said to me, looking around to make sure that Tommy really had headed into the shower.

"Goodnight Lori. G'night, Tommy," I called out, his answer from the bedroom confirming he had indeed headed to the bedroom. She shut the front door hard enough that he'd be sure to hear it, and then headed down the hallway while I waited in the entryway. When she got to their doorway, she shook her head "no" and walked into the room but a moment later stepped back into view and motioned for me to come forward. I ducked into the office and behind the door, waiting as we'd agreed.

Lori got into the shower with Tommy, and it took quite a time for them to finally reappear. Sitting in the dark, I could see through the crack in the door, but they couldn't see me. When they went down the hallway again, Lori had on her sexy nightgown, but Tommy was totally naked and I saw his penis for the first time. He wasn't totally erect, but not totally soft either. To be as quiet as possible I'd changed out of my clothes while they were in the shower, and after she got him into the living room, I went into their bedroom and lay down on the bed to wait.

I could hear them laughing and playing in the living room but couldn't see anything. Finally I heard her tell Tommy she had a special present for him that he hadn't gotten yet, but that he'd have to come with her to get it. That was her verbal cue to me that they were on their way in. She'd had him close his eyes and was leading him by the hand when he walked into the bedroom. "Keep your eyes closed," she said. "This present is in two parts," the first part all you get to do is look. Are you ready?"

"Whenever you say," he answered.

"Just a second, stay right here," she said, and then stepped over to the bed and crawled up beside me. "Ok, you can open your eyes"

Tommy opened his eyes, and I swear they really bugged out. We'd gone back and forth about whether I should be waiting naked, or wearing a nightie, and eventually we decided that presents needed to be unwrapped. Lori still had her nightgown on, and we'd chosen a black mesh crotch-less body stocking with a black lace thong and a red bow that we'd tied around my neck. I was practically naked, but Lori said that Tommy would absolutely love it, and he did.

"Oh My God!" he said, his eyes bugging out as he saw me, his eyes glancing over to Lori and then back to me. I saw him look me up and down; his erection, which had been semi-hard and pointing out, stiffening and rising more upright as he did. That he was seeing me practically naked for the first time and that I was on display for his benefit and that I was probably going to have sex with him had me just as aroused, but still I was self-conscious. I wanted to cover myself, but didn't, although I was really nervous. When he started to step forward, Lori stopped him.

"Uh-Uh, Honey. You stay there; right now - you just get to watch." With that she moved over closer to me and leaned in to kiss me. "Just pretend he's not here," she whispered.

Her lips and fingers and tongue were like magic, and after a few seconds I really did forget he was standing there, naked, with a magnificent erection, watching. Lori and I made love, without ever totally undressing. She sucked my nipples through the stocking, and when she went down on me, she pushed the thong aside to get to me, but otherwise left me "wrapped up" for Tommy. After I'd cum she asked if I wanted to invite him to join us. I told her I thought that was the whole reason for me being there. She smiled at me and touched my cheek before turning to Tom. "Why don't you join us now?" she said, moving aside so that Tom could crawl up between us.

There was no doubt that he was looking at me and my body as he climbed onto the bed. As he nearly got into position, Lori stopped him from turning to me. "Tom." He stopped, still on his hands and knees and looked at her. "Janet hasn't got a lot of experience with men, so if she tells you no, or to slow down, be gentle. And if she says no or that she's uncomfortable with something, it means no. OK?"

"You know me..." he answered without answering.

"You're right, I do, and sometimes you can be a bit rough, but not tonight - OK?"

"Hmmm. But anything else is OK?"

"As long as she doesn't say no."

~

"So are you saying that You and Me and Bug are like you and Tom and Lori, so many years ago?"

"Why?"

"Because you said that you "told yourself this would never happen again."

Janet sighed, her upper hand running circles through the hair on my naked chest.

"Tom and Lori were both wonderful lovers. Tom was gentle and for the first time showed me how a man was supposed to love a woman and Lori taught me how to pleasure a man, other than just spreading my legs." When she said this my mind jumped to what she'd said earlier and I chuckled.

"What?" she asked, rising a bit from my shoulder to look at my face.

"Oh nothing," I answered, "just a thought."

"What?" she asked again, "Tell me."

"I'm just curious, which did you decide? Spit or Swallow?"

""Oh stop it!" she answered, her hand raising to my chin and gently slapping it. She nestled back onto my shoulder. "And besides, you know." For some reason this tickled my funny bone and I couldn't help but laugh. It wasn't out loud - but I couldn't stop my chest from bouncing.

"Oh Stop!"

"I'm sorry, babe. It just struck me as funny." I'd interrupted the narrative - and after she said nothing for a few moments, I said, "So - how did you decide?"

She didn't answer for several moments and then giggled herself. "You men are all the same, aren't you?"

"What do you mean?" I asked, not following her line of questioning.

"Rob asked the identical question years ago when I told him about Tom and Lori. What you're really asking is will I tell you the dirty details."

I pulled my arm from under her and rolled up onto my side, propping my head up on my arm, my other arm going to her naked side. "Now that you mention it..., I think, yes. I'd love to hear all the dirty details." She didn't say anything so I prompted; "Did you decide that night, or was it some other time?"

"It wasn't that night, but we did a lot of things that night..." She paused momentarily, obviously remembering. "Lori was in charge just like she had been when it was just her and me. Tom was eager to fuck me, and I thought I wanted it too, but Lori was directing, She'd had Tom climb up between us, and at first he wasn't exactly sure if he was supposed to pay attention to me or both of us, but when she said "Aren't you going to unwarp your present?" his hands were almost instantly all over my body, particularly my boobs and nipples. It didn't take long though and he'd unsnapped the neck of the body stocking and begun to peel it off. I helped, and when I looked down a bit, Lori had his cock in hand and was licking and sucking on him. Once the stocking was down a bit he started using his mouth on me, kissing my neck and boobs while gradually pushing it off me. I had to move my legs a bit for him to push it off, and then he rose back up, his hands finding my naked bottom, and playing with the thong. I thought he was going to push the thong aside like Lori had, but instead he slid his hand down inside, fingering me, and said "There's nothing quite like finding out how wet and ready a woman is by getting into her panties for the first time."

I'd idly been stroking Janet while she was telling me her tale, loving on her exquisite body. I'd fondled a boob, thumbed her nipple, run a hand onto her naked hip and bottom, and now lying on my side toward her, slid my hand inward, a finger finding she was as wet and hot as she had been earlier. Her legs spread slightly welcoming my touch, but I didn't linger; it was enough knowing that she was turned on (whether still or again I wasn't sure) and ready to do it again. Touching her caused her to stop. I looked up; her eyes had closed, relishing my touch, so I withdrew my finger. It was sufficient right now to rest my hand on her belly, so I did. "Sorry," I told her, "Go on."

BenLong
BenLong
1,462 Followers