After my rendezvous with Helen, I figured I'd keep up my efforts to avoid my neighbors. In hindsight, it wasn't a good decision to fuck my neighbor while I was fucking her daughter. I felt bad for Helen and my dick took control of my brain...again. In my defense, the original deal was to give her an orgasm by eating her pussy and she is the one that took it further. I guess I could have stopped her, but by then, my dick was hard. How many guys have the willpower to stop a naked woman from sucking their dick? Who's going to say "no" when they want to fuck you too? If you say you would have stopped I'd say you're either a better man than me or full of shit.
I now had to live with the consequences of my actions and pray that I'd come out of it unscathed. The other neighbors had mentioned to Helen that Gretchen spent a lot of time at my house while she and her husband were on vacation, and I didn't want to give them anything else to gossip about. I didn't need to be confronted by a jealous husband either. Even though Felix was a smaller guy, I still didn't need the drama.
Gretchen and I didn't have much contact with each other once she returned to school. She was focused on her final exams and papers. She told me she started dating another guy and had sex with him a couple of times. She said he was better than Brad, but I was still her top lover.
We did manage to squeeze in a couple of mutual masturbation video chats, but that was all. Many men pay money to watch webcam women disrobe, talk dirty, and masturbate for them. They often fantasize about fucking them while they jerk off. I had a twenty-one year-old woman doing this for free and I didn't have to imagine what it was like to have her suck my dick, fuck her, or to do her anally because I had done it all with her. It was only a matter of time before I'd get to do it again.
Over the winter break, Gretchen and I got together several times for some wonderful evenings of unbridled sex. On Christmas Eve, I received a text from Gretchen saying she had something for me.
"I don't have much time, but I wanted to stop over quickly to give you a present. I've got my period, but I could give you a blow job."
"Hell yeah, come on over."
When Gretchen arrived, she stripped off her sweater and bra before telling me, "Like I said, I don't have much time."
"Don't worry, babe, it won't take me long."
I fondled those lovely tits of hers and sucked on her nipples before she led me over to my chair. She unbuckled my pants and pulled them off along with my underwear. My semi-hard cock was staring her in the face as she had me sit down.
Gretchen began by licking my balls while stroking my dick. As I got more erect, she began to lick my shaft. She then swallowed my dick as it became fully erect in her mouth. My goodness, she had become a great cocksucker.
I cherished the feeling of her sweet lips engulfing my cock as her head bobbed in my lap. This was one of the best Christmas presents I had ever received. It meant a lot to me that she wanted suck my dick to give me some sexual satisfaction. It was entirely her idea and very much appreciated by me.
I gave her a nice load of cum to swallow too. Grechen never spilled a drop and sucked my balls dry. She even squeezed a few more drops out of my dick and licked them up like it was a special delicacy.
When she was done, she put on her bra and sweater, smiled, and said, "Merry Christmas, and you owe me one."
"Now that's a debt I will gladly repay. Merry Christmas, dear. Let me know when you're free again."
"I will."
Helen never got angry, but she let her daughter know, in no uncertain terms, that she knew what was going on.
Whenever Gretchen said she was stopping by my house, she'd say, "Have a good time," or "Don't stay out too late," while giving her daughter a knowing look.
That never stopped us, though. It was like Helen was giving us tacit approval. Maybe it was because I fucked her too, so she couldn't say anything to Gretchen about it.
It was an odd feeling fucking a woman when I was more than twice her age while I also fucked her mother who knew what we were doing. I offered to get a hotel room to try to conceal some of our activity, but Gretchen said we didn't have to. Her mom never said anything, and Felix was still oblivious to what was going on.
I then suggested, "How about if we go away for a few days before you go back, someplace warm like the Caribbean."
"I can't afford that, Ray."
"I'd pay for the whole thing. I'm not doing anything with all the money I received when I settled the lawsuit after my wife's accident."
"If you're sure, I'm not going to say no."
"You can pack like you're going back to school, leave your car at the airport, and we'll get away for four days."
"Are you sure, Ray?"
"Positive. We can enjoy the nice warm weather, the beaches, and eat and drink all we want. I'll arrange everything."
We agreed on the days for our mini-vacation, and I contacted a travel agent to make the arrangements. I booked an adult-only luxury resort in St. Martin for our intimate rendezvous. We were both excited to get out of town and enjoy ourselves in more ways than one. I rarely did anything since my wife passed away, so it would be good for me to get away. Being with Gretchen only added to the fun.
Our travel agent did a great job booking this trip. We flew first class to St. Martin and had a luxury corner suite with a king-size bed, living room, bar, and a balcony overlooking the ocean. We had a reserved cabana on the beach whenever we wanted to use it.
I had seen Gretchen's swimwear before, and while she wore a thong bikini in the privacy of my yard, I wanted her to let loose and get even more risque. I took her to the resort shop and she found a couple to try on. She still had some body-image issues, but I convinced her to at least model them for me.
While she was in the dressing room, I picked one out that I knew was pushing the boundaries of her level of comfort. She picked out two sexy thong bikinis that she liked, which revealed more of her young body than the one she had brought.
Two other older couples were in the store when Gretchen came out of the dressing room and modeled the bikinis she chose. Both men stopped what they were doing to check her out. I was proud of my date. They were pretty sexy bikinis, but I wanted to push her limits for those few days.
I then handed her the one I picked and said, "Here, try this one on."
Gretchen looked at me like I had lost my mind, but said, "There's barely anything there. I'll try it on, but I don't know if I can wear this in public."
"Let's just see what it looks like on you, okay?"
She rolled her eyes and said, "Okay."
After a few minutes, Gretchen called out and said, "I don't know if I can come out there wearing this."
"Aw, come on, Gretchen. I want to see you in it."
When she came out, she looked a little embarrassed. My mouth hung open, and the two older gents openly stared at her. It was a micro G-string bikini, and the only part of her breasts that were covered were her nipples, which were barely concealed. Gretchen's breasts are around a 36-D, and they're nice, firm, and were on display. The bottoms of the bikini were nothing more than a string in the back and it barely covered her pussy in front. It was as close to being naked as she could get. Gretchen saw the two guys staring at her and blushed.
"I don't know about this one, Ray."
"I'll tell you what, I'll buy this one and two others. You can decide later if you feel comfortable wearing it to the beach."
"It's your money," was all she said in response.
