Sisters, Friends, and Lovers - Book Three - Cover

Sisters, Friends, and Lovers - Book Three

Copyright© 2026 by Wolf

Chapter 63: Mile-High Club

Erotica Sex Story: Chapter 63: Mile-High Club - 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   Lesbian   BiSexual   Fiction   Incest   Gang Bang   Group Sex   Orgy   Anal Sex   Cream Pie   Exhibitionism   Masturbation   Oral Sex   Voyeurism  

The wedding invitations were mailed in early February.

Together their parents
Francis Dobson (Henson)
And
Steven Grover Wallace
Invite you to their wedding vows
on the beach at the
Club Orient Beach Resort
St. Maarten’s
April 23rd – four o’clock
Clothing optional service. No minors.

We included all sorts of information about the resort and other nearby accommodations, plus, with some of the invitations, a separate card about the reception and after-party.

Please also join us for a weeklong reception and party
following the wedding at the resort.
Clothing optional.
Explicit activities certain.
April 23 to noon April 29th
If you are uncertain or need
Details – Call Fran at 500-500-7711

It had taken everyone in the apartment a week to come up with the wording that would warn some of our friends who are less involved in sexual activities than we are, that the party would be a continuous orgy. We finally decided that the term ‘explicit’ alerted most people to sexual goings-on, and the suggestion to call Fran would give her a chance to explain just how rowdy we planned on being without putting it in print.


After a month we had forty-eight RSVPs to the destination wedding and weeklong party, and a lot of ‘wish we could be there but sorry’ statements. Fran fielded about thirty calls, too. She estimated that only a quarter of those opted not to come based on the sex that would take place. The rest got even more enthusiastic about the week and wanted to know about bachelor and bachelorette parties ahead of time. Fran and I delegated the conduct of those parties to Sheila and Aidan.

After we had a certain guest list, Fran contacted each person or couple and asked that they get tested before coming so that we could ensure a happy result for everyone, especially after the event had passed. Not one person complained since that street ran both ways.

On April first, Loren was selected by her female ‘sisters’ to play the traditional April Fool’s Day trick on me. I’m not sure how they did it, but when I got home from work that day (I’d been in the TCI Boston office) and had settled into the living room with most of the others with a glass of wine, she came up to me looking very sheepish.

Loren stammered, “I ... errr ... Can. We. Talk?”

Now, every male over the age of sixteen knows that those words portend some kind of ‘bad’ situation that they are about to become embroiled in. All my antennae as well as the hair on the back of my neck rose in curiosity and warning.

I slowly nodded, and she stood in front of me and showed me a little plastic stick. I could see instantly the large letter EPT engraved on the plastic part of the device – and I instinctively knew those letters stood for ‘Early Pregnancy Test.’ As I looked at the test end of the stick, I could see that the “+” sign was illuminated and had been triggered.

Based on Loren’s demeanor, her longing looks at me, and the positive baby test, I jumped to the conclusion that I was about to become a father. I guess I did the right thing. I jumped out of my chair and hugged Loren, kissed her, and told her how glad I was to be a parent with her. Around the two of us applause broke out from everyone else in the condo. Then the laughter broke out, and I knew I’d been had in the joke of the day.

Loren later apologized, but said everyone picked her because she still had the reputation among us as being the most naïve and therefore probably the most likely to get into trouble. In the same breath, she pledged her undying love for me for all time, and got me so cranked up with her kisses that we went into the bedroom for a quickie. She also expressed her ardent desire to carry my child any time I wanted her to.

Nonetheless, the feelings provoked by the April Fool’s Day gag proved to me that I really did want to start a family. When we were alone, I talked to Fran and Sheila about family building. Except for Jane and Marge, the three of us were the oldest in the circle. Marge didn’t want any more kids if she could even produce an egg. I hadn’t talked to Jane but knew she was career bound. Fran and Sheila and I decided that right after the wedding they’d go off of birth control and have everyone but me start to use condoms. We decided we didn’t want to create a ‘potluck baby’ with whomever the girls happened to be with the way Gale had, as loving a move as that had been.

Speaking of potluck babies, we continued to get together with the Fabulous Five over the winter about every other weekend. Surprise of surprises, Nancy Reddick also admitted that she was pregnant. I could see the landscape of our swinging friends dramatically changing in the very near future. Nancy and I had bareback sex, so again I felt the possibility that I might have sired yet another child.

Gale Dunn had popped out until she obviously was hiding a beach ball under her clothing. When nude, her breasts were swollen, nipples darkened, and belly distended in a way I personally found rather sexy. I liked making love to the pregnant mom-to-be, and she became a favorite as we approached her mid-May delivery date. I felt very paternal to her ‘baby bump,’ but there was no reason for me versus about six other men to feel uniquely that way. Fortunately, they’d be coming to St. Maarten’s with us and staying for the week so I’d have other opportunities to couple with her before I’d have to wait for Nancy and some others to show their baby bumps.

Ivy had an idea about flying down to the island for the wedding. She contacted several charter flying services, got our nuclear group and some of our swing friends going to the wedding to commit, and then arranged a private jet to fly us down to St. Maarten’s. The plane was a modified Bombardier CRJ700 regional-type jet, and we could see on the outside where it had once belonged to Southwest Air before they’d retired it because of age – a point I worried about on the trips down and back home. The inside of the pre-owned-regional jet airliner was now posh, even with a tiny bedroom at the rear of the plane, and even a one-person bathroom with a shower. Supposedly Justin Bieber had used the plane a few times. In any case, the plane could carry fifty passengers.

Two days before the wedding, thirty-six of us converged on the Bedford, Massachusetts, general aviation terminal for the flight. Our group consisted of Fran, Sheila, Ally, René, Ivy, Loren, Jane, Marge, Zoey, Kristen, Aidan, Matt, Ned, Sean, Rita, Jean, Dave, Chip, Gale, Lyle, Nancy, Val, Jerry, and me. From the wider Henson swing group, we also had on the flight Mark, Marie, Cal, Pat, Mandy, Frank, Helen, Randy, Sally, Walt, Benson, and Sandy. We could have fit about ten more on the flight, but even as it was the round-trip flights for all of us were significantly cheaper than commercial airfares, plus with the rental jet we could fly first class non-stop straight from home to St. Maarten’s without airport hassles, delayed flights, missed connections, airline food, and so on.

After we were well on our way, Fran came and sat in my lap. She whispered in my ear, “I know just what you need right now.” She pulled me up, and with a little nudge from Loren, who followed us, pushed me into the small stateroom at the rear of the aircraft. The others snickered as we walked past them, obviously headed back for some serious loving. Loren shut and locked the door behind her.

 
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