An adult stories – High School Dates Ch. 14 by m_storyman_x,m_storyman_x Chapter 14
It felt good to be home again. I was greeted, by both mom and Betsy, warmly. Both of them included kisses, though Betsy’s were quite passionate. She made it clear that she missed me very much, though that didn’t translate into having her in my bed that night. Part of me was disappointed she didn’t find her way to my room after we went to bed, but then I didn’t exactly make a clear invitation. I was torn between trying to be true to Patty and also act on the feelings that welled up inside me for Betsy. I spent the first few hours of the night trying to sort out why my heart felt so much lighter after seeing and hugging her. The sleep I finally fell into, was troubled to say the least.
Chris and Katie showed up the next day and we spent the entire day out in the back yard, hanging out. A good portion of it with Betsy, laying out in a tiny little bikini, working on her tan, since it was Saturday. I tried not to look like I was watching, but I felt myself staring at her a lot more often than I should have.
“David, when are you going to realize the two of you are in love with each other?” Katie asked quietly, as we stood in the kitchen making some Kool Aid.
“Huh? What do you mean?”
“You and Betsy. When you’re gone, all she does is talk about you and wonder how you’re doing, and when you’re home; all you do is stare at her as if you want to walk over there and kiss her, or more.”
“But I have a girlfriend.” I protested.
“David. You don’t love her. I don’t know what you do really feel for her, but it isn’t love. You might feel beholden to her, or attached to her, for what she did to help you get over Mandy. But something happened, and unless you wanna talk about it, all I can do is look at how you react with Betsy around.”
“Okay. Maybe you’re right. Patty helped keep me sane when the shit with Mandy hit the fan. I was ready to curl up and just quit everything. She got some of her friends together, all girls I’d helped with little things, you know how I am.”
“Yeah, you’d stop and help a turtle across the road. That’s one of the reasons Mandy fell for you, long before the incident in the lunch room.”
“She did? She never told me that.”
“Well, she did. I think it started that time you accidently ran into her in the hallway and you both spilled your books all over everywhere. You helped her pick it all up and then made sure she got to class even though it made you late and you ended up in detention for it. That kinda started her thinking about you differently.”
“I had no idea.” I whispered.
“Not surprised. You spend too much time trying to lay low to see what was happening in front of you.” She chuckled softly. “So, go on. She organized her friends.”
“I told you she did an intervention. What I’ve never told anyone, but Chris, was that she and her friends hauled me bodily out of my bed to the showers and gave me a shower. More accurately, they held me down and washed me.”
“Just how many girls?”
“Eight in all.”
“That must have been fun.”
“It was eye opening when they all got naked and started soaping me all up. Anyway, they held me down and Patty rode me until I came. She wanted to prove to me that just because Mandy had left, life wasn’t over.”
“Why would she do that?”
“Because she lost a whole year of school after her boyfriend dumped her for her best friend.” I answered. “She didn’t want to see me throw everything away over Mandy. She said she worked too hard at tutoring me, and to be honest, we had developed a pretty close relationship, emotionally, because we worked so closely, for so long.”
“Well, I can see that happening. So that’s what’s behind it all?”
“Yeah. She arranged to keep her friends with me almost twenty-four hours a day. They took turns making sure I got to my classes and any time I started to sink into feeling depressed, they’d distract me.”
“Distract you? You mean, like with sex?”
“Some of them. Some would just touch and hold me and try to make me think of other things. But Patty, she arranged it so that I never slept alone.”
“Bet your roommate loved that.”
“He got used to it, besides Patty arranged for him to get a little entertainment, from some of her friends, once in a while too.”
“Smart girl. So now, you’re attached and going to get married?”
“I think she wants it go that way. She even took me home to meet her family.”
“That sounds pretty serious. What did her parents think of you?”
“Her dad’s a Baptist minister. He’s as straight-laced and conservative as they come. Mom, not so much.”
“Not so much?”
“Katie, she wanted to have sex with me to make me prove I was able to satisfy her daughter.” I whispered.
“She did what?”
“Yeah. She told me that Patty knew about it and that if I wanted a long-term relationship with her daughter that I needed to show her that I could please her daughter, and if I couldn’t she’d have to teach me.”
“Holy shit. I’ve heard of mothers-in-law trying to get into the son-in-law’s pants but that takes it to a whole new level. Did she do it?”
“Did I have a choice?”
“Oh damn. That family is really screwed up.” Katie whispered. “Well, I wouldn’t tell Betsy about it. She already doesn’t have a very good opinion of Patty.”
“She doesn’t?” I asked curiously.
“No. She thinks that Patty is taking advantage of you. That you were vulnerable and she saw it as an opportunity to hook you. David, I think she’s right. After meeting her and all the stuff about being naked and learning your life style? I think she was doing everything she could to make sure that you stayed attached to her, and playing the ‘I’m going to do your life style’ thing is just another sign of that.”
“Say what you think much?” I asked in surprise.
“Yeah, well. I think being naked most of the one night together at Mandy’s gives me the right to be honest with you.” She said with a shrug. “I’m not going to tell you what to do. You’re a big boy. But just between friends, I’d take a hard look at what you have with Patty and why, and what you could have with Betsy. That woman loves the shit out of you. She hasn’t been with another guy since you left for school. I know that. She doesn’t want to do anything that might hurt her chance to have you back. That alone should tell you a lot about what she feels. She’s letting you do whatever you want, but still holding herself back so there aren’t any surprises if you come back to her.”
“I knew she wasn’t dating, but I didn’t realize…”
“How could you. She wouldn’t ever tell you. She swore me to secrecy, but you know, I think you knowing, is more important right now.”
“Thanks. I won’t tell her you told me.” I said with a nod.
The conversation really changed how I was thinking about both Patty and Betsy. I started to wonder if Patty really was using me because she felt insecure about her relationships. Katie was right though. I was attached to Patty because of what happened with Mandy. If things were different, of the girls I’d met at school, if I hadn’t been involved with Mandy and have that go south, I think I might have been more likely to date Tina than Patty. But then there was still Betsy. The question I needed to ask myself is, if I’m attached to Patty because of what happened with Mandy, am I attached to Betsy because of what happened in the girls’ bathroom so long ago?
—o—
Monday saw me at work for the first time in my field, computer science. I showed up at the office at 9:00, which was exactly when I was supposed to be there. Katie’s dad met me, welcomed me, and then after a short talk, took me out to meet my new boss, Miss Victoria Cogins. She met me with a jovial smile that immediately put me at ease. She took me into her office and we chatted about my experience with computers and my education on programming for almost an hour. Then she took me out to meet, what would be my other co-worker, Leah Walker. She immediately made me think of princess Leia, a pleasant blonde girl, half a foot shorter than I was, and slightly plumper. With boobs at least three times the size of Vickie’s! She left me with Leah to introduce me to the computer system, while Vickie went off to create my user ID and something called a sandbox. I got a chair and sat in the same cubicle with Leah, watching as she drew pictures on a pad of paper, describing which servers and data sets were stored where, and what operating systems were in charge of which pieces. It didn’t seem overly difficult. I wasn’t familiar with either SQL or COBOL, but I was damn good with Fortran and I doubted it would take me long to pick up the new software.
Vickie returned for me a little while later, giving me my user ID and pointing me to a sandbox server, which was little more than a server, running the same software as the production server, but with a very reduced data set that I could play with, without worrying about messing up the production data. She gave me several tasks to do in the sandbox to get used to programing the new languages and then left me to work. Leah was on hand to answer any questions I got stuck on. It was a very interesting first day, and first week.
—o—
I walked in on Friday after work and dropped onto the sofa. My brain felt fried. It was my first day working on programming on the production data. My ID didn’t have rights to modify any data, but I could read everything, which was required in order to generate the reports and searches that I was being tasked with. I was half laying on the family room sofa, my eyes closed, just trying to chill out when I felt a hand on my thigh.
“Hey there.” Betsy said as she sat down next to me, wearing a pair of floppy, gray sweatpants shorts, and a bare midriff t-shirt.
“Hey.” I said cheerfully as she settled next to me.
She put her feet up on the coffee table like I had mine, and settled close enough that her hip touched mine. Her hand gently rested on my thigh and her fingers gently teased my thigh through my jeans. “You gonna change?” She asked softly.
“I could.” I answered, wondering what she had in mind. “Into what?”
“Something more comfortable?”
“As in something not blue jeans?”
“Something like that. Those night blue shorts you have. You know the ones.”
“The running shorts?”
“Yeah. I thought you and I might take a walk after dinner, and those might be more comfortable.”
“Sure. I wouldn’t mind going for a walk. Any particular reason for this walk tonight?”
She stroked my leg and whispered softly. “Your mom has been dating this guy. He’s supposed to be coming by after dinner for a while. I thought maybe we should give them some alone time?”
“In other words, you don’t want me causing a scene?”
“You wouldn’t do that, unless he did something he wasn’t supposed to.”
“Such as?”
“Oh, I don’t know.”
“Betsy, if you’re trying to tell me my mom and this guy have been having sex, it’s okay. I’m not going to make a big deal of it.”
“No. It’s not that. They have. That’s why she and I don’t, well… sleep together any more. No, I got the idea from your mom that something was up. He wanted to talk with her, but he didn’t want to take her out to dinner or anything. So, I don’t know what it is, but I’m thinking he’s either going to ask her to move in with him or he’s going to break up with her. I don’t know. Just a feeling, you know?”
“And if he hurt mom, you’re afraid I’d hurt him?”
She grinned and kissed my cheek. “You do have a tendency to try and protect your women.” She whispered. “Which I really, really, like about you.”
“Okay. Anything else I should wear for this walk?”
“Ohhhhhh. I don’t know. Anything you think we shouldn’t wear?”
I chuckled. “You are so bad! Okay. running shorts with nothing under.”
“Good.” She grinned. She sat waiting for several seconds. “Well?”
“Now?”
“You dress, I’m, going to finish dinner. It’s already cooking and I just need to make the rice.”
I nodded and headed to my room, Betsy walking up the stairs behind me, heading to the kitchen. I changed into the pair of light nylon running shorts, feeling a little awkward with my dick flopping around inside the shorts without underwear. Hell, the legs were so short that if I got a hardon the damn thing would be sticking right out down my leg. I walked down the stairs and stepped behind Betsy as she stood at the counter peeling some carrots. I slipped my hands around her and up under her shirt, cupping both big soft tits.
“God, I’ve been waiting so long for you to do that again.” She whispered. “I miss your touch.”
“I miss touching you.” I whispered back, kissing the back of her neck.
“Do you do this to Patty?” She asked, making me stop what I was doing. “I’m sorry.” She hurriedly whispered. “I shouldn’t have said that.”
“No. it’s alright. And no. I don’t. Not sure why, but I haven’t ever done that.”
She put down what she had in her hands and turned in my arms, letting me pull my hands from under her shirt to hold her waist. She leaned against the counter and wrapped her arms around me. “Can I kiss you?”
“I wish you would.” I whispered back. She leaned her face to mine and pressed her lips to mine, softly. It started out tentatively, but quickly grew to a long wet passionate kiss, my hands sliding up under her shirt again to squeeze and massage her soft breasts, her hands gripping and pulling my butt to force my hardening cock against her pelvis.
“Should I come back later?” Mom asked as she walked in on us.
“Oh, um, no.” Betsy said, quickly letting go of my butt and pulling my hands from under her shirt. “Just have to finish the carrots and dinner will be done.” She said as she turned back around to the counter. I could tell she was blushing as I stood there, my hardon trapped between me and her soft butt as she gently rubbed side to side across it while going back to peeling the carrots.
Mom walked over and gently pulled me away from Betsy by the hand and drew me to the living room. We sat down next to each other on the sofa, she took a breath and I looked at where her eyes were staring. My engorged purple mushroom head was sticking out of the leg of my shorts, just as I had worried it would. Her hand reached out to rest on my thigh, her finger tips just brushing my head gently. “David,” she said huskily. She cleared her throat and then looked up at me, her fingers still brushing my dick. “David. I think you and I better talk a minute.”
“Okay.”
“I know you and Betsy are close. But don’t you think it’s unfair to lead her on like this? I mean, if you really intend on seeing Patty long term, you should focus on her, not playing house with Betsy while you’re away from Patty.”
“You’re right. I agree completely.” I nodded.
She sat, looking at my face, but her hand shifted slightly to be able to rub more of my shaft with her fingers. “But you’re not going to change what you are doing with Betsy, are you?”
“Can I level with you mom?”
“I hope so. As close as we’ve been, are, I would hope so.”
“I feel trapped. Just as trapped as I was when I realized I was in love with both Betsy and Mandy, only then I KNEW I was in love with Mandy. There was no doubt I wanted her for the rest of my life. On the way to school, that night at the motel, when she stole my suit and I chased her? When she stopped and looked at me. We looked at each other, we both knew. Hell, I knew I had feelings for her, but I didn’t realize until then, that I was in love with two women at the same time.”
“But this is different?”
“Yeah. I care about Patty, but when I see her, I don’t get that rush I get with Betsy. When I see Betsy, I want to hold her and touch her and kiss her and, well, you get the idea. As much as I like being with Patty, I don’t get that rush.”
“So, what are you going to do?”
“I don’t want to hurt her feelings.”
“David. If you had to be stranded on a desert island for the rest of your life, and you could only take one person with you. Who would it be?”
I looked at her. “Mom. You know what I’m going to say, don’t you?”
“I do. The question is, do you?”
“Yeah.”
“Then you know what you have to do, don’t you?”
“How do you tell someone that saved your life that you don’t really want to be with them forever?”
“I don’t know son. I really don’t. But you need to, if that’s what you feel is right.”
“Yeah.” I agreed. “I suppose so. What about you?”
“What about me what?” She asked.
“I hear your guy is coming over tonight.”
“My guy?”
“I haven’t met him. So I don’t know what to call him. Have you spent the night together?”
“A few times.”
“Is he good in bed?”
“Pretty good.”
“So, what’s the problem?”
“Who said there was a problem?”
“Mom. Where’s your hand?”
She looked down and blushed. Her fingers had long since left just stroking my head and shaft. Her whole hand gripped my dick, partly pushing the leg of my shorts up to give it room. She let go of my dick and let it settle against my thigh, stroking it softly with her fingers. “Guess we both need to deal with things. How do I commit to a man and still play with my son’s dick?”
“That’s what you have to answer for yourself. What we did, what we shared, it was special. I won’t lie, I wouldn’t mind, at all, having you take that dress off and let me see you naked again. But if you want this guy, if you wanna have that kind of relationship again, you have to decide not to do this anymore. You probably could never tell him what we did, what we shared. Who knows what kind of problems that might cause you, but if you decide to; well, I’ll be fine if you do. I know you’re lonely and want that kind of companionship. Just make sure it’s the right guy for you.”
She chuckled a soft feminine laugh. “When did you get so smart?”
“I had a really sexy teacher.” I whispered before leaning to her and kissing her cheek.
After dinner Betsy and I went for a walk, leaving mom alone. I hoped everything would work out the way she wanted. Hell, I hoped I’d find a way to make things work out for me. Betsy drove us down to the river walk downtown, a paved path that followed the river through downtown. It was lined with park benches here and there, little places to stop and watch the river flow lazily by, trees to shade it on hot days and occasional little exercise places, with chin-up bars and such. I’d walked some of it a few times with mom, but this walk was different.
We hadn’t gone two hundred yards and I found her hand in mine. It felt good. We walked for almost two miles before we turned to head back. We were in no hurry, trying to give mom time to be with her friend. It was almost dark by the time we got back to where we parked. There were half a dozen cars in the parking area, meaning half a dozen people still on the trail, but I don’t think she cared as she pulled me off to the corner of the parking area where there was a small clump of bushes. It only took her seconds to strip off her top and shorts, leaving her standing in nothing but her shoes.
“I’m here. You can have anything you want.” She whispered.
“Betsy,” I stated to say. I saw her face change, the smile fading to a frown. Then she leaned down and picked up her shorts from the ground. I knew what she was thinking, that I was rejecting her offer. I reached out and took her shorts from her. “Betsy. You and I have danced around this for a long time. We both know we love each other. I can’t tell you how often I spend thinking about you when we’re apart, and I can’t begin to tell you how it felt to see you in person again. The only person that ever made me feel that way was Mandy.”
“But Patty?”
“I care about her, but she doesn’t make me feel like this.” I whispered as I stepped to her. I stood only a few inches from her and pulled my shirt up and off, dropping it onto the ground. I pushed my shorts down and stepped out of them so I was as naked as she was. I pulled her to me, pressing out bodies together, and then our lips. We shared a long, wet kiss, both of us lost in the feeling of each other, our hands roaming each other’s bodies as her tits pressed to my chest. She found my hard cock and pushed it down between her thighs, letting her wet lips rest on the top of my shaft.
It only took a few moments, and the two of us were rocking our hips, our lips still pushing and teasing each other as her clit stroked along the top of my shaft. She suddenly pulled back from me slightly, arching her back and reaching down between us. She guided my engorged head to the entrance of her pussy and helped me get inside of her, before she pulled us back together. The two of us stood behind the little clump of bushes, not caring who saw us at that moment. We rocked in time with each other, sliding my shaft in and out of her pussy. We were both already warm from the walk, and we were soon sweating, her tits sliding up and down my sweaty chest, our nipples teasing each other as they bounced over and around each other. Our orgasms grew by the moment, both of us struggling to hold back until the other came first. I could see it in her face, concentration, determination. She wanted to feel me come first, as I was trying to do the same thing, the same thing I always did.
“Oh fuck.” I grunted as my body jerked and I felt a gush of cum lance up into her pussy.
“Fuck yes!” She groaned as her body started to tremble at the feeling of my cum pushing into her. Over and over my body bucked into her trembling, spasming pussy while we pulled each other tightly together, renewing the kiss, until we had to break it to breathe. “God that felt good.” She whispered.
“Yeah. It did.” I agreed.
“So, what do we do now?” she whispered questioningly.
“I have to find a way to tell Patty.”
“She’s going to hate you.”
“Yeah. I know.”
“David, I’m done with school in December.”
“Yeah.”
“Think about that for a minute.” I stood, my dick softening and slipping from her, not sure what she was driving at. “If you’re living in the dorm, I can’t come live with you.”
“No, you can’t,” I agreed. She was silent for long seconds before I finally got it. “Oh. But if I lived off campus, an apartment or something, you could.”
“I could, if you wanted me to.”
“I’d love that.” I whispered before kissing her again.
We finally headed home, both of us naked, playing with each other’s bodies while she drove. We didn’t care who saw us naked at the stoplights. For the first time since Mandy and I had decided we were going to be permanent, we both felt free to express our desires and wants to each other and whoever saw, well, who cares?
We walked into the house, expecting to tell mom what had come of our walk. One look at her face told me something was wrong, very wrong. “Mom. What’s up?” I asked, standing in the living room in front of her, still naked.
“My date came over.” She whispered. I could see she had been crying and was now trying hard not to. I’d been there myself so many times in the last year.
“And?”
“What he wanted to tell me was that he was married. He wanted to divorce his wife and marry me, but he was still married.”
“Oh shit. What did you do?”
“What could I do? I asked him to leave and not come back. If a man is going to cheat on his wife and then ask her for a divorce to marry who he was cheating with, what stops him from doing the same thing to me?”
“Not a thing.”
“And so, my answer to him. Go back to your wife. Get out of my life and never come back.”
I sat down on the sofa next to her and pulled her over to me, hugging her tightly. “I’m so sorry mom.”
“It’s alright honey. I should have known something was up when he didn’t want me to call him at home. He said it was because he wasn’t there and didn’t have an answering machine. I guess I was just being stupid.”
“Seems we both were.” I whispered. She tilted her head up to look at me curiously. I just smiled and answered, “I finally found what I wanted, and it was right here the whole time. Betsy is going to come out and live with me after she graduates in December.”
“Oh honey! I’m so happy, for both of you.” She said as she shifted herself to hug me. She turned and looked at Betsy and held an arm out for her to join in, which she did.
—o—
I didn’t know what to say to Patty, so when she made what we expected to be a weekly Saturday night call, I had mom tell her that I was out and would call her back soon. I struggled with what to tell her, and delayed calling her back for not one, but three days.
“Hello?” I answered the phone on Wednesday afternoon, shortly after getting home from work.
“David!” I heard Patty say, cheerfully, on the other end.
“Patty! How are things in Maine!”
“They’re, um, different. ”
“Different? How?”
“Well, for one thing, you’re not here. ”
“No, and you’re not here.” I agreed.
“Work is interesting.”
“Here too.”
She was silent for a long time, long enough I wondered if we’d been disconnected. “David, we need to talk.”
“Okay.”
“My boss, Michael, he’s worried about me.”
“Michael? I haven’t heard his name before, have I?”
“Actually, I never told you about him. He was my boss while I interned before I came to school.”
“I see. Some old guy?”
“Not exactly.”
“I see. So, young enough to be interesting?”
“It’s not like that!” She said in a sharp defensive tone, telling me it was exactly like that.
“I see, and this guy is worried about you how?”
“He says that you and I have a very unhealthy relationship.”
It was my turn to pause. “How so?”
“It’s based on the breakup of your relationship with Mandy. If that hadn’t happened, we probably wouldn’t be in this relationship.”
“Well, that’s probably true.”
“He says we should take some time to see other people, that it might give us a different perspective on our relationship.”
“I see. And if I were to guess, he plans on being one of those people?”
“Well, we did go out for drinks the other night, just to talk away from work.”
“I see. At a bar or something?”
“Well, at first. But then we went to his apartment.”
“Patty, are you trying to tell me you slept with him?”
The silence was even longer this time, confirming what I suspected. “Yes.”
“Okay. I’ll make this really easy for you. I was already feeling, before the semester ended, that maybe we had jumped into this relationship too fast. I appreciate what you did for me, what you had your friends help do for me. I wouldn’t have survived the end of last semester if you hadn’t done what you did, and I will always love you for that. But I think it took a life of its own. I think I realized that when you were trying so hard to be part of the life I had here. Going naked in front of my friends and such. It felt forced. I don’t think we should be in this relationship. You go date Michael or whoever you want. When I come back, I won’t be living in the dorm. I’m going to find a place off campus and when Betsy graduates in December she’s going to come out and live with me.”
“Do you love her? Love her like you loved me?”
“Patty. I love her very much. I have since, well, before I even met you. I just never wanted to admit it because of what it would do to Mandy and me, and then to you and me. I think your boss is right. We aren’t in a healthy relationship.”
“And you’re okay with us breaking up like this?”
“Patty. I do care about you. But I don’t love you enough to get married. Tell your mom that I’m sorry she only got one shot, but we just aren’t ready for that kind of commitment together.”
She was quiet once again. “David, I’m going to miss being with you. How it feels to be in your arms, how it feels to make love with you. I wouldn’t mind if we were still friends. Maybe even really good friends, if you wouldn’t mind.”
“I wouldn’t mind at all being friends. Being that kind of a friend? I don’t know. I’ll have to see how things work out with Betsy. We have all summer to try and figure out our relationship. Why don’t you do the same with Michael or whatever his name is. We’ll be in class again next fall, so until then, maybe we shouldn’t talk quite so much.”
“Alright.” she said with an audible sniff.
“If you need something, if things go south and you need a shoulder to cry on or a friend to dump to, call me. I do care, just not quite as much as we should for that kind of a relationship.”
“I understand. David, thank you. For everything we shared.”
“Thank you for being there to drag me out of a hole.”
“Goodbye David.”
“Bye Patty. Good luck.”
“You too,” she whispered before hanging up. I held the receiver for long seconds before gently putting it back in the cradle.
I felt a hand on my back and then two arms encircle my waist. I felt from the breasts pressed to my back that Betsy was behind me. She kissed the back of my neck softly and then whispered. “I think you handed that very well. If you want, we can go to your room and cuddle. It might make you feel better.”
“Yeah. I think I’d like that.” I agreed. I followed her to my room and we did a lot more than cuddle. In fact, when mom came to let us know it was dinner time, Betsy got up and drew mom to the bed with us. In only minutes Betsy had mom stripped down again and laying with her legs spread, waiting for me to slide myself into her.
“Ohhhh damn. I said I wasn’t ever going to do this again.” She moaned as I pushed slowly into her. “You should be concentrating on your own relationship.”
“He is. His and mine and you’re part of being with me.” Betsy whispered. “Just enjoy it and we can talk about it all later.”
“Oh god yes.” She moaned as I started stroking in and out of her. Her pussy felt good around me, and since I’d already come in Betsy, I wasn’t worried about coming too fast. In fact, I was free to really pump into her hard, which I knew she enjoyed, without worry. In and out I thrust, driving hard into her so our bodies jammed hard together. Each thrust made her big soft tits roll sexily on her chest, and each thrust encouraged her to lift toward me, to help jam us together. In and out I pounded, surprisingly, feeling my own orgasm building much more quickly than I would have expected.
“Oh god. Ohhhhhhh David! I’m going to come!” mom cried breathlessly as her body started to shudder and tremble. I could feel her pussy clenching around me, squeezing me, trying to hold me inside her as I thrust hard into her spasming pussy. “Come for me David! Let me feel you come in me again!”
“Uh huh.” I grunted as my body jerked, jamming my cock into her. I don’t know where the cum came from, considering how big a load I’d put into Betsy, but, apparently, I found enough for mom to feel it surging into her. She gasped and cried that she could feel me, as my body jerked and twitched, emptying into her hot wet depths. I watched Betsy lean over mom further, turning mom’s face to hers and then kissing her in a long wet, passionate kiss, not unlike the ones the two shared frequently while they were sleeping together. For some reason the sight not only didn’t bother me, but it made my cock twitch a few extra times deep inside mom.
—o—
“I think it’s great.” Chris said as we sat in the family room a few weeks later. The four of us had started hanging out a lot more, double dating to movies, mini-golf, a few hikes and frequent evenings together just hanging out, like this Saturday evening. We’d already finished one game of trouble and the girls had gone upstairs to get more to drink, while Chris and I reset the board for another game. “I mean, you two needed to get together.”
“Yeah. It’s different this time. I mean, we slept together a lot in the past, but this time, it feels different, you know what I mean?”
“I know exactly. Katie and I fucked and even slept together dozens of times before I popped the question, but after, it felt different. Like somehow it meant more?”
“Yeah, I know.” I nodded as I put the little red wooden pegs in the home location where Betsy had been sitting next to me.
“We thought another round of beer was called for, after the way Katie trounced you boys!” Betsy said, walking into the room ahead of Katie, each of them carrying two bottles of beer. We weren’t quite twenty-one yet, but mom didn’t care if we had beer, as long as we kept it here and didn’t get caught drinking it out somewhere else. Of course, if we wanted to go to one of the nightclubs, up across the Michigan border, we could. You only had to be eighteen to drink there, but getting home was a challenge because the county cops liked to wait for kids that did to cross the line.
“Yeah, well maybe it’ll be my turn this time.” I said with a grin as I took one bottle from Betsy and then kissed her as she leaned over to meet my lips.
“Big talk from someone that got sent home six times in one game!” Katie said with a laugh.
“It’s all about the popper. Whatever it rolls is what happens. Not so much skill as luck.” Chris said.
“Uh-uh. Skill. You have to know which piece to move how far. You can set things up to try and send someone home, not just rely on luck.” Katie said with a grin. “Tell you what. I’m so confident I’ll trounce you again that I’ll make a bet with you. For every piece that gets sent home, the owner takes something off.”
“Something as in clothes?”
“Sure, why not? Betsy won’t mind looking at your naked bod.” Katie said with a giggle. “Hell, been a long time since I saw David naked, I wouldn’t mind seeing it again.”
“But we don’t have the same amount of clothes on,” I said.
“So? I bet you have more than Betsy and I put together. Unless you’re scared. Too bashful to be naked in front of me again?”
“You should know better than that.” I chuckled. “Okay. What happens when I get you naked and we still have clothes on?”
She shrugged. “We’ll think of something.”
“You have to do what we say.” Chris blurted out, and then quickly added. “You know, like kiss us or something.”
“Or something? Like maybe let you play with our boobs? Okay. You’re on!” Katie said with a smile as she sat down in the chair next to Chris, across from both Betsy and me.
“David, I only have the dress on.” Betsy whispered quietly.
“Then you better hope you don’t get sent home. Not like you haven’t ever been naked before.”
“Just wanted you to be aware that things could get interesting fast if I get sent home too many times. If you don’t want us to do something, say so.”
“Like what?”
She cupped her hand to my ear and whispered. “Katie wants you to try and make her squirt! So try and send her home as much as you can.”
I looked at Betsy in shock, but she just grinned back at me.
“You two sharing secret strategy?” Chris asked.
“No. Just expressing how much we love each other.” Betsy said with a grin.
Betsy, Chris and I all ganged up on Katie, though Chris had no idea what was coming and I had no way to warn him. I figured if things got out of hand he’d stop it, just like I would. But Katie seemed unfazed to end up naked first, with Betsy having to give up the only thing she had on only two moves later. Chris and I were both still partly dressed, though I was down to my briefs when I sent Katie home again.
“Okay, so you don’t have any clothes left to give me, so what do I get instead?” I asked.
“Well, how about a kiss?” She asked.
“Just a kiss? That’s kinda lame, isn’t it.” Betsy asked.
“Well, what do you suggest?” Katie asked her.
“I think he should get to kiss both sets of lips. A minute on each set.” Betsy said with a grin.
“BETSY!” Katie said in shock. “You gonna do that if Chris sends you home?”
“Why not? He sends me home he can kiss mine. Only seems fair, right?”
“Well. I suppose. What do you think Chris? Let him kiss me?”
“Sure, why not. You want him to kiss you down there, why not. You told me he’s already kissed you there once.”
“Well, he did, but that was with a bunch of girls, not since I met you.”
Chris chuckled. “Yeah, I know all about the sleepover and how you girls took advantage of him after that. Honey, you wanna let him kiss you there, that’s fine with me. I mean, you were the one that wanted us to go to that party and play in the dunes naked, right?”
“Wait! What party?” Betsy asked.
“Oh, some of the girls wanted to go play in Dunes Park naked, with their groomsmen. Kind of a dare thing. I didn’t invite David because I didn’t think he’d want to see Mandy naked, in her condition.”
“Probably a good call. But you guys went?”
“Oh yeah, we went. And toward the end of the party, one of the girls got the idea to steal Katie’s and my clothes, so we had to go home butt naked.” Chris said. “It was actually more fun than I expected. We played this silly game where all the girls put their pussies on my face, and I had to figure out which one was Katie. If I guessed wrong, I had to lick that pussy until she came and try again.”
“In the end I think he was guessing wrong just to get to lick more of the girls.” Katie said. “What no one ever told him was that while he was busy licking, some of the guys were busy doing other things.”
“They were? OH GROSS!” Chris said sticking out his tongue.
“Oh, don’t worry. None of them did what you think. They all kept it out of them.” Katie laughed.
“Hey! Wait. Did you?” Chris suddenly asked.
“No lover. I didn’t. I only sucked a couple dicks. I didn’t let anyone else put it in there.” Katie said. “Would you have minded if I did?”
“Well, yeah!” he answered.
“What if David had come, would you have complained if he did?”
Chris looked at me and shrugged. “I dunno. Maybe, maybe not. Not that it matters. Biggest thing is you getting knocked up by someone else. I mean, I don’t want to have to deal with what David did.”
She leaned over to him and kissed him softly. “I’d never let that happen lover.” She whispered as she broke the seconds-long kiss. Then she stood up and stepped around the table to me. “Okay David. One minute on each set of lips. Let’s see what you can do!”
She leaned down and pushed me back against the back of the sofa and then pressed her lips to mine. We kissed for some seconds before she pulled away breathlessly. “Okay, we know he can kiss.” She said as she straightened up. She stepped closer, putting one foot on the sofa near my hip and then arched her back. “Let’s see what you can do with this?”
I looked at Betsy, who just grinned at me. It was far from the first time she’d seen me with another pussy in my face, though usually it was mom’s. I reached for her butt and pulled her closer to my face, rubbing my face side to side to work her matt of brown curls out of the way. I kissed her soft inner lips that were protruding wetly from her full round outer lips, and then gently pressed my tongue between them. Her wetness was sweet and gentle tasting, attesting to her level of excitement, and I drew as much from her as I could with each soft lick from the entrance of her depths, all the way up to her clit.
“Ohhhhh fuuuuuuck,” she moaned softly as I licked up her slit slowly, over and over, each time flicking across her hard clit. I really didn’t want to stop when Chris said that my minute was well past.
“Sorry.” I said as I released her and wiped Katie’s juices from my face with one hand. “Easy to get lost in a nice pussy like this.”
“Thanks.” She said, blushing a little, as she moved back to her seat. I couldn’t tell if the blush was embarrassment or flush of excitement, but I suspected the latter. “So, who’s turn is it again?”
“Chris’s.” Betsy answered, the grin on her face never leaving. I realized why a few moments later when I looked down at her lap and saw she had two fingers pushed into her pussy, blocked from Chris’s view by her squeezed thighs. She gave me a crooked little grin and shrug when she saw me look back up to her face. “What? I had a front row seat.” She whispered.
It didn’t take too many more turns before Chris lost his briefs, much to the delight of both Katie and Betsy. The girls were clearly ganging up on me since I was the last to have any clothes on at all, and I finally had to stand up and give Katie my briefs. Now it was down to what, I suspected, were going to be much more sexual favors when one got sent home.
Chris landed on one of Betsy’s pieces, and the girls decided that since I had kissed Katie’s pussy, that an appropriate exchange would be for Betsy to suck on his cock for two minutes. A side bet between the girls quickly formed, as to whether Chris could even last the full two minutes without losing it, Katie chiding, her soon to be husband, about how fast she could make him come orally.
Betsy knelt in front of Chris and gently stroked his cock with one hand, his hardon sticking out like a telephone pole it looked so hard. He’d had a hardon, he’d been trying to hide, ever since he lost his briefs, so I wondered if he actually would make it two minutes. I knew from experience that Betsy was EXTREMELY good at oral sex, on either sex. Katie watched the clock on the wall and told her to start when the second hand passed the 12. Betsy wasted no time closing her lips around his shaft and teasing it with her tongue. On and off she stroked her mouth, pushing so far down his shaft that his engorged head pushed into her throat.
“Ohhhhhhh fuuuuuuuck.” He groaned, clearly trying to hold his hips still as she fucked him with her mouth. I watched her tits swing and bounce against her chest as she pumped her face on and off his cock, the slurping and sucking noises filling the room. “Ohmygod!” I heard Chris gasp as she reached her hand up to his balls and gently squeezed them. If I knew her, her fingers would soon be between his legs, teasing that sensitive area between his balls and his butt hole. I looked up at the clock to see how much time he had left, and heard him suddenly gasp, “OH SHIT!” his body jerked toward her face, her hand holding his cock firmly now, her mouth covering only his head as he stood jerking and twitching as he came in her mouth. “That wasn’t fair.” He panted as he looked down at Betsy, her lips still around his dickhead.
“No?” She asked as she pulled her lips from his shaft.
“Uh-uh. You do that to Dave?”
“Sometimes.” She said with a grin.
“What did she do?” Katie asked with her brow furrowed in curiosity.
“She stuck her finger in my butt.”
“Made you come, didn’t it?” Betsy giggled.
“Well, yeah.”
“So, looks like I won the little side bet your sweetie made with me.”
“So it would seem,” he admitted. He looked down at Katie, “You sure you wanna do this? I mean, I know he licked you before, but this is a lot more than just that.”
“Oh come on Chris. He’s only allowed to use his fingers and his mouth. It’s not like he’s gonna fuck me or anything. How is that any different than what Betsy just did?”
“Well, I guess it’s not.” He admitted.
“Well, I made the bet. I figured you could last longer, so you don’t have anyone to blame but yourself.”
“Come on David. Come over here.” Betsy motioned, moving out of the way so I could kneel in front of Katie. I knew what she wanted, and to be honest, I was kinda excited about doing it to her. I wasn’t sure I wanted Chris to know that, so I looked as resolute as I could as I moved between Katie’s legs.
“You know, if you want your future hubby to do this, you ought to think about mowing the lawn.” I said jokingly.
“What? Trim it all off?”
“Betsy does.” I said with a shrug. “Chris, why don’t you to play with her pussy while I do Katie? See if you like it shaved off.”
“You want me to go lick Betsy’s pussy?”
“Why not? She just gave you a blow job.”
“Well, yeah, she did, didn’t she?” he asked a little sheepishly. “I suppose I could return the favor, if you don’t mind.”
I chuckled. “Yeah, here I am, between your future wife’s legs and you ask if I mind if you do the same to mine? I kind think it’ll be alright. I mean, it’s just us, and we’re all friends, right?”
“Yeah. right. I guess you’re right. I mean, it’s both our fiancés, so nothing we aren’t sharing in.”
“That’s the way I see it.” Betsy said quickly. “Why don’t you come over here and see how good of an orgasm you can give me.”
“Well, Katie thinks I do pretty good.”
“Good, come show me.” Betsy said, leaning back on the sofa and lifting her legs. She spread them wide, exposing her wet pussy to all of us, her inner lips protruding wetly from between her engorged outer lips. She reached down and spread her lips, letting us see how wet she was already, her pussy almost dripping her juices, as she waited for Chris to move over to her and kneel down.
“Well, let’s see what I can do here.” I said softly to Katie.
“I know what you’re capable of, so go for it honey. Give me the works.”
I lifted myself up and leaned over her. “I usually start up here.” I whispered, as I leaned my face to her chest. I closed my lips around one nipple, sucking it into my mouth and flicking it with the tip of my tongue. It had the reaction I expected, her hips pushed toward me as she arched her back and groaned in pleasure.
“Oh damn. That’s a nice way to start.” I licked and sucked both nipples, taking my time while I let the fingers of my right hand slowly stroke her wet lips, my middle finger slipping gently between her soft, protruding inner lips to find her clit. She moaned loudly each time I stroked over and around the hard nub, her body trying to grind against my cock as she dug her heels into my butt to try and pull me closer. “Oh god you are such a fucking tease! Make me come honey, make me come like you used to make her come!”
I let go of her nipple and gently reached for her feet. I pulled them from around me and lifted them. “You want it all? Try and keep these up here.” I said softly before I lowered my face to her pussy. I used my fingers to spread her curls and expose her soft lips to my tongue.
“Ohhhhhhh my God, yes! Lick me honey, lick my hot little cunt!” I couldn’t respond easily with my face between her legs, but then, did I really need to? I rubbed my finger around the entrance to her depths, teasing the tip into her like a little dick while I used my other hand to spread her lips and expose her clit. I rolled my hand over so my palm was up and then slowly pushed my middle finger into her. “OH FUCK, YES!” She gasped, as my finger pushed into her. I curled it up under her pubic bone and searched for that perfect spot. “OH SHIT!” She cried as her whole body suddenly jerked.
“You alright lover?” Chris asked from between Betsy’s legs.
“Oh yeah. More than alright sweetie. Just go back to what you were doing. I’m just fine here.” Katie panted.
In and out I stroked my finger, working it across that most sensitive spot, while I licked and teased her clit. Her whole body was trembling when she finally let go. Her back arched and she screamed “FUCK YES!” as her body stiffened. I felt her cum gushing out at me, her body spraying her juices down my neck and chest for several seconds before she sagged back. I wasn’t done yet. I continued to tease and stroke her depths with my finger, her body starting to stiffen again. She arched her back and gasped deeply as her body again surged her juices out at me, soaking my chest again. “AHHHHHHHHHH FUUUUUUCK!” She cried as she trembled and shuddered. Her body sagged back into the chair again, this time I didn’t think I’d get another out of her and I pulled my finger out of her. “Oh god. Don’t stop. Fuck me. Put it in me and fuck me!” she begged.
“Katie?” Chris snapped. “Really? you wanna go that far?”
“God yes. I want it. I want the whole thing in me. Let him sweetie. Let him do me and you do Betsy. Fuck her like you fuck me.”
“I don’t know about this.” Chris said quietly, looking at me from where he was still kneeling between Betsy’s legs.
“You wanna do Betsy?”
“Well, um, I sorta do.”
I looked up at Betsy. “I’m game. Who knows, we might like playing like this.”
“I don’t want to get you pregnant. As turned on as I am, I don’t think I could hold back long.”
“You don’t have to. Get my pants.” Katie answered. She took her pants from me and dug in the pocket, pulling out four condoms. She handed one to me and then tossed one toward Betsy and Chris. “No one can complain now.”
I opened the packet and she took it from me. She rolled the condom down my dick and then pulled me toward her, clearly not interested in me doing anything that might slow things down. I pressed my head to her entrance and pressed slowly into her. “OH MY GOD YOU’RE FUCKING HUGE!” She gasped, as I pushed slowly in. “I knew you were gonna feel big, but SHIT!”
“Don’t worry about it honey,” I heard Betsy say to Chris. “Yours looks like it’ll fill me up just fine.”
I started to stroke into her, driving slowly in and out at first, but her feet soon found my butt and tried to pull me harder and faster. Before long her round, C cup titties, were wiggling like little Jello mounds on her chest as I pounded our bodies together. True to my word, I wasn’t going to last long. I could feel my climax building within only a few short minutes of pushing into her. Thankfully, I could feel her own orgasm rebuilding and moments before I couldn’t hold back any longer, I felt her pussy clench around me.
“OHHHHHH FUUUUCK!” she cried as she climaxed around me. I continued to plunge hard into her, knowing I was going to come any second.
“UHHH!” I grunted as I drove into her one last time, my spasming body slamming me so hard into her I moved her on the chair. I felt my cock surging shot after shot of cum into her, or more properly, into the condom that was thankfully containing my juices. I knelt between her legs, panting, as my body slowly started to relax, the spasms slowly fading away and letting the sounds of Betsy and Chris filter back into my consciousness.
“That’s it honey, keep going. We’re almost there. Ohhhhh God. I’m gonna come honey. I’m gonna coooooome!” Betsy moaned loudly. I watched as Chris pounded into her over and over, her fingers rubbing her own clit frantically as she pushed herself over the edge, taking Chris with her. He grunted and jerked, his cum filling the rubber encasing his surging dick. He knelt there, panting for long seconds, his body occasionally twitching and jerking as he finished emptying his cum. He looked over at me, my own dick still inside his fiancé and gave me a kinda crooked grin.
“Fuck man. Betsy is one hot fuck.” He said with a chuckle.
“Yeah, Katie isn’t exactly a slouch either.” I answered looking back at her.
“You should know, after sneaking that thing of yours into me in the middle of the night.”
“Huh? I didn’t. That isn’t at all what happened.” I protested.
“Did what?” Chris asked quickly, looking between Katie and me and back again.
“The night we had that sleepover I told you about? I kinda snuck into bed with him and Mandy, and when he woke up, he thought he was fucking Mandy, but it was really me. I don’t know that Mandy ever found out. But that was way before you and I were doing anything. Just the same, I wouldn’t mind doing this kind of thing more, at least if you don’t mind lover!” Katie said, but looking directly at Chris. “I can think of a few naked games we can try. Strip poker or blackjack, naked twister, maybe even strip checkers.” She said with a giggle. “What do you think honey? Up for more games like this in the future?”
Chris looked at Betsy’s naked body, his softened dick still stuck in her pussy and then back at his fiancé. “I suppose we could try a few more games if you want.” He agreed. “What about you Dave?”
“He won’t mind one bit. He had permission from me to fuck anyone he wants, as long as he comes home to sleep with me.” Betsy said before I could answer.
“I do?”
“Of course. I’m not threatened. I know we love each other and have been since day one, even if you wouldn’t admit it, and there have been plenty of girls that have had a chance to steal you away. So, if you’re still in love with me after that, what do I have to worry about?”
“I wish you were that open minded.” Chris said to Katie.
“Trouble is, I don’t trust any of those other girls you might fuck to not steal you away. This was fun. I’m good with a little swapping and playing, but I’m not sure I’m ready to turn you loose with a bunch of other single women. Betsy is taken, so I don’t have to worry. So, if you don’t mind, let’s just keep this to a small circle and only when we’re together as a group, like this.”
“Sounds good to us.” Betsy and I both agreed at the same time.
I gave Katie’s breasts a quick squeeze and then let my softened dick slip out of her, wondering just what else that wicked little grin she was giving me was going to devise. Should be an interesting summer.