Quote:
Originally Posted by
sexcision
will it be possible that the SYT is sort of allowing TS to do whatever he is doing physically mainly because he is her superior at work and do not want to jeopardies her work (since job nowaday are really hard to find). need to be careful and not cross the boundaries she had set.
It’s possible. If that’s really the case , then it’s very sad. I rather she stopped me from doing what I have been doing..whether she really knows or not….lol..
So one day , knowing that she 8s braless again, I tried to attack her boobs , when she is not sleeping, meaning she is wide awake but still got a bit lah….not drunk….
It’s funny she knows what I was trying to do and she merely siam here and there acting coy but not angry cos obviously I was crossing the line…I mean which guy accept the bf will try to touch her boobs ? Lol its kinda fun , like a guy who just know an innocent girl who is shy being touched sexually…..
Seriously hope 1 day she says she cannot tahan anymore of the teasing and ask me to fuck her….lol
I tried to touch her boobs , letting her know that I m interested in her , sexually. Seems like she was quite receptive…..
However I can’t just reach out and touch them, I need to create some instances where I can try and touch them.
Knowing that she is sometimes braless, one day when she was braless again,I jokingly asked her if I can get her one. Of cos she said no need lah…..so I ask her what’s her size and she said A cup….I act surprised and tease her, " sure its A and not like A- or AA ? Lol
Then told her I m very experienced, by touching can tell …lol
Of cos she won’t let me touch when I tried to. So through out the next 20 to 30 min, I tried to do sneak attacks lol
I was standing her while we were talking and when she let her guard down, i will reach in and touch her boobs…..i felt her hardened nips and asked if she feels cold lol
She block and block until eventually also semi give up.
i still have no idea how to proceed to having sex with her….the mood just feels so non sexual…..
Quote:
Originally Posted by
snowwhite55
I feel that at this point you should have sexual talk and talk about sex to create sexual tension which leads to sex soon. The longer you drag even if she is horny I feel that over time it will die out even for her.
Just a 23 year old dude, take my opinion by how much you think it is worth.
Thanks for the tip…slowly getting there. Think she still have a mental block that I m so much older. Or maybe she is just the passive type where men need to do most of the initiating.
I never thought I could get to 2nd base.. I think she slowly growing used to me touching her boobs. Lol….now when she wearing mini skirt…I can put my hands all the way into her inner tigh…and some rubbing….
I think all these are making her horny… cos she is always soaking wet when my hands went in when she sleeps. Can a woman be constantly soaking wet when she is not horny? My past experience the women were just moist or you need to dig a little for the juice to cone out. But this syt…her panties was already damp.
I have officially made it to 1st and 2nd base…..it’s the year end and we are in party mood. had a few drinks and she started opening up….as in being her real self….
initially i thought the night wasn’t going anywhere…but then if i just sit around nothing would happen. she seems to be braless again. when this happens, i can’t help my hands….they just want to go and touch her tiny boobs.
despite the few drinks, she was still very concious when my hands are near her boobs. had to do sneak attacks lol…maybe she just don’t want to seem easy…
the mood was getting more relax as the night wore on….
been thinking for a few weeks and watching some youtube videos on how to score that kiss. i was going to use those tricks but it just seem weird.
we were chatting and chatting and then suddenly there was an “opening” . it’s like watching the world cup and there was no goal and near ninety min mark, someone found an opening and scores a goal.
the vibe seems to be there and I went for it…..took her by surprise when i planted my lips on her…..she resisted a bit in the beginning and then stopped resisting….she doesn’t really seem into it. there wasn’t any “romantic” feel either. i feel her boobs when i was kissing her….trying to get her into the “mood” ….she kind of stopped kissing….otherwise my hands would have gone down south…
there wasn’t any akward feeling when we see each other the next day. we never mention anything about it.
anyway, next target would be 3rd base and hopefully home run also.
yes, it’s been taking way too long….but with the foundation laid properly, i believe home run is finally possible. i can have my cake and eat it
I have no doubt my fingering and lickin skills are very good cos the girls always enjoy themselves…but this one, I just can’t get her to moan Or show enjoyment ….the enjoyment is you see them enjoying themselves. But she is like a dead fish as I had speculated. Because of that I don’t even have any urge to fuck her..even though her wet and tight pussy seems so inviting..
After work, i usually go to my untenanted apartment near my work place in town to just relax a bit and feed my dog before heading home.
The other day my SYT colleague mentioned that she will be out to have dinner and drinks with her friends near office. I was like ok…have fun. She often drop my to play with my dog after work. So that day when i was about to leave, I heard someone knocking on my door.
When i open , it was her….face red and tipsy….from her drinks apparently. As usual, she just play with my dog.
I have often wondered, is she really here to play with my dog ? or is it an excuse for her to come and see me. It could be she wants to see my dog, which is really cute.
As usual, I didn’t do much….so far she really didn’t give me any clues if I should do something to her…I have tried escalating in some ways…but either she didn’t respond or seem not keen as I had mentioned…..didn’t reject though…..really complicated now , like neither here nor there…..it’s like after you sleep with the girl, you wonder what’s the status of the relationship…lol
Since we have progressed to a certain level.of physical intimacy, even though its mostly initiated by me, I feel that I have a chance to put my dick in pussy without rejection and awkwardness the next day.
I could have done it in my untenanted apartment but then it would be just sex. So I have decided to make it special, like a nice place with a nice big bed….a hotel lol. I was wondering how I could suggest going to a hotel , it will be kind of weird.
Since we can’t travel and people are going for staycation, I jokingly suggest to her we should go for staycay. She just said ok. I didn’t xpect her to agree since staycay = go to a hotel and sleep together.
I would normally not spend so much on a hotel just to have sex with a girl. Jo teo said we just need small space right lol.
Agreeing to go for staycay does not mean she will let me have sex with her. She can always say no then I will get blue balls I supposed. But anyway, I decided to book a 5 star hotel to impress her….from past experience , its better to err on the expensive side to get laid. Besides this will lay the ground work for future sex sessions.
leading up to our staycqytion, I was quite nervous. I was wondering why she agree to go. Does she not know that we are actually committing adultery ? Surely she knows we are going to have sex in the hotel.
She is not young, surely she knows what’s going to happen. Maybe she likes to experiment with an older guy. Maybe she actually likes me.maybe….wtf who cares . Do first talk later. In the beginning I was afraid things might change fir the worse if we have sex. But that worry seems to be gone for now based on my observations.
On D day, I actually planned a staycay activities…not just book into a room and start fucking. I had booked a nice room in sentosa, less likely to bump into people we know. I was also thinking of excuses just in case we meet familiar people .lol. but luckily that was not needed.
We decided to meet up at vivo. When I saw her in her beach attire, I was like OMG , she is so hot , can’t believe I m going to fuck her later . Men were also looking at her, maybe thinking what’s she doing with a old guy.
We did some last minute shopping and then hopped onto the monorail and had lunch at Coastes. After lunch we just hang around the beach since there is still sometime before checking in.
Before checking in, I was afraid people might give us the sheepish look…..you know young girl with an old guy that can be her dad.. so I asked her to sit somewhere while I do the checking in.
Pretty fuss free.
We decided to hit the swimming pool….I love frolicking in the pool with the girl….I did show some PDA and she didn’t resist my advances.. .just like we are lovers already. We didn’t do much though, just swim a few laps and lounge around towhile away time before dinner . Can’t really do much with a 3pm check in time.
After spending some nice time at the pool, he head back up to have a shower. She was still quite shy, don’t let me see her change or shower….wanted to shower with her but the time wasn’t right yet . Don’t want to scare her…
After the shower, we lie on the bed and took a nap before heading out for dinner.
My mind was simply thinking about fucking her later that night, how to nap ? Or I could have one shot now… but I endured and save it for later, it has to be special and memorable.
But I couldn’t resist touching her . So my hand glided towards her pussy and started fingering outside her panty.. omg its damp already. Still I resisted….
We got ready for dinner. I brought her a nice dress to wear for dinner. I want people to envy me with a nice and hot looking chick.
Need to Dine and wine her before our session later. Brought her to Bedrock for an expensive dinner . We had some wine to set the mood. As usual, after some drinks, she became relax and in party mood. We drink enough to be in high mode, otherwise later she will just fall asleep.
After dinner , we had a nice romantic walk at the beach and then headed back to our room.
The alcohol starting to wear off so we did a few more drinks .
Told me she want to soak in the warm bath tub. Told her will prepare the water after our drinks .
Brought her to the tub and she asked me to go outside. I didn’t of cos and helped her disrobe and asked her to get in the tub. She was hesitant or insecure about her body so I dim the lights down…
First time saw her naked body …and that ass I have been looking in the office ….gave me an instant hard on. I whispered into her ear that I will be joining her in the tub.