Chapter 23

They held hands and retired to the bedroom partially closing the door behind them. From the sounds I could hear, they were getting a shower, too. Knowing I had a few moments, I asked Cherry what she said to them while I was in the shower.

Cherry said, “It was nothing really. I was just telling them some things to expect—you know—like how it feels. I didn’t want to say it in front of you because they were already kind of embarrassed. And, I had some suggestions that might make them feel more comfortable while we are actually in the act of ‘helping’ them.”

I asked, “What kind of ‘suggestions’ are we talking about?”

She said, “Well, for example: the last thing they are going to want is to feel a man’s hands on them—they aren’t used to that. So, if that becomes necessary, I’ll help. And, I offered a suggestion on how to tell us when they are ready for us to join them without talking. When we go in, you shouldn’t say anything. But if you need to, get my attention and whisper it quietly to me; I’ll say something to them if we need to.”

I agreed (not that I could really disagree if I wanted to) and Cherry set about getting the suite ready—mostly by simply pulling the curtains closed in the bedroom and the living room. She pushed the door to the bedroom until it was almost completely shut but left it open just enough to see light coming through the jamb.

Then she turned off all of the lights in the living room and kitchen; leaving the room lit only by what sun light came in from around the curtains and a little more from the doorway to the bedroom. It was still easy to see everything in the room, however.

We sat on the couch—waiting patiently. Soon, the shower stopped and it was impossible not to listen—although we couldn’t understand what they were whispering because of the echo.

“How will we know when they want us to go in there?” I whispered.

Cherry said, “They’ll turn out the lights and we’ll wait for a few minutes.”

I just nodded in understanding. We could hear them getting in bed and they were saying really cute and sweet things to each other while trying to speak quietly enough to keep us from hearing them. But hotel rooms are not known for good acoustics—sound simply travels too easily.

Amanda and Olivia were soon in the throes of passion and it seemed they didn’t even try to hide the fact. Cherry and I just looked at each other and smiled like two kids listening in on the neighbors. After about 20 minutes, the room got just a shade darker—they had turned out the lights.

Cherry whispered so quietly that I almost didn’t hear her say, “They’re ready. Take off your pants...”

I stood and stripped down to my boxers before following Cherry to the bedroom door. She opened it quietly and we entered the room to see (to no surprise) Amanda and Olivia making love on the bed. Olivia was on top of Amanda, but she took the same position as Cherry would take on top of me: straddling Amanda as opposed to being between her legs.

There was enough light that I could see without difficulty that Olivia’s ass was just as nice now as it was when I first saw it through Cherry’s window. Olivia was sucking and licking on Amanda’s nipples. I couldn’t help but remember that it was Cherry who gave her a good lesson on how to do that.

Cherry quietly and slowly climbed on the bed to keep from disturbing the intimate couple as much as possible and I did the same; standing behind them on my knees. Cherry pointed at my lower body and mouthed the word ‘off’. I looked down and realized I forgot to remove my boxers. I slid them down and pushed them past my knees; allowing them to come off as I moved forward.

Cherry took position next to us and reached over to me to grab my still not yet hard dick. I looked at her as she gave it a few gentle strokes and it began to respond. She used my hardening cock to pull me forward until I was within reach of Olivia’s pussy. I could see already that Olivia and Amanda were not virgins.

They may not have been with a man before, but they were likely using ‘toys’ of one kind or another. Cherry held up a finger to me to signal ‘wait’ and then she re-positioned directly behind me. She reached around me and grabbed my cock while looking over my shoulder and pushed her hips into me to push mine forward. The head of my cock made contact with Olivia’s pussy and Cherry moved my cock up and down her slit.

Olivia kissed Amanda on her lips and moaned into her mouth with a mix of love and worry. Cherry asked if she was ‘ok’ and Olivia nodded without breaking the kiss. When asked if she was ready, she nodded again the same way. Cherry put my dick head right on Olivia’s vagina and pushed the head in with ease.

Then, Cherry reached her arms out straight on each side of me, put her hands on Olivia’s hips and slowly pushed me inside of her childhood friend. Olivia hummed a tense sound as my cock disappeared inside of her, prompting Amanda’s concern for her wife.

Amanda whispered, “Are you ok, Love? Does it hurt?”

Olivia said, “I’m fine. It feels ... different. Really warm.”

They went back to kissing and Cherry had me pushing in and out as gently as she could. I was rock solid by that point, but it felt like my orgasm was not going to be in the near future. Olivia’s pussy began to coat my cock with her creamy white juices. But I didn’t want her to orgasm yet because I knew mine was not even close.

So I slowed down the pace Cherry had set for us. She seemed to take it as a sign and moved forward to pull herself off of me. I heard Olivia say ‘your turn’ and I moved without being prompted. I sat on my feet with my knees on the sides of Amanda’s hips and Cherry helped push my cock down to the waiting vagina in front of me. Amanda was definitely a natural blonde: the blonde, heart-shaped patch of hair above her clit proved it.

I was lined up and ready to push into her, but as soon as I tried, I realized there was a problem: Amanda wasn’t wet enough yet. I shook my head and pulled back a little while tapping Cherry’s arm.

I whispered to Cherry, “She’s not ready; I don’t want to hurt her.”

Cherry tapped Olivia on her butt and signaled for her to play with Amanda to get her more turned on. She understood and reached down to play with Amanda’s clit while kissing her on the neck and talking aggressively dirty to her.

Still playing with Amanda’s vagina, Olivia whispered, “I love this pussy! You know why?”

Amanda closed her eyes and said, “I know why...”

Olivia said, “Tell me why I love this pussy!”

Amanda said, “Because it’s for you!”

Her fingers moved a little faster and Olivia asked, “Whose pussy is this?”

Amanda replied, “It’s yours; it’s all yours!”

Olivia’s fingers became a blur before she said, “Say my name: whose pussy?!”

Amanda hummed and answered, “Olivia’s! It’s Olivia’s pussy!”

Olivia asked, “And how do I like it?”

Amanda continued to hum and answered, “Dripping!”

Olivia said, “There it is—dripping just like that!”

When Olivia pulled her hand away, Amanda was soaked; her crotch glistened even in the dark. Olivia planted a deep kiss on Amanda while stroking her hair. Cherry pointed my cock head back at Amanda’s vagina and we pushed it in with no difficulty.

Amanda responded to the sensation, “Wow! That really IS warm,” before they went back to kissing.

Olivia scooted back down in effort to rub her clit on Amanda’s. She achieved her goal, but in doing so, she had her crotch grinding on me as well. I quickly discovered that I could push for several strokes in Amanda before pulling out and quickly and smoothly pushing back into Olivia. So that was what I did for what seemed like forever. But my orgasm would not hit me.

Olivia began to get tired and asked to switch positions with Amanda. I nodded ‘ok’ and they swapped places. Amanda’s breasts were very nice—even nicer than I had expected—but still not as perfect as Cherry’s. Olivia’s breast had grown since I saw them before, but they were still small; nice, but small. The next thing I noticed (besides Amanda having a nice butt, too) was that she had a ‘tramp stamp’ on the lower part of the small of her back.

The tattoo spelled ‘Olivia’ in script letters, each one a different color of the rainbow, and the ‘O’ was actually two closely interlocked symbols for the female of the species. As far as ‘lesbian tattoos’ go, it was probably about as ‘cliché’ as they get, but at the same time, it was done really well and looked nice on her.

Amanda took the same positions as Olivia had before and I returned to thrusting into one for several strokes before switching to the other. It was sort of like ‘Russian Roulette’, but instead of bullets, we were using semen. The only question was: who was going to get the shot? And at the rate I was going, the answer seemed like it would be ‘no one’.

Finally Cherry whispered, “Babe—what’s wrong? Why haven’t you...?” I shook my head and said, “I’m not sure. I think it’s because I can’t see your face.” Amanda and Olivia over heard me and both purred, “AWWWWW...”

Cherry re-positioned to the side of us and faced me before giving me a kiss. By this time, I had the positions of Olivia and Amanda’s pussies memorized and I didn’t even have to look to change between them. I continued thrusting into and switching between the two in front of me while kissing my wife who, even clothed, I found far sexier.