The gorgeous heatwave we experienced this summer made me consider whether I favour summer over autumn for the first time. Although I know they’re a product of an environmental issue, the playful, long summer days that melted into languid weeks of outdoor dining and time with friends were still worth indulgence. The fact that I’ve booked a month-long trip in the sunshine for the whole of January suggests that I may indeed have become a summer person.

However, as the trees move from radiant greens to deep, moody and fiery red, orange, brown and yellow hues, I remember why autumn was my favourite season for so many years. It’s simply beautiful. The dark evenings are sexy to me, and as someone who lives in noir 80% of the time, I simply adore autumn fashion. Texture, leather, lace, suede, cashmere, silk, monochrome, temptingly tight, structured and tailored clothes are everywhere and although I miss the warmth, my summer wardrobe was nowhere as elegantly delicious.

I launched my new website back in August, which I have loved all the positive feedback thank you! The main photo of this piece (view properly further down!) was from my recent shoot at The Rosewood in London. I will share more from this shoot soon. Plus I’ve booked an impromptu outdoor shoot with a fellow fall and style-loving redhead and I have a shoot in one of London’s most luxurious hotels in November as part of a long weekend away. If you’d like to sponsor some new outfits for the shoot, consider sending me a Bordelle, Honey Birdette, or Selfridges voucher to info@meetoliviasinclair.com.

I also want to say a quick thank you for all the gorgeous generosity surrounding my 30th birthday. Being thirty feels like a new beginning, hence my blog Genesis. One of my first dates as a real adult ended up being an accidental but incredible act of generosity. The person had to cancel our overnight stay but paid in full and offered me the upgraded suite, complete with dinner and champagne, to enjoy with one of my friends for the evening. It was her first glimpse of Olivia first-hand and was such a spontaneously fun evening.

As my First Dates and Spring Summer Date Inspo blog proved popular, I’m sharing some date ideas for all durations over the coming months for autumn winter. As mentioned, I am taking January off, but let’s get some time in our calendar between now and December.

Beautiful Hotels for Autumn Winter Romance

I am fortunate to be well-versed in London’s finest hotels, but that doesn’t mean you have to book them. Occasionally clients apologise for the room, even in lovely hotels because it’s a normal room and not a two storey suite. There are many boutique hotels in and outside of London that aren’t overly expensive. And, although I am a luxury companion, the room does not need to be a barrier to our meeting.

Weeknights are less expensive than weekends and many luxury hotels have dedicated day rooms available for use within the day only at a lower rate.

London favourites

L’Oscar
The Egerton House Hotel
The Charlotte Street Hotel
The Langham
Zetter Townhouse
The Rosewood
Batty Langley
(The stunning two-story Earl of Bollingbrook Suite is more reasonable compared to other suites of this size).

Oxfordshire favourites 

Le Manior
Thyme

Bath favourites 

The Royal Crescent
15 Pulteney Street

Four to Six Hour Dinner Date

This can also mean brunch, lunch, afternoon tea or of course the classic evening dinner date. Food experiences are some of my favourites because there’re so many incredible places we can visit. From sitting in the cafe of the Victoria & Albert museum for coffee and cake or savouries, a gorgeous charcuterie and wine spot in Bath to afternoon tea or tasting menus in London. Four hours is the minimum time I recommend for this, allowing plenty of private time.

For afternoon tea or tasting menus consider five to six hours, or of course, overnight.

Tasting menus

Pollen Street Social
Umu
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Sketch

Elegant Dinner/lunch/brunch dates

Sexy Fish
Scott’s
Charlie’s
Berners Tavern
Harry’s Dolce Vita
Sessions Arts Club

Afternoon Tea

Egerton House Hotel
Claridges
The Ritz
The Savoy
Fortnum and Mason
The Rosebury

Six—Ten Hour Exploration Date

Longer dates give us more time to explore, see a show, relax and get to know one another. If you’d like a longer date but not an overnight, six to ten hours (e.g. 12pm—10pm) can be a good duration. I recently had a nine hour first date with someone who was visiting the UK for the first time. We enjoyed a lunch-boat tour along the Thames, a trip on the London Eye, a leisurely stroll via some delicious architecture and parks for dinner followed by a BDSM session. This combination is a memorable date option. It’s fun for me to rediscover parts of a city I know so well through the lens of a tourist, and remind myself how lucky I am to have this incredible city on my doorstep.

Longer dates needn’t include expensive activities. Weather permitting London’s architecture and parks are great to explore, or we can wander into some of the incredible free collections in places such as the V&A, The Natural History Museum, British Museum, Tate Modern. We can also explore one of London’s arty districts, or simply converse over a cocktail or four in one of London’s sexy and elegant drink spots.

Paid Exhibitions

Cezanne

Africa Fashion

Fashioning Masculinities—I have seen this but would go again (or even recommend you go alone before it’s over!).

Cocktail and champagne bars

The Red Room

The Ned Library Bar

Rockwell, St James

The Painter’s Room

14- 16 Hour Overnight dates

Sleepovers can be great simply with a lovely dinner, conversation and private time. But there’s also plenty of time for some of the city’s entertainment. I have now seen Cabaret at the Kit Kat Club twice on dates and would happily go a third time. The venue and costumes are a treat for visual animals like me, plus it’s a sexy, funny and provocative show.

I was recently introduced to Ronnie Scott’s Jazz Club on a gorgeous first date and can’t believe I haven’t been before. This is a perfect spot to indulge in a few cocktails or a bottle of champagne with great entertainment. The The Box Burlesque and Cabaret is high on my wishlist as a sexy, late date night activity, Gin House Burlesque also looks incredible, or for something more refined during the day we could catch one of The Royal Opera House rehearsals.

16–48 Hour Extended Date

Extended sleepovers allow for loads of gorgeous activities from wandering London, Bath or York’s incredible architecture, lingerie and clothes shopping or a decadent spa day. Aire Ancient Baths is a spot I have attended two spa dates on recently, I adore Akasha Spa Hotel Cafe Royal and I am yet to try Spa de La Mer, Harrods. I am always open to trying new spas and we could even go for a spa weekend in Bath, The Cotswolds or anywhere.

If you’d like to meet for an autumn/winter date I have some availability between the 21st—27th October then I am unavailable until the 6th November. Please fill out my booking form to make a request. (I don’t accept date requests from people I don’t know via email as you need to agree to my booking etiquette and Terms). Existing friends can contact me via Whatsapp, email or Signal.

O

xx