Sisters, Friends, and Lovers - Book One
Copyright© 2025 by Wolf
Chapter 23: Jane Arrives in Boston
Erotica Sex Story: Chapter 23: Jane Arrives in Boston - 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.
Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa Consensual Romantic BiSexual Heterosexual Fiction Incest Group Sex Anal Sex Exhibitionism Masturbation Oral Sex Voyeurism
I paid the cabbie, and I helped Jane with her roll-on suitcase into the building and elevator. A few seconds later, I opened the front door to the condo.
There in front of us was a big sign – ’Welcome, Jane.’ A few cartoon faces populated the paper sign. Beneath it were the large signed names of Fran, Sheila, Ally, and Aidan.
I felt Jane sag a little beside me and realized she’d been walking in an unnatural way. She said sincerely, “Oh, that’s so nice and unexpected.”
I heard commotion in the living room, so I left the suitcases, and escorted Jane in that direction. We met Sheila, Fran, and Ally heading in our direction, and suddenly there was the din of greetings and conversation as though old friends were getting reacquainted. The women all knew of each other, in detail, through me, but this was their first face-to-face meeting.
I stood back and watched with joy how well the initial interactions seemed to go. Soon my three girls came to me for welcome home kisses. Sheila also brought each of us a glass of Chardonnay, already knowing our preferences. I chuckled to myself because Jane drank her glass in less than two minutes. She was still nervous. I served us refills, not with a goal of getting Jane loopy, but definitely with the goal of getting her relaxed.
Jane did slowly allow herself to get into the comfortable groove I’d seen her in every day at her office where she excelled. As I observed her with my partners, I could really see how she’d softened in the few weeks since we met. Initially, I thought I’d met a marine in skirts or a pants suit, but now I saw a woman who could accomplish just as much but with a feminine touch and a kind word.
Fran and Sheila had prepared a special dinner for the five of us, a Chicken Marsala with shitake mushrooms on the side. They had also set up the dinner table with a tablecloth, candles, and everything looked welcoming and warm. Under polite questioning from the girls, Jane opened up about her early life growing up outside Philadelphia, going to college at Rutgers, and then the start of her career at Syntron, a company that merged with another to create TCI. I learned quite a bit about Jane I hadn’t known. Of course, we traded similar information with her, and also found many common points of interest.
Even as the animated conversation continued, Ally and I subtly did cleanup duty, put the leftovers away, and left a spotless kitchen, as was our habit. None of us liked a messy kitchen when we went to eat or snack, so we always cleaned up after ourselves. This carried over to the rest of the apartment.
Fran started the ball rolling, by pulling Jane from her dining room chair and leading her into the living room. As they left the table I heard her say, “Steve told us you’d never had a chance to make love with another woman. I don’t want to pressure you, but I would love to share that experience with you. I promise I’ll be gentle, loving, and take it slow to make sure you’re okay with whatever we’re doing. Just so you know, this part of making love is pretty new for all of us, too.”
I could see Jane gulp. This was crunch-time for her. She turned to Fran, “I’m nervous about doing this, not because I don’t want to, but because I’m totally inexperienced with another woman. Heck, I’m inexperienced with men, too, but Steve is trying to cure that problem in large leaps.”
Fran said, “Then just let me make love to you for a while. You don’t have to do anything but enjoy and respond in whatever way your body tells you to. See whether what I’m doing is pleasing to you.” She leaned in and carefully kissed Jane on the side of her neck. Jane bent her head over and closed her eyes to savor her first sapphic kiss.
Sheila, Ally, and I headed into the bedroom to give Fran and Jane some alone time in the living room. When I peeked just before entering the other room, I think Jane was glad not to be on display to all of us. I was glad to have the two of them with me; I’d missed them dearly being away all week, even though Jane had kept my bed warm. I figured this strange phenomenon directly resulted from loving more than one person. Even if you were with someone you cared about a great deal, you could still miss the others you cared about. I’d noticed it the weekend before when even though I was cuddled up with Fran and Ally and feeling superbly loved, I also missed Jane and wished she’d been with me. At least this weekend, I had them all in one place, plus I knew we’d even be getting together with our other friends who I also cared for. All seemed right.
Our threesome thrived, as we loved each other. I brought my best skills forward to please Sheila and Ally, and I know their moans and sounds drifted into the living room. We’d left the door open so we could hear Fran and Jane, and that meant they could hear us.
Jane must have loved her initial sapphic experience because I kept hearing her moan, and then an occasional word or announcement of an impending peak experience on Fran’s tongue or fingers. As the three of us lay together enjoying our afterglows, I heard Fran start to moan and instruct. Apparently, Jane had decided to take the initiative and try the other side of the equation. I even heard Fran mutter a few expletives as she was prone to do when she started to orgasm.
I got up, made a bathroom stop, and then went and peeked into the living room. I wanted the two of them to come to our bedroom so we could be together in one room.
Fran squinted at me as Jane thrust her tongue into her vagina like a small cock. Jane used her thumb on Fran’s clit to amplify the action and suction. From what I could see, she was doing pretty well with a member of the same sex.
I knelt behind Jane’s naked body and enfolded her in my arms. I felt her reluctance to break away from eating Fran’s pussy. “Both of you come into the bedroom. Use the other bed if you wish, although I’d like to make love to Fran, and I know Ally and Sheila want to be with Jane.”
The two stood, came together in a full-frontal kiss as their naked bodies pressed against one another, and then holding hands, Fran led Jane into our bedroom. Following them and watching their sexy nude bodies strolling through our apartment gave me another hard-on because I thought it was so sexy – new girl in my apartment and all.
Sheila held her arms out to Jane from the big bed. Jane looked back at me; I wasn’t sure if it was for acceptance or for permission. I knew Jane had become somewhat dependent on me in her rapidly escalating sexuality. I didn’t want to push her, but I knew she wanted to stretch her horizons rapidly, so I’d been leading her in those directions.
I gestured for her to go to Fran’s sister, and Jane moved into the position I’d been in next to Sheila. Ally returned from the bathroom, and I gave a nod for her to join Jane and Sheila. Ally seemed pleased with the idea based on her smile, and her enthusiastic move to join the pair who had already started kissing.
Jane initially acted surprised at having two nude women suddenly with her. She alternately kissed each of them as their hands roamed wildly across available skin – breasts and pussy being the most sought-after erogenous zones.
Fran came into my arms and we kissed, running our tongues together in the space between us as we pushed together. I led her to the queen bed, and without much foreplay we joined. When I questioned her in a whisper, she told me that Jane had her revved up so high she thought she’d burst if I didn’t get my cock inside her right away. She whispered to me, “I really like Jane. She’s so nice ... can we keep her?”
Fran wanted an energetic fuck from me, something she occasionally requested even though I’d made her sore a few times. This kind of lovemaking took some effort on both our parts, but particularly on mine since I had to take command of her, push her around somewhat roughly, and thrust harder into her body than I normally did. Soon, I had Fran letting out a little shriek on each of my hard thrusts into her body as I knelt behind her in the doggie position, hammered into her and swatted her ass ... Fran liked me to slap her pussy or ass or breasts as we did this sort of rough stuff. This wasn’t my mode as I never hit a woman, but to honor her wishes I gently swatted at her body parts. Each time I did, Fran seemed to have a small climax.
When I tired of our straight fuck, even able to watch the three women together, I tossed Fran onto her back after swatting her rear end, and then lightly boxed her pussy and breasts before jabbing my shaft back into her love box. Fran shrieked with joy, and rose to meet my every thrust. We were calling each other crude names and talking dirty to each other.
On the other bed, Sheila, Ally, and Jane had formed a small daisy chain. Each woman ate out the next in their circle with fingers and tongues moving rapidly to pleasure each other. I watched them change direction once. Sheila and Ally were expert at pleasuring a woman, so Jane became the target for their sharing, exploding into one orgasm after another as either Ally or Sheila worked her pussy area over.
After a few more orgasms spread around the five of us, I went and lay beside Jane. “Hi, Babe. Everything alright?”
“Oh, much better than that,” Jane muttered with her eyes closed, still enjoying the overall glow of sexual satisfaction from the past couple of hours. “I never knew being with another woman ... or women ... could be so gratifying. I had a huge misconception about what sapphic sex was like, how I’d feel, and now you have a new convert.”
“Have you gone totally off men?” I put a worried tone in my voice.