Sisters, Friends, and Lovers - Book Two
Copyright© 2025 by Wolf
Chapter 29: Engagement
Erotica Sex Story: Chapter 29: Engagement - Steve is surprised/shocked! The two girls he’s dating are sisters! A threesome forms then a third sister joins. Friends arrive causing additional loving and sexual relationships. He hides nothing as his sphere expands. He involves guy friends to help out with his ‘harem’. A wedding and highly sexual five-day ‘reception’ cap off the story, along with the perfect living situation. The author has a quite a few other books/series you might also consider, including collections to save you money.
Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa Fa/Fa Consensual Romantic BiSexual Heterosexual Fiction Incest Group Sex Anal Sex Exhibitionism Masturbation Oral Sex Voyeurism
Once inside Jane’s home, Jane drew the drapes, turned, and shed her clothes in less than thirty seconds. She walked up to Bob and Pete and said, “I have a real yearning to be double-teamed by you two men. Come with me.” She led them in the direction of her bedroom.
Pam took a little longer to strip, but then she was all over me with kisses and hugs. I dropped my clothes, and then Pam and I did what two horny naked people do – we fucked the living daylights out of each other on Jane’s living room sofa, on the rug, on the kitchen counter, and on the dining room table.
When we went to stop, we could hear the second round of pleasing Jane just starting up in the bedroom. We got up and peeked around the corner. Jane lay on her back with Bob pistoning between her legs; Pete had his cock in her mouth as she tried to deep throat his long tool. Pam strolled over to her husband, and started to make out with him while Jane sucked on his rod. Jane’s nearest hand immediately found its way to Pam’s drippy pussy and started to finger fuck her friend and sapphic lover with her fingers.
Eventually, Pam, Pete, and Bob went home, and Jane and I had another round of lovemaking before we cuddled together and went to sleep.
Friday afternoon Pam and I flew to Boston. We got to my apartment about seven-thirty, and I introduced her to Fran, Sheila, and Ally. Aidan was also there, and Pam obviously liked him, as well as my girls. The six of us walked down to Harvard Square for Mexican food.
Fran sat next to me on one side and Pam on the other. Fran said to me in a confidential tone, “I hope you don’t mind, but I’m going out with Joel after dinner. I may not be back until tomorrow. I hope that won’t upset you or anybody...”
There was that knife again, jamming into my side and twisting. Fran didn’t mean that as a result, but that’s what I felt. I know she could see the horror, the shock, and the regret on my face, but I tried to smile through it and said in a strained voice, “Oh, all right. I’ll see you then. I was hoping to be with you tonight, but ... will you two come to the Reddick’s tomorrow night?”
“We’re planning on it. I’m hoping you and I can be together then, okay?” The ‘okay’ had at least a touch of caring in it. The rest, not so much.
Somehow her last statement hurt as well. Had I been reduced to the same level of caring and concern as Chip or Lyle or Sean, and Joel had moved up in preferences? We liked them, but if they suddenly vanished Fran would barely blink an eye, yet she professed to enjoy sex with them and I’d often heard her say the same thing to them.
I guess I got really quiet after that at the dinner table, and I let the others carry the conversation. Mentally, I was licking my wounds. As we left the restaurant, Fran headed off to the corner to get a cab to Back Bay, and the rest of us started to walk back to our apartment.
Pam grabbed my arm to walk with me, and she maneuvered so we were a good fifty to one-hundred feet behind the others. She said in a low voice, “Steve, what’s wrong? Did Fran say something that upset you? You were in a good mood until halfway through dinner, and I heard just about everything everybody else said.”
“Yeah, sort of. As she explained as we left the restaurant, she was going off to see another boyfriend and spend the night with him.”
“Ooooouuuu,” Pam said with pursed lips. “I can see where that might upset you.”
“Well, I’m trying not to let it get to me, but it does. Even though I am blessed with you and many other females in my life, I’m finding it hard for her to go off with Joel.”
“Have you met him?”
“Once – a week ago.”
“But there’s something about him you don’t like or trust?”
“No ... I think ... he’s seems like an alright guy. You’ll meet him tomorrow evening.” I thought for a moment, and Pam gave me time to think. “Maybe you’re right. Maybe there is something about the guy that puts me off, but it isn’t obvious and I can’t put my finger on what it is.”
“You really love Fran don’t you?”
“Very much.”
“Does she know?”
“I thought so.” I reconsidered my statement and said, “Yes, I’ve told her.”
“No, you haven’t.”
“Huh?”
“Take this from an experienced woman who understands and is very sensitive about people’s nonverbal cues. I’m also an intuitive. Fran is yearning for someone to really love her and love her deeply. Believe me, I could see it written all over her face. You may have ‘told’ her you love her, but the message didn’t get through. You might think of stepping things up a notch or two or three until she gets that you are really serious about her – that is, if you are.”
“I’d ask her to marry me, except now I’m not sure she’d say ‘Yes.’ I don’t think she’d want to shut her sisters, mother, and our other friends out of the crazy relationship we’ve put together.”
Pam and I walked a little further before she said, “I hope it’s not too late. If I was in your shoes, I’d ask her on the first opportunity you have ... and you better have a ring in your hands when you ask.”
“Do you think she’ll accept?”
“She’s starry-eyed over you. This guy Joel is a diversion, and perhaps her way of signaling you that you better get off the mark, although she may not be conscious of what she’s doing to try to change things. That said, she could get carried away with the new relationship, particularly if he puts on a full court press, and suddenly she’s gone.”
“What about her sisters and the others?”
“I think everything will work out, but you’d better move on this one. I am really intuitive about things like this, and I’m hearing a megaphone message about this.”
“How could you tell all this in an hour or two upon first meeting her?”
Pam said, “Body language and listening to what she said and the way she said it.”
“Telling me she was going off overnight with Joel was pretty definitive.”
“In a way yes, but I think her date masks what’s really going on in her head.” I watched her when she talked to you about that.
We arrived at the house, and all filed inside and up the stairway. Aidan went around and dimmed the lights to create a romantic atmosphere. He then came up to Pam from behind her, and put his arms around her. She turned and almost immediately the pair were locked in a passionate embrace that knowing Pam would lead to them fucking in the near future.
I put my arms around Sheila and Ally, and led them into our bedroom. We were soon making love on our large bed.
Aidan brought Pam into the bedroom and they took the smaller bed. I continued to think how erotic the arrangement was where lovers in both beds could look across the short distance and see each other. I could tell Pam was getting off on it, and for that matter I was, too. We stayed all evening long with our partner arrangements, except when we combined everyone in one bed and made a small orgy of things for a while.
In the morning, Pam and I were up before the others. I had lain awake part of the night thinking about Fran and what Pam had told me. I had one more question for her.
After kissing Pam and running my hands up under the t-shirt of mine she wore, I said to her, “Pam, I have an important question to ask.”
She nodded at me as she ground her hips into my swelling cock.
“It’s about Jane. If I ask Fran to marry me, as I’m inclined to do, how do you think Jane will react? Will my actions crush her?”
Pam shook her head. “Steve, you do what you need to do to have your own life work out. Jane will understand and be sympathetic. She’s over a decade older, and chose her life path to be what it is. She doesn’t expect to marry, live in a white house with picket fence, and have a covey of children. Maybe she’ll want to live vicariously through you and Fran, but I don’t think she’ll be hurt. Moreover, I will tell her I said this if she feels put out about it, so I’ll share any blame, but I don’t think it’ll be necessary so long as you hold onto the love you have for her.”
I weighed that information while Pam played with my cock through the pair of briefs I wore. Eventually, she pushed my briefs down and started to fellate me. When I reached the ‘done’ point, she hopped up on the kitchen table, spread her legs, and pulled me into her pussy. We started to fuck in a slow way, as I kissed her and thanked her for her insights and understanding.
About twenty minutes went by before I sped up and dumped my load into Pam’s juicy cunt. She held me to her for a long time afterward as we kissed and made out. When we pulled apart slightly, I saw Aidan, Ally and Sheila standing in the doorway acting as voyeurs. The girls were jerking off Aidan, and they each had their hands in each other’s pussies. The morning was off to a good start.
After breakfast, I had a serious talk with Sheila and Ally about asking Fran to marry me. Sheila and Ally went wild with joy at the idea that I would be asking their sister to be my bride. I had worried they would be severely disappointed, but that didn’t seem to be the case. Later, Pam agreed. I had a lot of questions around their reactions, but I didn’t articulate them right then. Aidan showered and ran off to do errands and go up to Farborough.
I asked the three women to go with me to buy an engagement ring. We found a Kay Jewelers open on Boylston Street, and the four of us poured over diamonds until I eventually picked a 1.5 carat diamond ring with twenty side stones embedded in the band of the ring. The women approved of the choice, and were bubbling over with enthusiasm over the whole idea and particularly about having been involved in the selection. I put the eight-thousand-dollar tab for the ring on my credit card.
All the way back to the condo, the three of them kept pestering me as to how I planned to ask her, and what I’d say, and so forth. At that point, I had no idea. I just knew I wanted to get her alone so I could tell her how I really felt and then pop the question.
Fran arrived home about four o’clock. We were all in the living room relaxing when she came in. I wondered if she could sense the extra tension and excitement in the apartment. My cohorts had agreed not to spill the beans or talk about anything, until after I told them I’d done my popping the question.
I greeted Fran with a couple of kisses and hugs, assuring her that I’d missed her. I reiterated that I wanted some private time with her that evening, and she flashed me a smile and agreed. I also explained that I wanted Sunday to be our special time together before I had to fly to Chicago on Monday morning to visit the TCI office there. She agreed to promised me that time, too. I thought things were heading in the right direction.
We left the apartment to drive out to the Reddick’s home at five-thirty. The girls had made some dishes to contribute to the potluck dinner, and I carried four bottles of wine. As we drove, Pam asked a lot of questions about the Reddicks, Dunns, and the others who would be there tonight. I wasn’t sure of the overall attendance myself beyond our normal crowd.
When we entered the noise level in the house quadrupled. Everyone loved Pam and expressed their thanks for me for bringing another ‘free thinking’ friend up from New Jersey. Word had traveled ahead of our arrival about Pam being married, and yet her open arrangement that allowed her to be with me and others in this group sex situation.
Jean and Dave Henson arrived about five minutes after we did. Their arrival triggered in my mind that I should tell them my intentions about proposing to Fran later that night. Consequently, after the initial greetings had passed, I pulled Jean aside, ostensibly to get us a glass of wine.
“Jean, I need to tell you something serious that will change the dynamic between us and many of the people here.”
She looked surprised at my supposition, and turned to give me her full attention.
I spoke quietly so the others wouldn’t hear us; “I want to ask Fran to marry me tonight when I can get her alone.”
Jean’s back straightened up, and she grinned at me. “Oh, that’s so wonderful.” She hugged me. “I already think of you as a son-in-law, one I like to fuck, by the way. This will be marvelous.”
I shared my worries; “I’m not sure she’ll accept. She’s become quite infatuated over the past week or so with Joel. I hope I’m not putting my foot in it by asking, but I don’t want to lose her. Sheila, Ally, and Pam helped me pick out a ring today.” Inside, I found myself steeling my heart and emotions in case Fran turned me down. I wondered how I’d continue with her – even with the sisters – if she said no. Truthfully, this was a high-risk move; I’d be crushed to dirt if she didn’t accept.
To read the complete story you need to be logged in:
Log In or
Register for a Free account
(Why register?)
* Allows you 3 stories to read in 24 hours.